Hilton Head Vacation Rentals & Condos

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USA > South Carolina > Hilton Head

Make Hilton Head your next getaway

With its windswept beaches, world-class golf courses, and laid-back Lowcountry charm, Hilton Head Island welcomes you to experience coastal luxury your way. This South Carolina gem offers 12 miles of Atlantic shoreline, winding bike trails, and plenty of space to unwind beneath the Spanish moss. Whether you’re planning a romantic retreat, a family getaway, or a multi-generational reunion, Hilton Head combines Southern charm with resort-style relaxation.

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
Beach Arbor #15
2 Bedroom | 2.5 Bath | Sleeps 4

Beach Arbor #15 - Hilton Head, SC

$166 avg / night
(excludes fees and taxes)
Schooner Court 705
2 Bedroom | 2.5 Bath | Sleeps 6

Schooner Court 705 - Hilton Head, SC

$127 avg / night
(excludes fees and taxes)
4.22 (67)
Forest Beach Villas 409
1 Bedroom | 1 Bath | Sleeps 4

Forest Beach Villas 409 - Hilton Head, SC

$123 avg / night
(excludes fees and taxes)
4.29 (7)
Grand Times
5 Bedroom | 4 Bath | Sleeps 14 (10 Adults Max)

Grand Times - Hilton Head, SC

$661 avg / night
(excludes fees and taxes)
4.72 (47)
Ocean Dunes  408
1 Bedroom | 1 Bath | Sleeps 4

Ocean Dunes 408 - Hilton Head, SC

$173 avg / night
(excludes fees and taxes)
4.31 (29)

View 666 more homes

Recent Hilton Head guest reviews

This was an awesome place to stay for my family of 6. There are 3 FULL bathrooms upstairs which means each bedroom has their own bathroom. There is plenty of space and the kitchen is equipped with everything to make any meal. It helped save us some money instead of eating out all the time. The condo was very clean and the location was perfect with a short walk to the harbour, pool, dining, etc. We will be booking here every year!
Patrick M. | Jul 2025
Our stay was wonderful! The property was absolutely beautiful—exactly as pictured—and located in a very quiet, peaceful area. We appreciated the clear and excellent instructions provided before and during our stay, which made check-in and navigating the space a breeze. Everything was clean, well-kept, and thoughtfully prepared. Highly recommend for a relaxing getaway!
Aiesha W. | Jul 2025
Perfect place for a comfortable stay in Shipyard. Super close to the beach. We loved the condo & had everything we needed!
Jodey L. | Jul 2025
Hilton Head vacation rental FAQ

Yes, 103 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. 692 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

From sunrise walks on soft-sand beaches to sunset cocktails at the marina, every day here is an invitation to slow down and savor the moment.

Why vacation in Hilton Head?

Hilton Head is known for effortlessly blending nature and leisure. The island is beautifully preserved, with miles of protected shoreline, maritime forests, and eco-friendly development that makes it feel less commercial and more connected.

Enjoy the perks of a luxury destination—upscale dining, boutique shopping, spas, and elevated golf—alongside local favorites like shrimp and grits, farmer’s markets, and live beachside music.

It’s also one of the most bikeable destinations on the East Coast, with over 60 miles of paved trails that connect beaches, neighborhoods, and scenic stops across the island.

Things to do on Hilton Head Island

What makes Hilton Head unique?

Where to stay on Hilton Head

Hilton Head offers an incredible variety of places to stay—from waterfront condos and cozy villas to luxury homes along the fairway or tucked into the trees. You’ll find vacation rentals throughout areas like Palmetto Dunes, Sea Pines, Forest Beach, and Shelter Cove—each offering a slightly different take on island living.

Whether you want beach access, bike paths outside your door, golf on site, or just a place to relax with family and friends, there’s a Hilton Head home that fits your style.

The Lowcountry’s most laid-back luxury escape

Hilton Head Island is where coastal ease meets Southern elegance. No matter your pace—early riser, late sleeper, adventurer, or lounger—you’re guaranteed time well spent. With natural beauty, thoughtful development, and welcoming charm, Hilton Head delivers a vacation that feels as good as it looks.

Slow down. Dive in. And discover why so many travelers return to this island year after year.

Hilton Head travel inspiration

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