Hilton Head Island Vacation Rentals & Condos

Compare 853 vacation rentals. Enter your trip dates to get started.
USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 853 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 607 Condo rentals

House rentals

View 131 House rentals


View 92 Villas

Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
Heritage Villas 2294
4 Bedroom | 3.5 Bath | Sleeps 12

Heritage Villas 2294 - Hilton Head, SC

$345 avg / night
Sea Cloisters 304
2 Bedroom | 2 Bath | Sleeps 5

Sea Cloisters 304 - Hilton Head, SC

$350 avg / night
Anchorage 7449
2 Bedroom | 2 Bath | Sleeps 6

Anchorage 7449 - Hilton Head, SC

$163 avg / night
Gunnery 10
6 Bedroom | 4.5 Bath | Sleeps 14 (13 Adults Max)

Gunnery 10 - Hilton Head, SC

$568 avg / night
Queens Grant 771
2 Bedroom | 1 Bath | Sleeps 6

Queens Grant 771 - Hilton Head, SC

$171 avg / night

View 848 more homes

Recent Hilton Head vacation rental reviews

Beach access was amazing. Love the pool Option as well.
Lisa B. | Aug 2022
Sid D. | Aug 2022
This was a great find! A short and easy walk to the beach, restaurants, ice cream, and shopping! Even with this location we still had plenty of privacy. The place is super cute, well appointed, and plenty of space for families or friends on vacation. Will definitely come back!
David & Miriam D. | Aug 2022
Hilton Head Frequently Asked Questions

Yes, 104 of our Hilton Head homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 853 of our Hilton Head vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Hilton Head vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Hilton Head team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Hilton Head, log in to Trip Manager to see options available for your specific trip.

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