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2 Oct 2020
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Things to Do

Do more than just spend time on the island, make your stay a once upon an island time!

Hilton Head Island has a lot of amazing things to do, see, taste, and even feel, but it’s not about how much you do it’s about the quality and uniqueness of those experiences. We’ve curated some of the most remarkable and memorable ones here with a little surprise at the end of how we can bring it all right to the doorstep of your island home away from home.



Heron Point Golf Club is 7,035 yards of awe-inspiring beauty, so it’s a pity you’ll need to keep your head down! A true stroke [golf pun intended] of genius by iconic golf architect and artist, Pete Dye, Heron Point is a modern masterpiece and a challenge for golfers of every handicap.

The stunning blend of grasses, sand, mulch, and limestone makes for a vivid tapestry of color for this Certified Audubon Cooperative Sanctuary. Golf Digest called it “One of the Best Places to Play.” You’ll call it one of the most memorable rounds of your life.

Southern Cuisine

Hilton Head Island is after all in the South so if you want some good, anything-but-old-fashioned food you’re in luck, or more specifically you’re in Lucky Rooster Bar + Kitchen! Chef and owner, Clayton Rollison is a graduate of the Culinary Institute of America in Hyde Park and perfected his craft in top kitchens across the country including Gramercy Tavern in New York City and Nashville’s Hermitage Hotel.

Clayton came back to his native Hilton Head and opened Lucky Rooster here in 2013. His “American bistro with Southern soul” sources fresh ingredients from local farmers, purveyors, and waterways. Choose from mouthwatering options from refined comfort food to adventurous dishes. All we can say is, lucky you!

Boat Charters & Cruises

All aboard! Vagabond Cruise is the original sightseeing and excursion cruise operator, located under the world-famous Lighthouse in Harbour Town. For over 50 years Vagabond Cruise has been a pioneer in the eco-tourism world and has always focused on sharing the natural beauty of Hilton Head Island and its amazing coastal waters with others. Their passion is to make each and every experience unique, and they have all kinds of ways to set out on the sea.

Dinner and sunset cruises, historic Savannah cruise, private yacht charters, wild dolphin and osprey sightseeing, authentic shrimping trawler, and even a chance to experience the one and only Stars & Stripes: the historical and famous vessel, which has been featured on the covers of magazines such as “Sports Illustrated” and “Time.” Once skippered by the famous captain Dennis Conner (also known as “Mr. America’s Cup”), this magnificent ship is sure to provide an experience of a lifetime.

Cocktails on the Beach

You can savor a frosty, happy-hour beverage at many places all over Hilton Head, but there’s only one place where you can do so right on the beach with a huge handmade frozen drink overflowing with fresh blended fruit because there’s only one Pool Bar Jim’s. In North Forest Beach nestled right on the dunes in front of Sea Crest Villas is where you’ll find Jim [yes, there’s a real Jim!] blenders whirring along to the rhythm of the waves. Cheers y’all!

Plan Your Next Getaway to Hilton Head

All of these experiences are what in part make Hilton Head an island far from the usual, and if you’re looking for a level of service from a property management company that’s equally far from the usual look no further than Island Time Hilton Head. We present a rare collection of the island’s most premier homes, but we don’t stop there. We are curators of coastal lifestyle.

We are the only ones on Hilton Head that offer a concierge experience service during your stay. Anything you and your guests’ hearts desire we can bring right to your sandy doorstep. Our local team stands at the ready anytime during your island visit to personalize your stay with new experiences that will create memories that last forever. From chef-at-home dining, specialty catering and even grocery delivery to in-home massage, personal golf-pro lessons, and private charter boat excursions we have countless ways for you to have the island time of your life.

We invite you to embark on a remarkable island experience with us, so please call (843) 785-3456 and we’ll start by helping you find your perfect Hilton Head Island vacation home.