
Equally renowned for premier golf courses, 10 miles of dazzling beachfront, and a wonderful spectrum of Sea Island natural heritage—including precious, wildlife-rich maritime forest and sand dunes offering prime seabird nesting grounds—South Carolina’s Kiawah Island is a straight-up magical offshore getaway, and just a stone’s throw from the big-city energy of Charleston. At The 100 Collection, we strive to give you a pitch-perfect vacation perch here, and to do so we collaborate with an exceptional local partner: Akers Ellis Real Estate & Rentals.
What follows are six of the very best vacation rentals in Kiawah Island with amazing views, real standouts among the Akers Ellis collection!
9 NICKLAUS

With sightlines stretching from golf-course greens to Atlantic whitecaps, this gorgeous and impeccably maintained owner’s primary residence—reservable for 10-week rental blocks—ranks among the best-situated villas in Kiawah Island. Located on the grounds of the Vanderhorst Plantation, 9 Nicklaus gives you direct beach access (and beach-gear essentials), a private soaking pool and spa, and more than one private deck stationing you for those aforementioned—incredible—views.
From the four-car garage, 80”-flatscreen-TV-equipped media room, and glitzed-out kitchen to the Traeger smoker and outdoor showers, this is a vacationland that checks all the boxes. Within strolling distance of such go-to destinations as the Roy Barth Tennis Center and Turtle Point Golf Course, the property also distinguishes itself with complimentary midweek cleaning services.
100 SURFSONG ROAD

Whether from the generously windowed interior, kicking back by the pool, or having some quiet time on the open-air deck, vistas to the Kiawah Island sands and the great blue skyline beyond beautifully dominate the experience at 100 Surfsong Road. Spreading across more than 4,000 square feet, this reverse-floorplan vacation home hits every right note, including a master bedroom with a whirlpool tub, a washer/dryer unit, an outdoor shower, and direct access to the beach boardwalk straight from the driveway.
4221 MARINERS WATCH VILLA

Stunned by ocean vistas and a mere hop, skip, and a jump from the nature center and playground at Night Heron Park, this gloriously sunlit and airy vacation home in Kiawah Island’s Mariners Watch community casts a dreamy spell indeed, backed up by luxurious modern conveniences.
You’re liable to spend plenty of quality time in the sea-view sunroom and out on the sea-breeze-kissed balcony. Meanwhile, each of the bedrooms has its own private bathroom, and there’s a comprehensively equipped kitchen, washer/dryer facilities, and high-speed Internet helping to round out the amenities.
4427 WINDSWEPT VILLA

Every room in this marvelous corner of the Windswept community serves up an ocean view on a platter: ensuring big-time vacation vibes from the start. That maritime viewshed also enlivens the seaside deck, accessed from both the living and dining rooms to seamlessly facilitate al fresco feasts and sunrise meditations.
Let a lazy evening stretch further courtesy of the wall-mounted flatscreen TV and the DVD and Blue-ray players, and prep meals on the glinting granite countertops of the kitchen. Meanwhile, you’ve got quick and easy access to everything from golf and tennis to boating, paddling, and the pleasures of Night Heron Park.
5134 WINDSWEPT VILLA

Escape from it all on Kiawah Island’s glorious East Beach at 5134 Windswept Villa, which bowls you over with seascape vistas and easy sand-and-surf access. Elevated for a royal view from the fifth floor, this vacation retreat has everything you need and want: from the breezy balcony to such handy conveniences as high-speed Internet and a washer/dryer setup. What a perfect launchpad for beachgoing, golfing, fishing, tennis-playing, birdwatching, and daytrips to Charleston—in short, all this swoony Sea Island promises!
5137 WINDSWEPT VILLA

Another highlight of the Windswept Villa complex, this top-floor getaway serves you up with marvelous ocean sightlines from every bedroom, each of which claims its own balcony. Those seductive Atlantic views extend to the spacious living room, ensuring a real island feel for your entire stay—just what you’d most desire from Kiawah Island, yes? The setting and décor are first-rate enough, but you’ll also enjoy a bevy of straight-shooting amenities such as elevator access, high-speed Internet, and washer/dryer utilities.
Track Down Your Dreamy Kiawah Island Getaway With The 100 Collection
At The 100 Collection, we specialize in only the highest-tier vacation rentals, and make sure all of our local property-management partners live up to our lofty standard. That’s certainly the case with our go-to on Kiawah Island, Akers Ellis Real Estate & Rentals, which happens to be the largest family-owned business of its kind in this Sea Island oasis. Take a look at the available inventory and start planning your luxurious escape today!