Some info has been automatically translated. Show original language
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
Laptop-friendly workspace

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

Superhost
A view from the balcony showcases a serene scene of palm trees and ocean waves in the distance. A paved parking area is visible, featuring several vehicles parked among well-maintained greenery. The inviting atmosphere suggests easy access to the nearby beach.
Condo in Hilton Head Island
4.81 out of 5 average rating, 161 reviews

SeaForever-King Bed, Ocean Views w/ Beach Bikes

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
4.86 out of 5 average rating, 125 reviews

Ocean view villa south end with resort amenities

Top guest favorite
A living area showcases a navy blue sofa adorned with decorative pillows, accompanied by two elegant side tables with lamps. A glass coffee table sits on a patterned area rug. Coastal-themed artwork and framed decor pieces enhance the inviting space.
Condo in Hilton Head Island
4.9 out of 5 average rating, 169 reviews

Beachfront property with ocean/sunrise view!

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
4.95 out of 5 average rating, 110 reviews

Ocean View with Beach Access

Guest favorite
A serene beach scene features gentle waves lapping at the shore under a soft pastel sky. The moon hovers above the horizon, casting a warm glow over the water. A distant figure is seen walking along the wet sand, contributing to the tranquil atmosphere.
Condo in Hilton Head Island
4.89 out of 5 average rating, 207 reviews

Oceanside Beach Retreat

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
4.95 out of 5 average rating, 184 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!

Show all

Private vacation rentals in Hilton Head Island

Guest favorite
Condo in Hilton Head Island
4.87 out of 5 average rating, 141 reviews

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

Guest favorite
A serene beach scene is depicted, featuring gentle sand dunes adorned with grasses. The horizon showcases a colorful sunset, with clouds reflecting shades of pink and purple. The tranquil ocean waves are visible, and a wooden fence runs along the sandy shoreline.
Home in Bluffton
4.93 out of 5 average rating, 104 reviews

Cozy 4 bedroom Home in the heart of Old Town with

Superhost
A clear view of the outdoor pool area is presented, surrounded by well-maintained greenery and palm trees. The pool is framed by lounge chairs and a shaded gazebo, inviting relaxation. Multiple trees provide a natural backdrop to the serene environment.
Condo in Hilton Head Island
4.82 out of 5 average rating, 148 reviews

☆Luxury☆3BR☆Cottage☆Walk to Beach☆Private Pool!☆

Guest favorite
A compact laundry area features a stacked washer and dryer encased in a neutral-toned closet. A cleaning tool is stored beside the appliances, adding functionality to the space. The door remains closed, providing a practical solution for laundry needs.
Condo in Hilton Head Island
4.84 out of 5 average rating, 101 reviews

Tranquil Balcony Views: Pools and Beach access

Guest favorite
Condo in Hilton Head Island
4.96 out of 5 average rating, 121 reviews

Oceanfront Breathtaking Views

Superhost
An outdoor dining area by the water features a covered bar and several tables under blue umbrellas. The setting showcases a serene sunset over the calm water, adding a peaceful ambiance to the scene.
Home in Hilton Head Island
4.87 out of 5 average rating, 144 reviews

Summer Break~FREE Heated Pool~Walk to Beach~BBQ

Superhost
A serene outdoor space features a small, clear pool surrounded by patio chairs. A wooden table displays a bottle of wine, glasses, and a plate of cheese and crackers, complemented by a vibrant arrangement of daffodils. Sunlight filters through surrounding foliage.
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Singleton beach-off season bookings

Top guest favorite
Condo in Hilton Head Island
4.95 out of 5 average rating, 209 reviews

LOW Rates in May ~Sleeps 7~KING Bed~CLEAN~Big Pool

Show all

Pet-friendly vacation rentals in Hilton Head Island

Superhost
A cozy private courtyard is surrounded by wooden fencing, featuring a seating arrangement with four wicker chairs and a small table. Decorative plants hang from the fence, and a propane grill stands nearby, providing an inviting space for outdoor relaxation.
Condo in Hilton Head Island
4.5 out of 5 average rating, 8 reviews

794 Queens Grant @ Palmetto Dunes | Pet-Friendly

Superhost
A charming cottage exterior is shown with a wrapped entryway and steps leading to the front door. Surrounding greenery and trees create a serene environment. A fan is mounted on the wall, and the large window allows for natural light into the living space.
Hut in Hilton Head Island
4.83 out of 5 average rating, 160 reviews

SEA PINES-Bike to Beach, Dog Friendly Cottage

Guest favorite
The front exterior of the cottage features a small covered porch with comfortable seating and a welcome sign. A well-maintained lawn is visible, providing a green contrast to the gravel driveway. Surrounding foliage adds a touch of natural beauty to the entrance.
Cottage in Bluffton
4.83 out of 5 average rating, 150 reviews

Old town Bluffton Charm, BEST LOCATION Calhoun St.

Guest favorite
A spacious living area is presented with a wicker sofa and chairs, complemented by a light wooden coffee table. A flat-screen TV is mounted on a white console. Natural light fills the room through a window, and the open layout connects seamlessly to the kitchen.
Townhouse in Hilton Head Island
4.84 out of 5 average rating, 44 reviews

Pet Friendly 3 Bed 3 Bath #3 Ocean Breeze Villa

Guest favorite
Bright blue umbrellas are seen shading wooden chairs on a sandy beach. Two bicycles are parked nearby, with gentle waves and an expansive ocean in the background. A tranquil atmosphere is created by the soft beach grass and light shoreline.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 160 reviews

Hilton Head Beach Getaway

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, 370 reviews

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

Superhost
Bright open living and dining area features a glass-top table surrounded by six white wicker chairs. A comfortable beige sofa is positioned nearby, with sliding glass doors leading to an outdoor space. Wall art depicting sailboats adds a coastal touch to the neutral decor.
Townhouse in Hilton Head Island
4.72 out of 5 average rating, 36 reviews

Pet Friendly Folly Field Beach Stones Throw Villa

Superhost
The open living space features vaulted ceilings with exposed beams, promoting an airy atmosphere. Two gray sofas are placed around a central coffee table on a patterned area rug. A sliding glass door leads to an outdoor area, while a wall clock and artwork add subtle charm.
Villa in Hilton Head Island
4.88 out of 5 average rating, 175 reviews

Coastal Charm - Beach, pickleball, golf, pets

Show all

Quick stats about vacation rentals in Hilton Head Island

  • Total rentals

    6.2K properties

  • Nightly prices starting at

    $10 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 490 apartment rentals, over 970 villa rentals, over 1,400 house rentals to over 2,750 condo 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.

More from Airbnb

Airbnb experiences

Experience something new

Airbnb services

Make your stay more special

Destinations to explore