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
Shipmaster 1702
2 Bedroom | 2.5 Bath | Sleeps 7

Shipmaster 1702 - Hilton Head, SC

$314 avg / night
5.0 (1)
HH Beach & Tennis B8
2 Bedroom | 2 Bath | Sleeps 6

HH Beach & Tennis B8 - Hilton Head, SC

$163 avg / night
4.5 (8)
Hilton Head Resort 1424
2 Bedroom | 2 Bath | Sleeps 6

Hilton Head Resort 1424 - Hilton Head, SC

$192 avg / night
5.0 (7)
Ocean One 420
2 Bedroom | 2 Bath | Sleeps 6

Ocean One 420 - Hilton Head, SC

$254 avg / night
4.71 (34)
Beachside 229
4 Bedroom | 4 Bath | Sleeps 12

Beachside 229 - Hilton Head, SC

$495 avg / night
3.67 (3)

View 682 more homes

Recent Hilton Head guest reviews

Vacasa isn’t up to date with the parking requirement. It’s a $25 credit or debit fee. The hot tub has jets but doesn’t bubble. I’m not crazy about hot tubs but that was disappointing. The sauna works to heat you up for cooling off in the indoor pool. It’s a bit dreary but we were glad to have a water option in March. The complex was built throughout the 1980s. So it’s obvious the unit has been updated. My only criticism was the bathroom vanities could use some chalk around the edges for esthetics. But the tile in the bathroom is quite nice. Also, the front door jam could use a lick of paint where the latch bolt has scraped the paint. But no deal breaker. The people upstairs were noisy kind of late one night. But like being on the first floor if there are no elevators. I guess the sound proofing has advanced since it was built? The Lear jets fly in low as the air strip is close by. It doesn’t bother me I grew up flying in Cessna’s so I always look up at aircraft. The tennis courts looked fairly well maintained. We played a set. We were only there two nights, unfortunately, so the stay was very adequate and pleasant.
Kathy R. | Mar 2025
Very good stay! Very helpful Vacasa staff! Convenient location! Quiet peaceful place!
Matthew T. | Mar 2025
house was exactly as described . Very clean and great location . will be back
barry b. | Mar 2025
Hilton Head vacation rental FAQ

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.

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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.

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24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
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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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Explore long-term rentals in Hilton Head