Hilton Head Island Vacation Rentals & Condos

Compare 612 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 612 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 429 Condo rentals
housing_type_house.jpg

House rentals

View 118 House rentals
housing_type_villa.jpg

Villas

View 45 Villas

Hilton Head vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Oleander 16 3D Tour
4 Bedroom | 2 Bath | Sleeps 8

Oleander 16 - Hilton Head, SC

From $118
Ocean One Villas 313 3D Tour
3 Bedroom | 3 Bath | Sleeps 10 (6 Adults Max)

Ocean One Villas 313 - Hilton Head, SC

From $218
Beachwalk 143 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Beachwalk 143 - Hilton Head, SC

From $110
Stones Throw 30 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 7

Stones Throw 30 - Hilton Head, SC

From $117
Breakers 215 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Breakers 215 - Hilton Head, SC

From $96

View 607 more homes

Recent Hilton Head vacation rental reviews

My family and I have been to Hilton head many times and have always stayed at shorewood. This is a very nice condo with beachfront views, very conveniently located, and a nice layout for a family. We will likely try to stay here again next year!!!
Robert M. | Oct 2021
This was the perfect condo for our fall break getaway. With a 1 and 4 year old and grandmother with a walker, it was the perfect location to easily walk off the back patio to the pool or beach. We will definitely consider staying at 420 the next time we return to HHI!
Katy F. | Oct 2021
Very peaceful stay, it was close to the beach. Nice rooms cones with full kitchen (cookware available & eatery). Was enough space for everybody to enjoy themselves. Free wifi and smart TV's. Also had chairs and toys for kids to take to the beach.
sease l. | Oct 2021

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