Good Things Come in Threes for This #1 Island

Travel + Leisure world's best logo

Enter to Win

Gorgeous beaches, blue umbrellas, and strolls at sunrise. Bike rides, Spanish moss-draped trails, and endless sunshine. Panoramic views of the Atlantic, fresh seafood, and picture-perfect sunsets. It’s just simply – unforgettable.

Here on Hilton Head Island, good things come in threes. And for the THIRD year in a row, Hilton Head Island was just voted the #1 Island in the Continental U.S. by Travel + Leisure Magazine.

Experience all of this and more with a chance to win a trip to America’s Favorite Island!

One winner and their guest will stay 3 days / 2 nights at the Omni Resort Hilton Head Island, one of Hilton Head Island’s many award-winning resorts. Pack your camera and get ready to meet new “friends” during an excursion through the Lowcountry in one of the best ways we know to get around - by boat! Experience the area’s unique aquaculture with two tickets to a dolphin excursion brought to you by Outside Hilton Head. Take photos of the dolphins, your smiles, and the beautiful views of the Lowcountry all while learning about the unique ecosystem and vibrant marine habitat.

Round-trip airfare for two will also be provided* to, and from, the Savannah / Hilton Head Island International Airport; which was also voted to the "Top 10 Domestic Airports" list in this year’s Travel + Leisure World’s Best Awards. Visitors to the Island have the chance to experience 12 miles of pristine beaches, world class golf and tennis amenities, outdoor activities such as biking, kayaking, and fishing, award winning cuisine, rejuvenating spa treatments and so much more.

So, what are you waiting for?

Enter below, and tell us why Hilton Head Island is your favorite island getaway destination for your chance to win!

By entering, information collected will be used in accordance with our Privacy Policy, and will not be shared with third parties. Sweepstakes is open to residents of the United States ages 21 and over* residing at least 50 miles from Hilton Head Island, South Carolina. Enter to win between August 31, 2018 - September 30, 2018. No purchase necessary to enter. Void where prohibited. One entry per email address only. Duplicate entries will not be counted.

*See contest rules for full terms, contest details and restrictions. Taxes and fees not included for airfare and transportation.

Please select an HHI experience that interests you.
Thanks to Our Supporting Partners
Savannah Hilton Head Island Airport

Fly to the No. 1 Island via Award-Winning Savannah/Hilton Head International Airport

Voted one of the Top 10 Domestic Airports by readers of Travel + Leisure in both 2017 and 2018, the Savannah / Hilton Head International Airport provides Hilton Head Island visitors with an exceptional travel experience. Choose from a selection of eight different airlines – Air Canada, Allegiant, American, Delta, Frontier, JetBlue, Sun Country, or United – offering nonstop service to a variety of major cities. From the rocking chairs scattered throughout waiting areas, to the welcoming staff at the Visitor Information Center, you’ll be surrounded with true Southern hospitality at every turn. And, with on-site rental cars, shuttle service, taxis, ride share and more, Savannah / Hilton Head International makes transportation to the island easy and stress-free. Click here for a quick glance of all direct flights to Savannah/Hilton Head Int’l. Airport. 

Find Your Island Time

Hilton Head is America’s favorite island, offering 12 miles of pristine beaches and everything you need for the ultimate retreat. Enjoy easy days relaxing in the sun, sand and surf on some of the best beaches in the country.
Learn More

Travel + Leisure® and World’s Best Awards are trademarks of Time Inc. Affluent Media Group and used under license. From Travel + Leisure Magazine, August 2018 © Time Inc. Affluent Media Group. Used under license. Travel + Leisure and Time Inc. Affluent Media Group are not affiliated with, and do not endorse products or services of, Licensee. Continue to

Destination Guide Covers

Start Planning

Request a free copy of the Hilton Head Island Vacation Planner and learn about all the attractions, activities, unique history and places to stay on Hilton Head Island. 

Hilton Head Island Compass App Logo

Download Our App

Plan and Navigate your getaway on Hilton Head Island with our Island Compass app. Search for activities, restaurants, and attractions, get travel deals, view trip ideas, and create your own personalized itinerary.