Hilton Head Island Vacation Rentals & Condos

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USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 640 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 447 Condo rentals

House rentals

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View 55 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
Centre Court 7832 3D Tour
2 Bedroom | 2 Bath | Sleeps 8

Centre Court 7832 - Hilton Head, SC

From $88
Windsor Court South 3104 3D Tour
1 Bedroom | 2 Bath | Sleeps 4

Windsor Court South 3104 - Hilton Head, SC

From $160
Windsor Court North 4204 3D Tour
1 Bedroom | 2 Bath | Sleeps 4

Windsor Court North 4204 - Hilton Head, SC

From $94
Stoney Creek 299 3D Tour
2 Bedroom | 2.5 Bath | Sleeps 6

Stoney Creek 299 - Hilton Head, SC

From $85
Springwood Villas 36 3D Tour
3 Bedroom | 3.5 Bath | Sleeps 10

Springwood Villas 36 - Hilton Head, SC

From $113

View 635 more homes

Recent Hilton Head vacation rental reviews

Awesome perfect home very high recommend!!
Egna G. | Jan 2022
Loved your place - very nice lounge area - didn't cook but cute kitchen, Everything has been updated in this little villa - nicely decorated and loved having the bikes. Will stay again.
Rebecca D. | Jan 2022
Enjoyed everything about this Condo & service by Vacasa was amazing! Leroy #ProfHowdy
Milton H. | 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

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