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


Condo rentals

View 608 Condo rentals

House rentals

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View 89 Villas

Hilton Head vacation rentals for every getaway

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

Fiddlers Cove 21B - Hilton Head, SC

$151 avg / night
Village House 206
2 Bedroom | 2 Bath | Sleeps 6

Village House 206 - Hilton Head, SC

$183 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

$234 avg / night

View 844 more homes

Recent Hilton Head vacation rental reviews

The grounds are absolutely Magnificent. The condo was wonderful, and I love the beach. Restaurants within 4 to 5 minute walking distance, great food and great service. Will definitely visit Hilton head again and stay in this resort.
JOYCE E. | Oct 2022
This is the second time we stayed at this Villa and it did not disappoint. We had one problem with the dead bolt and it was repaired/replaced immediately. Checking in was a breeze and the staff was very welcoming. Would definitely stay here again. Great vacation even if we had to deal with Hurricane Ian.
Carolyn L. | Oct 2022
Condo was very nice with a lovely view of the ocean. We slept great each night and enjoyed coffee on the patio each morning. When we arrived at the condo (at 4:30 pm) it had not been cleaned after the previous guests. We made a phone call to the office and they sent someone about an hour later. By 7 pm we were officially enjoying our vacation. As a gesture for the inconvenience of the condo not being ready we were told that we would be given a $50 gift card .. the gift card was contingent on us providing the office with a receipt from a local restaurant. We did that on Monday. By Thursday we hadn’t heard anything so I called and was told it would take 3-5 days. Due to inclement weather we decided to head home Friday morning…I spoke with the property manager Shannon to see if we could possibly get the gift card before we headed out. He told me that if we could wait 20 minutes he would go to CVS to buy a gift card and meet us at the office with it. Approximately 15 minutes later I received a text message from him saying that his card had been declined and that he reached out to his supervisor to see if he could meet him at CVS to get the gift card but his supervisor was in a meeting and wouldn’t be out for another hour. Obviously we couldn’t wait another hour and I asked him if he would just mail it to us. It has been exactly one month and we still do not have the gift card although we were told by Shannon in response to a text message that I sent him inquiring about the card that he had already mailed it. At this point it is no longer about the $50 it is the principle of the matter… He told me he was going to do some thing and he didn’t do it. We will never rent from the casa again
Melissa T. | 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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