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 2026-11-03

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
Featured284 rentals
The curated list · 284 rentals

Where we would stay in Hilton Head Island.

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Admiral's Row. 3rd Floor Gem. Beachfront Balcony
No. 01

Admiral's Row. 3rd Floor Gem. Beachfront Balcony

Condo
2 bedroom sleeps 6 shared pool

Experience the pinnacle of coastal living at Admiral's Row 320. This 3rd-floor oceanfront villa offers a double-sized balcony with stunning Atlantic views. Inside, find a modern, light-filled kitchen with quartz countertops and tiled flooring. Accommodating up to six guests, the layout features a king primary suite, twin guest room, and queen sleeper sofa. Enjoy exclusive resort pools, tennis, and immediate beach access for a truly memorable Hilton Head Island vacation. 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.

736 Queens Grant @ Palmetto Dunes. Updated Condo. Prime Location
No. 02

736 Queens Grant @ Palmetto Dunes. Updated Condo. Prime Location

Condo
2 bedroom sleeps 6 shared pool

Recently renovated with new flooring and a beautifully remodeled bathroom, this ground-floor condo offers effortless single-level living in the sought-after Queen's Grant Villas within Palmetto Dunes Oceanfront Resort. With no stairs to worry about and easy access to community pools, tennis courts, bike paths, and the beach, this home blends modern coastal style with unbeatable resort convenience. Whether you're planning a relaxing island getaway or a golf-and-tennis-filled adventure, this home creates the perfect setting for unforgettable Hilton Head memories. Inside, coastal-inspired décor and modern upgrades create an inviting spot to unwind after a full day of island fun.

Charming Villa with Outdoor Courtyard - Cozy Coastal Escape
No. 03

Charming Villa with Outdoor Courtyard - Cozy Coastal Escape

Condo
2 bedroom sleeps 6 private pool

HOST & HOME presents…674 Queen's Grant! Nestled in the heart of Queen's Grant Community of renown Palmetto Dunes, our single level pet-friendly villa for up to 6 guests boasts an outdoor courtyard, comfortable living area, and offers a central location with easy access to amenities like the General Store, Robert Trent Jones Golf Course clubhouse, and the Palmetto Dunes Tennis Center. Only.5 miles away from sandy beaches, you'll be close enough to everything the island has to offer! Learn more below… HIGHLIGHTS Spacious Villa: Accommodates up to 6 guests with 2 bedrooms and 1 bathroom Pet-Friendly: Bring your furry dog!

Queens Grant 655
No. 04

Queens Grant 655

Condo
2 bedroom sleeps 5 private pool

Welcome to Blue Palmetto at Queens Grant, a spacious gorgeous 2-bedroom retreat located inside the highly sought-after Palmetto Dunes Oceanfront Resort on Hilton Head Island. This well-appointed villa features a comfortable layout with a king bed in the master bedroom and two twin beds in the guest room, making it perfect for couples or families. The condo offers a fully equipped kitchen, open living area, and everything you need to relax after a day at the beach or exploring the island. But there Is so much to see and do In Palmetto Dunes you may not even want to leave the community! To help you see everything PD has to offer, we now provide two free bikes for your use!

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Renovated Coastal Villa, Pet Friendly! Hilton Head
No. 05

Renovated Coastal Villa, Pet Friendly! Hilton Head

Condo
2 bedroom sleeps 4 shared pool

566 Queen's Grant - Welcome to 566 Queen’s Grant - A stunning, fully remodeled villa in Hilton Head’s Palmetto Dunes. With all-new features and a “Coastal Fabulous” design, this villa offers a well-equipped kitchen, spacious bedrooms, and a relaxing back deck with a grill, just steps from the community pool. Enjoy nearby beaches, dining, and attractions like Shelter Cove. Book now to unleash the ultimate beach getaway at this dog-friendly condo! A Coastal Dream Awaits at 566 Queen's Grant - Your Perfect Hilton Head Getaway! Looking for the ultimate island escape? Welcome to 566 Queen’s Grant - a stunning “Coastal Fabulous” villa in the heart of Palmetto Dunes, Hilton Head Island.

Spa on Port Royal Sound 1221
No. 06

Spa on Port Royal Sound 1221

Apartment
2 bedroom sleeps 4 Sea view private pool

Spa on Port Royal Sound 1221 offers a spacious setting with two bedrooms and two bathrooms, with sea views and a private pool.

Steps to Beach! 2BR Oceanfront Pool, Private Balcony & Coastal Charm
No. 07

Steps to Beach! 2BR Oceanfront Pool, Private Balcony & Coastal Charm

Villa
2 bedroom sleeps 6 private pool

Escape to Carolina Breeze, a spacious 2-bedroom, 2-bath villa located inside Hilton Head Beach & Tennis Resort. Tucked away in a quiet setting with wooded and lagoon views, this third-floor retreat offers updated bathrooms, all new furniture, and a private porch with beautiful sunset views. The fully stocked kitchen and comfortable layout make it ideal for families and small groups looking to relax while staying close to the beach, dining, golf, and everything Hilton Head has to offer. Welcome to your relaxing Hilton Head getaway.

Sea Cloisters 409
No. 08

Sea Cloisters 409

Apartment
2 bedroom sleeps 4 Beachfront private pool

Beachfront location with beautiful sea views.

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284
curated rentals in Hilton Head Island
Elegant Villa w/ Pool, Golf & Beach, Hilton Head
No. 09

Elegant Villa w/ Pool, Golf & Beach, Hilton Head

Condo
2 bedroom sleeps 5 private pool

643 Queen's Grant, A recently updated two-bedroom villa, complete with vaulted ceilings, a large patio, and strong wifi. Located near Palmetto Dunes Beach and amenities, this villa offers the perfect combination of relaxation and fun. With ample space and all the necessary amenities, you're sure to have a comfortable and enjoyable stay. Whether you're traveling with family or friends, this villa has everything you need to make your vacation unforgettable. Are you looking for a place to stay in Palmetto Dunes on Hilton Head? Check out 643 Queens Grant - a beautiful 2-bedroom, 1-bathroom villa with a high vaulted ceiling and a private paver patio.

Sunroom + Beach Access: Hilton Head Condo
No. 10

Sunroom + Beach Access: Hilton Head Condo

Apartment
2 bedroom sleeps 4 Beachfront private pool

Beachfront Location with direct access and stunning sea views.

Beachfront condo with large furnished balcony, pool & beautiful views
No. 11

Beachfront condo with large furnished balcony, pool & beautiful views

Condo
2 bedroom sleeps 8 private pool

Beachside Tennis 1893 Enjoy views of the ocean and Calibogue Sound from this bright and welcoming condo. While the highlight of this rental is surely the furnished wraparound balcony, there's plenty inside to make you happy as well. Wake up ready to greet each morning in the primary bedroom, where a brand-new mattress ensures wonderful nights of sleep. After a day of adventure, you can prepare meals in the well-equipped kitchen with new appliance upgrades (including the microwave and dishwasher), host family game nights in the dining area, or kick back and watch your favorite shows on the large TV in the sunlit living space.

Evian 275
No. 12

Evian 275

Apartment
2 bedroom sleeps 4 Beachfront shared pool

Spacious two-bedroom apartment with access to a shared pool and beach.

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Coastal Luxury! Pool, Golf, Beach Hilton Head
No. 13

Coastal Luxury! Pool, Golf, Beach Hilton Head

Condo
2 bedroom sleeps 7 private pool

644 Queens Grant, Escape to this stunning 2 bedroom, 2 bath Queen’s Grant condo in Palmetto Dunes, featuring a private deck, grill, and access to resort-style amenities. Enjoy a 10-minute stroll to sandy beaches, or tee off at the nearby golf courses. Relax in the stylish living space, cook in the fully equipped kitchen, and unwind on the deck with alfresco dining. With five pools, tennis courts, bike trails, and an 11-mile lagoon for kayaking, this is your perfect vacation getaway! Discover your next dream vacation in the heart of Palmetto Dunes!

Shorewood 511
No. 14

Shorewood 511

Apartment
2 bedroom sleeps 4 Beachfront private pool

Beachfront Location: Shorewood 511 in Hilton Head Island offers direct beachfront access and stunning sea views.

Palmetto Dunes Chic 2BR Villa Pickleball Golf Pool
No. 15

Palmetto Dunes Chic 2BR Villa Pickleball Golf Pool

Condo
2 bedroom sleeps 6 private pool

Welcome to HHI Dreaming at 7836 Centre Court - a modern coastal-chic villa in the gated Palmetto Dunes Oceanfront Resort on Hilton Head Island. Steps from the pool, pickleball, golf, and beach, this retreat blends luxury with laid-back island living. With spacious suites, a fully equipped kitchen, and resort perks like daily court time, bike trails, and marina adventures, your perfect Hilton Head escape starts here! Welcome to HHI Dreaming at 7836 Centre Court, a modern coastal-chic villa nestled inside the gated Palmetto Dunes Oceanfront Resort on Hilton Head Island.

Beach + Pool Access: Colorful Hilton Head Condo!
No. 16

Beach + Pool Access: Colorful Hilton Head Condo!

Condo
2 bedroom sleeps 6 Beachfront private pool

Beach + Pool Access: Colorful Hilton Head Condo! in Hilton Head Island offers direct beachfront access and a spacious layout.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

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Coastal Chic Villa Near Beach and Shops
No. 17

Coastal Chic Villa Near Beach and Shops

Condo
2 bedroom sleeps 6 private pool

Located steps from the beach and Coligny Plaza, 507 North Shore Place is a 2BR/2BA 5th-floor villa with a king primary, twin guest room, modern kitchen, and balcony with ocean glimpses. Building amenities include a rooftop pool, hot tub, and sea-crest pool access. Enjoy a vacation reimagined with the property manager, your trusted Hilton Head Island Property Management partner. Imagine waking up on Hilton Head Island, where the ocean breeze greets you and everything you love about the coast is just moments away.

Beachfront Getaway! Hilton Head Resort Condo
No. 18

Beachfront Getaway! Hilton Head Resort Condo

Condo
2 bedroom sleeps 4 Beachfront private pool

Direct beachfront access with stunning sea views.

Forest Beach Condo. Community Pool. Oceanfront Private Beach Access. Elegant Furnishings
No. 19

Forest Beach Condo. Community Pool. Oceanfront Private Beach Access. Elegant Furnishings

Condo
2 bedroom sleeps 4 shared pool

HOST & HOME presents… 2B Beachwood Place! This coastal beachfront villa offers upscale furnishings, direct beach access, and an unbeatable location in the heart of South Forest Beach. Start your mornings on the private balcony with the sound of crashing waves and spend your days relaxing by the oceanfront pool or exploring Coligny Plaza's restaurants, shops, and entertainment just moments away! Whether you're planning a family getaway or a relaxing island escape, this villa places the best of Hilton Head Island right at your fingertips. Learn more below. HIGHLIGHTS Prime Location: Walk or bike to Coligny Plaza featuring restaurants, shops, and beachfront entertainment.

Pool Access: Beachfront Hilton Head Resort Condo
No. 20

Pool Access: Beachfront Hilton Head Resort Condo

Apartment
2 bedroom sleeps 6 Beachfront private pool

Beachfront location with direct access and stunning sea views.

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Admiral's Row 339
No. 21

Admiral's Row 339

Condo
2 bedroom sleeps 6 private pool

This beautiful upgraded two-bedroom two bathroom villa is located on the third floor of Admirals Row bldg. B. The master bedroom is furnished with a king size bed. The second bedroom is furnished with two twin size beds. The kitchen is full size and fully equipped. Enjoy the ocean view from your furnished balcony or take a short walk to the beach or pool. This is a non smoking villa. Ocean View - Admiral’s Row 339 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.

Evian 285
No. 22

Evian 285

Apartment
2 bedroom sleeps 4 Steps to Beach private pool

Evian 285 is a spacious apartment located just steps from the beach.

Oceanfront Escape with Stunning Views and Pool - Serene Coastal Retreat
No. 23

Oceanfront Escape with Stunning Views and Pool - Serene Coastal Retreat

Condo
2 bedroom sleeps 6 shared pool

Welcome to 47 Ocean Club Villas by HOST & HOME, a tranquil oceanfront escape in South Forest Beach. This ground-floor condo features direct beach access, a private patio with stunning views, and access to a courtyard pool. Just a short walk to Coligny Plaza, indulge in dining, shopping, and entertainment moments away. Sleeps 6, perfect for family getaways! Learn More Below HIGHLIGHTS Oceanfront Serenity: Just steps from South Forest Beach with direct access via a wooden walkway. Private Patio: Relax with a book or enjoy your morning coffee with unobstructed ocean views. Courtyard Pool: Cool off in the shared pool, just a few steps from your door. Heated during select months.

Carolina Beach Club, Unit 126
No. 24

Carolina Beach Club, Unit 126

Apartment
2 bedroom sleeps 4 Beachfront private pool

Beachfront location with direct access and sea views.

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7447 Anchorage
No. 25

7447 Anchorage

Villa
2 bedroom sleeps 6 private pool

Shelter Cove Villa with Water Views, Pet Friendly Proudly hosted this pet friendly, coastal-chic two-bedroom, two-bathroom Anchorage Villa offers a relaxed waterfront escape in the heart of Shelter Cove Harbour. Both bedrooms feature king beds, providing comfort and privacy for couples or friends traveling together. Thoughtfully appointed with a washer and dryer and a covered balcony overlooking the water, the villa invites you to slow down and soak in the scenic surroundings from morning coffee to sunset cocktails.

Relax, Recharge, Repeat: Hilton Head Resort Condo
No. 26

Relax, Recharge, Repeat: Hilton Head Resort Condo

Apartment
2 bedroom sleeps 4 Beachfront private pool

Located on Hilton Head Island, this beachfront apartment features a private entrance and offers a range of leisure facilities.

2 Mi to Beach: Condo w/ Pool Access in Hilton Head
No. 27

2 Mi to Beach: Condo w/ Pool Access in Hilton Head

Entire condo
2 bedroom sleeps 5 shared pool

This Shelter Cove condo is part of the Palmetto Dunes complex and offers easy access to everything you’ll need on the island! The vacation rental features 2 bedrooms, 2 baths, a community pool, and a hot tub. Across the highway is Palmetto Dunes with tennis and pickleball courts, private beach access, and 3 world-class golf courses. Leave your car at home-complementary Dunes Buggy is an on-demand door-to-door shuttle service available in season to take you anywhere in the Palmetto Dunes area!<br /><br /><b>The space</b><br />Free WiFi. Washer/Dryer. 3 Mi to Burkes Beach. Near Shelter Cove Marina <br /> <br />Bedroom 1: King Bed. Bedroom 2: King Bed.

Windsor Place 207
No. 28

Windsor Place 207

Apartment
2 bedroom sleeps 4 Beachfront private pool

Windsor Place 207 offers direct beachfront access with stunning sea views.

On the water

Rent a boat in Hilton Head Island.

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Beachside Luxury Villa w/ Pool on Hilton Head
No. 29

Beachside Luxury Villa w/ Pool on Hilton Head

Condo
2 bedroom sleeps 6 private pool

25 Ocean Club, A fully renovated, two-bedroom, and two-bath villa with a patio, a gas grill, an open plan living room, and a kitchen area; it accommodates 6, steps to the beach and pool, sought-after South Forest Beach location! 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. ""This villa is by far the best we have stayed at when vacationing on HHI! The beds are SO comfy! I really liked the patio outside the living room also."" ""It is so close to the ocean; we walked the few yards to the beach each night and spent time there most days.

102 Sea Cloisters Oceanfront First Floor Condo Walk out to beach from back deck King 2 Double
No. 30

102 Sea Cloisters Oceanfront First Floor Condo Walk out to beach from back deck King 2 Double

Condo
2 bedroom sleeps 4 Oceanfront private pool

Spacious holiday home with two bedrooms and two bathrooms, offering ocean views.

4501 Island Club
No. 31

4501 Island Club

Villa
2 bedroom sleeps 7 private pool

Newly updated 2 Bedroom villa with sweeping ocean views Welcome to this distinctive vacation property managed locally. From the moment you step through the front door, stunning ocean views immediately welcome you through the villa, creating a bright and relaxing coastal atmosphere. Completely renovated throughout, this beautiful retreat blends modern style with comfortable beachside living. To the right of the entryway is the fully stocked kitchen, featuring granite countertops, updated appliances, and stylish coastal finishes. Even from the kitchen, you can enjoy views of the ocean. The countertop bar area includes seating for three, perfect for casual meals or morning coffee.

Pool Access! Family Getaway in Hilton Head Resort
No. 32

Pool Access! Family Getaway in Hilton Head Resort

Apartment
2 bedroom sleeps 4 Beachfront private pool

Spacious Accommodations with beachfront access and pool facilities.

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Oceanfront Pools and Stunning Views - Exquisite Coastal Retreat
No. 33

Oceanfront Pools and Stunning Views - Exquisite Coastal Retreat

Villa
2 bedroom sleeps 7 private pool

Experience serene ocean views & the soothing sounds of the waves from every room in this exquisite coastal retreat. Welcome to this distinctive vacation property managed locally. Experience coastal elegance at its finest in this beautifully remodeled 2-bedroom, 2-bathroom oceanfront villa, perfectly situated on the 3rd floor for sweeping views of the Atlantic Ocean. Wake up to the tranquil sound of waves and breathtaking ocean vistas from every room in this serene retreat. The spacious primary bedroom features a plush king-sized bed and stunning sunrise views, while the second bedroom offers two comfortable double beds and a convenient sleeper sofa, perfect for families or guests.

1617 Port Villas at The Sea Pines Resort
No. 34

1617 Port Villas at The Sea Pines Resort

Vacation Home
2 bedroom sleeps 4 Ocean View private pool

1617 Port Villas offers spacious two-bedroom accommodations with beautiful water views and modern amenities.

4202 Windsor Court North
No. 35

4202 Windsor Court North

Villa
2 bedroom sleeps 6 private pool

Stunning completely renovated 2 Bedroom Villa with sweeping views of the Atlantic Welcome to this distinctive vacation property managed locally. As soon as you step through the front door of 4202 Windsor Court North, expansive views of the Atlantic Ocean greet you, framed by natural dunes and swaying palms. The living area is warm and inviting, furnished with Tommy Bahama Bali Hai rattan bamboo pieces that bring a soft tropical feel to the home. Comfortable couches surround the 75” Samsung SmartTV, offering multiple lounging options whether you're relaxing after the beach or enjoying a cozy movie night.

Oceanfront 2BR Luxury - Balcony - Coligny Views
No. 36

Oceanfront 2BR Luxury - Balcony - Coligny Views

Apartment
2 bedroom sleeps 4 Beachfront private pool

Oceanfront 2BR Luxury offers breathtaking views with a spacious balcony.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

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Expansive Balcony and Community Pool - Stunning Oceanfront Villa
No. 37

Expansive Balcony and Community Pool - Stunning Oceanfront Villa

Villa
2 bedroom sleeps 7 shared pool

Oceanfront 2 bedroom villa in Palmetto Dunes with Community Pool Welcome to this distinctive vacation property managed locally. This beautiful 2-bedroom, 2-bath villa has amazing views of the ocean. The large balcony has a table, chairs, and sun loungers to soak up the view. The balcony can be accessed through the living room sliding doors and one of the bedrooms. The first bedroom has a king bed and an en suite bathroom featuring a walk-in shower and tub. Located off of the living room, the second bedroom has 1 queen bed, 1 twin bed, and its own bathroom. The kitchen is complete with granite counter tops, stainless steel appliances, and a full-size washer and dryer.

Our Cooler Getaway
No. 38

Our Cooler Getaway

Apartment
2 bedroom sleeps 4 Oceanfront private pool

Our Cooler Getaway is a spacious 2-bedroom, 2-bathroom vacation rental in Tybee Island.

Beachfront Access and Community Pool - Stunning Coastal Retreat
No. 39

Beachfront Access and Community Pool - Stunning Coastal Retreat

Villa
2 bedroom sleeps 8 shared pool

Palmetto Dunes Beachfront Condo, Hosts 8, Free Bikes Proudly hosted this stunning beachfront retreat in Palmetto Dunes offers the perfect combination of coastal comfort, resort-style amenities, and unbeatable ocean access. With direct beach access via the community walkway, guests can easily spend their days soaking up the sun, strolling the shoreline, or enjoying the many outdoor activities Hilton Head Island is known for. Designed to comfortably accommodate up to eight guests, the villa features two spacious bedrooms and two bathrooms, including a primary suite with a king bed, a second bedroom with two double beds, and a convenient pull-out sofa in the living area.

Tybee Sun
No. 40

Tybee Sun

Townhouse
2 bedroom sleeps 4 Beachfront

Tybee Sun in Tybee Island offers a spacious holiday home with two bedrooms and two bathrooms.

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Oceanfront Villa w/ Pool Beach Access Hilton Head
No. 41

Oceanfront Villa w/ Pool Beach Access Hilton Head

Condo
2 bedroom sleeps 6 private pool

431 Captains Walk, A 2-bedroom, 2-bath villa with direct ocean views located in Palmetto Dunes Resort. Step off the 1st floor balcony and walk right to the pool or beach. Strong Wi-Fi should you need to work/school remotely. Enjoy 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 stunning views of the Atlantic Ocean from your 1st floor private balcony overlooking the oceanfront pool.

56 Woodbine Villas
No. 42

56 Woodbine Villas

Vacation Home
2 bedroom sleeps 4 Beachfront private pool

Comfortable two-bedroom, two-bathroom holiday home with a fully equipped kitchen, located on Hilton Head Island.

Oceanfront Villa w/Wrap Around Balcony Hilton Head
No. 43

Oceanfront Villa w/Wrap Around Balcony Hilton Head

Condo
2 bedroom sleeps 7 private pool

1878 Beachside Tennis Villa, 2BR/2BA condo boasts breathtaking ocean and Calibogue Sound views and a wrap-around balcony. Located on the 4th floor, it provides easy access to South Beach Marina Village and The Salty Dog. The villa has been beautifully renovated and offers a comfortable, modern living space. Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. A complete renovation! Who doesn’t love a gorgeous view? With this 2-bedroom, 2-bathroom villa, you get the perfect view of the Atlantic Ocean and the Calibogue Sound from the large wrap-around balcony. This will definitely become your vacation Happy Place!

Lighthouse Point 20A
No. 44

Lighthouse Point 20A

Apartment
2 bedroom sleeps 4 Beachfront private pool

Beachfront location with stunning sea views, featuring 2 bedrooms and outdoor swimming pool.

On the water

Rent a boat in Hilton Head Island.

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137 Shorewood
No. 45

137 Shorewood

Villa
2 bedroom sleeps 6 private pool

Beachfront Villa in South Forest Beach. Sleeps 6. Proudly hosted Shorewood 137 offers a true beachfront escape in the heart of South Forest Beach. This inviting villa features a private balcony accessible from both the living room and the primary bedroom, where guests can enjoy partial views of the Atlantic Ocean along with scenic views of the courtyard and Shorewood pool area. With the beach just steps away, guests can fully enjoy the sights and sounds of the ocean from this desirable oceanfront location. After hours in the surf, return via Shorewood’s convenient beach walkway and unwind with the resort-style amenities.

Hampton Place 6407
No. 46

Hampton Place 6407

Vacation Home
2 bedroom sleeps 6 Beachfront private pool

Hampton Place 6407 in Hilton Head Island offers direct beachfront access and stunning sea views.

Stunning Villa with Direct Beach Access - Elegant Oceanfront Retreat
No. 47

Stunning Villa with Direct Beach Access - Elegant Oceanfront Retreat

Villa
2 bedroom sleeps 6 shared pool

Welcome to 2416 Villamare, Palmetto Dunes Oceanfront Resort! 2 Bedroom Immaculate Villa in Palmetto Dunes with community pool & direct beach access Spacious layout with 2 Private Balconies. Tons of activities just steps from your villa Beach towels, wagon, & chairs included! Take advantage of a short stroll on the beach to The Dunes House Oceanfront Bar & Grill for music and amazing fish tacos & frozen daiquiris! The direct beach access boardwalk is located next to the Villamare pool for those who can't wait to swim, sunbathe, collect seashells, or build sandcastles on the miles of pristine beaches and sand dunes for which South Carolina is famous.

Shorewood 311
No. 48

Shorewood 311

Apartment
2 bedroom sleeps 6 Sea view private pool

Shorewood 311 in Hilton Head Island offers a spacious setting with two bedrooms and two bathrooms.

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Renovated condo on the beach with pool, balcony, central AC, W D, & fitness room
No. 49

Renovated condo on the beach with pool, balcony, central AC, W D, & fitness room

Condo
1 bedroom sleeps 6 private pool

HH Beach & Tennis 105A With a location right on the beach, a bright and spacious interior, and a furnished private balcony, this recently-renovated home is waiting to give you the fun-filled vacation you deserve! Spread out in the living room (with a new sofabed purchased in autumn 2021) and watch a good Netflix movie on the TV mounted just over the dining table with seating for guests. You'll love preparing delicious meals in the updated kitchen boasting full-size appliances, especially when you can enjoy them al fresco out on the balcony. The free WiFi will make it easy to download a new playlist to your device or research a fun outdoor adventure while the central AC cools down the room.

1611 Port Villa @ South Beach - Waterfront Villa
No. 50

1611 Port Villa @ South Beach - Waterfront Villa

Vacation Home
2 bedroom sleeps 6 Sea view private pool

1611 Port Villa @ South Beach offers a spacious holiday home with two bedrooms and two bathrooms.

Modern Ocean Villa A204. Renovated & Bright
No. 51

Modern Ocean Villa A204. Renovated & Bright

Condo
1 bedroom sleeps 4 private pool

Newly updated and professionally designed, this 1BR villa offers a premium stay in the heart of Hilton Head. Guests love the ""A"" building location for its proximity to the waves and the stunning ocean views. The interior features a designer-tiled shower and a fully equipped kitchen with quartz surfaces. On-site, you’ll find 10 pickleball courts, a fitness center, and the island's largest oceanfront pool. Book now to enjoy modern comfort and effortless resort living. Welcome to Ocean Villa A204, a meticulously updated coastal retreat designed for the modern traveler.

Hilton Head Resort
No. 52

Hilton Head Resort

Holiday home
2 bedroom sleeps 6 Oceanfront private pool

The Hilton Head Resort features a private beach area and two swimming pools.

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Beachfront Villa W/ Pool & Tennis Hilton Head
No. 53

Beachfront Villa W/ Pool & Tennis Hilton Head

Condo
1 bedroom sleeps 6 private pool

B245 Hilton Head Beach and Tennis, Escape to coastal paradise at Hilton Head Beach and Tennis Resort! Enjoy direct beach access, poolside lounging, and tennis matches. Unwind in a sunny one-bedroom condo with a private balcony, fully equipped kitchen, smart TV, and WiFi. Explore nearby attractions like Folly Field Beach Park and Harbour Town Golf Links. Your seaside retreat awaits! Enjoy a vacation reimagined with the property manager, your trusted Hilton Head Island Property Management partner. Escape to a charming villa at the Hilton Head Island Beach and Tennis Resort and experience the ultimate beachside bliss!

Walk to Beach: Hilton Head Condo w/ Screened Porch
No. 54

Walk to Beach: Hilton Head Condo w/ Screened Porch

Condo
2 bedroom sleeps 6 Beachfront private pool

Spacious Accommodations with direct access to the beach.

Cozy Retreat with Oceanfront Pool and Tennis Courts - Charming Escape
No. 55

Cozy Retreat with Oceanfront Pool and Tennis Courts - Charming Escape

Condo
1 bedroom sleeps 6 private pool

Escape to paradise at this cozy condo nestled within a sprawling 50-acre oceanfront resort, offering the island's largest oceanfront pool, 14 tennis and pickleball courts, beach volleyball, a fitness center, corn hole, basketball, racquetball, and more. Just a breezy 8-minute walk to Folly Field Beach along the resort's beautiful paths, with onsite dining, seasonal entertainment, walking trails, and wildlife viewing, there's something for everyone here. Whether you're planning a family beach vacation or an active tennis getaway, this villa creates the perfect setting for unforgettable Hilton Head memories.

Shorewood 438
No. 56

Shorewood 438

Apartment
2 bedroom sleeps 6 Beachfront private pool

Shorewood 438 in Hilton Head Island offers direct beachfront access and stunning sea views.

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Balcony, Pool Access and Tennis Courts - Charming Coastal Retreat
No. 57

Balcony, Pool Access and Tennis Courts - Charming Coastal Retreat

Condo
1 bedroom sleeps 4 private pool

This one-bedroom villa is conveniently located on the first floor of Ocean Villas A. This Villa is fully equipped with a kitchenette, dining/living area with a sleeper sofa. The master bedroom is furnished with a queen size bed, and its own TV. A laundry room is conveniently located just a few steps down the hall. Enjoy your morning coffee on the balcony then venture out to the beach, pool and tennis courts that are only steps away!

Oceanfront villa with WiFi full kitchen pool & hot tub - beach nearby
No. 58

Oceanfront villa with WiFi full kitchen pool & hot tub - beach nearby

Villa
2 bedroom sleeps 6 Beachfront private pool

Beachfront location with a fully equipped kitchen and private pool.

Oceanfront Pool and Hot Tub - Elegant Coastal Escape
No. 59

Oceanfront Pool and Hot Tub - Elegant Coastal Escape

Villa
1 bedroom sleeps 4 shared pool

Renovated Oceanfront 1 Bedroom Villa with community pool, sundeck, & hot tub Welcome to this distinctive vacation property managed locally. Indulge in the epitome of coastal living at this meticulously maintained 1-bedroom, 1.5-bath renovated villa in the prestigious Barrington Villas. Every aspect of this retreat has been thoughtfully curated to offer a blend of elegance and comfort, promising a vacation experience that exceeds expectations. As you step inside, you're greeted by beachside charm. The villa showcases granite countertops, upgraded fixtures, and appliances that elevate the culinary experience.

Port II Villas 1613
No. 60

Port II Villas 1613

Condo
2 bedroom sleeps 6 Ocean View

Port II Villas 1613 in Hilton Head Island offers a spacious setting with two bedrooms and three bathrooms.

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Spacious Villa with Balcony and Pool Access - Charming Coastal Getaway
No. 61

Spacious Villa with Balcony and Pool Access - Charming Coastal Getaway

Condo
1 bedroom sleeps 4 private pool

The spacious one bedroom, one bath villa that can sleep 4 people is located on the second floor of Ocean Villa A building. The villa has a fully equipped kitchen/dining area with a queen sleeper sofa. The master bedroom is furnished with a queen size bed. Enjoy your morning coffee on the balcony then venture out to the beach, pool or tennis courts that are only steps away!! Ocean View - Ocean Villas A244 Professionally Managed by HHB&T Vacation Rentals HHB&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.

Homey condo with ocean views balcony pool & easy beach access
No. 62

Homey condo with ocean views balcony pool & easy beach access

Condo
2 bedroom sleeps 6 Beachfront private pool

Beachfront location with ocean views and easy beach access.

Balcony, Pool, and Tennis Court Access - Spacious Coastal Haven
No. 63

Balcony, Pool, and Tennis Court Access - Spacious Coastal Haven

Condo
1 bedroom sleeps 6 private pool

This spacious one bedroom one bath villa is located on the second floor of Ocean Villa Building B. 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!!

Beautiful Ocean Front Villa w/ Community Amenities
No. 64

Beautiful Ocean Front Villa w/ Community Amenities

Oceanfront
2 bedroom sleeps 6

3431 Villamare is a modern, airy 2-bedroom, 2-bathroom villa with beautiful ocean views, just steps from the beach.

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Ocean Access and Elegant Amenities - Charming Coastal Haven
No. 65

Ocean Access and Elegant Amenities - Charming Coastal Haven

Condo
1 bedroom sleeps 6 private pool

This beautiful one bedroom villa is located on the third floor of Ocean Villa A building. There is a fully equipped kitchen, dining area, and living room with a sleeper sofa. The bedroom features a queen size bed, ceiling fan, and a smart TV. NEWLY renovated bathroom featuring walk in shower! (Spring 2026) There are also two captain bunks, great for children! You'll have your own balcony to enjoy or you can take a short walk to the beach.

Beachfront Pools, Courts & Family Fun
No. 66

Beachfront Pools, Courts & Family Fun

Beachfront
2 bedroom sleeps 6

Unwind in this tropical-view 2-bedroom condo at Seawatch Island Club, located steps from Hilton Head’s stunning beaches.

Fully Equipped Kitchen and Access to Pool and Beach - Spacious Coastal Haven
No. 67

Fully Equipped Kitchen and Access to Pool and Beach - Spacious Coastal Haven

Condo
1 bedroom sleeps 6 private pool

This spacious one bedroom, one bath villa is located on the second floor of Ocean Villa building B. This villa has a fully equipped kitchen, dining room, and living room 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 private, furnished balcony, then venture out to the beach, pool, tennis or pickleball courts that are only steps away!!

Island Escape, Beach view Condo at Hilton Head Beach & Tennis Resort
No. 68

Island Escape, Beach view Condo at Hilton Head Beach & Tennis Resort

Beach view
2 bedroom sleeps 6

Welcome to your slice of paradise! This beachfront condo offers unbeatable ocean views, resort-style amenities, and direct private beach access-perfect for couples, small families, or solo travelers looking for relaxation and recreation.

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Spacious Villa with Balcony and Resort Amenities - Charming Coastal Haven
No. 69

Spacious Villa with Balcony and Resort Amenities - Charming Coastal Haven

Condo
1 bedroom sleeps 6 private pool

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

Ocean View Villa, 2nd fl, #3204 Island Club, Pool, hot tub, free wi-fi, tennis
No. 70

Ocean View Villa, 2nd fl, #3204 Island Club, Pool, hot tub, free wi-fi, tennis

Oceanfront
2 bedroom sleeps 8

Two bedroom, two bath with lovely ocean view. King, two doubles and a sleeper sofa. Recently renovated kitchen, and baths.

Scenic Balcony and Access to Pools - Charming Coastal Getaway
No. 71

Scenic Balcony and Access to Pools - Charming Coastal Getaway

Condo
1 bedroom sleeps 6 private pool

This beautiful one-bedroom villa is located on the third floor of Ocean Villas B. The master bedroom is furnished with a queen size bed. A set of captains bunks are located in the hallway perfect for children! The living area is equipped with a sleeper sofa. There is a fully equipped kitchenette to give you all the comforts of home. Enjoy the view from the furnished balcony or take a short walk to the beach or pools!

Panoramic Ocean View Hilton Head Island  HHI Town of HHI STR-Permit #072660
No. 72

Panoramic Ocean View Hilton Head Island HHI Town of HHI STR-Permit #072660

Oceanfront
2 bedroom sleeps 6

Sit on the balcony with your morning cup of coffee and watch the shrimp boats go by or enjoy the herons and egrets in the salt marsh. The unit has a panoramic view of the ocean.

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Balcony and Access to Stunning Beach Activities - Beautiful Coastal Haven
No. 73

Balcony and Access to Stunning Beach Activities - Beautiful Coastal Haven

Condo
1 bedroom sleeps 4 private pool

This beautiful upgraded one-bedroom villa is in the Ocean Villas. There is a fully equipped kitchen, dining area/living area with a queen sleeper sofa in the living room. The bedroom is furnished with a king bed. You have your own balcony to enjoy or you can take a short walk to the beach. Resort View - Ocean Villas A240 Professionally Managed by HHB&T Vacation Rentals HHB&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. Check out our website or visit our Welcome Desk for today's Special Offers!

Oceanfront, 2nd Floor, Updated, Open Plan & Super Stylish
No. 74

Oceanfront, 2nd Floor, Updated, Open Plan & Super Stylish

Oceanfront
2 bedroom sleeps 6

Welcome to the 2BR/2BA BESTNEST at 1873 Beachside Tennis Villas, beautifully renovated and perfectly positioned along the shoreline near South Beach Marina Village, offering breathtaking views of the Atlantic Ocean, Calibogue Sound, and Daufuskie Island.

Balcony, Pool Access and Tennis Courts - Charming Coastal Oasis
No. 75

Balcony, Pool Access and Tennis Courts - Charming Coastal Oasis

Condo
1 bedroom sleeps 6 private pool

This spacious one bedroom, one bath villa is located on the second floor of Ocean Villa B building. This villa has a fully equipped kitchen, dining/living area with a queen 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, tennis courts and playground that are only steps away!!

Hilton Head's Sea Pines Resort! Spacious two bedroom two bath villa. Book now!
No. 76

Hilton Head's Sea Pines Resort! Spacious two bedroom two bath villa. Book now!

Beachfront
2 bedroom sleeps 6

Located in Hilton Head's Sea Pines Resort, the Marriott’s oceanfront Monarch at Sea Pines overlooks the beautiful Atlantic Ocean.

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Scenic Balcony and Fully Equipped Kitchenette - Charming Coastal Retreat
No. 77

Scenic Balcony and Fully Equipped Kitchenette - Charming Coastal Retreat

Condo
1 bedroom sleeps 6 private pool

This lovely one-bedroom villa is located on the third floor of Ocean Villas C Bldg. There is a fully equipped kitchenette, dining/living area with sleeper sofa. The master bedroom is furnished with a queen size bed, and the children can enjoy a night's rest in the captain bunks. Enjoy the views from the furnished balcony or take a short walk to the beach, pools or courts! Resort View - Ocean Villas C302 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.

Villamare With Ocean Views And Closest Villa To The Beach STR Permit # 017623
No. 78

Villamare With Ocean Views And Closest Villa To The Beach STR Permit # 017623

Oceanfront
2 bedroom sleeps 6

Villamare Ocean Front Complex, Ocean views, Just Steps from the Beach! This recently renovated 2 bedroom, 2 bath villa is located first floor oceanfront and has nice views of the Atlantic Ocean from main balcony.

Private Balcony and Resort Amenities - Beautiful Coastal Retreat
No. 79

Private Balcony and Resort Amenities - Beautiful Coastal Retreat

Condo
1 bedroom sleeps 6 private pool

This beautiful one bedroom is located in the Ocean Villas. There is a fully equipped kitchen, dining area and a living room. The living room is furnished with a sleeper sofa. The bedroom is furnished with a queen bed, and there are two captain bunk beds right outside the bedroom perfect for the young children. You can sit on your own private balcony and enjoy the views or take a short walk to the beach.

Upgraded condo on waterfront with pool, hot tub, & tennis access - near beach
No. 80

Upgraded condo on waterfront with pool, hot tub, & tennis access - near beach

Oceanfront
2 bedroom sleeps 8

With a spectacular direct ocean view, this condo has all of the amenities you'll want at your next stay at Hilton Head.

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Balcony, Pool Access and Tennis Courts - Spacious Coastal Haven
No. 81

Balcony, Pool Access and Tennis Courts - Spacious Coastal Haven

Condo
1 bedroom sleeps 6 private pool

This spacious one bedroom, one bath villa is located on the second floor of Ocean Villa B building. This villa has a fully equipped kitchen with full size appliances, a comfortable living area with a sleeper sofa, and up to date furnishings and decor throughout. The master bedroom is furnished with a queen size bed and smart TV. There are 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!!

4203 Island Club - Folly Field - 2 Bed 2 Bath Sleeps 5 - Hilton Head Rentals
No. 82

4203 Island Club - Folly Field - 2 Bed 2 Bath Sleeps 5 - Hilton Head Rentals

Oceanfront
2 bedroom sleeps 5

4203 Island Club is located in the oceanfront Neptune Building. This 2 Bedroom, 2 Bath Ocean Villa is situated on the 2nd floor of the Neptune Building within the Oceanfront Island Club Gated Community.

Spacious Villa with Balcony and Resort Amenities - Charming Coastal Escape
No. 83

Spacious Villa with Balcony and Resort Amenities - Charming Coastal Escape

Condo
1 bedroom sleeps 6 private pool

This spacious one-bedroom, one-bath villa is located on the second floor of Ocean Villa, Building C. The villa features a fully equipped kitchen, dining area, and comfortable living space with a queen sleeper sofa. The primary bedroom is furnished with a queen-size bed, and a set of captain’s bunks in the hallway provides additional sleeping space that’s perfect for children. Begin your morning with coffee on the private balcony as the sun rises in brilliant color over the ocean, peacefully removed from parking lot noise. The gentle calls of seabirds and the sight of pelicans gliding overhead enhance the serene coastal ambiance.

Ocean View Condo at The Spa on Port Royal Sound
No. 84

Ocean View Condo at The Spa on Port Royal Sound

Ocean view
2 bedroom sleeps 6

Experience the perfect blend of coastal serenity and resort-style amenities in this beautiful ocean‑view condo at The Spa on Port Royal Sound.

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Balcony and Access to Resort Amenities - Spacious Coastal Retreat
No. 85

Balcony and Access to Resort Amenities - Spacious Coastal Retreat

Condo
1 bedroom sleeps 6 private pool

This spacious one bedroom, one bath villa is located on the third floor of Ocean Villa Building A. 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!!

Make Coligny Beach Your Happy Place!!
No. 86

Make Coligny Beach Your Happy Place!!

Beachfront
2 bedroom sleeps 6

Impeccable renovation in this gated oceanfront oasis located in the heart of the Coligny Beach/Plaza area. This beautiful seaside escape is walking distance to restaurants, boutiques, and numerous outdoor attractions.

Fairytale Escape w/ Pool, Tennis Golf Hilton Head
No. 87

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. 88

Breakers 215

Apartment
1 bedroom sleeps 4 Beachfront private pool

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

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Spacious Villa with Balcony and Resort Amenities - Charming Beach Haven
No. 89

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. 90

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.

Panoramic Views and Luxurious Amenities - Gorgeous Oceanfront Escape
No. 91

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. 92

HH Beach & Tennis 226C

One-Bedroom Apartment
1 bedroom sleeps 4 Beachfront private pool

Beachfront location with direct access and a private pool.

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Oceanfront Retreat 318 Breakers
No. 93

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. 94

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.

Furnished Balcony and Access to Tennis Courts and Pool - Charming Coastal Retreat
No. 95

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. 96

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.

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Oceanfront Resort. Newly Renovated 1BR Villa
No. 97

Oceanfront Resort. Newly Renovated 1BR Villa

Condo
1 bedroom sleeps 6

Recently updated with high-end finishes, this first-floor villa at Hilton Head Beach & Tennis Resort is designed for comfort and style. Featuring a queen master, hallway bunks, and a sleeper sofa, it’s a versatile space for up to six guests. Take advantage of seasonal resort activities like poolside movies and karaoke, or explore the island’s world-class golf courses. Modern, clean, and steps from the sand, your perfect South Carolina vacation awaits. Step into a refined coastal sanctuary where every detail has been thoughtfully updated.

404 Windsor Place by Beach Properties of Hilton Head
No. 98

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. 99

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.

Bayberry Breeze Coastal Time Out Pool and Hot Tub
No. 100

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.

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Oceanfront Breakers 137 Condo w/ Sunrise Views!
No. 101

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. 102

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. 103

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.

HH Beach & Tennis 119C
No. 104

HH Beach & Tennis 119C

Apartment
1 bedroom sleeps 4 Beachfront private pool

Beachfront location with direct access and stunning sea views.

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Stunning Ocean Views and Cozy Retreat - Exquisite Oceanfront Escape
No. 105

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. 106

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.

Coastal Soul-Gorgeous Direct OceanFront!
No. 107

Coastal Soul-Gorgeous Direct OceanFront!

Condo
1 bedroom sleeps 6

Wake up to breathtaking oceanfront views from this beautifully updated one-bedroom villa, yes, the balcony view is exactly as pictured! This cozy retreat features a king bed, children’s bunks, and a queen sleeper sofa, comfortably sleeping the whole family. The full kitchen is stocked with everything you need to cook at home. Just steps to the beach and a short walk to Coligny Plaza with shopping, dining, and entertainment close by. 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. Best suited for a couple and 2-3 children max.

Seaside 249
No. 108

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.

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Hampton Place 6504
No. 109

Hampton Place 6504

Apartment
1 bedroom sleeps 4 Ocean view private pool

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

Seaside 184
No. 110

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.

Seaside Villa 325
No. 111

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.

Breakers 225
No. 112

Breakers 225

Apartment
1 bedroom sleeps 4 Beachfront private pool

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

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Tennis Villa F14 - Beach and Pool
No. 113

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. 114

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. 115

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. 116

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.

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Renovated Luxury Villa w/ Patio & Pool Hilton Head
No. 117

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. 118

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. 119

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. 120

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.

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Hotels, beach houses & apartments in Hilton Head Island.

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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.

Search stays → Flights to Hilton Head Island Car rental

Or browse the same coast on Vrbo:

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Curated luxury alternative

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