7,567 Hilton Head Island Holiday Rentals

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Compare Hilton Head Island holiday rentals from 11 rental sites including HomeAway, PerfectPlaces, Booking.com 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

Find the best Hilton Head Island vacation rentals with Tripping.com. Choose from 7613 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $5285 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 5576 of homes in Hilton Head Island offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 4893 rentals with pool or jacuzzi, or relax with the family in one of the 5323 homes with cable TV.

For all those dog lovers and cat lovers, Hilton Head Island offers 861 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 11 rental sites in Hilton Head Island where the top providers in that area are HomeAway, PerfectPlaces, and Booking.com. There are 4108 HomeAway rentals, 1208 PerfectPlaces short term rentals and 1140 Booking.com vacation rentals.