Hilton Head Vacation Rentals & Condos

Compare 686 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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Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Seascape Villas 3048
1 Bedroom | 1 Bath | Sleeps 3

Seascape Villas 3048 - Hilton Head, SC

$158 avg / night
Shipmaster 1702
2 Bedroom | 2.5 Bath | Sleeps 7

Shipmaster 1702 - Hilton Head, SC

$314 avg / night
5.0 (1)
Breakers 306
1 Bedroom | 1 Bath | Sleeps 4

Breakers 306 - Hilton Head, SC

$125 avg / night
3.52 (23)
Lighthouse Tennis 2389
2 Bedroom | 2 Bath | Sleeps 6

Lighthouse Tennis 2389 - Hilton Head, SC

$196 avg / night
Hilton Head Resort 1424
2 Bedroom | 2 Bath | Sleeps 6

Hilton Head Resort 1424 - Hilton Head, SC

$193 avg / night
5.0 (7)

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Recent Hilton Head guest reviews

This place was SO comfortable and perfectly located near the beach and pool. We loved the view of the fountain out back, it was nice to sit on the large patio and eat breakfast. The cable and internet worked great and the staff on site was super responsive. The grounds were SO CLEAN and the pool was perfect for two adults and two nine year olds to play all day. Thank You!
Rachyl L. | Mar 2025
Great location in Harbourtown just a short walk to shops and restaurants and only minutes to Coligny by car.
Brian Z. | Mar 2025
The house was really gorgeous inside. The outside pool deck and bar weren't pristine, but we were there during off-season in cold weather. We didn't heat the pool because of the outside temperatures, but it looked nice. Enough can't be said about what a perfect location this house is in! The views of the water and the many dolphins we spotted from the upper deck were both incredible! Walks on the beach were serene as was the whole atmosphere of the location. The beds were very comfortable. The hot water was plentiful for showers for 10 people. The amount of seating was excellent in the dining room and the living room. With a big group like ours, the laughter gets very loud at times. That was something that seemed to be amplified by the structure of the living room - a very minor issue. Overall, it was a wonderful vacation in a home we'd all love to own.
Donna M. | 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).

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Yes. 710 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
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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