Hilton Head Vacation Rentals & Condos

Compare 678 vacation rentals.
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Make Hilton Head your next getaway

Experience the laid-back charm and coastal beauty of South Carolina’s Lowcountry with our curated collection of Hilton Head Island vacation rentals. From oceanside villas to family-friendly beach houses, each stay is tailored to help you slow down, settle in, and explore the island at your pace.

Explore Hilton Head condo rentals, house rentals, villas, and more

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Condo rentals

View 481 Condo rentals
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House rentals

View 92 House rentals
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Villas

View 88 Villas

Hilton Head vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Queens Grant 762
3 Bed | 3 Bath | Sleeps 8

Queens Grant 762 - Hilton Head, SC

$212 avg / night
(excludes fees and taxes)
Xanadu A10
1 Bed | 1 Bath | Sleeps 4

Xanadu A10 - Hilton Head, SC

$172 avg / night
(excludes fees and taxes)
Sandhill Crane 3
5 Bed | 5.5 Bath | Sleeps 14

Sandhill Crane 3 - Hilton Head, SC

$687 avg / night
(excludes fees and taxes)
4.39 (66)
Spa On Port Royal Sound 1322
2 Bed | 2 Bath | Sleeps 4

Spa On Port Royal Sound 1322 - Hilton Head, SC

$186 avg / night
(excludes fees and taxes)
5.0 (1)
Mariners Way 672
2 Bed | 2 Bath | Sleeps 6

Mariners Way 672 - Hilton Head, SC

$204 avg / night
(excludes fees and taxes)
4.48 (29)

View 673 more homes

Recent Hilton Head vacation rental reviews

very spacious home . beds in master bedrooms were a little tall, making it hard to get into
Michael D. | Dec 2025
Nicely furnished, recently renovated. Don't forget to bring coffee pods, no drip machine.
Diane K. | Dec 2025
Spacious condo within walking distance to Harbor Town. Condo was very clean, nicely decorated, stocked with most items you might need. Strongly suggest it as a rental opportunity
Jeff C. | Dec 2025
Hilton Head Frequently Asked Questions

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. 696 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Hilton Head, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

What to do during your stay

The island moves with quiet intention. Days begin with coffee on the porch and end under starry skies. In between, there's golf, the beach, and unforgettable meals shared just steps from the water.

Here's how to travel like a local

Stay your way with Vacasa

Whether you're traveling solo, gathering the whole crew, or escaping for a season, our Hilton Head vacation rentals offer something for every kind of stay.

Beachfront houses

Wake to ocean views and walk straight to the sand. These Hilton Head beach rentals offer private decks, sea breezes, and plenty of room to relax just steps from the shore.

Family-friendly vacation homes

Spacious and well-equipped, these homes are made for togetherness. Multiple bedrooms, game rooms, open kitchens, and beach access make for seamless family vacations you'll want to repeat.

Condos near shopping and dining

Located in walkable neighborhoods like Coligny or Shelter Cove, these Hilton Head condo rentals offer resort conveniences alongside local flavor.

Villas and luxury homes 

Find space and serenity in one of our villas on Hilton Head Island. Enjoy privacy, scenic views, and access to golf, trails, and lagoons in communities like Sea Pines and Palmetto Dunes.

Monthly Hilton Head Island rentals

For snowbirds or remote workers, our long-term Hilton Head rentals include full kitchens, laundry, outdoor living space, and flexible monthly options—making it feel like home, just better.

Why book with us

When you book with us, you get more than a place to stay. You get a professionally managed experience, with homes that are clean, well-appointed, and supported by local hospitality teams. Enjoy contactless check-in, full amenities, and thoughtful touches that make your vacation experience effortless from the moment you arrive.

Whether it’s a beachfront cottage or a villa beneath the oaks, every detail is designed to make your time on Hilton Head Island just feel… right.