Hilton Head Island

Coastal South Carolina, twelve miles of Atlantic beach, and oak-shaded plantation communities.

6638 waterfront rentals·19 shores·Every listing on the water·Updated 2026-11-05

Hilton Head's foot-shaped barrier island sits just across the Georgia line. Gated plantation communities (Sea Pines, Palmetto Dunes, Shipyard) house most luxury rentals. Golf is everywhere, the beach is firm enough to bike, and October is the sweet spot for weather plus price.

StateSC
Peak seasonJune to August
Best forWaterfront stays
Featured356 rentals
The curated list · 356 rentals

Where we would stay in Hilton Head Island.

Affiliate links. About our partners.

Fairytale Escape w/ Pool, Tennis Golf Hilton Head
No. 121

Fairytale Escape w/ Pool, Tennis Golf Hilton Head

Condo
1 bedroom sleeps 4 shared pool

1651 St. Andrew's Common, Step into 'Happily Ever After' in Hilton Head! Play golf, hit the beach, and enjoy a shared pool and tennis court. Unwind in a sunlit living room, cook in a full kitchen, and sleep like royalty. Book now for your fairy tale vacation! Small dogs (1 max) are allowed up to 25 lbs. Welcome to ""Happily Ever After,"" where fairy tales meet modern luxury in Hilton Head! Tucked amidst the island's enchanting charm, this elegant villa is your gateway to a vacation straight out of a storybook. Tee off at multiple golf courses, frolic on sandy beaches, and unleash your competitive spirit with a game of tennis, all just minutes away from your royal abode!

Breakers 215
No. 122

Breakers 215

Apartment
1 bedroom sleeps 4 Beachfront private pool

Breakers 215 in Hilton Head Island offers direct beachfront access and stunning sea views.

Spacious Villa with Balcony and Resort Amenities - Charming Beach Haven
No. 123

Spacious Villa with Balcony and Resort Amenities - Charming Beach Haven

Condo
1 bedroom sleeps 6 private pool

The spacious one bedroom, one bath villa is located on the third floor of Ocean Villa C building. This villa has a fully equipped kitchen, dining/living area with a sleeper sofa. The master bedroom is furnished with a queen size bed. There are a set of captain's bunks located in the hallway, perfect for the kids!! Enjoy your morning coffee on the balcony then venture out to the beach, pool and tennis courts that are only steps away!!

Ocean-View Balcony: Beachfront Hilton Head Condo
No. 124

Ocean-View Balcony: Beachfront Hilton Head Condo

Apartment
1 bedroom sleeps 4 Beachfront private pool

The entire place is yours with sea view and balcony.

Compare prices

See Hilton Head Island stays on Booking.com.

Search Booking.com →

Affiliate link.

Panoramic Views and Luxurious Amenities - Gorgeous Oceanfront Escape
No. 125

Panoramic Views and Luxurious Amenities - Gorgeous Oceanfront Escape

Condo
1 bedroom sleeps 5 private pool

DIRECT OCEANFRONT, TOP (THIRD) FLOOR Hilton Head Island Villa with PANORAMIC OCEAN AND BEACH VIEW, VIEW, VIEW!!! Imagine watching dolphins and listening to the waves from your private balcony with its expansive ocean and beach view in this clean, beautifully REMODELED, newly furnished and professionally decorated villa. Take in the outstanding view from the living room as you watch a movie on the 55"" Smart TV or use the free cable and high-speed internet. Staying on the top floor of this elevator and stair accessible three-story building enhances that ocean view with nobody above you.

HH Beach & Tennis 226C
No. 126

HH Beach & Tennis 226C

One-Bedroom Apartment
1 bedroom sleeps 4 Beachfront private pool

Beachfront location with direct access and a private pool.

Oceanfront Retreat 318 Breakers
No. 127

Oceanfront Retreat 318 Breakers

Villa
1 bedroom sleeps 6 private pool

Top Floor Oceanfront Relaxation! Indulge in the ultimate beachfront escape at 318 Breakers on Hilton Head Island! This beautiful villa offers spectacular ocean views and direct access to the beach. Located across from Coligny Plaza, you'll have a variety of shops, dining options, and a grocery store right at your doorstep. Explore the island's scenic bike paths, perfect for leisurely rides. Welcome to 318 Breakers, your private top-floor end unit villa with spectacular ocean views right in the heart of Hilton Head Island’s Coligny Beach.

Seaside 211
No. 128

Seaside 211

Vacation Home
1 bedroom sleeps 4 Sea view private pool

Seaside 211 in Hilton Head Island offers a holiday home with one bedroom and a living room.

Browse more in Hilton Head Island

Search every rental in Hilton Head Island.

Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Hilton Head Island.

356
curated rentals in Hilton Head Island
Furnished Balcony and Access to Tennis Courts and Pool - Charming Coastal Retreat
No. 129

Furnished Balcony and Access to Tennis Courts and Pool - Charming Coastal Retreat

Condo
1 bedroom sleeps 2 private pool

This beautiful fully updated one-bedroom villa is located on the third floor of Ocean Villa B-Building. The master bedroom is furnished with a queen bed. There is a fully equipped kitchen. This villa sleeps 2 people. Have your morning coffee out on the furnished balcony or take a short walk to the beach, pool, tennis courts or playground!! Ocean View - Ocean Villas B337 Professionally Managed by HHIB&T Vacation Rentals STR Permit #072516 HHIB&T Vacation Rentals is the largest and ONLY full service on-site vacation rental company operating at Beach and Tennis, thereby offering the greatest selection of villas to fit even the most discriminating taste.

The Village Palmetto Dunes
No. 130

The Village Palmetto Dunes

Holiday Home
1 bedroom sleeps 4 Oceanfront private pool

The Village Palmetto Dunes offers a serene holiday home experience in Hilton Head Island with a private beach and outdoor swimming pool.

404 Windsor Place by Beach Properties of Hilton Head
No. 131

404 Windsor Place by Beach Properties of Hilton Head

Vacation Home
1 bedroom sleeps 4 Oceanfront private pool

Oceanfront vacation home just steps from the beach.

Breathtaking Views and Resort Amenities - Gorgeous Oceanfront Villa
No. 132

Breathtaking Views and Resort Amenities - Gorgeous Oceanfront Villa

Condo
1 bedroom sleeps 6 private pool

Escape to this inviting fourth-floor oceanfront retreat in Admirals Row, where sweeping coastal views and soothing sea breezes create the perfect island getaway. This beautifully positioned one-bedroom villa offers a relaxing blend of comfort and charm just steps from the shoreline. The serene master bedroom features a plush queen-size bed, while cozy captain’s bunks tucked just outside the bedroom provide the perfect hideaway for children. A fully equipped kitchenette and charming eat-in dining area make it easy to enjoy casual meals after a day in the sun.

On the water
Rent a boat on Sailo

Affiliate link.

Bayberry Breeze Coastal Time Out Pool and Hot Tub
No. 133

Bayberry Breeze Coastal Time Out Pool and Hot Tub

Vacation Home
1 bedroom sleeps 4 Private Beach private pool

Bayberry Breeze Coastal Time Out Pool and Hot Tub offers a spacious setting with a private beach area, terrace, and free WiFi.

Oceanfront Breakers 137 Condo w/ Sunrise Views!
No. 134

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Entire condo
1 bedroom sleeps 4 private pool

Near Golf Course. Coligny Beach On-Site<br /><br />Wake to the sound of waves and the sight of the Atlantic at this 1-bed, 1-bath condo! Perfect for couples or small families, this Hilton Head Island vacation rental offers direct beach access, a pool, and a private balcony overlooking the ocean. Spend the day at Coligny Beach or exploring shops and restaurants just steps away.

Sea Side Villas II 288
No. 135

Sea Side Villas II 288

Apartment
1 bedroom sleeps 4 Beachfront private pool

Comfortable Living: Sea Side Villas II 288 in Hilton Head Island offers a holiday home with one bedroom and a living room.

Breakers 328 Oceanfront Hilton Head Condo. Stunning Beach View & Pool
No. 136

Breakers 328 Oceanfront Hilton Head Condo. Stunning Beach View & Pool

Apartment
1 bedroom sleeps 4 private pool

Breakers 328 - Fully Renovated Oceanfront Top-Floor Condo. Private Balcony. Heated Pool. Walk to Coligny Plaza Breakers 328 is a completely renovated February 2026 top-floor oceanfront condo located directly on Coligny Beach, offering breathtaking panoramic views of the Atlantic Ocean from your private balcony. This beautifully updated villa combines modern coastal comfort, thoughtful design, and one of the most desirable beachfront locations on Hilton Head Island. This bright, inviting unit comfortably accommodates up to 6 guests and is ideal for couples, small families, snowbirds, and extended stays. New professional photos coming soon.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

HH Beach & Tennis 119C
No. 137

HH Beach & Tennis 119C

Apartment
1 bedroom sleeps 4 Beachfront private pool

Beachfront location with direct access and stunning sea views.

Stunning Ocean Views and Cozy Retreat - Exquisite Oceanfront Escape
No. 138

Stunning Ocean Views and Cozy Retreat - Exquisite Oceanfront Escape

Villa
1 bedroom sleeps 4 private pool

Welcome to 321 Seaside Villa- Oceanfront! Oceanfront Escape. Beautiful 1BR villa awaits! ~Newly Renovated Top Floor End Unit with Stunning Ocean Views~ Oceanfront Escape: Your Dream Vacation Awaits! Welcome to Oceanfront Escape, a beautiful 1-bedroom villa offering breathtaking views of the Atlantic Ocean. Perfectly situated as a penthouse end unit, this cozy retreat is designed to provide a serene and unforgettable vacation experience for up to four guests. Highlights of Your Stay: Unmatched Views: Be greeted by stunning ocean vistas the moment you walk in. Enjoy both sunrise and sunset from your private balcony, while listening to the soothing sound of waves.

Waterfront condo with seasonal pools hot tub balcony AC & WD
No. 139

Waterfront condo with seasonal pools hot tub balcony AC & WD

Apartment
1 bedroom sleeps 4 Beachfront private pool

Beachfront location with seasonal pools, hot tub, balcony, AC & washer/dryer.

Seaside 249
No. 140

Seaside 249

Vacation Home
1 bedroom sleeps 4 Sea view private pool

Seaside 249 in Hilton Head Island offers a holiday home with one bedroom, sea views, air-conditioning, and a balcony.

Featured partner
Vrbo vacation rentals
Rent a Boat → Plan your big escape →

Affiliate link.

Oceanfront Access and Stunning Views - Amazing Coastal Escape
No. 141

Oceanfront Access and Stunning Views - Amazing Coastal Escape

House
7 bedroom sleeps 20 private pool

This oceanfront stunner was built in 2019 and offers amazing views as well as direct access to the beach with a private boardwalk. Walk into an amazing great room to unwind from a day out in the sun. The living room has two couches and two comfy chairs that leads out to the first balcony to soak in the picture-perfect view of the ocean. The kitchen is completely stocked with everything you need, and there is plenty of counterspace on the huge kitchen island for many people to cook simultaneously with room to spare. There is seating for 14 at the dining table and 3 stools at the kitchen bar. The main level of the home also contains a powder room and two bedrooms.

Hampton Place 6504
No. 142

Hampton Place 6504

Apartment
1 bedroom sleeps 4 Ocean view private pool

Spacious Accommodations in Hilton Head Island with sea views and two bathrooms.

Private Pool and Games Room Retreat - Gorgeous Marshside Haven
No. 143

Private Pool and Games Room Retreat - Gorgeous Marshside Haven

House
4 bedroom sleeps 13 private pool

Come see why vacationers choose Hilton Head Island year after year! This newly built home at ""The Marshes"" on Hilton Head Island features 4 bedrooms and 3 bathrooms. Here at Vacation Rentals we believe in providing you with amenities you won't find anywhere else. The following are included for your comfort, convenience, and enjoyment: 1. Luxury bedding used by the Ritz Carlton/Bath & Beach Towels 2. Free Pool Heat 3. Golf Cart Rental Discount 4. 6 backpack beach chairs and 1 beach wagon 5. Baby Equipment- Pack N Play w/mattress, Highchair, and Umbrella Stroller 6. Ping Pong Table 7. Propane tank for the grill 8. 2nd Refrigerator/Freezer 9. Hair dryers in each bathroom 10.

Seaside 184
No. 144

Seaside 184

Vacation Home
1 bedroom sleeps 4 Sea view private pool

Seaside 184 in Hilton Head Island offers a holiday home with one bedroom, sea views, and features an outdoor swimming pool.

Curated luxury alternative

Prefer a boutique hotel?

Design-led hotels and villas via Skylark Travel Group. Mr & Mrs Smith properties, exclusive deals, real human concierge.

Sponsored
Scenic Patio and Resort Amenities - Exquisite Coastal Retreat
No. 145

Scenic Patio and Resort Amenities - Exquisite Coastal Retreat

Condo
3 bedroom sleeps 6 shared pool

Nestled in the heart of the Queen's Grant community within renowned Palmetto Dunes, this two-story, pet-friendly villa offers a spacious retreat for up to 6 guests just steps from the Queen's Grant community pool. With a large outdoor patio, driving range views, and sandy beaches only 0.5 miles away, this home puts fine dining, marine adventures, golf, and racquet clubs all within easy reach. Whether you're planning a family getaway or a relaxed escape with your furry companion, this home creates the perfect setting for unforgettable Hilton Head memories.

Seaside Villa 325
No. 146

Seaside Villa 325

Vacation Home
1 bedroom sleeps 4 Sea view private pool

Seaside Villa 325 in Hilton Head Island offers a holiday home with one bedroom and a living room.

Oceanfront Balcony and Spacious Living Areas - Stunning Coastal Haven
No. 147

Oceanfront Balcony and Spacious Living Areas - Stunning Coastal Haven

Villa
3 bedroom sleeps 8 private pool

A beautiful oceanfront villa with pool access & steps from Coligny. This oceanfront property features three spacious bedrooms, providing ample space for a relaxing and enjoyable stay. Welcome to this distinctive vacation property managed locally. This beautiful oceanfront property features three spacious bedrooms, providing ample space for a relaxing and enjoyable stay. A gorgeous foyer with a spiral staircase ascends to a massive open floor plan with open living, dining, and kitchen areas with high-end finishes and appliances. The living area is designed to be spacious and inviting, providing a perfect gathering spot for your group.

Breakers 225
No. 148

Breakers 225

Apartment
1 bedroom sleeps 4 Beachfront private pool

Breakers 225 in Hilton Head Island offers direct beachfront access and stunning sea views.

On the water

Rent a boat in Hilton Head Island.

Browse Boat Rentals →

Affiliate link.

Tennis Villa F14 - Beach and Pool
No. 149

Tennis Villa F14 - Beach and Pool

Condo
2 bedroom sleeps 6 private pool

Renovated Second Floor Villa with newer kitchen, 2 Bedrooms 2 Full Baths with room for 6. New wide luxury vinyl plank floors, solid surface countertops, open floor plan and a short 3 minute walk to the beach. New pull out sofa and beds. Our fall and winter promotions are in effect! Book 3 nights and get the 4th free, from September 2 through March 1st. Or be a snowbird and book 3 weeks to get the 4th free, from January 1st through March 1st. Holidays are excluded. Renovated Coastal 2nd Floor, 2-bedroom 2 bath beach villa located in the ocean front resort of Hilton Head Beach and Tennis.

Breakers 237
No. 150

Breakers 237

Apartment
1 bedroom sleeps 4 Beachfront private pool

Breakers 237 in Hilton Head Island offers direct beachfront access and stunning sea views.

Coastal Retreat: 4th Floor Balcony & Sunrises
No. 151

Coastal Retreat: 4th Floor Balcony & Sunrises

Condo
2 bedroom sleeps 6 private pool

Perfectly situated on Hilton Head Island, this 2BR/2BA villa offers a modern, open-concept layout designed for comfort. The remodeled kitchen and spacious living area flow naturally to a double-sized deck overlooking the resort and ocean. Guests enjoy premium access to basketball courts, bike rentals, and the beach. Proximity to top-tier seafood dining and golf courses makes this an ideal choice for families and active travelers looking for a refined beachside experience. Need to Know Notes Admiral's Row Sprinkler Project Anticipated Start date: 1/15/2026 Potential Construction Traffic and Noise There will be additional dumpsters and debris on property at this time.

6 Bald Eagle Road West
No. 152

6 Bald Eagle Road West

Vacation Home
1 bedroom sleeps 4 Oceanfront private pool

6 Bald Eagle Road West in Hilton Head Island offers a holiday home with free WiFi, air-conditioning, and a fully equipped kitchen.

Still looking?

Search the full inventory.

Our curated picks are just the start. Browse hundreds more rentals in Hilton Head Island by date, price, and size.

Browse on Vrbo → Browse on Booking.com →
Renovated Luxury Villa w/ Patio & Pool Hilton Head
No. 153

Renovated Luxury Villa w/ Patio & Pool Hilton Head

Condo
2 bedroom sleeps 7 shared pool

558 Queens Grant - Two bedroom and two bathroom villa. 2023 Renovation, Perfect family vacation spot in Palmetto Dunes! Community Pools, Easy walk to the beach. Enjoy the convenience of being close to Palmetto Dunes golf, tennis, pickleball, and the General Store when you stay here. Book today and enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. This just renovated villa is located in the Queen's Grant section of the Palmetto Dunes resort community and offers an ideal ground-floor locale with a private back patio and grill. The interior has vaulted ceilings, three smart TVs, and dual suites.

Island Condo for 6 w Communal Pool - Perfect Spot
No. 154

Island Condo for 6 w Communal Pool - Perfect Spot

Vacation Home
1 bedroom sleeps 4 Beachfront shared pool

Comfortable Living: The Island Condo for 6 w Communal Pool - Perfect Spot in Hilton Head Island offers a holiday home with one bedroom, one bathroom, and a spacious living room.

Community Pool and Scenic Balcony - Delightful Coastal Escape
No. 155

Community Pool and Scenic Balcony - Delightful Coastal Escape

Villa
2 bedroom sleeps 6 shared pool

Villa, 2 Beds, 2 Baths, Sleeps 6. 4 Free Adult Bicycles. 4 Free Beach Chairs. 2 Bedrooms. 2 Bathrooms. 1 King Bed, 1 Queen Bed, 1 Queen Sleeper Sofa. Sleeps 6. Assigned, covered parking stall. Community pool and hot tub. Second floor end unit Escape to the tranquility of Shelter Cove on Hilton Head Island, where Anchorage Villa invites you to experience a delightful 2-bedroom, 2-bath retreat with the luxury of an assigned, covered parking stall. Step into a haven of coastal elegance as you enter this thoughtfully designed villa.

Beachfront Saint Helena Island Condo w/ Amenities!
No. 156

Beachfront Saint Helena Island Condo w/ Amenities!

Apartment
1 bedroom sleeps 4 Beachfront private pool

Beachfront Saint Helena Island Condo w/ Amenities! offers direct beachfront access and stunning sea views.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

7813 Centre Court
No. 157

7813 Centre Court

Villa
2 bedroom sleeps 8 private pool

Palmetto Dunes Villa with Lagoon Views Proudly hosted this spacious villa in Palmetto Dunes Oceanfront Resort offers the perfect blend of comfort, convenience, and resort-style living. Overlooking the scenic 11-mile lagoon, this retreat features two welcoming bedrooms, the primary suite with a King bed and private bathroom, and a guest room with two Queen beds and its own ensuite bath, plus a sleeper sofa in the living room, comfortably accommodating up to eight guests. An in-unit washer and dryer add ease to your stay, while 4 complimentary adult bikes and 4 backpack beach chairs ensure you’re ready for every island adventure.

Harbor Island D112
No. 158

Harbor Island D112

Apartment
1 bedroom sleeps 4 Beachfront private pool

Located in Oceanmarsh Subdivision, this beachfront condo offers private beach access and amenities such as a swimming pool.

Charming Oceanfront Escape with Heated Pools and Spa - Inviting Haven
No. 159

Charming Oceanfront Escape with Heated Pools and Spa - Inviting Haven

Condo
2 bedroom sleeps 7 private pool

Retreat into a charming haven of 138 Shorewood, nestled within the exclusive oceanfront enclave of Shorewood. Immerse yourself in year-round relaxation with ton of amenities, including a zero-entry heated pool, kiddie pool, and spa. With direct beach access just moments away, delight in leisurely strolls and thrilling surfing adventures. Explore Coligny Plaza and Lowcountry Celebration Park with easy walks or bike rides minutes away. *The South Elevator (stack 35-39) is scheduled for upgrade in mid-November and will not be available for approximately 4 weeks* Make the most of your family vacation on Hilton Head Island!

Savannah Beach & Racquet Club 323A
No. 160

Savannah Beach & Racquet Club 323A

Condo
1 bedroom sleeps 2 Beachfront private pool

Comfortable Living: Savannah Beach & Racket Club 323A in Tybee Island offers a holiday home with one bedroom and one bathroom.

More waterfront rentals

Browse all of Hilton Head Island on Vrbo.

Search Vrbo →

Affiliate link.

Community Pool and Coastal Decor - Tranquil Island Escape
No. 161

Community Pool and Coastal Decor - Tranquil Island Escape

Villa
2 bedroom sleeps 6 shared pool

2 Bedroom pet friendly villa in the tranquil Queens Grant community with access to a community pool & only a 7-10 minute walk to the beach. Welcome to this distinctive vacation property managed locally. This 2 Bedroom 2 Bathroom villa is located in Palmetto Dunes in the tranquil Queens Grant neighborhood. This open plan, pet friendly villa is the perfect place for a peaceful Island escape. With it's open plan, and coastal blues interior, you'll find everything you need. As you enter the villa you'll have the fully stocked kitchen to the right of you and the open plan dining area that seats 6 as well as the comfortable living area with high vaulted ceilings with views to the outside deck.

Private Balcony and Resort Amenities - Charming Villa Retreat
No. 162

Private Balcony and Resort Amenities - Charming Villa Retreat

Condo
2 bedroom sleeps 8 private pool

This is a lovely two bedroom two bathroom villa located in Bldg. G on the first floor. The master bedroom is furnished with a queen size bed. The second bedroom is furnished with a full size bed and a set of twin bunk beds. For additional sleeping there is a queen sleeper sofa located in the living room. The kitchen comes fully equipped with full-size stainless steel appliances. Enjoy the beautiful view from your furnished private balcony or enjoy a short walk to the beach, pool, tennis courts or playground.

2nd floor Condo pool hot tub pickleball tennis & close to beach
No. 163

2nd floor Condo pool hot tub pickleball tennis & close to beach

Condo
1 bedroom sleeps 4 Beachfront private pool

Beachfront location with direct access to the beach.

Spacious Pool Area and Ocean Access - Charming Coastal Haven
No. 164

Spacious Pool Area and Ocean Access - Charming Coastal Haven

Villa
2 bedroom sleeps 6 private pool

Welcome to 16 Ocean Club! Ocean club is an oceanfront complex in South Forest Beach. This villas has plenty of space to move around. Walk into the first floor where you have the kitchen, dining, and living room leading out to a small patio. The living room has a small desk space perfect any last minute work that needs to get done. The second floor has the bedrooms. The first bedroom has one queen bed and the second bedroom has two queen beds. Each bedroom has their own bathroom. A nice large pool (heated Mar & Apr - Oct & Nov) with fenced in courtyard area.

Compare prices

See Hilton Head Island stays on Booking.com.

Search Booking.com →

Affiliate link.

Hampton Place 5501
No. 165

Hampton Place 5501

Apartment
1 bedroom sleeps 4 Beachfront private pool

Hampton Place 5501 in Hilton Head Island offers direct beachfront access and stunning sea views.

Beachfront Villa With Ocean Views Hilton Head
No. 166

Beachfront Villa With Ocean Views Hilton Head

Condo
2 bedroom sleeps 6 shared pool

Stunning oceanfront villa steps away from pristine beaches, Coligny Plaza, and island adventures. Featuring 2 bedrooms, 2.5 baths, and a fully-equipped kitchen. Relax on the patio, splash in the community pool, or stroll the lush grounds. Ideal for creating unforgettable Hilton Head memories. Book now for your dream vacation! Just steps to the white, sandy beaches, beautiful ocean views, and the pleasant sound of waves lapping against the seashore! This 2 bedroom, 2.5 bath villa in the prime location of South Forest Beach is new to the rental market. It has been very well taken care of with your enjoyment and comfort in mind and there's even a bonus powder room on the main level.

205 Windsor Place
No. 167

205 Windsor Place

Vacation Home
1 bedroom sleeps 4 Oceanfront private pool

205 Windsor Place in Hilton Head Island offers a holiday home with one bedroom and two bathrooms.

Serene Escape with Community Pool and Bicycles - Tranquil Oasis
No. 168

Serene Escape with Community Pool and Bicycles - Tranquil Oasis

Villa
2 bedroom sleeps 6 shared pool

Tranquil Oasis at Anchorage Villa in Shelter Cove Proudly hosted this beautifully appointed Anchorage Villa offers a peaceful retreat in the heart of Shelter Cove Harbour & Marina within the renowned Palmetto Dunes Oceanfront Resort. This spacious first-floor end unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps up to 6 guests. Thoughtfully designed for relaxation and convenience, the villa includes two King beds, a Queen sleeper sofa, and a Twin sleeper loveseat, along with an assigned covered parking stall and an oversized private balcony for enjoying the island breeze. Inside, the villa welcomes you with a bright open-concept living space filled with natural light.

On the water

Rent a boat in Hilton Head Island.

Browse Boat Rentals →

Affiliate link.

Seaside 382
No. 169

Seaside 382

Vacation Home
1 bedroom sleeps 4 Sea view private pool

Comfortable Living: Seaside 382 in Hilton Head Island offers a holiday home with one bedroom and a living room.

Oceanfront Villa, Pool Prime Location! Hilton Head
No. 170

Oceanfront Villa, Pool Prime Location! Hilton Head

Condo
2 bedroom sleeps 7 private pool

23 Ocean Club, Oceanside 2 bedroom, 2 bath villa. Lovely decor, spacious rooms, on-site pool and a leisurely walk to the boardwalk that takes you to the soft, white sandy beach and blue ocean. Strong Wi-Fi for working/schooling remotely. The Ocean Club Complex is Oceanfront with a private path to the beach. Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Can you imagine a lovely and relaxing home away from home to make your beach vacation memorable? Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish.

Oceanfront Condo! Breakers 210 w/ Sunrise Views
No. 171

Oceanfront Condo! Breakers 210 w/ Sunrise Views

Apartment
1 bedroom sleeps 4 Beachfront private pool

The holiday home features a beachfront location and stunning sea views.

Oceanfront Pool and Beach Cruisers - Exquisite Coastal Escape
No. 172

Oceanfront Pool and Beach Cruisers - Exquisite Coastal Escape

Villa
2 bedroom sleeps 6 private pool

Oceanfront Penthouse Villa, 2 Bedrooms, 2 Baths, Sleeps 6 Proudly hosted 537 Shorewood Villas is a beautifully furnished oceanfront retreat located in the highly desirable South Forest Beach area. This two-bedroom, two-bath villa offers direct Atlantic Ocean views overlooking the resort-style pool, delivering the perfect balance of comfort, convenience, and classic Hilton Head coastal living. The open living space is bright and inviting, with direct balcony access that showcases sweeping ocean and pool views, ideal for morning coffee or evening relaxation. The living room and bedrooms are all equipped with flat-screen TVs, and the dining area comfortably seats six.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Seaside 229
No. 173

Seaside 229

Vacation Home
1 bedroom sleeps 4 Oceanfront private pool

Beautifully appointed ocean and beach view condo situated on one of Hilton Head's most desired beaches.

Spacious Living and Two Oceanfront Pools - Gorgeous Ocean View Villa
No. 174

Spacious Living and Two Oceanfront Pools - Gorgeous Ocean View Villa

Villa
2 bedroom sleeps 6 private pool

401 Windsor Place beautifully appointed villa in Palmetto Dunes with ocean views! Start your vacation memories today! Walk through the front door to be greeted with the ocean view, the light comes shining across the open plan layout. An attractive living room provides a queen-sized sleeper sofa for additional guests and 2 swivel chairs. Ample seating for dining with 6 chairs at the dining table and 3 stools at the kitchen bar. Tastefully decorated, this villa has granite counter tops and tile floors in the kitchen. Off of the kitchen is a laundry room with a full sized washer and dryer.

Pool, Beach & Ocean View: Hilton Head Resort Condo
No. 175

Pool, Beach & Ocean View: Hilton Head Resort Condo

Condo
1 bedroom sleeps 4 Beachfront private pool

Comfortable accommodations with sea views, located steps from the beach.

Oceanfront Villa w/ Rooftop Pool on Hilton Head
No. 176

Oceanfront Villa w/ Rooftop Pool on Hilton Head

Condo
2 bedroom sleeps 6 private pool

Escape to a beautiful villa with a private rooftop pool and hot tub, just steps from the beach. Enjoy stunning ocean views and all the comforts of home during your stay. This 2-bedroom, 2-bathroom villa sleeps up to 6 guests and features a fully equipped kitchen, dining area, and private balcony. Explore the nearby Coligny Plaza or relax by the shared oceanfront pool. Book now for a vacation reimagined! Find everything your heart desires and more at this beautiful villa with unique rooftop pool and hot tub surrounded by an amazing deck. 101 North Shore Place is perfect for a short-term getaway, or a long-term stay where you can work remotely or attend classes online.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

Beach Access: Ocean-View Condo w/ Screened Balcony
No. 177

Beach Access: Ocean-View Condo w/ Screened Balcony

Condo
1 bedroom sleeps 4 Ocean View private pool

Beach Access: Ocean-View Condo w/ Screened Balcony in Cedar Reef Villas offers direct access to the beach and features ocean views.

Oceanfront Pool and Luxurious Amenities - Serene Coastal Haven
No. 178

Oceanfront Pool and Luxurious Amenities - Serene Coastal Haven

Villa
2 bedroom sleeps 6 private pool

This 2-bedroom villa has been recently renovated and is the perfect oasis for a beach vacation with faantastic Ocean Views & Just Steps from the Beach. Welcome to this distinctive vacation property managed locally. This 2-bedroom villa has been recently renovated and is the perfect oasis for a beach vacation. Nestled in the private oceanfront complex of Palmetto Dunes with perfect access to the beach and pool, the property features a complex pool, indoors and out! You will also have access to the complex elevator, hot tub, gym, and Palmetto Dunes Buggy! The kitchen, living room, and dining room have an open floor plan.

Fin's Watch
No. 179

Fin's Watch

Vacation Home
1 bedroom sleeps 4 Sea view private pool

Fin's Watch in Tybee Island offers a holiday home with one bedroom and a living room.

Oceanfront Pool and Scenic Views - Stunning Coastal Haven
No. 180

Oceanfront Pool and Scenic Views - Stunning Coastal Haven

Villa
2 bedroom sleeps 6 private pool

Villa, 2 Bedrooms, 2 Baths, Sleeps 6 Proudly hosted 503 Shorewood is a recently updated two-bedroom, two-bathroom penthouse villa offering sweeping oceanfront views in the highly sought-after South Forest Beach area. From the moment you pass through the gated entrance and ride the elevator to the top floor, this villa delivers an elevated coastal experience, with the Atlantic Ocean visible the instant you step inside. The open-concept living space is designed to highlight the stunning surroundings, featuring cathedral ceilings, floor-to-ceiling windows, and a bright, comfortable living area with a flat-screen TV and Queen sleeper sofa.

More waterfront rentals

Browse all of Hilton Head Island on Vrbo.

Search Vrbo →

Affiliate link.

Oceanfront Escape with Pools and Hot Tub - Stunning Coastal Haven
No. 181

Oceanfront Escape with Pools and Hot Tub - Stunning Coastal Haven

Vacation Rental
2 bedroom sleeps 6 private pool

<p><strong>Location, Location, Location!</strong></p><p>Seacrest is without question the best condo choice for your Hilton Head Island vacation.&nbsp; It is oceanfront and located directly&nbsp;across a quiet street from Hilton Head's unofficial downtown- Coligny Plaza, which is loaded with unique restaurants, shops, watering holes and fun entertainment.&nbsp; And the world-famous Tiki Bar with continuous entertainment and several beach volleyball courts is just a short walk away.&nbsp;&nbsp;Seacrest features beautiful ocean-facing landscaping with large koi ponds, an enormous outdoor hot tub,&nbsp;two very large heated swimming pools right off the ocean, and a poolside bar and grill hosted...

Breathtaking Ocean Views and Resort Style Pools - Amazing Beachfront Oasis
No. 182

Breathtaking Ocean Views and Resort Style Pools - Amazing Beachfront Oasis

Condo
2 bedroom sleeps 5 private pool

Escape to the ultimate beachfront living at the newly renovated 4205 Windsor Court, located in the prestigious Palmetto Dunes community. Revel in the best ocean views from every room and enjoy top-tier family amenities, including 2 beachfront pools, spa and convenient elevator access. Seconds from the beach! Explore nearby world-renowned golf and tennis facilities! Discover Your Dream Ocean Getaway With Us; Learn More Below! HIGHLIGHTS Stunning Views: One of the best unobstructed ocean views on the island, overlooking the Atlantic Ocean, the pool and lagoon with immaculate Lowcountry landscaping.

Seaside 279
No. 183

Seaside 279

Condo
1 bedroom sleeps 4 private pool

Beautifully remodeled condo just steps from Hilton Head’s main beach! Enjoy ocean views from your private balcony and easy walking access to restaurants, shops, and entertainment. This cozy villa features a full kitchen, bikes, and beach chairs included for your stay. Freshly updated with stylish decor, smart TVs, and modern comforts. Direct beach access on property and just a short stroll to Hilton Head’s new Celebration Park, perfect for a fun, relaxing beach vacation! Please note that the condo is open concept so there is no door between the living room and bedroom.

Oceanfront Pool and Sunny Sun Deck - Unique Coastal Villa
No. 184

Oceanfront Pool and Sunny Sun Deck - Unique Coastal Villa

Villa
1 bedroom sleeps 4 shared pool

Wonderful Oceanfront 1-bedroom North Forest Beach villa with community pool. Welcome to this distinctive vacation property managed locally. Take in the ocean views at this wonderful 1-bedroom villa. The open kitchen and living area are well-appointed to accommodate all your needs. The kitchen has been recently renovated. The dining table seats 2. The living room has a queen sleeper sofa. The primary bedroom has a queen-sized bed, and the bathroom has a walk-in shower. This villa offers great amenities that are ideal for the whole family. Oceanfront pool and kiddie pool. large sun deck with plenty of lounge chairs and umbrellas.

Compare prices

See Hilton Head Island stays on Booking.com.

Search Booking.com →

Affiliate link.

Seaside 102
No. 185

Seaside 102

Condo
1 bedroom sleeps 6 private pool

Escape to the perfect Hilton Head getaway! This charming first-floor, end-unit condo is just steps from the beach and a short stroll to Coligny Plaza, where you’ll find shopping, dining, and entertainment. Inside, you'll find a cozy and comfortable space with everything you need for a relaxing stay: Queen bed in the bedroom with a private AC unit Bunk beds in the hall - perfect for smaller kids Queen sleeper sofa for extra guests Full kitchen stocked with everything you need to cook a meal Best suited for a couple and 2-3 kids max. Outside, enjoy easy access to the beach and pool, plus complimentary beach chairs and bikes to explore the island!

6 Junket
No. 186

6 Junket

Vacation Home
sleeps 4 Beachfront private pool

6 Junket in Hilton Head Island offers a holiday home with free WiFi, air-conditioning, and a private bathroom.

Seaside 386
No. 187

Seaside 386

Condo
1 bedroom sleeps 4 private pool

Enjoy stunning ocean views from this beautifully renovated villa, perfect for a relaxing beach escape. Features a COMFORTABLE King bed, Queen sleeper sofa, and a spa-style walk-in shower with rainfall and handheld sprayers. Kick back with a 55"" Roku TV in the living room and a 32"" Roku TV in the bedroom. The fully equipped kitchen has everything you need to cook a meal at home. All just steps to the beach! Location Highlights: Just 2 blocks from Coligny Plaza, with easy access to restaurants, shops, and entertainment. A short walk to Lowcountry Celebration Park with its playgrounds, events, and outdoor fitness trail.

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
No. 188

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

Condo
1 bedroom sleeps 4 private pool

Treat yourself to the ultimate Hilton Head escape in this beautifully decorated villa with incredible ocean views, just steps from the sand and walking distance to the island’s top restaurants, shops, and bars. Unwind in the king bedroom, refresh in the modern bath with a full standing shower, and enjoy the clean, contemporary look of LVP flooring throughout. The fully equipped kitchen is perfect for dining in, and the living room features a large smart TV for cozy nights in. Beach chairs, bikes, and beach gear are included, making this the ideal spot for a romantic retreat or relaxing beach getaway!

On the water

Rent a boat in Hilton Head Island.

Browse Boat Rentals →

Affiliate link.

Beautiful Couples Retreat Oceanview w/new bikes&Ch
No. 189

Beautiful Couples Retreat Oceanview w/new bikes&Ch

Condo
1 bedroom sleeps 4 private pool

Beautifully renovated oceanview retreat, perfect for a romantic getaway or small family escape. Enjoy a king bed, queen sleeper sofa, driftwood tile floors, stainless steel appliances, shiplap walls, and barn doors that add charm and privacy. Take in stunning views from your private balcony, relax with included beach chairs, or explore the island on two complimentary bikes. Walk to shops, restaurants, and entertainment, everything you need for a memorable Hilton Head stay. Seaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded.

Breakers 220 Hilton Head. Oceanfront. Heated Pool. Elevator. Renovated
No. 190

Breakers 220 Hilton Head. Oceanfront. Heated Pool. Elevator. Renovated

Apartment
1 bedroom sleeps 4 private pool

Breakers 220 is a beautifully renovated oceanfront condo located in the heart of Coligny Beach on Hilton Head Island. This upgraded one bedroom, one bathroom unit offers a private balcony with sweeping ocean views, direct beach access, and access to a heated pool and children’s pool. The interior features a premium Saatva queen mattress, a comfortable leather sleeper sofa, a cozy bunk area for kids, and Roku Smart TVs. The fully equipped kitchen includes stainless steel appliances, cookware, coffee maker, Keurig, and dining space for six. Guests also enjoy the convenience of an in-unit washer and dryer, high-speed Wi-Fi, air conditioning, ceiling fans, and quality linens.

Beachfront Access and Free Bicycles - Charming Coastal Haven
No. 191

Beachfront Access and Free Bicycles - Charming Coastal Haven

Villa
1 bedroom sleeps 4 private pool

Villa, 1 Bedroom, 1 Bath, Sleeps 4 Proudly hosted this bright and beautifully updated villa places you in the heart of Hilton Head Island, just steps from the sand and directly across from Coligny Plaza. Start your mornings with coffee while listening to the waves crash and enjoying the ocean views, then spend your days exploring, all without ever needing to move your car. With shops, restaurants, and even a grocery store just across the street, you can truly park upon arrival and leave it there for your entire stay. Inside, the villa features a comfortable Queen bedroom with built-in cabinetry and tasteful décor, along with a queen sleeper sofa for additional guests.

Seaside 357
No. 192

Seaside 357

Condo
1 bedroom sleeps 4 private pool

Wake up to breathtaking ocean views in this beautifully renovated 3rd-floor villa, the perfect escape for two. Enjoy an open-concept design with a plush King bed, cozy Queen sleeper, a fully equipped modern kitchen, and a spa-style walk-in shower. Sip coffee on your private balcony, stroll the beach just steps away, or bike to nearby shops and restaurants, beach chairs and bikes included for your adventure. Seaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Oceanfront Luxury Villa w/ Pool on Hilton Head
No. 193

Oceanfront Luxury Villa w/ Pool on Hilton Head

Condo
1 bedroom sleeps 4 private pool

405 Windsor Place - Beautifully furnished 4th floor, 1BR/2BA end-unit villa with dramatic ocean view. This popular villa has everything you need to make your beach and island vacation the best ever! Strong Wi-Fi for working/schooling remotely. Enjoy the convenience of being close to Palmetto Dunes golf, tennis, pickleball, and the General Store when you stay here. Book today and enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Enjoy dramatic views of the Atlantic ocean from your private balcony overlooking an oceanfront pool (pool is only heated in March and April) with a spa, a barbecue area, and children's pool!

Oceanfront Villa. Heated Pool. South Forest Beach
No. 194

Oceanfront Villa. Heated Pool. South Forest Beach

Entire condo
1 bedroom sleeps 6 private pool

Welcome to the Island! Relax and enjoy our direct oceanfront, pool front, one bedroom, one bathroom, beautiful beach villa. Look out your balcony and see nothing but ocean water! Listen to the waves on your spacious, private balcony, while soaking up the sun during the day or relaxing & star gazing at night. You will enjoy the wonderful accommodations and convenient location very close to the popular Coligny Plaza with spectacular views at Ocean Dunes!<br /><br /><b>The space</b><br /> Add my listing to your wishlist by clicking the in the upper-right corner <br /><br /> Private gated community<br /> Beachfront HEATED POOL - Open all year round!<br /> Onsite Resort Cafe / Tiki Bar & Grille...

Oceanfront Home with Private Pool and Hot Tub - Stunning Coastal Retreat
No. 195

Oceanfront Home with Private Pool and Hot Tub - Stunning Coastal Retreat

House
5 bedroom sleeps 16 private pool

this oceanfront home is in north forest beach. soak in the amazing views as soon as you walk in. grab a seat in the living room or outside on the patio to listen to the waves. right off the living room is the kitchen that has seating at the breakfast bar for 4 and a dining table for 12. head upstairs where the bedrooms are located. the first two bedrooms each have a king bed and sofa pull out. the next two rooms has a king bed. the final bedroom has two full beds. each bedroom has their own bathroom with a walk-in shower. the master bathroom features a large tub. downstairs along with a private pool and hot tub is a lounge area. the lounge area features seating, a wet bar, and a pool table.

Lagoon Front Oasis with Private Dock and Pool - Beautiful Tranquil Escape
No. 196

Lagoon Front Oasis with Private Dock and Pool - Beautiful Tranquil Escape

House
4 bedroom sleeps 12 private pool

Beautiful 4BR Private Home in Palmetto Dunes Lagoon Front Views with Private Dock and Pool! Welcome to 40 Full Sweep - Palmetto Dunes Resort Your Lagoon-front Oasis Awaits! Escape to the serenity of this beautiful 4-bedroom private home in the exclusive Palmetto Dunes Resort. With panoramic views of the famous 11-mile lagoon, a private dock, and a sparkling pool, this property offers the perfect blend of tranquility and luxury. Just a 15-minute walk to the beach and close to world-class golf, tennis, restaurants, and shopping, this home is ideal for families and groups seeking a premier Hilton Head Island getaway.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

Scenic Deck and Access to Community Pool - Tranquil Villa Haven
No. 197

Scenic Deck and Access to Community Pool - Tranquil Villa Haven

Villa
3 bedroom sleeps 8 shared pool

Welcome to 591 Queens Grant! This 3 bedroom, 3 bathroom villa is an end unit located in the quiet Queens Grant neighborhood in the world-class Palmetto Dunes Resort. As you enter, you are met with a fully-stocked kitchen to your right that conveniently flows into the great room of the house, consisting of the formal dining table & living area. This space is beautifully lit up with natural sunlight that shines through the huge glass sliding doors, out these doors you will find a spacious back deck that offers a tranquil landscape view. The first bedroom is on the first level and features a king-sized bed, flat screen TV and ensuite master bathroom. Upstairs, you will find the other bedrooms.

Pools + Sundeck: Beachfront Hilton Head Condo!
No. 198

Pools + Sundeck: Beachfront Hilton Head Condo!

Entire condo
3 bedroom sleeps 9 private pool

Set out on a beachy retreat and stay at this 3-bedroom, 2-bathroom vacation rental condo nestled in The Hilton Head Resort. You’ll have access to community amenities like 2 outdoor pools, an indoor pool & hot tub, tennis & pickleball courts, sundeck, sauna, fitness center, and more! Walk a quarter mile or take the golf cart to the beach, grab happy hour, pick up a game of sand volleyball at Coco’s right off the coast, rent bikes to ride around the island, or book a tee time at a golf course!<br /><br /><b>The space</b><br />Step-Free Access. Proximity to Beaches. Wet Bar <br /> <br />Bedroom 1: Queen Bed. Bedroom 2: Queen Bed. Bedroom 3: Full Bed, Twin Bed.

Oceanfront Villa, Resort Amenities on Hilton Head
No. 199

Oceanfront Villa, Resort Amenities on Hilton Head

Condo
3 bedroom sleeps 8 private pool

307 Shorewood, This 3-BR, 3-BA oceanfront villa is located in the prime South Forest Beach area, steps away from the beach and close to Coligny Plaza and Celebration Park. The villa offers a great pool, perfect for relaxation. With a corner location, you can enjoy stunning views of the ocean. The villa is perfect for a family or group of friends looking for a luxurious beach vacation. Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. The soft white sands and warm waves of South Carolina's coastline are among the best in the world, and you deserve the best!

Modern Beachfront Bliss: 2BR/2BA Luxury Villa
No. 200

Modern Beachfront Bliss: 2BR/2BA Luxury Villa

Condo
2 bedroom sleeps 6 private pool

Elevate your beach vacation in this designer-renovated Hilton Head villa. Featuring an open floor plan and a custom kitchen with granite finishes, it is designed for effortless entertaining. Step out onto the massive deck to catch glimpses of the ocean or walk down the direct beach path for a day in the surf. This resort-based gem offers bike rentals, picnic areas, and proximity to Hilton Head's famous trail system. Book your stay where luxury meets the Low Country. Need to Know Notes Admiral's Row Sprinkler Project Anticipated Start date: 1/15/2026 Potential Construction Traffic and Noise There will be additional dumpsters and debris on the property at this time.

More waterfront rentals

Browse all of Hilton Head Island on Vrbo.

Search Vrbo →

Affiliate link.

Beachfront Cabana and Two Pools - Spacious Coastal Escape
No. 201

Beachfront Cabana and Two Pools - Spacious Coastal Escape

Villa
2 bedroom sleeps 6 private pool

Villa, 2 Bedrooms, 2 Baths, Sleeper Sofa, Sleeps 6 Proudly hosted this inviting Seascape villa offers the perfect blend of comfort, convenience, and coastal charm for your Hilton Head Island getaway. Ideally located in the desirable South Forest Beach area, the villa places you close to the beach, scenic bike paths, and the island’s most popular shopping, dining, and entertainment options, all while providing a peaceful retreat to come home to each day. Inside, you’ll find a spacious open floorplan designed for easy vacation living. The bright and airy living area is comfortably furnished with a sofa, chairs, and a flat-screen TV, creating a welcoming space to relax after a day in the sun.

Admiral's Row 309: Beachfront Luxury Living
No. 202

Admiral's Row 309: Beachfront Luxury Living

Condo
2 bedroom sleeps 6 private pool

Experience the ultimate Hilton Head getaway in this 3rd-floor oceanfront villa. Admiral’s Row 309 offers breathtaking views from a double-sized balcony and a modern coastal interior featuring a bright quartz kitchen. Perfect for families, the villa sleeps six and provides direct access to the island’s best beaches, on-site dining, and the largest oceanfront pool on the island. Need to Know Notes Admiral's Row Sprinkler Project Anticipated Start date: 1/15/2026 Potential Construction Traffic and Noise There will be additional dumpsters and debris on property at this time.

Balcony Overlooking Tennis Courts and Resort Amenities - Charming Villa Escape
No. 203

Balcony Overlooking Tennis Courts and Resort Amenities - Charming Villa Escape

Condo
2 bedroom sleeps 6 private pool

This beautiful two-bedroom villa is in the Tennis Villas. There is a fully furnished kitchen, dining area, and living room. The living room is furnished with a sleeper sofa. The master bedroom is furnished with a queen bed. The guest room is furnished with two twin beds. There are also two bathrooms. You have your own balcony overlooking the tennis courts. Tennis Villas G19 Professionally Managed by HHIB&T Vacation Rentals HHIB&T Vacation Rentals is the largest and ONLY full service on-site vacation rental company operating at Beach and Tennis, thereby offering the greatest selection of villas to fit even the most discriminating taste.

Oceanfront Pool and Spa Retreat - Amazing Ocean Views and Spacious Comfort
No. 204

Oceanfront Pool and Spa Retreat - Amazing Ocean Views and Spacious Comfort

Villa
2 bedroom sleeps 6 shared pool

Oceanfront 2 bedroom with community pool & spa, only steps from beach Welcome to this distinctive vacation property managed locally. Enjoy the amazing ocean views from this lovely 2-bedroom, 2-bathroom renovated Windsor II villa. The dining table offers seating for 6, and the adjacent breakfast bar offers bar stool seating for 3. Enjoy the spacious living room with a brand new sleeper sofa, additional seating, and a wall-mounted flat-panel smart TV and DVD player. The master bedroom has a king bed, a wall-mounted flat-panel smart TV, ocean views through large windows, and a private ensuite bathroom that was recently renovated and features a very large glass-enclosed walk-in shower.

Compare prices

See Hilton Head Island stays on Booking.com.

Search Booking.com →

Affiliate link.

Luxury Beachfront Villa w/ Pool, on Hilton Head
No. 205

Luxury Beachfront Villa w/ Pool, on Hilton Head

Condo
2 bedroom sleeps 8 private pool

2 Ocean Club, A 2 bedroom, 2 bath villa located within steps of the ocean in the South Forest Beach area of Hilton Head Island. Make your island dreams come true here! Strong Wi-Fi accommodates working/schooling remotely. The Ocean Club Complex is Oceanfront with a private path to the beach. Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Get ready to be amazed by the NEWLY RENOVATED Primary Bath and the cozy bunk beds in the 2nd bedroom! This villa has gone through many new updates to make your stay more comfortable and enjoyable. Check out the latest photos now!

Oceanfront Pool and Beach Cruiser Bicycles - Stunning Coastal Haven
No. 206

Oceanfront Pool and Beach Cruiser Bicycles - Stunning Coastal Haven

Villa
2 bedroom sleeps 6 private pool

Villa, 2 Bedrooms, 2 Baths, Sleeps 6 Proudly hosted this spectacular oceanfront villa at 433 Shorewood offers breathtaking Atlantic views and an unbeatable South Forest Beach location, making it a true coastal retreat. Step out onto the spacious private balcony to soak in stunning sunrises over the ocean, or follow the private walkway for effortless beach access just steps from your door. Inside, the villa is thoughtfully designed for comfort and relaxation, featuring a primary bedroom with a king bed and ensuite bath, a guest bedroom with a queen and twin bed, and a queen sleeper sofa to accommodate additional guests.

Oceanfront Access and Community Pool - Beautiful Coastal Haven
No. 207

Oceanfront Access and Community Pool - Beautiful Coastal Haven

Villa
2 bedroom sleeps 6 shared pool

Oceanfront Villa. 2 Bed. 2 Bath. Free Bikes. Steps to Ocean! Proudly hosted this oceanfront villa in the highly sought-after Ocean Club Villas offers an unbeatable combination of breathtaking views, direct beach access, and one of the most desirable locations on Hilton Head Island. Positioned just steps from the shoreline, this beautifully maintained two-bedroom retreat invites you to experience the sights and sounds of the Atlantic from the comfort of your own private coastal escape. Wake each morning to spectacular ocean views and the gentle sound of the waves rolling onto the shore.

Oceanfront with Pool & Beach Access Hilton Head
No. 208

Oceanfront with Pool & Beach Access Hilton Head

Condo
2 bedroom sleeps 6 shared pool

Luxurious Oceanview villa with exceptional amenities on Hilton Head Island. 1405 Seacrest has stunning views, resort pools, private beach access, and remote work-friendly Wi-Fi during exterior renovations. Perfect for a relaxing beach vacation or extended stay. Book now for an unforgettable getaway! You deserve to spoil yourself with luxurious accommodations on your beach vacation! Also, strong Wi-Fi makes this the perfect location to stay awhile, work/school remotely, and then head to the beach or enjoy other island adventures.

On the water

Rent a boat in Hilton Head Island.

Browse Boat Rentals →

Affiliate link.

Hilton Head Hideaway: Renovated 1BR Ocean Villa
No. 209

Hilton Head Hideaway: Renovated 1BR Ocean Villa

Condo
1 bedroom sleeps 4 private pool

Elevate your vacation at this renovated ocean-side villa. Perfect for singles and couples, this property combines the comfort of a luxury hotel, featuring high-end bedding, a modern kitchen, and a private balcony. Guests benefit from a comprehensive resort experience, including pickleball, fitness facilities, and direct beach access. Ideally located for exploring the island’s famous biking and hiking trails. Ocean Villa A205 is a meticulously curated 1-bedroom, 1-bathroom condominium that underwent a comprehensive renovation to meet contemporary luxury standards. The interior is defined by modern gray tile flooring and a sophisticated coastal color palette.

Coastal Getaway: Oceanview Condo in Hilton Head
No. 210

Coastal Getaway: Oceanview Condo in Hilton Head

Condo
1 bedroom sleeps 6 private pool

This charming, compact oceanview condo is perfect for couples with small children, just steps from the beach in the gated Seaside complex. Recently remodeled, it features a unique kitchen with new appliances and a spacious breakfast bar. The open layout includes a King bed, small built-in bunks for kids, and a Queen sleeper sofa. Enjoy Smart TVs, a private patio with ocean breeze, and included beach chairs and towels for effortless beach days! Best suited for a couple and 2-3 kids max. Location Highlights: Just 2 blocks from Coligny Plaza, with easy access to restaurants, shops, and entertainment.

Beachfront Bliss: 1BR Villa at Admiral's Row
No. 211

Beachfront Bliss: 1BR Villa at Admiral's Row

Condo
1 bedroom sleeps 4 private pool

Retreat to an oceanfront haven where the Atlantic is your backyard. This Admiral’s Row villa offers a bright, coastal interior designed for relaxation. Guests enjoy premier resort amenities, including the largest pool on Hilton Head, basketball courts, and a playground. Perfectly situated near world-class golf and waterfront dining like Hudson’s, this villa combines the privacy of a condo with the excitement of a full-scale resort. Book now to catch the next sunrise over the waves. Need to Know Notes Admiral's Row Sprinkler Project Anticipated Start date: 1/15/2026 Potential Construction Traffic and Noise There will be additional dumpsters and debris on property at this time.

Barrington Drive 713. King Bed & Heated Pool
No. 212

Barrington Drive 713. King Bed & Heated Pool

House
1 bedroom sleeps 4 private pool

Discover coastal serenity at 713 Barrington Drive, a beautifully remodeled 1-bedroom villa in the prestigious Palmetto Dunes Beachfront Resort. Located just a two-minute stroll from the pristine sands, this second-floor retreat offers a modern, bright interior and a plush king bed. Enjoy full access to gated resort amenities, including a seasonally heated beachfront pool and hot tub. Perfectly positioned mid-island, you are steps away from world-class golf, tennis, and bike trails. 713 Barrington Drive is a meticulously renovated second-floor villa that balances modern coastal style with the tranquility of a tropical resort.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Charming Villa with Kitchenette and Balcony - Serene Coastal Retreat
No. 213

Charming Villa with Kitchenette and Balcony - Serene Coastal Retreat

Condo
1 bedroom sleeps 6 private pool

This beautiful one bedroom, one bathroom villa is located on the first floor of Ocean Villa Building. C. There is a fully equipped kitchenette, dining/living area with sleeper sofa. A set of captains bunks are located right outside the master bedroom. The master bedroom is furnished with a queen size bed. Enjoy the salt air from the furnished balcony or take a short walk to the beach, pools or courts! Ocean Villas C155 Professionally Managed by HHIB&T Vacation Rentals HHIB&T Vacation Rentals is the largest and ONLY full service on-site vacation rental company operating at Beach and Tennis, thereby offering the greatest selection of villas to fit even the most discriminating taste.

Reel Paradise-Beautiful escape! Bikes & Chairs
No. 214

Reel Paradise-Beautiful escape! Bikes & Chairs

Condo
1 bedroom sleeps 5 private pool

Wake up to ocean views, walk to the beach, and ride along the coast on free bikes. Our cozy villa is made for couples, beach lovers, and nature seekers. Fully equipped kitchen, balcony, beach gear, and walkable to shops and restaurants. Book your coastal escape now! Best suited for a couple or a couple with 1-2 kids. Seaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded. We are about 2 blocks from Coligny Plaza and Lowcountry Celebration Park is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year.

Seaside 312
No. 215

Seaside 312

Condo
1 bedroom sleeps 6 private pool

Perfectly appointed for a relaxing getaway, this cozy villa offers direct beach access and is located right on Hilton Head's prime stretch of sand. Featuring a queen bed, sleeper sofa, and bunks for the kids (located in the bedroom), all cooled with central air. Enjoy 2 beach bikes and beach chairs included with your stay! Walk to restaurants, shops, grocery stores, and the new Celebration Park, everything you need for a perfect beach vacation is right at your doorstep! Best suited for a couple with 2-3 kids max. Seaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded.

Heated Pool and Stunning Ocean Views - Exquisite Beachfront Retreat
No. 216

Heated Pool and Stunning Ocean Views - Exquisite Beachfront Retreat

Villa
1 bedroom sleeps 4 private pool

Updated 1 Bedroom Oceanview Villa with Heated Pool- private beach access! Welcome to 302 Ocean Dunes! 1-Bedroom Oceanview Villa with Heated Pool and Beach Views Escape to paradise in this updated ocean view villa located in the Ocean Dunes Resort & Villas. Nestled between two prestigious resorts, this 3rd-floor villa offers stunning ocean sunrise views, modern amenities, and convenient access to Hilton Head’s best attractions. Perfect for couples or small families, this villa is your ideal beach retreat! Villa Highlights: Comfortable Accommodations: Queen-sized bed in the bedroom with ample closet space.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

Oceanfront Access and Scenic Views - Charming Coastal Retreat
No. 217

Oceanfront Access and Scenic Views - Charming Coastal Retreat

Villa
1 bedroom sleeps 6 private pool

Villa, 1 Bed, 1 Bath, Sleeps 6 Proudly hosted 118 Breakers is your perfect beachfront escape in the heart of Hilton Head Island, where you can truly park your car and leave it behind. Ideally located in the vibrant North Forest Beach area, this charming oceanfront villa places you just steps from the sand and an easy walk or bike ride to local favorites like Coligny Plaza and Lowcountry Celebration Park. With bikes included, exploring the island couldn’t be easier, or more fun. Inside, this bright and breezy one-bedroom villa is thoughtfully designed for a relaxed coastal stay.

Panoramic Ocean Views and Private Balcony - Charming Beachfront Haven
No. 218

Panoramic Ocean Views and Private Balcony - Charming Beachfront Haven

Villa
1 bedroom sleeps 4 private pool

Penthouse, Beachfront Villa. 1 Bed, 1 Bath. Free Bikes. Welcome to your penthouse paradise in North Forest Beach, proudly hosted. This bright and beachy 1-bedroom, 1-bathroom villa sits high above it all, offering unforgettable pool and ocean views that will take your breath away. The cozy queen bedroom is cleverly separated from the open living area for a touch of privacy, while a pull-out couch provides extra sleeping space for guests. The cheerful coastal décor and open layout make it easy to settle into island life the moment you arrive.

Stunning Ocean Views and Community Pool - Exquisite Oceanfront Retreat
No. 219

Stunning Ocean Views and Community Pool - Exquisite Oceanfront Retreat

Villa
1 bedroom sleeps 6 shared pool

Welcome to 326 Breakers- Oceanfront Villas! Stunning Ocean Views from Private Balcony! ~community pool and private beach access~ Fantastic Ocean Views: Your Perfect Oceanfront Getaway! Welcome to our 1-Bedroom Oceanfront Villa in the heart of Coligny! Nestled in the coveted Breakers Oceanfront Villas, this top-floor center unit offers breathtaking views and unbeatable access to everything Hilton Head Island has to offer. Villa Highlights: Unmatched Ocean Views: Savor the sunrise and the soothing sounds of the waves from your private balcony, complete with Adirondack chairs for ultimate relaxation.

Beachfront Condo w/ Pool Access in Hilton Head!
No. 220

Beachfront Condo w/ Pool Access in Hilton Head!

Entire condo
1 bedroom sleeps 4 private pool

Located in the Breakers Community. Balcony w/ Ocean Views. Walk to Restaurants, Bars & Shops<br /><br />A heated pool, private beach access, and an unbeatable location next to Coligny Beach Park, all of this and more is yours when you stay at this Hilton Head Island vacation rental! The 1-bedroom, 1-bath condo also has all the essentials and the amenities of the Breakers.

More waterfront rentals

Browse all of Hilton Head Island on Vrbo.

Search Vrbo →

Affiliate link.

Oceanfront Oasis with Private Pool and Spa - Elegant Getaway
No. 221

Oceanfront Oasis with Private Pool and Spa - Elegant Getaway

House
8 bedroom sleeps 20 private pool

welcome to 9 guscio- newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is truly perfect for your next hilton head island family getaway. this home has an extremely open floor plan that allows an easy flow between the living room, kitchen, and dining area. the living room is well-appointed and spacious, and natural light fills every corner in the room through the large windows. there is plenty comfortable seating for everyone to enjoy, and a large flatscreen tv for your entertainment. in the kitchen, there is plenty of walkway and counterspace to allow multiple people to cook simultaneously without feeling crowded.

Expansive Living Areas and Dual Entrances - Stunning Coastal Haven
No. 222

Expansive Living Areas and Dual Entrances - Stunning Coastal Haven

Villa
5 bedroom sleeps 14 private pool

This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax. Welcome to this distinctive vacation property managed locally. This expansive property features five bedrooms and two separate entrances, providing ample space and privacy for larger groups. This property boasts multiple living areas, ensuring plenty of room for everyone to spread out and relax. This amazing villa features two fully equipped kitchens with modern appliances, ample counter space, and all the necessary cookware and utensils.

Rooftop Deck! Luxury Oceanfront Villa, Hilton Head
No. 223

Rooftop Deck! Luxury Oceanfront Villa, Hilton Head

Condo
3 bedroom sleeps 10 private pool

20 Ocean Club, Oceanside three bedroom, three bath villa comfortably sleeps 10! ROOFTOP DECK! Spacious rooms, lovely decor, fully-equipped kitchen, so much to love here. Strong Wi-Fi for working/schooling remotely. The Ocean Club Complex is Oceanfront with a private path to the beach. Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Have you ever dreamed of sunning, dining, entertaining, or stargazing on a rooftop deck at your island destination? 20 Ocean Club is where that dream comes true!

Panoramic Ocean Views and Sundeck - Charming Oceanfront Retreat
No. 224

Panoramic Ocean Views and Sundeck - Charming Oceanfront Retreat

Villa
3 bedroom sleeps 8 private pool

504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. Welcome to this distinctive vacation property managed locally. 504 Barrington Arms is a lovely three-bedroom, three-bathroom direct oceanfront condo on the fifth floor. Enjoy panoramic ocean views and updated furnishings and décor throughout. The dining area is adjacent to both the living room and the well-equipped kitchen. The primary bedroom is off the dining area to the right. It has a king bed and private access to the balcony. On the left side of the bedroom, there is a sink with a mirror.

Compare prices

See Hilton Head Island stays on Booking.com.

Search Booking.com →

Affiliate link.

Oceanfront Pool and Stunning Views - Gorgeous Villa Retreat
No. 225

Oceanfront Pool and Stunning Views - Gorgeous Villa Retreat

Villa
3 bedroom sleeps 8 private pool

Direct Oceanfront 3 bedrooms Villa with gorgeous renovations This 3 bedrooms, 3 baths villa offers a comfortable vacation for friends or family groups. Enjoy ocean views with access to your private balcony through the living room or master bedroom. The living room is furnished with space to accommodate all your lazy beach bums after an exciting day on the beach. The kitchen is equipped and ready to create your next meal. Quartz counter tops, stainless microwave and dishwasher, new tile and custom cabinets. Plenty of room for dining at the table and added seats at the breakfast bar.

Oceanfront Escape with Pools and Spa - Stunning Coastal Haven
No. 226

Oceanfront Escape with Pools and Spa - Stunning Coastal Haven

Villa
3 bedroom sleeps 10 shared pool

Oceanfront 3 bedroom with community pool & spa, only steps from beach Welcome to this distinctive vacation property managed locally. 1206 Sea Crest is a spacious 2nd-floor corner villa in the Sea Crest complex where you can enjoy direct oceanfront views. As you enter the front door into a small foyer, you will notice the very nice plank-style flooring. To the left is a guest bedroom with two queen beds, a bench seat, and an accent chair. The sliding doors open to a private covered balcony where there are two high-top Adirondack chairs to enjoy the views of the resort lagoons, pool, and ocean.

Oceanfront Pool and Stunning Views - Elegant Coastal Sanctuary
No. 227

Oceanfront Pool and Stunning Views - Elegant Coastal Sanctuary

Villa
3 bedroom sleeps 8 private pool

1506 Villamare, Luxury 5th Floor Closest to the Beach, Views All Around Nestled in the private oceanfront complex of Palmetto Dunes is a 3 bedrooms and 3 full bathrooms with perfect access to the beach and pool. The property features a complex pool indoor and out! You will also have access to the complex elevator, hot tub, gym and Palmetto Dunes Buggy! Enough can't be said about how beautiful the views are from this corner unit, you can see the ocean from everywhere. This villa is located on the 5th floor, allowing you to see as far as the eye can see across the Atlantic Ocean. 1506 Villamare has been completely renovated.

Oceanfront Pools and Fitness Center - Exquisite Coastal Villa
No. 228

Oceanfront Pools and Fitness Center - Exquisite Coastal Villa

Villa
2 bedroom sleeps 8 private pool

2211 SeaCrest has new LVT floors with walk in showers, garden tub, double vanities and more! This is a wonderful 2 bedrooms,2 bathrooms villa located on the second floor in building 2! The master bedroom is outfitted with king bedding and a walk in closet. The second bedroom has two queen beds. Each bath is equipped with a walk in shower, double vanity and garden tub. Enjoy the resort style amenities in 2211 SeaCrest. SeaCrest is an oceanfront resort housing an indoor and outdoor pool, fitness room, garage parking and elevator. This villa is in the Coligny beach area making it a perfect location to enjoy local and tourist areas.

On the water

Rent a boat in Hilton Head Island.

Browse Boat Rentals →

Affiliate link.

Seaside 337
No. 229

Seaside 337

Condo
1 bedroom sleeps 6 private pool

Fun, fresh, and full of style, this oceanview condo is your perfect Hilton Head escape! Recently remodeled with a sleek kitchen featuring full-size stainless appliances and granite counters. Enjoy a bright open living space with a queen sleeper sofa and large smart TV, plus a comfy queen bed and second TV in the bedroom. Best suited for a couple or couple with 2-3 kids max. The bathroom has a walk-in shower. Just steps to the beach with WiFi, cable, and everything you need to relax and recharge! Seaside is a gated-oceanfront complex in the heart of Hilton Head's main beach, but just far enough that the beach is not overcrowded.

Seaside 315
No. 230

Seaside 315

Condo
1 bedroom sleeps 6 private pool

Top-floor villa with private east-facing ocean views and afternoon shade! Cozy and affordable, featuring a queen bed with smart TV, two small bunks (with a privacy door), and a queen sleeper sofa. Best suited for a couple with 2-3 kids. Enjoy central air, fast WiFi, two smart TVs, and a fully stocked kitchen ready for home-cooked meals. Direct beach access onsite and just a short walk to Coligny Plaza, shops, restaurants, and entertainment. The Lowcountry Celebration Park is right across the street and is a great place for the kiddos as well as adults, lots of great bands and activities throughout the year.

Seaside Villa 207 - Ocean Front with Balcony
No. 231

Seaside Villa 207 - Ocean Front with Balcony

Condo
1 bedroom sleeps 4 private pool

Beautifully updated and wonderful ocean views from your balcony of this 1 bedroom 1 bath condo with all of the amenities you are looking for on your vacation. Step outside your door to a community private pool, and a short walk to private entrance A little vitamin sea is all you need, get ready for a beach escape! Location, location, location…. the perfect little beach villa with all the necessities you need for a month or a few days stay. Feel the breeze and view the ocean from the balcony of this updated 1 bedroom brand new 1 bath villa with walk-in tiled shower.

Seaside 190
No. 232

Seaside 190

Condo
1 bedroom sleeps 4 private pool

Step out to the pool or enjoy ocean views from the balcony in this renovated condo at Seaside, a gated oceanfront complex in South Forest Beach. Featuring a queen bed, sleeper sofa, Smart TVs, and a full kitchen with granite counters, it’s designed for comfort. Stay cool with split AC units and relax with beach chairs included. Just minutes from shopping, dining, and the beach, perfect for a Hilton Head couples’ getaway! As longtime Hilton Head locals, we've been owning and renting condos here since 2002. We own several villas in the complex and personally manage a few others, ensuring top-notch hospitality.

Boutique alternative

Prefer a boutique hotel? Try Skylark.

Discover Skylark →

Affiliate link.

Private Pool and Glorious Ocean Views - Exquisite Beachfront Haven
No. 233

Private Pool and Glorious Ocean Views - Exquisite Beachfront Haven

House
8 bedroom sleeps 21 private pool

With a private pool, eight bedrooms, and glorious ocean views, this massive Sea Pines beach house is perfect for group getaways. Welcome to this distinctive vacation property managed locally. The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the island and a short drive from the Salty Dog Cafe and other popular spots.

In-Ground Pool and Ocean Views - Elegant Beachfront Retreat
No. 234

In-Ground Pool and Ocean Views - Elegant Beachfront Retreat

House
8 bedroom sleeps 26 private pool

Make your next vacation one to remember with this beautiful home in Sea Pines. 23 Black Skimmers modernist style offers the perfect atmosphere for relaxation and entertainment. Welcome to this distinctive vacation property managed locally. This 7,500-square-foot beachfront home features a private, in-ground pool with a spa and a patio overlooking the Atlantic Ocean. With private beach access, this home is perfect for those long beach days! The kitchen is equipped with stainless steel appliances, a split, two-sink granite island set, and ample countertop space, so there's plenty of room to cook delicious meals and easy cleanup with two dishwashers.

Luxury Home w/Pool & Spa Near Beach on Hilton Head
No. 235

Luxury Home w/Pool & Spa Near Beach on Hilton Head

House
6 bedroom sleeps 14 private pool

39 Off Shore - This stunning 6-bedroom, 5-bathroom home in Palmetto Dunes boasts a beautiful expansive deck, private pool, and hot tub with serene and secluded views. The perfect retreat for families or groups of friends looking for a luxurious and comfortable vacation. Enjoy sunbathing and relaxing by the pool during the day, and stargazing from the hot tub at night. This home offers the ultimate combination of privacy, comfort, and elegance. Find yourself at home in this beautiful 6-bedroom home on a peaceful street in Palmetto Dunes with a private pool, hot tub, and everything you need for your next Hilton Head vacation!

Ocean Access and Private Pool - Stunning Coastal Sanctuary
No. 236

Ocean Access and Private Pool - Stunning Coastal Sanctuary

House
6 bedroom sleeps 18 private pool

this oceanfront home is newly updated and offers direct access to the beach as well as an expansive outdoor entertainment area that is sure to be your favorite spot for summer days! upon entry, you walk into the home's sitting room which has a dining table for 4 and comfortable seating that is perfect to unwind on over your favorite novel. take a few more steps into the massive great room and take in one of the most amazing views on hilton head- the huge windows along with the high ceilings truly help capture an amazing view of the atlantic ocean. there is plenty seating for all around the flatscreen tv on the large sectional and additional chairs if needed.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

Shop Sea Bags →

Affiliate link.

Oceanfront Pools and Breathtaking Views - Luxurious Beachfront Haven
No. 237

Oceanfront Pools and Breathtaking Views - Luxurious Beachfront Haven

Villa
3 bedroom sleeps 8 private pool

Expansive ocean views await at 2519 Windsor II! This 3-bedroom, 3-bathroom property has been outfitted to provide guests with luxurious rental accommodations. Welcome to this distinctive vacation property managed locally. 2519 Windsor Place is a beautifully appointed three-bedroom, three-bathroom oceanfront villa offering elevated coastal living from its top-floor location. With sweeping views of the Atlantic and the calming rhythm of the waves just beyond, this villa creates the perfect setting for a relaxing and memorable getaway. As you enter, you are welcomed into a bright and inviting living space where expansive windows and sliding glass doors showcase breathtaking ocean views.

Private Pool and Screened Porch - Beautiful Coastal Escape
No. 238

Private Pool and Screened Porch - Beautiful Coastal Escape

House
3 bedroom sleeps 8 private pool

House, 3 Bedroom, 2 Bath, Sleeper Sofa, Private Pool Proudly hosted. This beautiful Sea Pines home offers a spacious, single-level layout designed for comfort and relaxation. Each bedroom features premium bedding, stylish furnishings, and large flat-screen TVs, with an additional TV located on the screened porch for outdoor entertainment. The fully equipped kitchen boasts stainless steel appliances and comes well-stocked for your culinary adventures, while the convenient laundry area with a full-size washer and dryer is located just off the kitchen. The inviting living room offers serene views of the pool and backyard and includes a new flat-screen TV, Blu-ray player, and internet access.

Shipmaster Villa 801 - Perfect Beach and Golf
No. 239

Shipmaster Villa 801 - Perfect Beach and Golf

Condo
2 bedroom sleeps 6 private pool

Beach, Pool, Golf! This lovely Shipyard villa has it all!!! Nothing beats a day in the sun and sand, start planning your trip now! Shipyard Oceanfront Resort 2 Bedroom 2.5 Bathroom Villa which includes 3 premier golf courses for a golf vacation, Van de Meer Tennis for the tennis player, Shipyard Beach Club and the Sonesta Hotel. Shipyard has it all for your perfect beach vacation Stay within Shipyard Plantation ocean front resort in a 2 Bedroom 2.5 Bathroom villa with 2 master bedrooms and private baths overlooking the golf course, one of Hilton Head's premier gated communities. This roomy private end unit villa has the space for your group to relax.

Closest 2 BR to the Beach! Hilton Head Condo
No. 240

Closest 2 BR to the Beach! Hilton Head Condo

Entire condo
2 bedroom sleeps 4 private pool

Community Pier & Pool. Water Views<br /><br />Escape to this serene 2-bed, 2-bath beachfront vacation rental condo with water views from every window. Steps from the sand, pier, and pool, it features a full kitchen, walk-in shower, and in-unit laundry. Enjoy resort perks during your stay, including 3 pools, tennis, basketball, a hot tub, a sauna, picnic areas, and swings.

More waterfront rentals

Browse all of Hilton Head Island on Vrbo.

Search Vrbo →

Affiliate link.

Sponsored · Booking.com Partner

Search every stay in Hilton Head Island on Booking.com

Hotels, beach houses, apartments, and resorts. Free cancellation on most rooms. Then add a flight in or a rental car for dune drives.

Or browse the same coast on Vrbo: Browse Vrbo →

Affiliate links.

Curated luxury alternative

Prefer a boutique hotel or villa?

If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.

Sponsored.

Before you book

Get new waterfront rentals as we add them.

Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.

Get new posts in your inbox. No spam, unsubscribe anytime.