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

housing_type_condo.jpg

Condo rentals

View 431 Condo rentals
housing_type_house.jpg

House rentals

View 121 House rentals
housing_type_villa.jpg

Villas

View 36 Villas

Hilton Head vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Harbourside 7101 3D Tour
1 Bed | 1.5 Bath | Sleeps 4

Harbourside 7101 - Hilton Head, SC

From $100
Breakers 104 3D Tour
1 Bed | 1 Bath | Sleeps 4

Breakers 104 - Hilton Head, SC

From $119
Second Wind 3D Tour
5 Bed | 4.5 Bath | Sleeps 16

Second Wind - Hilton Head, SC

From $329
Evian 267 3D Tour
2 Bed | 2.5 Bath | Sleeps 4

Evian 267 - Hilton Head, SC

From $104
Spa on Port Royal Sound 3128 3D Tour
2 Bed | 2 Bath | Sleeps 6

Spa on Port Royal Sound 3128 - Hilton Head, SC

From $119

View 601 more homes

Recent Hilton Head vacation rental reviews

Everything went smooth from check in to check out. The condo was clean and well equipped with the essentials for the week.
Nicole F. | Jun 2021
There was so much room to spread out. Even with 10 adults and 8 children we never felt crowded. The pool was awesome after a hot day at the beach and there were lots of pool toys to use. Ice machines made the trip so much more relaxed. Loved this house and would love to rent again.
Jackie P. | Jun 2021
Just completed a week rental and my family and I really enjoyed the house. There was plenty of room for the 10 of us, and the house was well equipped to accommodate us. The location was very conveniently located to the beach and just a short walk. The AC, washer/dryer, pool, and TVs worked great throughout the week, which is something we haven't experienced at other rentals. We would certainly rent again in the future.
Don T. | 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