Airbnb your place

Hilton Head Island vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Hilton Head Island vacation rentals

Self check-in
Beachfront
Pet friendly
Free parking on premises
Monthly stays

Stay near Hilton Head Island's top sights

Folly Field Beach27 locals recommend
Hilton Head Resort6 locals recommend
Palmetto Dunes Oceanfront Resort3 locals recommend
Hudson's Seafood House On The Docks182 locals recommend
Coligny Plaza Shopping Center178 locals recommend
The Sea Pines Resort11 locals recommend

Hilton Head Island beach vacation rentals

Guest favorite
A clear blue swimming pool is surrounded by lounge chairs and shaded by trees, offering a refreshing escape. The exterior of a three-story building is visible in the background, featuring multiple balconies and a neutral color palette.
Condo in Hilton Head Island
4.87 out of 5 average rating, 120 reviews

Cozy Two Bedroom Beach Condo

Guest favorite
A sandy beach scene features a line of blue umbrellas providing shade over a row of wooden chairs. Gentle waves roll in from the ocean under a clear sky, while a distant red lighthouse is visible on the horizon.
Condo in Hilton Head Island
4.86 out of 5 average rating, 140 reviews

Beach Resort, pools, tennis, pickle ball Tiki bar!

Guest favorite
An aerial view captures an expansive stretch of sandy beach along the coast, bordered by lush greenery and residential areas. Resort buildings are visible, surrounded by trees, with a winding road and pathways leading towards the beach access.
Condo in Hilton Head Island
4.85 out of 5 average rating, 124 reviews

Ocean view villa south end with resort amenities

Guest favorite
A modern kitchen features stainless steel appliances, complemented by white cabinetry and granite countertops. An open dining area is visible, with a wooden table surrounded by chairs, and a cozy living space includes a comfortable sofa facing a wall-mounted TV. Large windows offer ocean views.
Condo in Hilton Head Island
4.94 out of 5 average rating, 108 reviews

Ocean View with Beach Access

Top guest favorite
A dining area features a sleek high-top table surrounded by four blue upholstered chairs. A striped runner adorns the table, while a decorative bowl sits at the center. A patterned wall adds visual interest, complemented by a light fixture and a nearby light blue door.
Cottage in Hilton Head Island
4.94 out of 5 average rating, 179 reviews

Cozy Cottage 3 Min beach walk-Coligny

Superhost
A dining area features a wooden table set for six, accompanied by white chairs. Natural light flows through the window, illuminating the adjacent modern kitchen with stainless steel appliances and light cabinetry. A comfortable seating area is visible in the background.
Condo in Hilton Head Island
4.79 out of 5 average rating, 229 reviews

Pool side condo just steps from beach boardwalk!

Guest favorite
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and microwave, and features gray cabinets and a light granite countertop. Two metal stools are positioned near a breakfast bar, while a doorway leads to an adjacent room.
Guest suite in Tybee Island
4.92 out of 5 average rating, 184 reviews

Searenity Beach Front

Guest favorite
The living area is furnished with a blue sofa, accent pillows, and a light-colored armchair beside a small side table. A coffee table with decorative items is centered on a textured area rug. Large sliding glass doors provide access to the balcony overlooking the pool.
Condo in Tybee Island
4.89 out of 5 average rating, 242 reviews

Beachfront Condo - Heated Pools and Beach Bar

Show all

Private Hilton Head Island vacation rentals

Superhost
The lobby area features a spacious reception desk made of light wood, accompanied by rattan seating arrangements. Large windows allow natural light to flood the space, highlighting the earthy tones of the tile flooring and the soft curves of the ceiling.
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

Luxury Two Bedroom! Marriott Grande Ocean resort!

Top guest favorite
A private balcony features two white wooden chairs and a small table, providing a view of the pool area surrounded by trees. Sunlight brightens the space, complementing the light beige walls.
Condo in Hilton Head Island
4.86 out of 5 average rating, 28 reviews

Ocean Dunes 111 Oceanfront view Heated Pool 1stflr

Guest favorite
Home in South Beach
4.92 out of 5 average rating, 12 reviews

4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove

Guest favorite
A wooden boardwalk leads from a sandy pathway to the beach, flanked by palms. People can be seen enjoying the beach area in the distance, under a clear blue sky with scattered clouds.
Home in Bluffton
4.88 out of 5 average rating, 143 reviews

~Beautiful Home Nestled in The PERfECT Town~

Superhost
Townhouse in Hilton Head Island
4.71 out of 5 average rating, 7 reviews

Beautiful Island Villa with a lagoon view

Guest favorite
A sandy beach landscape extends towards a calm shoreline, where gentle waves meet the shore. Grasses grow on the dunes, leading the eye to the tranquil water. A clear blue sky completes the serene coastal setting.
Townhouse in Tybee Island
4.9 out of 5 average rating, 182 reviews

Sunshine E Day. 5 minute walk to the beach!

Guest favorite
Tall, feathery plants frame a serene backyard scene featuring two white adirondack chairs facing a small pond. Lush greenery surrounds the area, with trees providing dappled shade, creating a peaceful outdoor retreat.
Home in Savannah
4.77 out of 5 average rating, 53 reviews

Large home, King Bed excellent location!

Superhost
A sandy path leads through tall grasses and sea oats toward the calm blue ocean. A clear sky fills with soft sunlight overhead, while the distant horizon meets the water. The serene setting invites peaceful walks to the beach.
Condo in Hilton Head Island
4.86 out of 5 average rating, 56 reviews

Need a break from ordinary? Relaxing quite Resort

Show all

Hilton Head Island house rentals

Top guest favorite
The charming cottage features a low country style exterior with reclaimed wood siding and a corrugated metal roof. A welcoming front porch is adorned with seating. Surrounding landscaping includes shrubs and trees, enhancing the serene setting within the historic district.
Home in Bluffton
4.99 out of 5 average rating, 367 reviews

Bluffton Farm Cottage: Come for Summer Vacation

Superhost
A modern living space features a welcoming seating area with a dark leather sofa and decorative coffee table. The open-concept design connects to a bright kitchen with white cabinetry and bar seating. A flat-screen television is mounted on the blue wall, and natural light pours in through skylights.
Home in Hilton Head Island
4.82 out of 5 average rating, 11 reviews

6 Park Rd - Pet Friendly, Walk to Beach, Coligny

Superhost
Home in Bluffton
4.8 out of 5 average rating, 10 reviews

Walk into Bluffton/ BOHO Home & Carriage House-HA

Guest favorite
A single-story home features a light-colored exterior with contrasting dark shutters and a wooden front door. The entrance is framed by a covered porch, and the landscaped yard includes a mix of shrubs and trees, providing a natural setting.
Home in Hilton Head Island
4.91 out of 5 average rating, 11 reviews

Cozy Home Near Folly Field Beach

Guest favorite
A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.
Home in Hilton Head Island
4.86 out of 5 average rating, 368 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

Guest favorite
A spacious living area features a large sectional sofa adorned with decorative cushions, complemented by a round coffee table on a patterned rug. Natural light fills the space, enhancing the neutral decor. A dining area is visible in the background, with a bright, welcoming atmosphere.
Home in Hilton Head Island
4.88 out of 5 average rating, 121 reviews

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

Guest favorite
An open living area features a cozy seating arrangement with a large red sectional and armchair. A wooden coffee table is centered on a light carpet, while built-in shelves provide space for decor. A wall-mounted television is positioned above a white fireplace, enhancing the room's functionality.
Home in Hilton Head Island
5 out of 5 average rating, 10 reviews

Beautiful Spacious Beach house-walk to beach

Top guest favorite
The exterior of a two-story house is showcased, featuring a combination of light-colored siding and stone accents. A manicured lawn with shrubs and trees borders a paved driveway leading to a garage. Sunlight falls softly across the peaceful front yard.
Home in Bluffton
5 out of 5 average rating, 13 reviews

Cozy Bluffton Retreat for Families & Friends

Show all

Quick stats about vacation rentals in Hilton Head Island

  • Total rentals

    6.2K properties

  • Nightly prices starting at

    G$2,090 GYD before taxes and fees

  • Total number of reviews

    130K reviews

  • Family-friendly rentals

    5K properties are a good fit for families

  • Pet-friendly rentals

    970 properties allow pets

  • Rentals with a pool

    5.5K properties have a pool

Your guide to Hilton Head Island

All About Hilton Head

There are 24 golf courses and 12 miles of soft-sand beaches spread over Hilton Head Island’s 25,000 acres. Add scenic walking trails, breezy, tropical weather, and an obsession with tennis and there’s a good chance you’re here to recreate and relax. This is an island of swaying palms, easy resort-style living, and the Southern flare for hospitality for which this neck of the woods is known. Hilton Head Island is also steeped in history, with a prominent Gullah-Geechee influence that infuses this little corner of the lowcountry with a cultural richness. There are also restaurants serving traditional Southern fare, oyster shucking stalls, and folk music and artisan wares steeped in West African tradition. With so much layered history everywhere you look, you may have come here to play, but you’ll likely leave having learned a lot too.

The best time to stay in a vacation rental in Hilton Head Island

If you want to visit Hilton Head Island at its busiest and most lively time of year, come during the high summer months of June, July, and August. A golf tournament every spring draws throngs of visitors, but otherwise April and May tend to be quieter times to enjoy the calmer side of island life. Visiting in September or October will also mean mild weather and few crowds, though be careful to check the hurricane forecast as tropical storms can hit in late-autumn. The Island quiets down throughout the winter, and if you choose to come at this time of year, you may just find yourself with a 25,000 acre private island resort at your fingertips — though know that it won’t be the best time for swimming in the ocean.

Top things to do in Hilton Head Island

Learn about Gullah culture

The Gullah-Geechee people of Hilton Head and the surrounding lowcountry are the descendants of enslaved West Africans who, due to the remoteness of their island plantations, managed to preserve their heritage and cultural identity throughout the centuries. Take a boat tour along the waterways that link these island communities, go on a trail walk led by a Gullah elder, or savor Gullah culture in one of the best ways possible — by tasting its influence on so much of Southern cuisine.

Golf

With two dozen golf courses on Hilton Head Island, you can rest assured that this is an excellent place to putt. The island is something of a pilgrimage site for golf aficionados, with the pros and fans alike coming down every year for the regular pro tours and annual tournaments. Note that some of the island’s golf clubs are private or membership only, but fear not, there are still more than 15 public courses that anybody can enjoy.

Sea Pines Forest Preserve

Sea Pines Forest Preserve is a haven of natural beauty, wildlife, and history. Wander along wetland boardwalks, hike through forest trails, and watch alligators bask in the marshes. While here, don’t miss the 4,000-year-old Sea Pines Shell Ring, an important indigenous archeological site, and leave some time to get lost in the secret forest, past a vanishing swamp.

Frequently Asked Questions

  • How is the weather in Hilton Head Island?

    Hilton Head Island experiences a subtropical climate. Summers are hot and humid with temperatures around 90°F (32°C), while winters are mild with temperatures around 60°F (15°C). Rainfall is evenly spread throughout the year.

  • What are some of the best things to do in Hilton Head Island?

    Visitors frequently enjoy exploring the Island's pristine beaches, playing golf on its world-class courses, cycling along the numerous bike trails, and observing wildlife at the Pinckney Island National Wildlife Refuge.

  • What is the best time of year to visit Hilton Head Island?

    Spring and summer, particularly April through June, are the most popular times to visit Hilton Head Island. This period coincides with pleasant weather and popular events such as the RBC Heritage PGA golf tournament in April and the Hilton Head Island Art Festival in May.

  • What are the best places to stay in Hilton Head Island?

    Popular areas to stay on Hilton Head Island include the Sea Pines Resort area with its golf courses and beaches, the Palmetto Dunes Oceanfront Resort area for its central location, and the Harbour Town area known for its iconic lighthouse.

  • What are the best places to visit in Hilton Head Island?

    Coligny Beach Park, Sea Pines Forest Preserve, and the Harbour Town Lighthouse are popular places to visit in Hilton Head Island. The Coastal Discovery Museum is also frequently suggested for those interested in local history and ecology.

  • What are some hiking trails in Hilton Head Island?

    Hilton Head Island has several hiking trails such as those found in Sea Pines Forest Preserve, Fish Haul Creek Park, and Jarvis Creek Park. These trails offer opportunities to explore the island's diverse flora and fauna.

  • What are some family activities to do in Hilton Head Island?

    Families can explore interactive exhibits at the Sandbox, an interactive children's museum, enjoy a dolphin-watching tour, visit the Coastal Discovery Museum, or bike along the many pedestrian-friendly trails on the island.

  • What are some of the best day trip ideas in Hilton Head Island?

    Popular day trips from Hilton Head Island include exploring the historic city of Savannah, Georgia, immersing in the natural beauty of Beaufort, South Carolina, and discovering the rich cultural heritage of the Gullah Geechee Corridor.

  • What types of vacation rentals are available in Hilton Head Island?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Hilton Head Island. From over 1,400 house rentals, over 2,750 condo rentals, over 970 villa rentals to over 490 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Hilton Head Island?

    Yes! Work meets play with ease at over 3,010 vacation rentals in Hilton Head Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore