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


Condo rentals

View 429 Condo rentals

House rentals

View 118 House rentals


View 45 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
Tupelo Road 28 3D Tour
4 Bed | 3 Bath | Sleeps 8

Tupelo Road 28 - Hilton Head, SC

From $270
Stones Throw 30 3D Tour
3 Bed | 2.5 Bath | Sleeps 7

Stones Throw 30 - Hilton Head, SC

From $124
Clipper Court 817 3D Tour
3 Bed | 3 Bath | Sleeps 10

Clipper Court 817 - Hilton Head, SC

From $111
Oleander 16 3D Tour
4 Bed | 2 Bath | Sleeps 8

Oleander 16 - Hilton Head, SC

From $146
Beachwalk 112 3D Tour
2 Bed | 2.5 Bath | Sleeps 6

Beachwalk 112 - Hilton Head, SC

From $105

View 607 more homes

Recent Hilton Head vacation rental reviews

This home was an easy walk to the beach; had a large and fully equipped kitchen and served the needs of our three couples very well. Appliances are becoming a bit dated but still function well. We were a bit surprised to find no hair dryers and needed to purchase locally. That's it... all else terrific. I guess a few more premium channels on the tv would add value for rainy days. We all had a really really great vacation.
Paul B. | Oct 2021
Convenient and clean. You can see and hear the ocean from your 2nd story balcony. We would stay here again. Each bedroom has its own bathroom, so its great for couples or groups.
Carline P. | Oct 2021
We loved the location of this house. The house is well laid out for multiple families. We had 3 couples with babies, grandparents, and a favorite uncle on our trip. We had some maintenance issues that were quickly addressed. Will probably rebook in the near future.
Nancy W. | 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