Hilton Head Vacation Rentals

Compare 775 vacation rentals.
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


Condo rentals

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House rentals

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Hilton Head vacation rentals for every getaway

Dog-friendly Hot tub Internet
HH Beach & Tennis 11F
2 Bedroom | 2 Bath | Sleeps 4

HH Beach & Tennis 11F - Hilton Head, SC

$168 avg / night
Sea Side Villas II 163
1 Bedroom | 1 Bath | Sleeps 4

Sea Side Villas II 163 - Hilton Head, SC

$194 avg / night
Breakers 215
1 Bedroom | 1 Bath | Sleeps 4

Breakers 215 - Hilton Head, SC

$198 avg / night
Sea Side Villas I 237
1 Bedroom | 1 Bath | Sleeps 4

Sea Side Villas I 237 - Hilton Head, SC

$142 avg / night
Breakers 306
1 Bedroom | 1 Bath | Sleeps 4

Breakers 306 - Hilton Head, SC

$148 avg / night

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Recent Hilton Head vacation rental reviews

This condo is exactly as pictured and described. It was clean and the beach view was fabulous. I had everything I needed in the kitchen to stay in and cook multiple meals. Walking distance to Coligny Plaza with various shops, restaurants and a Piggly Wiggly. We never moved our car once we arrived. This unit is definitely only for one couple as the unit is relatively small, but again, just as described, and did not take away at all from our stay. We hope to get back to the area and this exact unit again in the future.
TINA I. | Feb 2024
Great location, great condo with great beds! We will stay again- loved it!
Robin B. | Feb 2024
Great location. Nice grounds. Very pleasant stay.
Jody J. | Feb 2024
Hilton Head vacation rental FAQ

Yes, 118 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. 791 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, 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.

Hilton Head travel inspiration

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