Hilton Head Vacation Rentals & Condos

Compare 692 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

View 479 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
Barrington Court 409
1 Bedroom | 1.5 Bath | Sleeps 4

Barrington Court 409 - Hilton Head, SC

$328 avg / night
Dunes Villas D2
2 Bedroom | 1 Bath | Sleeps 4

Dunes Villas D2 - Hilton Head, SC

$148 avg / night
4.5 (6)
Breakers 305
1 Bedroom | 1 Bath | Sleeps 6

Breakers 305 - Hilton Head, SC

$137 avg / night
4.41 (17)
Bluff Villas 1807
0 Bedroom | 1 Bath | Sleeps 4

Bluff Villas 1807 - Hilton Head, SC

$120 avg / night
4.6 (10)
Spa On Port Royal Sound 3227
2 Bedroom | 2 Bath | Sleeps 6

Spa On Port Royal Sound 3227 - Hilton Head, SC

$197 avg / night
5.0 (2)

View 687 more homes

Recent Hilton Head guest reviews

It was in a good location with direct access to the beach. It was clean with new appliances. My only issue was the couch smelled stale needs to be cleaned or replaced. I would definitely stay there again.
madeline c. | Feb 2025
House was roomy, well stocked, great location, and loved the pool
Heidi S. | Feb 2025
We walked up, hit the number, walked in, it was ours. We cleaned up a bit according to instructions and that was it. Very nice place, spotless, no real complaints other than hot water was short. I think there may have been an element out on the water heater but we survived. We're not very fussy and thought it was all fine. Spotless clean. Some folks may have found pillows and bed to be kind of lacking. Never sure about this or is it just something I'm not used to? Anyhow, we enjoyed it and had a good time goofing around doing very little. :)
Mark D. | Feb 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. 706 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

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Top Hilton Head Island oceanfront rentals with a pool