Hilton Head Vacation Rentals & Condos

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USA > South Carolina > Hilton Head

Make Hilton Head your next getaway

Escape to Hilton Head Island, where pristine beaches, world-class golf courses, and scenic bike trails create the perfect Lowcountry getaway. Whether you're looking for a relaxing retreat or an adventure-filled vacation, this charming island offers something for everyone. From oceanfront resort rentals to family-friendly beach homes, our vacation rentals put you close to everything that makes Hilton Head a top destination.

Explore Hilton Head condo rentals, house rentals, villas, and more

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Condo rentals

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House rentals

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Villas

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Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Spa On Port Royal Sound 1320
2 Bedroom | 2 Bath | Sleeps 6

Spa On Port Royal Sound 1320 - Hilton Head, SC

$203 avg / night
(excludes fees and taxes)
Evian 129
2 Bedroom | 2 Bath | Sleeps 6

Evian 129 - Hilton Head, SC

$187 avg / night
(excludes fees and taxes)
4.0 (1)
Sea Side Villas I 244
1 Bedroom | 1 Bath | Sleeps 4

Sea Side Villas I 244 - Hilton Head, SC

$144 avg / night
(excludes fees and taxes)
4.22 (36)
Salt Air Sanctuary
5 Bedroom | 3 Bath | Sleeps 10

Salt Air Sanctuary - Hilton Head, SC

$340 avg / night
(excludes fees and taxes)
3.5 (2)
Forest Beach Villas 207
1 Bedroom | 1 Bath | Sleeps 4

Forest Beach Villas 207 - Hilton Head, SC

$143 avg / night
(excludes fees and taxes)
3.0 (1)

View 670 more homes

Recent Hilton Head guest reviews

Main living space is modern and open
Ron C. | Jun 2025
We really enjoyed our stay at this Sea Side Villas unit. The ocean view was actually better than the pictures advertised, and the location was fantastic. Flying with just carry-on luggage, the unit provided the gear we needed to have a great time at the beach every day. Several comments mention the small size of the unit, but we were very comfortable as a family of four. We'd have no issue recommending this unit to others.
Vince F. | Jun 2025
This 2 BR villa was outstanding. We celebrated our 40th Anniversary at Palmetto Dunes (where we spent our Honeymoon). The villa was clean, sunny, well equipped, open, and in a quiet location. The homeowners and the management team maintain this property in immaculate condition. Everything was functional with everything we needed for our stay.
Parrie A. | Jun 2025
Hilton Head vacation rental FAQ

Yes, 107 of our Hilton Head homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 696 of our Hilton Head vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Hilton Head vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Hilton Head team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Hilton Head, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Why choose Hilton Head Island?

Beautiful beaches

With 12 miles of sandy shoreline, Hilton Head is a paradise for beach lovers. Spend your days soaking up the sun, swimming in the Atlantic, or taking a leisurely stroll along the water’s edge.

World-class golf

Hilton Head is a golfer’s dream, home to championship courses designed by legendary architects. Whether you're a seasoned pro or a casual player, you'll find stunning fairways and challenging greens with breathtaking coastal views.

Outdoor adventures

Explore the island’s natural beauty by bike, kayak, or boat. Paddle through winding salt marshes, take a dolphin-watching tour, or bike along miles of scenic trails shaded by towering live oaks and Spanish moss.

Lowcountry cuisine

From fresh seafood to classic Southern flavors, Hilton Head’s dining scene is a foodie’s delight. Savor shrimp and grits, Lowcountry boils, and locally caught fish at waterfront restaurants with stunning sunset views.

Family-friendly fun

Hilton Head is perfect for families, with activities that entertain all ages. Climb the iconic Harbour Town Lighthouse, spot wildlife at the Coastal Discovery Museum, or spend the afternoon paddleboarding in the island’s calm waters.

Your Hilton Head Island escape awaits

Whether you're planning a romantic retreat, a golf getaway, or a family beach vacation, our Hilton Head Island rentals provide the perfect home base. Book your stay today and experience the beauty and charm of this beloved coastal destination with Vacasa.

Do you offer long-term or snowbird rentals on Hilton Head Island?

Yes. Hilton Head Island is a beloved coastal destination we offer beachfront homes, villas, and resort accommodations ideal for snowbirds and extended stays. Simply review our long-term rental inventory to begin planning the extended stay of your dreams. 

Explore snowbird and long-term rentals on Hilton Head Island >

Hilton Head travel inspiration

The ultimate guide to a dog-friendly East Coast vacation

Top Hilton Head Island oceanfront rentals with a pool

Explore long-term rentals in Hilton Head

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