Set between maritime forests and the Atlantic shoreline, Kiawah Island SC offers a vacation experience defined by natural beauty, gracious hospitality, and quiet exclusivity. Long favored by those who appreciate seclusion paired with ultra-luxury amenities, the island is home to Kiawah Island Golf Resort, The Sanctuary Hotel, and miles of pristine beach. Just beyond the gates, Freshfields Village and Bohicket Marina offer high-end shopping, waterfront dining, and private excursions that perfectly complement the elevated pace of island life.
This four-day itinerary invites guests to enjoy the best of both worlds—immersed in the luxury and beauty of Kiawah Island, while exploring the charm of the Lowcountry that beckons beyond the gates.
Day One: Arrival & Oceanside Indulgence
The stay begins with arrival at a luxurious, private vacation rental, where every detail has been thoughtfully attended too. Your Concierge team can arrange to have a Welcome Charcuterie waiting for you to snack on as you unpack and settle in. Unwind with a leisurely stroll along the ten-mile stretch of uncrowded beach, or request to have bikes waiting at your rental and explore the 30+ miles of bike trails the wind through Kiawah’s lush maritime forest.
In the late afternoon, enjoy a signature massage or facial at The Sanctuary Spa, ranked among the top hotel spas in the country. Inquire with your Concierge team about setting up Happy Hour on the Porch, or choose evening cocktails at The Lobby Bar, followed by a coastal tasting menu at The Ocean Room, Kiawah’s Forbes Four-Star steakhouse.
Day Two: Championship Golf & Sunset Sips
The day begins with an early tee time at the legendary Ocean Course, home to the PGA Championship and known for its sweeping Atlantic vistas and wind-sculpted fairways. A personal forecaddie ensures a seamless experience, while the dramatic coastal landscape of this links-style course provides both a challenge and a thrill.
Following golf, enjoy lunch with panoramic ocean views at The Ryder Cup Bar, then retreat to the serenity of the resort. Spend the afternoon exploring Night Heron Park by cruiser bike or paddle through the quiet lagoons by kayak.
Dinner is best enjoyed at The Atlantic Room at the Ocean Course Clubhouse, where freshly caught seafood is paired with fine wines and the soft roll of the surf provides the soundtrack to the evening.
Day Three: Explore Freshfields Village
The third day calls for an outing beyond the gates to Freshfields Village, the stylishly relaxed, upscale shopping destination directly outside the gates of the resort. Here, curated boutiques such as Lilly Pulitzer, Gretchen Scott Designs, and Holly & Brooks provide a refined shopping experience. For breakfast or lunch, Cafe Eugenia offers a bright locally-inspired menu from Roasted Tomato B.L.T., to local Pickled Shrimp and Cafe Eugenia House-Made Biscuits.
In the afternoon, a private boat charter awaits at Bohicket Marina, just minutes away. Whether you’re looking for an afternoon of boating fun, an inshore fishing excursion, or sunset sail, there’s an excursion to fit your water-centric dreams. Toast the golden hour with champagne on deck as dolphins arc through the water.
Return to Kiawah in time for a sumptuous meal prepared by a private chef at your luxurious vacation rental, arranged by your Concierge team.
Day Four: Wellness, Tennis & Beachfront Leisure
Begin the day with a sunrise walk on the beach, followed by breakfast al fresco at Jasmine Porch with ocean views. Grab your bike for a final afternoon exploring the island on trails that wind through marshes, maritime forests, and scenic wildlife corridors. For tennis enthusiasts, the Roy Barth Tennis Center offers world-class instruction with programs tailored to players of all levels.
Afterward, grab a a low-key lunch at The Nest, a chef-driven bistro that offers both dine-in and take out options. Or, pack your sunscreen, a towel and a book and head to the beach. The quiet beaches of Kiawah Island play a big part in why the island is a favorite destination for vacationers year after year.
Dinner on day four is highlighted by the signature seasonings, tangy, house-made sauces, and delectable meats at Cherrywood BBQ & Ale House located at the Osprey Point Clubhouse, where Southern classics are reimagined with seasonal ingredients.
Stay in Luxury
Kiawah Island’s understated luxury and deep connection to nature make it a haven for the sophisticated traveler seeking both privacy and indulgence. With curated experiences both on and off the island, every moment is tailored for those who appreciate the art of leisure. If you want to experience true Lowcountry luxe, plan to stay in luxurious comfort within the Kiawah Island resort where your vacation can include days filled with adventure. From stunning oceanfront homes, to golf course views and charming villas, our collection of vacation rentals on Kiawah Island features incredible amenities and superb locations. Let our Concierge team plan a Kiawah Island experience that is unlike any you’ve ever imagined. From arranging for a private chef to cook for you, to handling tee times for your group or setting up happy hour on the porch, these are just some of the ways you customize your stay for an unforgettable, one-of-a-kind vacation – and we have a team of people ready to help you plan it all.
