Hilton Head Island Vacation Rentals & Condos

Compare 639 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 639 great vacation rentals

If you're traveling along the southeastern coast, make some time to check out family-friendly Hilton Head Island and see why it was voted the Best Island in the Continental U.S. for the second year in a row, second best in the entire world, and one of the top 10 family beaches. When it's time to find a place to lay your head for a night or two, be sure to check out our comfortable Hilton Head Island vacation rentals, beach house rentals, and condo rentals.

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

housing_type_condo.jpg

Condo rentals

View 444 Condo rentals
housing_type_house.jpg

House rentals

View 115 House rentals
housing_type_villa.jpg

Villas

View 57 Villas

Hilton Head vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Stoney Creek 3D Tour
4 Bedroom | 4 Bath | Sleeps 10

Stoney Creek - Hilton Head, SC

From $186
Evian 104 3D Tour
2 Bedroom | 2 Bath | Sleeps 8

Evian 104 - Hilton Head, SC

From $125
Moonshell 3D Tour
4 Bedroom | 3 Bath | Sleeps 13 (11 Adults Max)

Moonshell - Hilton Head, SC

From $221
Island Club 118 3D Tour
1 Bedroom | 1.5 Bath | Sleeps 4

Island Club 118 - Hilton Head, SC

From $85
Shorewood 102 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Shorewood 102 - Hilton Head, SC

From $119

View 634 more homes

Recent Hilton Head vacation rental reviews

We loved our stay at this beautiful home. It was everything we wanted and expected. It was very clean and everything worked. I highly recommend this home. I wanted to rate it as 4.5 stars but the system didn’t have a way for me to do that. I lowered the rating slightly because the carpet was soiled and worn in certain areas and the shag area carpet was also in need of cleaning. A couple of the pans in the kitchen were of high quality but were stained and appeared dirty. But everything else was perfect. We plan to come back!!!
Dotty R. | Jan 2022
Great views and location on the North end of the Island. House was very nice. We had 7 adults and there was more than enough room. Property was clean and easy access to beach.
Peter H. | Jan 2022
This condo is renovated to a high standard - and the beds and furniture are extremely comfortable. The ocean views from every window - both the bedrooms and the living room - make this a wonderful relaxing place to stay. Thoroughly recommended!
Rosemary L. | Jan 2022

Book confidently. Stay comfortably.

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

Where is Hilton Head, SC?

Hilton Head Island lies between two of the most charming cities in the Southeast. A stay at one of our Hilton Head vacation rentals puts you about 20 miles northeast of Savannah, Georgia, and 95 miles southwest of Charleston. If you're driving to your vacation rental, Hilton Head is a quick 30-minute drive off of I-95. The area is also served by the Savannah/Hilton Head International Airport, which is about an hour away by car.

Things to do in Hilton Head, SC

With over 33 public and private golf courses to its credit, Hilton Head Island is a golfer's dream. It's even been named No. 10 on Golf Digest's list of World's Best Golf Resorts. Take your pick from parkland and oceanfront courses and spend your vacation days exploring world-class class sites designed by notable golf architects and pros.

From casual to fine cuisine, Hilton Head offers guests over 250 restaurants—20 of which are on the waterfront—featuring Asian, French, Mediterranean, and traditional Southern Lowcountry cuisine. From sun-up to sun-down, you and your guests can imbibe on tasty cocktails and feast on fresh ingredients, including fresh-caught fish and seafood.

Get out and about and check out the Farmer's Market at Bluffton, less than seven miles away, and sample local produce, browse specialty items, like jams, chutneys, and chocolates, and grab some barbecue, gumbo, or dumplings at the vendor booths. Head to the Shops at Sea Pines Center for jewelry, artwork, crafts, and more. And be sure to catch some live music at a variety of venues in and around the area. 

Make one of our Hilton Head Island vacation condo rentals your home away from home, and set yourself up for an unforgettable vacation experience in South Carolina.

Discover Hilton Head

Pet-Friendly East Coast Vacations Your Dog Will Love

5 Oceanfront Hilton Head Vacation Rentals With Pools