Hilton Head Vacation Rentals & Condos

Compare 653 vacation rentals.
Home > USA > South Carolina > Hilton Head

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

housing_type_condo.jpg

Condo rentals

View 468 Condo rentals
housing_type_house.jpg

House rentals

View 85 House rentals
housing_type_villa.jpg

Villas

View 84 Villas

Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Sea Side Villas II 254
2 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Sea Side Villas II 254 - Hilton Head, SC

$177 avg / night
(excludes fees and taxes)
4.3 (66)
Racquet Club Villas 2346
1 Bedroom | 1 Bath | Sleeps 4

Racquet Club Villas 2346 - Hilton Head, SC

$126 avg / night
(excludes fees and taxes)
4.74 (72)
Breakers 331
1 Bedroom | 1 Bath | Sleeps 6

Breakers 331 - Hilton Head, SC

$152 avg / night
(excludes fees and taxes)
5.0 (2)
Sealoft 2042
2 Bedroom | 2 Bath | Sleeps 4

Sealoft 2042 - Hilton Head, SC

$147 avg / night
(excludes fees and taxes)
4.72 (58)
Island Club 1102
2 Bedroom | 2 Bath | Sleeps 6

Island Club 1102 - Hilton Head, SC

$156 avg / night
(excludes fees and taxes)
5.0 (5)

View 648 more homes

Recent Hilton Head guest reviews

We absolutely loved this place which provides instant relaxation! The beach decorations are charming, 360 degree view amazing and outdoor sitting areas plentiful! Pros: Location , 1/3 mile from Harbor Town and from the cutest little bakery and cafe with outdoor seating under a tree canopy. Kitchen is very well stocked! Setting, it’s a ways back from the road with woods providing privacy from other units and gorgeous views of marshes and waterways Clean and love the decor! Very convenient for having a dog. Our dog managed the spiral staircase with ease, but it’s not necessary for the stay. The path at the end of the road is nice and leads to a quiet road, great for walks or biking Cons: Watch your head on the bottom floor under the spiral stairs 😉 We highly recommend this treehouse paradise and hope to return soon.
Terri M. | Jan 2026
This unit has been well taken care of and is in a perfect location on Hilton Head Island. Fourth floor view over the harbor is great. Restaurants and shops in walking distance. From reservations -- check in -- to check out was seamless. Communication and instructions with Vacasa was excellent. We would definitely stay there again.
Alan A. | Jan 2026
Loved the condo, updated nicely, great decor. The view is also great and always enjoy staying at Island Club. One note: We forgot a couple items in the bathroom which is obviously our fault (curling iron/straightening iron), have made multiple calls to Vacasa and can not get an answer back whether they have the items or not. Once again our fault for leaving them, but horrendous customer service!
Joseph P. | Jan 2026
Hilton Head vacation rental FAQ

Yes, 101 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. 671 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.