Hilton Head Vacation Rentals

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USA > South Carolina > Hilton Head

Make Hilton Head your next getaway

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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Popular amenities for Hilton Head vacation rentals

Popular
Dog-friendly Hot tub Internet
Crown Reef 204
3 Bedroom | 3 Bath | Sleeps 8

Crown Reef 204 - Hilton Head, SC

$279 avg / night (excludes fees and taxes)
HH Beach & Tennis 11F
2 Bedroom | 2 Bath | Sleeps 4

HH Beach & Tennis 11F - Hilton Head, SC

$199 avg / night (excludes fees and taxes)
Breakers 306
1 Bedroom | 1 Bath | Sleeps 4

Breakers 306 - Hilton Head, SC

$133 avg / night (excludes fees and taxes)
Pink Pineapple
1 Bedroom | 1 Bath | Sleeps 6

Pink Pineapple - Hilton Head, SC

$175 avg / night (excludes fees and taxes)
St Andrews Common 1759
2 Bedroom | 2 Bath | Sleeps 6

St Andrews Common 1759 - Hilton Head, SC

$183 avg / night (excludes fees and taxes)

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Recent Hilton Head guest reviews

This condo was incredible! So clean, so comfortable, so affordable and right in the middle of everything!
Nancy I. | Jun 2024
We thoroughly enjoyed our stay at this luxurious home! The house is beautiful, feels new and has lovely furniture, comfortable beds, many smart TVs, great wifi, an amazing pool / spa / hang out area, is beautifully decorated with attention to detail, and has an abundance of space. It was incredible inside an out! This house was very clean and well maintained. We enjoyed cooking in the beautiful kitchen, grilling on the deck overlooking the private backyard, spending lots of time hanging out in the private pool/spa/bar/Carolina room area, movie nights in the family room and media room, and relaxing in the front porch rocking chairs. The private outdoor shower was incredible with hot water and a beautiful custom bench, and we used it often. There was plenty of space for our beach gear and bikes and the layout of the property and house really works great. We loved the location in Sea Pines on a quite street with easy access to the bike path and easy biking to so many places. The nearby beaches, golf courses, shopping and restaurants were great. We definitely recommend this beautiful house and we will be back again!
Rick D. | Jun 2024
Nice and quiet even though we were close to everything
Jeffery W. | Jun 2024
Hilton Head vacation rental FAQ

Yes, 109 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. 795 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.

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24/7 guest service
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Seamless check-in
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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, check out our comfortable Hilton Head Island vacation rentals, beach house rentals, and condos. 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.

What are some things to do on Hilton Head Island?

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

Get the whole coastal experience during your beach vacation. Kayak through Calibogue Sound for scenic views and a chance to spot marine wildlife, or take on the high seas with a dolphin cruise at sunset. Kids will love the Coastal Discovery Museum and parents can wind down the evening at a local winery or brewery.

Spend an afternoon on the greens teeing off. 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 the World's Best Golf Resorts. Take your pick from parkland and oceanfront courses and spend your vacation exploring world-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 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. Be sure to catch some live music at a variety of venues in and around the area. 

Make one of our Hilton Head Island beach rentals your home away from home, and set yourself up for an unforgettable coastal experience in South Carolina.

Do you offer long-term or snowbird rentals on Hilton Head Island?

Yes. Hilton Head Island is a beloved coastal destination we offer beachfront homes, villas, and resort accommodations ideal for snowbirds and extended stays. Simply review our long-term rental inventory to begin planning the extended stay of your dreams. 

Explore snowbird and long-term rentals on Hilton Head Island >

Hilton Head travel inspiration

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