Hilton Head Island Vacation Rentals & Condos

Compare 616 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 616 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 428 Condo rentals

House rentals

View 122 House rentals


View 45 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
St. Andrews Common 1967 3D Tour
1 Bedroom | 1.5 Bath | Sleeps 4

St. Andrews Common 1967 - Hilton Head, SC

From $86
Windsor Place 207 3D Tour
2 Bedroom | 2 Bath | Sleeps 8

Windsor Place 207 - Hilton Head, SC

From $183
Forest Beach Villas 114 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Forest Beach Villas 114 - Hilton Head, SC

From $88
HH Beach & Tennis 119C 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

HH Beach & Tennis 119C - Hilton Head, SC

From $99
Sea Side Villas 149
1 Bedroom | 1 Bath | Sleeps 4

Sea Side Villas 149 - Hilton Head, SC

From $87

View 611 more homes

Recent Hilton Head vacation rental reviews

The ocean front view, beach and pool. Condo was clean. Master king bed could be more comfortable, but all in all the condo was great.
Nancy K. | Sep 2021
We booked this as a quick weekend getaway and loved it. The location was perfect with easy access to the beach. We could even see the ocean and hear the waves crashing in the distance from our balcony which was a pleasant surprise. The villa itself was just as the pictures showed. We will book again.
Dawn S. | Sep 2021
My family loves this condo! It’s the perfect location and we plan to visit again next season. The only complaint would be that the bathroom connected with the master bedroom has a faulty door that makes it near impossible to close. If they could fix that, that would be awesome.
Caleb S. | Sep 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