Hilton Head Island Vacation Rentals & Condos

Compare 606 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 606 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


Condo rentals

View 431 Condo rentals

House rentals

View 121 House rentals


View 36 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
Evian 267 3D Tour
2 Bed | 2.5 Bath | Sleeps 4

Evian 267 - Hilton Head, SC

From $113
HH Beach & Tennis 105A 3D Tour
1 Bed | 1 Bath | Sleeps 4

HH Beach & Tennis 105A - Hilton Head, SC

From $116
Spa on Port Royal Sound 3128 3D Tour
2 Bed | 2 Bath | Sleeps 6

Spa on Port Royal Sound 3128 - Hilton Head, SC

From $127
Harbourside 7101 3D Tour
1 Bed | 1.5 Bath | Sleeps 4

Harbourside 7101 - Hilton Head, SC

From $105
Breakers 104 3D Tour
1 Bed | 1 Bath | Sleeps 4

Breakers 104 - Hilton Head, SC

From $126

View 601 more homes

Recent Hilton Head vacation rental reviews

The location was nice. Easy bike ride to beach or drive to parking. Right off the circle so convenient to ride bikes anywhere. The house was clean as well.
Jhanna A. | Jun 2021
We loved our stay here! The location was great with little kids (7, 4, and 18 months) to have a short walk to the beach, playground, and pool! Would definitely stay here again in the future.
Caleb S. | Jun 2021
This was our second time staying at Island Club. We love that this resort is somewhat out of the way from the traffic on the island and that it is well maintained. This unit was very clean and had a beautiful view of the beach. We will definitely be back.
Angela L. | Jun 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