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

View 476 Condo rentals
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House rentals

View 95 House rentals
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Villas

View 91 Villas

Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Seaside Villas II 289
1 Bedroom | 1 Bath | Sleeps 6

Seaside Villas II 289 - Hilton Head, SC

$157 avg / night
Sealoft 2042
2 Bedroom | 2 Bath | Sleeps 4

Sealoft 2042 - Hilton Head, SC

$187 avg / night
4.71 (56)
Spa On Port Royal Sound 3117
2 Bedroom | 2 Bath | Sleeps 6

Spa On Port Royal Sound 3117 - Hilton Head, SC

$162 avg / night
5.0 (2)
Ocean Breeze 14
2 Bedroom | 2.5 Bath | Sleeps 6

Ocean Breeze 14 - Hilton Head, SC

$181 avg / night
4.56 (9)
Forest Beach Villas 101
3 Bedroom | 2 Bath | Sleeps 8

Forest Beach Villas 101 - Hilton Head, SC

$300 avg / night
3.92 (26)

View 673 more homes

Recent Hilton Head guest reviews

Loved our stay at 407 North Shore! Great setup for a 2 adults and 2 kids. Hit the beach everyday, then relaxed in the rooftop pool and hot tub every evening. The patio on our condo was a great place to relax and enjoy some reading and morning coffee as well. This is our 6th time staying in a Noth Shore condo unit and we'll definitely be back again!
Laura J. | Apr 2025
This condo was a total gem! Recently renovated and just steps from the beach, it made our Hilton Head stay super comfortable and convenient. The location couldn’t be better—our teens were able to bike or walk to nearby restaurants, ice cream spots, and activities, which made everyone happy. The kitchen was impressively stocked, making it easy to cook meals when we wanted a night in. Everything was clean, modern, and thoughtfully set up for guests. We loved our time here and would definitely book again!
Rebecca T. | Apr 2025
Condo was perfect. Location was great. So happy with our stay!
Kenneth S. | Apr 2025
Hilton Head vacation rental FAQ

Yes, 109 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. 701 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
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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

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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