Hilton Head Island Vacation Rentals & Condos

Compare 824 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 824 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. With so much praise, make Hilton Head Island the destination for your family vacation or romantic getaway. Kick your feet up to the relaxing sound of the tide and feel your stress slip away along the coast. 

Explore Hilton Head condo rentals, house rentals, villas, and more


Condo rentals

View 585 Condo rentals

House rentals

View 128 House rentals


View 89 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
Springwood Villas 102 3D Tour
2 Bedroom | 2.5 Bath | Sleeps 6

Springwood Villas 102 - Hilton Head, SC

From $102
Spa on Port Royal Sound 3119 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Spa on Port Royal Sound 3119 - Hilton Head, SC

From $92
Ocean Dunes 121 3D Tour
3 Bedroom | 2 Bath | Sleeps 4

Ocean Dunes 121 - Hilton Head, SC

From $149
Sea Side Villas 269 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sea Side Villas 269 - Hilton Head, SC

From $146
Ocean Dunes  408 3D Tour
1 Bedroom | 1 Bath | Sleeps 6

Ocean Dunes 408 - Hilton Head, SC

From $150

View 819 more homes

Recent Hilton Head vacation rental reviews

It was a great comfortable unit, had a complete kitchen with all you needed to cook plus a barbecue. The back porch was great, a short distance to pool. A 5 minute walk to the beach which had chairs and umbrellas to rent. The unit also had chairs and umbrellas and beach toys. We had a issue with the TV's when we arrived, called and the service man was there first thing next morning. Would go back!
Cindy F. | May 2022
We absolutely loved our stay here!! Literally a few steps away from the beach, condo was perfectly stocked, and we never heard any of the neighbors. Our two little boys (4 yrs old and 11 mos.) did not want to leave - we can’t wait to come back!
Kristin S. | May 2022
Beautiful, clean, loved everything about it. My granddaughter and her new husband did not want to leave.
Barb H. | May 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Explore our Hilton Head, SC vacation rentals

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. Stay front and center to stunning ocean views with a beachfront condo, or plan an adventure with loved ones in a spacious beach cottage. Browse by must-have amenities for your vacation, like direct beach access, ocean views, an outdoor pool, or a hot tub.

Where is Hilton Head Island, SC?

Hilton Head Island lies between two of the most charming cities in the Southeast, 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

Whether you plan on lazing under the sun or embarking on an active family adventure, Hilton Head has something for you around every corner.

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