Hilton Head Island Vacation Rentals & Condos

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USA > South Carolina > Hilton Head

Make Hilton Head your next getaway—choose from 849 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

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Condo rentals

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House rentals

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Villas

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Hilton Head vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Fiddlers Cove 21B
2 Bedroom | 2 Bath | Sleeps 6

Fiddlers Cove 21B - Hilton Head, SC

$150 avg / night
Village House 206
2 Bedroom | 2 Bath | Sleeps 6

Village House 206 - Hilton Head, SC

$184 avg / night
Treetops 4903
2 Bedroom | 2.5 Bath | Sleeps 5 (4 Adults Max)

Treetops 4903 - Hilton Head, SC

$207 avg / night
Sea Side Villas 317
1 Bedroom | 1 Bath | Sleeps 4

Sea Side Villas 317 - Hilton Head, SC

$187 avg / night
Moorings 37
2 Bedroom | 3 Bath | Sleeps 8

Moorings 37 - Hilton Head, SC

$235 avg / night

View 844 more homes

Recent Hilton Head vacation rental reviews

Great location for access to everything on the island! Loved the first floor level & pet friendly villa, #2327! Quick walk to the pool & beach! Met all our needs for our stay!
Debra F. | Oct 2022
The North Carolina Outer Banks is our go-to vacation spot, but from here on, we'll be driving the extra three hours to Hilton Head. We love that the commercial businesses have a muted appearance, and are not bright, loud, in-your-face storefronts begging you to spend your money on worthless trinkets. We didn't see any lifted 4x4 pickup trucks loaded with cases of beer and rowdy teenagers clad in battle-flag bikinis having a good time at others' expense. Our house was clean, well maintained, and we were pleasantly suprised to find small extras such as laundry detergent pods, dishwasher detergent, etc. waiting for us when we arrived. In a nutshell, I would describe Hilton Head as "The Outer Banks, Just For Grownups. We'll be back soon!
Charles D. | Oct 2022
This little condo was the perfect size getaway for me and my husband. The view from The balcony did not disappoint nor did the private beach access.
tamie m. | Oct 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. 849 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

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