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 481 Condo rentals
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House rentals

View 92 House rentals
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Villas

View 88 Villas

Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Yacht Club 7542
3 Bedroom | 3 Bath | Sleeps 8

Yacht Club 7542 - Hilton Head, SC

$210 avg / night
(excludes fees and taxes)
4.75 (56)
Queens Grant 762
3 Bedroom | 3 Bath | Sleeps 8

Queens Grant 762 - Hilton Head, SC

$153 avg / night
(excludes fees and taxes)
Island Club 5403
2 Bedroom | 2 Bath | Sleeps 6

Island Club 5403 - Hilton Head, SC

$194 avg / night
(excludes fees and taxes)
4.08 (71)
Beachwood Place 1H
2 Bedroom | 2 Bath | Sleeps 6

Beachwood Place 1H - Hilton Head, SC

$194 avg / night
(excludes fees and taxes)
4.62 (56)
Sea Cloisters 311
2 Bedroom | 2 Bath | Sleeps 6

Sea Cloisters 311 - Hilton Head, SC

$241 avg / night
(excludes fees and taxes)
4.4 (30)

View 673 more homes

Recent Hilton Head guest reviews

Shelter Cove is a fantastic central island area and this condo was perfect for us - we had 3 adults and a dog. We could walk easily to the Marina and the shops and restaurant there in a couple of minutes. We could take longer walks or bike rides to the main Shelter Cove shopping and multiple restaurant area, playground and boardwalk all the way to the veterans memorial, or bike over to Palmetto Dunes to play tennis or pickleball, or walk, bike or drive to Caligny to eat, shop or beach. The condo has a small balcony with a table and chairs overlooking the pond which was great for breakfast. The kitchen has most things you need including a keurig, a refrigerator that works great, enough dishes for our group and the dining table was a nice size. The TVs are all streaming tv's so no local stations with local weather or news, you'll have to get that on your phone. Wifi was great - 3 computers, 3 phones and a tablet and never a problem. The only issue was parking. We had 2 parking passes. The spot under the building for 7449 was very narrow, no room to get out on the passenger side, no room for a wider vehicle. We parked our second vehicle in the open lot space when available or had to go over to the next section's parking lot which luckily had very few cars. Not sure how this would work in the summer! The area is very quiet yet so close to so many things! The furnishings were comfortable, plenty of closet space. The bathrooms dated, with a steep tub so not recommended for those with mobility issues. We highly recommend this condo for those traveling with children or pets!
LINDA V. | Dec 2025
We were in Hilton Head for a wedding. The apartment is centrally located with good amenities. The golf course view was beautiful. It was clean with a very comfortable bed with good sheets and soft towels. I would recommend staying here.
Mary G. | Dec 2025
My husband and I have had the pleasure of renting this amazing condo for the past several years. God willing, we would like to continue with this tradition for many more! We always feel like we are coming home when we open the front door and see the amazing ocean views from every window inside and the outside balconies. 6506 Hampton Place is very comfortable, the kitchen is well stocked, bedrooms and closets are spacious and the location is steps away from the beach. This property is well maintained, has two beautiful pools and convenient to shops and grocery stores. A big THANK YOU to Tracey, Bill and Frank at Vacasa for all your help in making this possible.
Ann & George H. | Dec 2025
Hilton Head vacation rental FAQ

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 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

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.