7,470 Hilton Head Island Holiday Rentals

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Compare Hilton Head Island holiday rentals from 10 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

Commonly known for its amazing golfing, Hilton Head is also great for tennis, volleyball, polo, and more. The island even hosts many prestigious sporting events throughout the year. With a wide variety of first-class resorts to choose from and 12 miles of pristine beaches, Hilton Head also makes a great vacation. Take a look at the swamp at the Sea Pines Forest Preserve or take a stroll down the boardwalk.

Things to do in Hilton Head Island

Hilton Head boasts 24 world class golf courses and 350 tennis courts. In between matches, enjoy an easy day in the sun on one of the top 10 family beaches in the United States. If you're looking for outdoor adventure, try horseback riding through a forest preserve or biking on the beach or moss-draped trails. Of course, no trip to Hilton Head is complete without trying their famous Lowcountry cuisine. Very similar to New Orleans and Cajun cuisine, Lowcountry cuisine also has a vibrant African cuisine influence and offers a menu full of shrimp, fish, crabs, and oysters.

Day trips from Hilton Head Island

Hilton Head is less than an hour away from Savannah, Georgia, so it's definitely worth a trip across the state line. Savannah is a picturesque southern town with its period architecture, oak-lined streets, and good old southern hospitality. There are plenty of historical sites and museums to explore as well as the supposedly haunted Bonaventure Cemetery. Or, spend the day sipping mint juleps along with fresh seafood and creamy grits! If you'd rather stay stateside, make the trip to Charleston. This historic town is also bursting with Southern charm and hospitality. Take a stroll down Waterfront park while enjoying the view of the Battery and the French Quarter or have a peaceful day at the gardens at Middleton Place.

Hilton Head Island accommodations

Hilton Head offers everything you could possible imagine. Choose to stay at an oceanfront resort where your every need is taken care of, or try a private vacation rental with all the luxuries of home. For a true getaway, stay at the Inn & Club at Harbour Town - Sea Pines Resort. From the second you're met at the grand entrance, your entire stay will be like a dream. For some family-friendly fun, stay at Disney's Hilton Head Island Resort. The resort has a full calendar of activities that the kids will love.

Transportation in Hilton Head Island

Arrive at Hilton Head by flying through the Hilton Head Island Airport or the Savannah/Hilton Head International Airport. There is very little public transportation in Hilton Head, but because the town is so small, you don't even need it! Depending on where you stay, you can easily access everything you need by foot or bike.

Vacation Rentals in Hilton Head Island

Looking for a vacation rental in Hilton Head Island? Tripping.com has 7584 rental homes available in Hilton Head Island. Potential renters will find 7 studios, 1719 1-bedroom, 2539 2-bedroom and 3319 rentals with 3 or more bedrooms ranging from $25 a night to $5285 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Hilton Head Island is $331 while the average price of a weekly rental is $2712. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Hilton Head Island home is $5574.

Wondering if you can bring your favorite dog or cat with you? We have 965 pet friendly vacation rentals available for you. In addition to accommodating pets, Hilton Head Island rentals offer a variety of amenities. In particular, 6612 rentals have internet and wifi, 5433 have TV and/or cable and 5558 have a pool or hot tub.

Search properties from 10 rental sites in Hilton Head Island where the top providers in that area are HomeAway, PerfectPlaces, and Booking.com. There are 4498 HomeAway rentals, 1220 PerfectPlaces short term rentals and 1020 Booking.com vacation rentals.