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
Featured300 rentals
The curated list · 300 rentals

Where we would stay in Hilton Head Island.

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Oceanfront Villa, Resort Amenities on Hilton Head
No. 241

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!

Oceanfront Villa with Ocean Views, Shared Pool Hot Tub, and Nearby Beach Access
No. 242

Oceanfront Villa with Ocean Views, Shared Pool Hot Tub, and Nearby Beach Access

Condo
3 bedroom sleeps 8 shared pool

Island Club 5204 With panoramic ocean views and an oceanfront location, this newly renovated, three-bedroom, three-bathroom villa will take your breath away! Offering access to multiple shared pools and hot tub, the nearby beach, and much more, your stay at Island Club is sure to be memorable. Those who wish to tour the shops and restaurants of Hilton Head will find them just a short drive away. Island Club's manicured walkways through lush vegetation provide access to the beach and the resort's amenities.

Lighthouse Point 20A
No. 243

Lighthouse Point 20A

Apartment
2 bedroom sleeps 4 Beachfront private pool

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

Oceanfront Pool and Beach Cruiser Bicycles - Stunning Coastal Haven
No. 244

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.

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Oceanfront Pool and Stunning Views - Gorgeous Villa Retreat
No. 245

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 Access and Community Pool - Beautiful Coastal Haven
No. 246

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 Villa with Shared Pools, Hot tub, and Beach Access
No. 247

Oceanfront Villa with Shared Pools, Hot tub, and Beach Access

Condo
2 bedroom sleeps 8 shared pool

Villamare 1407 Oceanfront villa just remodeled, steps from the beach, sizable pool, and hot tub! Pristine, comfy condo lets you go to sleep to the sound of the waves. Scenic ocean views from every room and balcony. This oceanfront villa has two sides accessible through separate doors. The A side includes fully equipped kitchen, living room with flatscreen TV and queen-size sleeper sofa, and a master bedroom with a king-size bed. Flatscreen, vanity, and private bathroom with tiled, walk-in shower. The B side of the villa includes a guest bedroom with two full-size beds and a private bathroom with walk-in shower. Free Wi-Fi and cable TV.

Newly-renovated ocean front condo on the 5th floor with a private balcony
No. 248

Newly-renovated ocean front condo on the 5th floor with a private balcony

Condo
2 bedroom sleeps 8 private pool

Shorewood 511 Welcome to Shorewood 511, an amazing oceanfront condo that has been completely renovated, restocked, and redecorated for 2023 to include all new TV, furnishings, mattresses, and inventory. Some of the closest attractions are the island’s very best! Nearby Coligny Plaza is a great place for dining, shopping, and entertainment. The kids will have fun playing in the fountain at Coligny Beach Park! Rent bikes and ride the miles of bike paths, or you may want to just rent an umbrella and chair from the lifeguard and relax with a book on the beach!

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300
curated rentals in Hilton Head Island
Cozy oceanfront villa, tennis courts, hot tub, shared pool and ocean view
No. 249

Cozy oceanfront villa, tennis courts, hot tub, shared pool and ocean view

Condo
2 bedroom sleeps 6 shared pool

Island Club 5402 This newly renovated oceanfront villa provides gorgeous ocean views from the entryway through to the living room and onto the private 4th floor balcony where you will enjoy the stunning morning sunrises, beautiful beach views and the sound of the waves hitting the shore. The two-bedroom, two-bathroom villa has been totally renovated to include new custom cabinets, quartz countertops, stainless steel appliances, and a private laundry in a fully equipped kitchen which will certainly enhance your stay. Enjoy the 75” Flatscreen TV with DVD in the living room as well as additional TV’s in the two bedrooms.

Oceanfront Villa w/ Pool Beach Access Hilton Head
No. 250

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.

Luxury Coastal Home, Pool & Hot Tub on Hilton Head
No. 251

Luxury Coastal Home, Pool & Hot Tub on Hilton Head

House
3 bedroom sleeps 8 private pool

3 Rum Row, Welcome to 3 Rum Row, your elegant Lowcountry retreat in Hilton Head’s Palmetto Dunes Oceanfront Resort. This beautifully remodeled home features a new kitchen, bright Carolina room with a wall of windows, and a stunning saltwater pool and spa. With a charming courtyard, spacious detached garage, and exclusive resort amenities nearby, this home blends modern luxury with Southern charm. Book your stay today! Discover unparalleled Lowcountry charm at 3 Rum Row in Hilton Head’s prestigious Palmetto Dunes Oceanfront Resort. This timeless retreat is a blend of elegance, sophistication, and modern comfort - ready to be your perfect island escape.

Oceanfront Villa w/Wrap Around Balcony Hilton Head
No. 252

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!

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Oceanfront condo with pools, hot tubs, fitness room, & central AC
No. 253

Oceanfront condo with pools, hot tubs, fitness room, & central AC

Condo
2 bedroom sleeps 6 private pool

Seacrest 2304 Welcome to your dream vacation spot on beautiful Hilton Head Island! Our perfectly-located, oceanfront resort is directly across the street from Coligny Plaza, where you'll discover more than 60 shops and restaurants. Start your day by stepping out onto one of your two private, furnished balconies with stunning ocean views to catch the sunrise before heading downstairs to explore the many on-site amenities or take a leisurely stroll on the warm sands. This property is also ideally situated near numerous local attractions, including the renowned Shipyard Golf Club, just under two miles away.

1920 South Beach Club
No. 254

1920 South Beach Club

Vacation Home
sleeps 4 Oceanfront

1920 South Beach Club in Hilton Head Island offers a holiday home with free WiFi, air-conditioning, and a fully equipped kitchen.

Stylish Dog-Friendly Oasis Near Beach & Lagoon
No. 255

Stylish Dog-Friendly Oasis Near Beach & Lagoon

House
4 bedroom sleeps 10 private pool

In Palmetto Dunes, 26 Port Tack is a modern, pet-friendly 4BR/2.5BA home with a new lagoon-view pool and spa, vaulted ceilings, and skylights. The primary suite opens to the deck; two guest rooms share a Jack-and-Jill bath; additional space includes a Carolina room and Murphy bed. Equipped with game-room garage, office nook, WiFi, and more, this home invites both relaxation and fun. Walk or bike about half a mile to the beach or explore nearby Shelter Cove and island amenities. Enjoy a vacation Welcome to 26 Port Tack, a modern, dog-friendly escape in Palmetto Dunes that combines comfort, style, and fun.

Steps to Beach! Oceanfront Hilton Head Villa, Pool
No. 256

Steps to Beach! Oceanfront Hilton Head Villa, Pool

Condo
3 bedroom sleeps 8 private pool

8 Hilton Head Beach Villa, A beautiful 3 bedroom, 3 bath villa located in the South Forest Beach area of Hilton Head Island. It's just steps away from the ocean, making it an ideal location for beach lovers. The villa is equipped with strong Wi-Fi, so you can work or attend school remotely if needed. Come and experience your island dreams in this amazing villa. Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Prepare for the ultimate Hilton Head vacation at Hilton Head Beach Villa 8!

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Ocean Views and Zero-Entry Pool - Charming Oceanfront Retreat
No. 257

Ocean Views and Zero-Entry Pool - Charming Oceanfront Retreat

Condo
3 bedroom sleeps 10 shared pool

Direct beach access and a zero-entry heated community pool set the scene at this charming two-level oceanfront villa in the heart of South Forest Beach, Hilton Head's lively ""downtown."" Sleeping up to 10 guests across 1,850 square feet, this oceanfront retreat puts you moments from the sand, with Coligny Plaza and Lowcountry Celebration Park just a short walk or bike ride away. Whether you're planning a multi-family beach vacation or a peaceful snowbird escape, this home creates the perfect setting for unforgettable Hilton Head memories.

Stunning oceanfront villa with WiFi, pool & hot tub, private balcony
No. 258

Stunning oceanfront villa with WiFi, pool & hot tub, private balcony

Condo
3 bedroom sleeps 7 shared pool

Windsor Court South 3108 3108 Windsor is a stunning 3 bedroom, 3 bath oceanfront villa located in Palmetto Dunes Plantation. As you enter the front door, you’re greeted by sweeping views of the Atlantic, as well as the pristine grounds of the Windsor Court South complex complete with a shared pool and hot tub. Wood flooring, coastal décor, and beautiful furnishings span the entire villa. The open living area provides the perfect area for entertaining and relaxing. The dining table comfortably seats 6, and there is a separate breakfast table located off the kitchen that seats 4. The kitchen features granite countertops, stainless steel appliances and a counter-height bar with 3 bar stools.

Oceanfront Retreat with Lush Backyard - Tranquil Coastal Escape
No. 259

Oceanfront Retreat with Lush Backyard - Tranquil Coastal Escape

House
3 bedroom sleeps 8

HOST & HOME presents… 18 East Beach Lagoon! Escape to this breathtaking oceanfront retreat in the prestigious Sea Pines Resort. Just steps from the sand, this home offers a private beach path and unmatched tranquility. Relax in a designer-decorated space surrounded by lush Lowcountry greenery, featuring a large brick patio with teak furniture for al fresco dining. Perfect for up to 8 guests seeking unique style, comfort, and proximity to the ocean. Learn more below.

Oceanfront Pool and Scenic Views - Stunning Coastal Haven
No. 260

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.

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Oceanfront with Pool & Beach Access Hilton Head
No. 261

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.

Oceanfront Pools and Breathtaking Views - Luxurious Beachfront Haven
No. 262

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.

Oceanfront with Views! Pool & Beach on Hilton Head
No. 263

Oceanfront with Views! Pool & Beach on Hilton Head

Condo
3 bedroom sleeps 10 private pool

2 Hilton Head Beach Villa, Oceanfront three-bedroom and three-bathroom split-level villa in prime South Forest Beach. Experience comfort and convenience at this oceanfront complex featuring state-of-the-art pool facilities opening in May 2024. Just a short walk to Coligny Plaza restaurants and shops and te new Celebration Park! Enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Experience the ultimate luxury in this stunning split-level, 3-bedroom oceanfront villa that boasts breathtaking views of the sea and easy access to the beach.

Private Pool Retreat on One Level. 2 Living Areas. Pet Friendly. Near Palmetto Dunes Beaches
No. 264

Private Pool Retreat on One Level. 2 Living Areas. Pet Friendly. Near Palmetto Dunes Beaches

House
4 bedroom sleeps 9 private pool

Escape to 28 Swing About, a beautifully updated PET FRIENDLY Hilton Head Island retreat perfectly positioned along the fairway of Hole #3 on the renowned Robert Trent Jones Oceanfront Course in Palmetto Dunes Oceanfront Resort. Designed for unforgettable golf getaways, family vacations, and relaxing island escapes, this spacious home features a sparkling Private Pool, two connected living spaces, and a bright open-concept layout ideal for gathering together after days spent on the course or at the beach. Learn more below! HIGHLIGHTS Prime location: Positioned on the Robert Trent Jones Oceanfront Course Fairway of Hole #3, the perfect spot for your golf getaway!

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102 Sea Cloisters Oceanfront First Floor Condo Walk out to beach from back deck King 2 Double
No. 265

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.

Beachfront Condo w/ Pool Access in Hilton Head!
No. 266

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.

51 Ocean Club
No. 267

51 Ocean Club

Villa
2 bedroom sleeps 6 private pool

Oceanfront Villa in S.Forest Beach. 2BD/2BA/Hosts 6 Proudly hosted this oceanfront villa in the heart of South Forest Beach offers the ultimate beachfront getaway with unbeatable convenience and coastal charm. Located on the main floor, this beautifully appointed 2-bedroom, 2-bath villa accommodates up to 6 guests and allows you to park right outside your door, unload with ease, and enjoy the comfort of single-level living throughout your stay. Designed with inviting nautical and coastal-inspired décor, the villa immediately sets the tone for a relaxing beach vacation the moment you step inside.

Oceanfront Access and Spacious Deck - Elegant Coastal Retreat
No. 268

Oceanfront Access and Spacious Deck - Elegant Coastal Retreat

Villa
4 bedroom sleeps 8 private pool

Welcome to 1418 South Beach Villas, a beautifully positioned waterfront retreat in the heart of Sea Pines Resort on Hilton Head Island. Just moments from the beach, this inviting coastal villa offers the perfect balance of relaxed island living, walkable convenience, and unforgettable water views that make every part of your stay feel effortlessly peaceful. From the moment you arrive, the villa feels bright, comfortable, and connected to the beauty of the Lowcountry. Large windows and sliding glass doors invite natural light inside while framing picturesque oceanfront views throughout the living spaces.

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Ocean Views and Community Pool - Stunning Oceanfront Retreat
No. 269

Ocean Views and Community Pool - Stunning Oceanfront Retreat

Villa
2 bedroom sleeps 7 shared pool

Welcome to 114 Barrington Ct- Palmetto Dunes! Views of the Ocean from the beautiful 2BR/2BA w Extended Balcony! Community Pool & Hot Tub in this Oceanfront Resort Community! Views of the Ocean from a Stunning 2BR/2BA Villa with Extended Balcony! Oceanfront Resort Community with Pool, Hot Tub & Beach Access Pool Heated March 15th-April 30th & October 15th-November 30th Welcome to your dream getaway! Located within the exclusive Palmetto Dunes Oceanfront Resort, this light-filled 2-bedroom, 2-bathroom villa offers breathtaking views of the Atlantic Ocean and beautifully landscaped resort grounds.

Oceanfront Escape with Pools and Hot Tub - Stunning Coastal Haven
No. 270

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...

Beachfront escape with pools, hot tub, athletic courts, WD, and central AC
No. 271

Beachfront escape with pools, hot tub, athletic courts, WD, and central AC

Condo
3 bedroom sleeps 10 private pool

Island Club 5404 Take a break at the beach at this oceanfront condo in the peaceful, 27-acre Island Club of Hilton Head! Outside, enjoy the fresh ocean air and plenty of sunshine from your furnished patio, while inside, you'll find a well-equipped, full kitchen ready to help you prepare everything from your morning coffee to full-course dinners. Dine together or bring a few board games to the dining table, and then settle into the sunlit living area with a TV and plenty of comfortable seating.

Rooftop Sun Deck! Luxury Hilton Head Villa w/ Pool
No. 272

Rooftop Sun Deck! Luxury Hilton Head Villa w/ Pool

Condo
3 bedroom sleeps 9 private pool

30 Ocean Club, Oceanside three-bedroom, three-bath villa comfortably that sleeps 8! Rooftop Deck! Spacious rooms, lovely décor, 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. Welcome to 30 Ocean Club, a beautifully renovated coastal villa on Hilton Head Island, where rooftop sunsets and ocean breezes define island living.

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404 Windsor Place by Beach Properties of Hilton Head
No. 273

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.

Sunlit Oceanfront Condo with Two Balconies, Wet Bar, Beach Views & WiFi
No. 274

Sunlit Oceanfront Condo with Two Balconies, Wet Bar, Beach Views & WiFi

Condo
3 bedroom sleeps 6 shared pool

Windsor II 2419 When you're looking to get away for fun in the sun, this Windsor II condo is the place to stay! Its location is so close to the beach that you'll be able to see the waves from the villa's private balconies. To add to the fun, there are two shared pools and a hot tub here. Gardens, fountains, and lagoons add to the appeal of this oceanfront condo complex in the Palmetto Dunes area of Hilton Head Island, SC. A short walk on the resort's boardwalk will lead you to the beach, and there is an outdoor shower for rinsing off the sand after your beach time.

137 Shorewood
No. 275

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.

Shorewood 511
No. 276

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.

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Daufuskie Oasis 6BR Family Home - Beachfront
No. 277

Daufuskie Oasis 6BR Family Home - Beachfront

Vacation Home
6 bedroom Beachfront private pool

Daufuskie Oasis 6BR Family Home - Beachfront offers direct beachfront access with stunning sea views.

Endless Tides - Marshfront Lands End Retreat. Pool Across Street. 500 Feet to Beach Access
No. 278

Endless Tides - Marshfront Lands End Retreat. Pool Across Street. 500 Feet to Beach Access

Townhouse
4 bedroom sleeps 8 shared pool

Endless Tides - Marsh Views, Ocean Glimpses, Steps to the Beach & Pool. Hilton Head Island, SC 29928 Welcome to Endless Tides, a beautifully positioned 4-bedroom, 3-bath coastal retreat tucked inside the exclusive gated community of Lands End within Sea Pines. Perfectly situated between Braddock Cove and the Atlantic Ocean, this attached single-family home offers expansive marsh views from nearly every rear-facing room, ocean glimpses from the upper level, the community pool directly across the street, and beach access less than 500 feet away. The location is truly special.

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
No. 279

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Entire home
3 bedroom sleeps 6 private pool

Experience South Carolina's Lowcountry with this beautiful Bluffton vacation rental as your home base. This 3-bedroom, 2-bathroom home boasts a well-appointed interior and all the features you'll need to relax after exploring the area. Kick off a fun-filled stay with a drive to the waterfront, where you can enjoy your favorite aquatic activities. Make more memories as a group with a visit to Old Town, a round of golf on Hilton Head's oceanfront courses, or a sun-soaked day at Coligny Beach Park!<br /><br /><b>The space</b><br />Pets Welcome w/ Fee. Central Air Conditioning & Heating.

Stunning Villa with Direct Beach Access - Elegant Oceanfront Retreat
No. 280

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.

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Oceanfront Villa with kitchen, balcony, patio shared pool and trails
No. 281

Oceanfront Villa with kitchen, balcony, patio shared pool and trails

Villa
4 bedroom sleeps 10 shared pool

Sound Villas 1454 Wake up to sweeping ocean views in this beautiful Sea Pines retreat, an inviting 4-bedroom, 4-bathroom home perfectly designed for relaxing coastal getaways. With direct beach access, you can spend your days strolling the shoreline, soaking up the sun, or watching dolphins play in the waves. Inside, the home features an open, airy layout with plenty of natural light and comfortable spaces to unwind. The full kitchen is equipped with everything you need for effortless vacation cooking, and the adjacent dining and living areas make gathering together easy.

1922 South Beach Club
No. 282

1922 South Beach Club

Villa
3 bedroom sleeps 6 private pool

Beautiful 3-bedroom, 2 1/2 bath villa in Sea Pines with captivating views of the Calibogue Sound. Thoughtfully designed with elegant details throughout, this coastal retreat offers guests a perfect blend of comfort, style, and Lowcountry charm. Welcome to this distinctive vacation property managed locally. This waterfront villa in Sea Pines offers a blend of coastal charm and relaxed sophistication, with sweeping views of the Calibogue Sound from nearly every angle. Designed to host family and friends, the stunning villa features three bedrooms, two and a half bathrooms, and thoughtfully designed spaces that make it as ideal for gathering as it is for quiet retreats.

1617 Port Villas at The Sea Pines Resort
No. 283

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.

Stunning Oceanfront Villa - 3rd Floor Views and Renovated 2026
No. 284

Stunning Oceanfront Villa - 3rd Floor Views and Renovated 2026

Apartment
2 bedroom sleeps 5 private pool

Island Club 3302 is a fully renovated oceanfront villa offering sweeping 3rd-floor views, modern luxury finishes, and direct beach access. Designed for comfort and style, this 2BR/2BA retreat combines elevated coastal design with resort amenities, perfect for a relaxing Hilton Head getaway. This Island Club unit provides a brand new, beautifully appointed 2 bedroom, 2 bath oceanfront villa with spectacular sweeping ocean views from its 3rd floor location and so many elevated features that you will easily experience the best of Hilton Head while enjoying the calming rhythm of the ocean.

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Oceanfront Villa. Heated Pool. South Forest Beach
No. 285

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...

Bayberry Breeze Coastal Time Out Pool and Hot Tub
No. 286

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.

20 Forest Drive
No. 287

20 Forest Drive

Vacation Home
3 bedroom sleeps 4 Beachfront private pool

Spacious Holiday Home in Hilton Head Island with three bedrooms and three bathrooms.

Exquisite oceanfront top-floor condo has the feel of paradise on earth
No. 288

Exquisite oceanfront top-floor condo has the feel of paradise on earth

Condo
2 bedroom sleeps 7 private pool

Island Club 5503 Experience spectacular unobstructed ocean views, morning sunrises, and beautiful beach views from the moment you enter the front door, all the way through the living room to the top floor balcony. Enjoy luxury vinyl flooring throughout, as well as professionally curate coastal décor, new bedding, plantation shutters, and solid doors for added privacy. All-new smart TVs allow you to access your streaming services as well as a broad spectrum of channels provided by free cable and internet services. The recently renovated kitchen includes custom cabinetry, a quartzite countertop, top-of-the-line stainless steel appliances, and a full-size washer/dryer.

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Private Pool and Spa Oasis - Spacious Family Retreat with Entertainment
No. 289

Private Pool and Spa Oasis - Spacious Family Retreat with Entertainment

House
5 bedroom sleeps 22 private pool

HOST & HOME presents… 24 Cartgate. Escape to this pet-friendly retreat in Palmetto Dunes Oceanfront Resort, Hilton Head, where unforgettable memories await. Perfect for up to 22 guests, enjoy a private pool, spa, and spacious backyard under the warm Carolina sun. A cozy loft with a foosball table and video console ensures quality time for everyone. With beaches, golf, and endless adventures just a 10-minute walk away, this home is your ultimate oasis. Ready to explore? Learn more below. HIGHLIGHTS Private Retreat for Large Groups: Spacious home accommodating up to 22 guests featuring multiple bedrooms. Pet Friendly: Bring your furry dog!

Luxury Home w/Pool & Spa Near Beach on Hilton Head
No. 290

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!

Breathtaking Ocean Views and Resort Style Pools - Amazing Beachfront Oasis
No. 291

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.

Oceanfront Escape with Pools and Spa - Stunning Coastal Haven
No. 292

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.

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Serene Oceanfront Villa with WiFi, Pool, Hot Tub, & Fitness Center
No. 293

Serene Oceanfront Villa with WiFi, Pool, Hot Tub, & Fitness Center

Condo
3 bedroom sleeps 7 private pool

Island Club 2201 Gorgeous ocean views along with a sparkling pool complex and multiple tennis courts are among the many perks of this renovated, oceanfront Island Club condo. While the local vegetation surrounding the Island Club resort makes it feel secluded, you are only a quick walk away from the sandy beaches of the Atlantic Ocean as well as a multi-pool complex, hot tub, fitness center, and nine tennis courts via the resort's manicured walkways. A short drive out of the resort brings you to the shops and restaurants of Hilton Head.

Beachside Luxury Villa, Pool & Spa, on Hilton Head
No. 294

Beachside Luxury Villa, Pool & Spa, on Hilton Head

Condo
3 bedroom sleeps 10 private pool

2215 SeaCrest, Beautifully renovated 2nd floor villa at 10 N Forest Beach, Hilton Head Island. 3 bedrooms, 3 baths. Generous amenities, oceanfront pools and spa. Strong Wi-Fi for working/schooling remotely. Located in the heart of North Forest Beach and Coligny Plaza. Book today and enjoy a vacation reimagined with the property manager, your trusted partner in Hilton Head Island Property Management. Start your beach vacation on the right foot in this beautifully renovated 3 bedroom/3 bath villa just steps to the white sandy beach! Also, strong Wi-Fi easily accommodates working/schooling remotely, so stay awhile and enjoy the beach and other amenities when you wish.

Shore Beats Work
No. 295

Shore Beats Work

Vacation Home
4 bedroom sleeps 4 Ocean View private pool

Shore Beats Work is a spacious holiday home with four bedrooms, four bathrooms, and stunning ocean views.

44 Old Military Road
No. 296

44 Old Military Road

Home
3 bedroom sleeps 4 Beachfront private pool

Spacious holiday home in Hilton Head Island with modern amenities.

Coastal craftsmanship

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Oceanfront Balcony and Spacious Living Areas - Stunning Coastal Haven
No. 297

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.

Oceanfront Pool and Stunning Views - Elegant Coastal Sanctuary
No. 298

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.

Private Pool and Screened Porch - Beautiful Coastal Escape
No. 299

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.

Luxury Direct Oceanfront 3BR Panoramic Ocean Views
No. 300

Luxury Direct Oceanfront 3BR Panoramic Ocean Views

Villa
3 bedroom sleeps 10 private pool

Island Club 5401 Luxury Oceanfront Retreat. Panoramic Views from Every Bedroom Experience coastal luxury at its finest in this completely renovated 3-bedroom, 3-bath oceanfront condominium. Perfectly situated on the 4th floor, this premier beachfront retreat offers breathtaking panoramic ocean views, direct beachfront access, and upscale finishes throughout. From the moment you enter, you'll be captivated by the stunning ocean vistas visible from the living area dining, kitchen and all three bedrooms. Every detail has been thoughtfully redesigned, featuring brand-new furnishings, designer finishes, custom plantation shutters, and a bright, sophisticated coastal aesthetic.

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