7,652 Hilton Head Island Vacation Rentals & Short Term Rentals

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Compare Hilton Head Island vacation rentals from 12 rental sites including HomeAway, Booking.com, PerfectPlaces and more, ranging from $25 to $5285 a night.

Information about Hilton Head Island

About Hilton Head Island

Hilton Head Island is popular resort town in South Carolina along the Atlantic Ocean. It is most popularly a vacation area for Southerners, but it’s common to find tourists from all over the United States and other countries coming to this beautiful destination. The island is known for its wide beaches of hard-packed sand, beautiful greenery, and southern hospitality. In addition to its beaches, Hilton Head has a number of bike paths, beautiful golf courses, and tennis courts.

Things to do in Hilton Head Island

From riding bikes on top of the hard-packed sand to spending the day out on the golf course, Hilton Head is the South’s premier destination for leisure activities. While you’re at the beach, spend hours sunbathing, swimming in the warm Atlantic Ocean, playing beach volleyball, or reading your favorite book. When you want to get away from the beach for a while, you’ll be able to hike on Hilton Head’s incredible nature trails and play tennis in the dozens of tennis court complexes throughout the island. Hilton Head also offers some of the best shopping and dining in all of South Carolina. Whatever you like to do to unwind, Hilton Head has you covered!

Hilton Head Island Accommodations

Hilton Head is mainly divided into large gated communities with beach access. Stay in one of these community’s beautiful large houses or an oceanfront condo or apartment. Whatever your preferences, Tripping will make it easy to find your perfect Hilton Head accommodation!

Vacation Rentals in Hilton Head Island

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Hilton Head Island offers 7782 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $290 a night, or a long-term rental for an average price of $7353 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 5575 of Hilton Head Island’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 5434 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 6614 cozy homes.

Traveling with pets? Choose from 831 pet-friendly rentals in Hilton Head Island for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 12 rental sites in Hilton Head Island where the top providers in that area are HomeAway, Booking.com, and PerfectPlaces. There are 3472 HomeAway rentals, 1232 Booking.com short term rentals and 1212 PerfectPlaces vacation rentals.
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