Hilton Head Vacation Rentals & Condos

Compare 687 vacation rentals.
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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Hilton Head vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Breakers 225
1 Bed | 1 Bath | Sleeps 4

Breakers 225 - Hilton Head, SC

$216 avg / night
3.8 (10)
Breakers 306
1 Bed | 1 Bath | Sleeps 4

Breakers 306 - Hilton Head, SC

$183 avg / night
3.52 (23)
Shipmaster 1702
2 Bed | 2.5 Bath | Sleeps 7

Shipmaster 1702 - Hilton Head, SC

$450 avg / night
5.0 (1)
Seascape Villas 3048
1 Bed | 1 Bath | Sleeps 3

Seascape Villas 3048 - Hilton Head, SC

$226 avg / night
HH Beach & Tennis 101AR
1 Bed | 1 Bath | Sleeps 6

HH Beach & Tennis 101AR - Hilton Head, SC

$208 avg / night
2.8 (5)

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Recent Hilton Head vacation rental reviews

We enjoyed this rental. Loved the bunk beds in the spare bedroom. Plenty of space. We were a very short drive to the beach. Only a minute to drive over to parking spaces on property to walk the beach, we could have walked too. The area was nice and quiet. The pools are closed at the moment.
Tamika H. | Mar 2025
Unit 6302 is the best location! Love how it's laid out & the decor. Beds are super comfy! We just feel very at home here!
CAROL R. | Mar 2025
Perfect size for two..
Dennis and Lori H. | Mar 2025
Hilton Head Frequently Asked Questions

Yes, 108 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. 711 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Hilton Head, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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

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Top Hilton Head Island oceanfront rentals with a pool

Explore long-term rentals in Hilton Head