Hilton Head Vacation Rentals & Condos

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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.

Top Hilton Head property types

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Condo rentals

View 527 Condo rentals
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House rentals

View 89 House rentals
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Villas

View 79 Villas

Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Breakers 327
1 Bedroom | 1 Bath | Sleeps 6

Breakers 327 - Hilton Head, SC

$162 avg / night
(excludes fees and taxes)
Fiddlers Cove 11L
2 Bedroom | 2 Bath | Sleeps 6

Fiddlers Cove 11L - Hilton Head, SC

$100 avg / night
(excludes fees and taxes)
3.75 (4)
Sands Village B3A
2 Bedroom | 1 Bath | Sleeps 4

Sands Village B3A - Hilton Head, SC

$103 avg / night
(excludes fees and taxes)
4.78 (9)
Island Club 5402
2 Bedroom | 2 Bath | Sleeps 6

Island Club 5402 - Hilton Head, SC

$449 avg / night
(excludes fees and taxes)
4.87 (62)
Fiddlers Cove 17K
2 Bedroom | 2 Bath | Sleeps 6

Fiddlers Cove 17K - Hilton Head, SC

$155 avg / night
(excludes fees and taxes)

View 711 more homes

Recent Hilton Head guest reviews

This home was perfect in every way! Beautiful location; we loved sitting on the deck watching the dolphins in the sound, birds and deer all around! It gave every guest privacy and still offered comfortable spaces to be together. We were able to walk to The Salty Dog and it was just a quick drive to Harbour Town and Coligny. I hope we have the opportunity to stay here again!
Christine B. | Mar 2026
We had a great experience at this beautiful Shorewood property. The unit is very nice, in an outstanding location, in a beautiful condominium complex.
Claude L. | Mar 2026
This corner unit offers ocean and sky views that will take your breath away. Sunrise over the ocean and sunset colors provide twice daily spectacular events.
Robert and Mary Lee O. | Mar 2026
Hilton Head vacation rental FAQ

Yes, 99 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. 663 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

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.