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Browse our exclusive collection of Kiawah Island vacation rental homes, cottages, and villas
ESPM Vacation Rentals
LUXURY KIAWAH ISLAND VACATION RENTALS
Why Choose Our Accommodations?
Stress-free vacation planning starts with our knowledgeable and local team of experts! We’re here to ensure your Kiawah Island or Seabrook Island vacation is everything you’ve been dreaming of — from our luxurious selection of properties and high cleaning standards to 24/7 availability in case an emergency arises. All you need to do is pick up the phone or send us an email. Plus, you’ll always receive the lowest rates when you book directly through us (no extra service fees).
Start by browsing all of our exclusive rentals on Kiawah or Seabrook Island and selecting your must-have amenities like oceanfront, private pool, and pet-friendly:
About Kiawah Island
Kiawah Island is a barrier island off the coast of Charleston, South Carolina, with an abundance of natural beauty to experience! The island is home to 10 miles of pristine beaches, over 25 miles of paved trails, world-class golf courses, dining, shopping, and so much more.
Whether you’re looking for a romantic getaway or a family vacation, our Kiawah Island vacation rentals will exceed your expectations. You’ll find a wide selection of elegant oceanfront estates with private pools, cozy cottages, and quaint villas to choose from throughout the island.
Activities and Attractions
There’s no shortage of things to do on Kiawah Island, SC! Spend your days lounging on the beach, exploring over 30 miles of nature trails, and enjoying endless recreation opportunities. For the golfers, you’ll find five championship golf courses — the crown jewel being the acclaimed Ocean Course, which was home to the 2012 and 2021 PGA Championship.
When you’re feeling the need for a bit more excitement, Freshfields Village and Bohicket Marina are right down the road. And, Downtown Charleston is a short drive away with even more shopping, dining, and historical attractions to experience during your stay.
Renowned Dining
Part of what makes Kiawah Island the perfect vacation spot is you’re only minutes away from everything — including an extensive range of dining opportunities to indulge in!
From fine dining with impeccable Lowcountry cuisine to casual eateries that are outstanding after a round of golf or beach day, you’ll find a culinary scene to impress even the pickiest food critics. There are over a dozen spots to choose from on the island alone, including multiple award-winning restaurants like The Ocean Room and Jasmine Porch.
Featured Properties
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141 Hooded Merganser
6 Beds | 5.5 Baths | Sleeps 12
New Listing! The Coastal Castle is an immaculately maintained 6 bedroom home with open floor plan allowing for expansive views of Bufflehead Pond and 14th Fairway and green of Osprey Point Golf Course. Fabulous pool addition on a stunning back deck taking full advantage of the great view. Many architectural details inside and out, including wide porches, turrets, custom wainscoting, coffered ceilings, arched entry and oval windows.
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38 Surfsong Rd
7 Beds | 7.5 Baths | Sleeps 14
New Listing! Be the first to stay in this wonderful property, new to vacation rentals, located in the popular Vanderhorst Plantation area of Kiawah Island. The palatial palace at 38 Surfsong Road lies directly on the Atlantic Ocean, separated from the soft sands of the beach and the soothing sounds of the waves only by the graceful flow of sand dunes, access provided by a private boardwalk. Three stories of balconies overlook the sea, flanked by two round turrets with wraparound windows. A brilliant blue pool invites private relaxation just steps down from a columned terrace, while a spa and wide, private deck rise beside its waters..
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275 Summer Tanager
4 Beds | 4 Baths | Sleeps 8
New Listing! New construction in a well-established neighborhood, this four-bedroom, four-bath home is conveniently located near the front of the Island within walking or biking distance to golf, dining, beach, and more. Two pairs of covered double porches on the front and rear of the home provide numerous opportunities for enjoying the peaceful, Lowcountry maritime forest that surrounds this home. Does allow a small dog for an added fee.