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Kiawah Island Vacation Rentals

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    Travellers to Kiawah Island are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 161 Rentals in Kiawah Island
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    Premier 3B Cottage, Pool, Resort Privileges1 / 17
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Kiawah Island house deep water and pool1 / 29
    (6)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2017
    We loved our week at Kiawah! We, the grandparents, treat our children and grandchildren to a beach vacation every summer. Our stay at 37 Shoolbred was by far the best of the...
    Reviewed 12 June 2017
    This was an absolutely perfect rental for us. The views are stunning, the location is convenient to all, and the house itself was fantastically stocked and immaculate. We rented...
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    About this property
    Relax and enjoy this beautiful 5,000 sqft house on the Kiawah River. The private dock on deep water access with floating dock awaits your daily and evening cruises on your boat. Enjoy fishing, crabbing and skiing up and down the river. The pool is surrounded with decks and screen porches...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Fab & Fresh Villa! Walk to Beach, Golf, Sanctuary!1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Porch
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2018
    Relaxing; Accommodating; Superb week. First week of Nov--75-80 degrees, crystal clear, full moon; Gentle breezes--what could be more ideal? Beautiful space, perfect vacation.
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    About this property
    Stay in exquisite comfort in our newly acquired, totally refurbished Turtle Cove villa as you enjoy Kiawah's world-renowned golf courses and 10+ miles of pristine lowcountry beaches. Our location offers the ideal launching point for island explorations and is just a short, scenic walk to the...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a relaxing & comfortable Kiawah Island vacation home that sleeps 7 people, is a 10 minute walk to the beach has access to a community pool and boat dock? Then Sprigg's Shack in Inlet Cove on Kiawah Island is for you! With a 5 minute walk to the Inlet Cove community pool amenities...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax, Renew, Retreat is a beautifully decorated one bedroom villa that is a 3 minute walk to Kiawah Island's 10-mile long Atlantic Ocean beach and conveniently located near Kiawah Island's golf & tennis amenities, Freshfield Village, the Sanctuary Spa and Bohicket Marina. Tucked away within the...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Professionally decorated home on gorgeous lagoon1 / 15
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Patio
    • Washer
    • Waterfront
    • Balcony
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    This beautiful home on Kiawah Island, SC is our annual vacation spot! We just returned from our vacation last month and everything is still as wonderful as the first time we...
    Reviewed 30 April 2017
    This April marked our second trip to this property in as many years, and is the perfect base from which to explore Kiawah Island and the surrounding area. Charleston is about a...
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    About this property
    Our beautiful home on Kiawah Island, SC is located on a gorgeous lagoon which sees plenty of wild life each day. The street where our home is located is very quiet with a small number of cars which makes it a nice place to ride bikes or walk. The house has a wonderful lay out with many different...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Duneside 11081 / 33
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2016
    We recently rented this house for our family of four (including two teenagers), my aunt and my retired parents. Perfect space for us, everything was very nice. The best part was...
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    About this property
    Duneside 1108 is a beautifully decorated villa offering spectacular ocean views from ALL three floors. Each floor has an outside space with unobstructed views of the lush dune and the Atlantic Ocean. Guests can delight in the easy access to the shared community pool, Atlantic Ocean and 10-miles of...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Low Oak Woods 3741 / 36
    (1)Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    Our three generation family loved this house. There was lots of spread out room for ages 6-75 years old. We loved the proximity to the beautiful. Each person was comfortable...
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    About this property
    Located just a block from the beach, this elevated seven bedroom, four and one half bath home offers many amenities. The home has two screened porches providing plenty of outdoor living space. Features include beautiful wood and tile floors throughout, plenty of natural light, a beautifully...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Internet Access
    • Waterfront
    • Balcony
    • Air Conditioning
    • Washer
    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront Mariners Watch 3 bedroom villa w/ direct beach access. Gorgeous, updated three bedroom villa is one of the cypress and cedar-shingled Mariner’s Watch Villas reminiscent of turn-of-the-century seaside cottages. Offering the closest villa location to the beach and ocean and featuring a...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Inlet Cove 411 / 43
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2017
    We picked the best house in the Gated inlet cove. It was right off the water and we saw dolphins diving 30 feet away at sunset. It had a comfortable hammock for 2 placed right...
    Reviewed 17 July 2017
    My wife celebrated our 30th anniversary on July 4 th on kiawah island inlet cove . 41 inlet cove was clean with breathtaking views from screened in deck , The outside decking...
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    About this property
    Enjoy relaxing views of the meandering Kiawah River from the ground level deck of this Inlet Cove cottage. There are ceiling fans, a gas grilling station, a table that seats 12 plus a rope hammock for your outside living pleasure. The cottage itself has 1267 square feet with 3 bedrooms, 2 baths,...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Glen Abbey 2361 / 34
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
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    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2017
    I have to say this was by far one of the better houses we have stayed at in Kiawah. All rooms were very nice and beds were very comfortable. Loved having to seating areas in the...
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    About this property
    236 Glen Abbey is located behind the second gate in Vanderhorst Plantation. With four bedrooms and four baths, this lagoon view home can accommodate up to 10 guests. Guests enjoy amenities like wireless internet access and a gas grill. The home is a brief 10 minute walk from the beach. On the...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Internet Access
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your search for the perfect Kiawah beach house is over! Across the street from the beach, hot tub, tons of outdoor living space, and pristine, Across the quiet tree-lined street from Kiawah’s 10-mile beach, the gorgeous newly constructed beach home enjoys a wonderful location that offers very...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3BR Inlet Cove near beach/pool/dock1 / 18
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2014
    My brother recommended Flip Key to me. It is a very friendly user service. I highly recommend this for any vacation rental.The rental was in a very good location. We were...
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    About this property
    Welcome to PARADISE! Our 3 bedroom, 2 bath free-standing cottage on Kiawah Island is a short walk to Kiawah's gorgeous beach, spacious private community swimming pool and dock (great for kayaking, fishing, sunsets...) Renovated and features new furniture, hardwood floors, Wi-Fi internet access, 50'...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windswept 51411 / 31
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
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    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2016
    We've been to Kiawah many times over the last 30+ years and have stayed here in 5141 the last 5-6 visits. It is the nicest unit we've stayed in. By far. The view is...
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    About this property
    Completely unique, custom top floor penthouse villa in Windswept III! Everything in this property is outstanding including kitchen, flooring, furnishings, floorplan, etc! Wonderful views of the Atlantic Ocean and Kiawah's 10 mile beach. Some features include 4 large, hi-definition TV's, a...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Seascape 35591 / 33
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This second floor villa features ocean views. With three bedrooms and three baths, the villa can accommodate up to eight guests. The master suite has a king bed as does the second bedroom, the third bedroom has two double beds. Guests enjoy wireless internet access. Each Seascape Villa includes:...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Island Retreat! Located within the exclusive Vanderhorst Plantation neighborhood, 212 Glen Abbey promises guests a peaceful retreat. Overlooking a tranquil lagoon, this home sits adjacent to the 'alley of oaks' bridge. You are within minutes to having your toes in the sand, walking Kiawah's...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mariner's Watch 42551 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2017
    We really enjoyed the “hominess” of the Villa. It was clean, bright, and suited our family very well. It was very close to the beach and at night you can hear the waves. We...
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    About this property
    Enjoy this Second Floor Luxury Updated Villa, Just Steps from the Beach! The fully updated living, dining, and kitchen area features stone tile floors, stainless steel appliances, granite counters, and a large TV, plus wifi access. Vaulted ceilings help to open the villa up; and the neutral,...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This second floor one bedroom, one bath villa is in an ideal location. Less than five minutes from the beach, and even closer to The Shops in West Beach Village, this villa offers great views of the tennis courts at the West Beach Tennis Center. If you're a tennis fan, you have a courtside view,...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First floor villa has a screened porch and lagoon views and is within walking distance of the beach. Guests enjoy access to wireless internet and free domestic long distance. Stay near the sound of the surf and simply walk over the boardwalk to Kiawah Island’s warm beach sands. Perfect for bicycle...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sparrow Pond 10811 / 33
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2016
    Really enjoyed the location so close to the pool and the beachBedroom arrangements were great for guests
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    About this property
    This charming three bedroom cottage has a nice and easy-to-use kitchen, two full bathrooms and glassed-in-sunroom with a pullout sofa. Hardwood floors start at the entry and extend throughout the dining and living room. The sun room has sleeper sofa. The deck has a gas grill and table with a large...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just steps away from the West Beach Marsh View Observation Tower, along the Kiawah River, this home offers guests incredible marsh and river views, as well as a reverse floor plan, hardwood floors, granite counters, wireless internet access, and an outdoor shower. With three bedrooms and...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come unwind at our 2 bedroom first floor Turtle Point Villa which overlooks the 17th fairway of the Turtle Point Golf Course. This villa is centrally located and walking distance to Kiawah’s Five Star Sanctuary luxury resort and spa, Kiawah’s pristine beaches, East Beach Tennis Center, Turtle...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contact us by May 1st to receive a 10% discount on this amazing home for summer! Ultimate Kiawah Property! This home is the quintessential Kiawah vacation house, with total luxury inside and amazing exterior space to enjoy while relaxing with friends and family. Located on a gorgeous homesite on...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    Tennis Club 47091 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 27 December 2016
    This is one of the loveliest places we've ever stayed, including luxury hotels in Europe and the Middle East. There was not one single discordant note in the decor -- and a...
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    About this property
    This luxurious, updated one-story villa, conveniently located on the first-floor, features 2 large bedrooms and 2 baths, light-filled sunroom with lagoon views, and is within a 10-minute walk to the beach. For added privacy and charm, 4709 Tennis Club is in a four-villa only building in a shaded,...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 bedroom 4.5 bath in Kiawah Island SC1 / 25
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    My family and friends have stayed at this home for 3 years in a row. We absolutely love it and its amenities. Great views, well stocked, clean and very comfortable. Tom is...
    Reviewed 15 August 2016
    Our family vacation in the house was amazing (5 adults, 6 year old, 14 year old). The house offered enough space for all, the separate bathrooms was a huge plus. The house...
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    About this property
    Our home is a short walk to the 10 mile long beach on Kiawah Island. The home has an open floor plan and overlooks a lagoon and the 17th tee box of Cougar Golf Course. We are on the front end of the island for easy access on and off. The deck stretches the entire length of the rear of the house...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Sauna
    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Whimbrel... The moment you open the front door and step into the foyer, your eye will be drawn to the expansive views of Kiawah Island's Osprey Point's 8th green and the new salt-water swimming pool. (NOT a dipping pool) Located behind the second security gate in Vanderhorst Plantation...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New To the Rental Market, this beautiful home with private pool and panoramic views of Osprey Point golf course’s No 12 fairway and green is situated in a quiet neighborhood behind Kiawah’s second security gate. When you pull into the driveway of this home, you will feel like you are in the...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    1363 Fairway Oaks is a comfortable first floor villa featuring fantastic views of the 16th green and fairway of the Cougar Point Golf Course. The back deck is a pleasant, shaded location to enjoy your morning coffee or afternoon cocktails while watching golfers on the 16th Green. You can also enjoy...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house has wonderful architecture, with many seating places and areas to gather or be private. The house is sited on a big lagoon with thrilling 'gator and bird views. A lovely screen porch and deck add to the enjoyment. It is a 7 minute, shaded, paved walk to reach the enormous, gorgeous...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Parkside 45791 / 28
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property has a custom kitchen, luxurious bathrooms, great flooring, wall coverings, fixtures and appliances. A decorator worked directly with the owner to create a pristine Kiawah Island retreat with pleasing furniture, art, accessories, bedding, and lighting. Kiawah Island’s 30 plus miles of...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Oceanwoods 4851 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage features 2 TV's, a VCR/DVD player and stereo with CD player! The dining room has sliding glass doors which open onto the deck. Great mid island location with easy access to recreation at the Night Heron Park, shopping, dining, tennis and golf at both the East and West Beach Villages,...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Oceanwoods 4241 / 28
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    Our family had an incredible week while staying here! The cottage was comfortable, very clean and well equipped for all our needs. The beautiful beach was just a short walk or...
    Reviewed 8 May 2017
    This house is fantastic! It's a great home in a great location - close to beach access and on the bike trail. The home itself is beautifully furnished and well equipped for a...
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    About this property
    This near beach cottage was recently updated to include all new furnishings, refinished flooring in the main living areas, new paint, granite countertops, and high-end, Sealy Posturepedic mattresses. The cottage features wooded views, high speed wireless internet access, the Xfinity HD preferred...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Parking
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First floor villa with a private scenic dock on the lagoon. Nice lagoon views. This villa is just a couple of minutes walk from the beach and is close to the green spaces and playgrounds of Night Heron Park. Kiawah Island’s 30 plus miles of paved bike trails extend all the way to both The Shops in...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Spectacular Oceanfront 2 Bedroom Shipwatch Villa1 / 39
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Washer
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2017
    We found this condo to be nicely decorated and very convenient to the beach. It included comfortable furniture, functioning internet and cable service, and a well-stocked...
    Reviewed 17 May 2017
    The condo was nice in an order building near the beach.My only real complaint is that you could hear your neighbors beside you and on the floors above you. I will never stay in...
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    About this property
    This spectacular Villa is a first floor 2 Bedroom, 2 Bath unit on the Oceanside of this 4 story complex. Outside of the large living room deck or either of the decks off the bedrooms you can listen to the Ocean surf and take in the wonderful Sea air. Since we are first floor the protective dunes...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Parking
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    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa is currently on the market for sale, real estate agents may request showings during your stay with reasonable notice. This beautiful, newly renovated three-bedroom villa is one of the cypress and cedar-shingled Mariner’s Watch Villas reminiscent of turn-of-the-century seaside cottages....
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We built this house just over 10 years ago and added the heated infinity edge pool in 2010. It is a perfect house for one or two families to enjoy all that Kiawah Island has to offer - its world class golf, tennis & beach or its proximity to beautiful and historic Charleston (just 21 miles away)....
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • DVD Player
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage features two TVs, a built-in stereo system, wireless internet access, screened porch and a fireplace. Views are of the natural maritime forest wooded surroundings. The great mid-island location offers easy access to shopping, dining, recreation at the Night Heron Park, and tennis and...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windswept 44211 / 31
    (7)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2017
    Returned to Kiawah for the first time as a parent after having vacationed here as a child many years ago. 4421 Windswept was perfect for this trip with my young son. The condo...
    Reviewed 30 July 2015
    5 Stars! This condo is amazing and we had such an enjoyable visit. Everything you hope for on a vacation was granted! The condo was clean, beautiful, well stocked with...
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    About this property
    This stunning oceanfront second floor villa features full ocean views. Great furniture in the living room and bedroom, and both tile and carpet flooring which has been added throughout the rooms. The kitchen and bathrooms have custom-made cabinets, quartz countertops and hardware. The entire villa...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Shipwatch 22731 / 18
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • DVD Player
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    Beautiful beach front condo on a quiet beach. Close to Charleston (35 minutes).Lovely views from large windows.
    Reviewed 29 April 2017
    as a 1st time visitor, I was enchanted by the quiet, non commercial resort atomesphere yet it had all the amenities one could possibly want including a variety of restaurants...
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    About this property
    On the oceanfront in Kiawah's West Beach Village, with ocean views! Easy beach access, and close proximity to tennis, golf, shopping and dining. Square Feet: 700 Bedding includes a King bed and a sleeper sofa. This villa can accommodate up to 4 guests. Each Shipwatch Villa includes: free parking,...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Mariner's Watch 42041 / 28
    (1)Average
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Internet Access
    • DVD Player
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2016
    Fabulous beachfront location. However unit is quite dated and run down. Also not particularly clean and with a serious roach infestation. Management brought us cans of Raid but...
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    About this property
    First floor villa with full ocean views. This villa offers two TV's, plus DVD, CD player, wireless internet access, and fax machine for guest use. One of the TVS is 46 inch HDTV. Stay near the sound of the surf and simply walk over the boardwalk to Kiawah Island’s warm beach sands. Perfect for...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering wooded views, this cottage has free access to a community pool. This privately gated community is an easy walk or bike ride to the beach and General Store, plus the golf, tennis, shopping and dining in West Beach Village. Inlet Cove is also the closest neighborhood to shopping and dining...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cotton Hall 521 / 19
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2016
    Very pleased with Cotton Hall52. Gorgeous, clean home in a pretty neighborhood with lots of room! Lovely, well supplied kitchen, all 3 bedrooms very spacious with...
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    About this property
    From the private deck, this home features views of the 6th hole of the Turtle Point golf course. Located in the exclusive Vanderhorst Plantation area, guests are sure to enjoy the peaceful views of nature that surround the home. The beach is a 10 minute bike ride away. Square Feet 2100 This home...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Inlet Cove 111 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Inlet Cove neighborhood is a separate gated community on Kiawah Island. It is an easy walk or bike ride to the beach and General Store, plus the golf, tennis, shopping and dining in West Beach Village. Inlet Cove is also the closest neighborhood to shopping and dining in Freshfields Village...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windswept 51251 / 21
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    Condo is in a great location, on the beach with an ocean view. Condo is a little dated and could use a refresh. Patio furniture was in very poor condition. I would rent it...
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    About this property
    Lovely fourth floor villa in the high rise building of Windswept III. Guests are sure to enjoy the wonderful ocean views, furnished deck, wireless internet, and flat screen TV's. Square Feet 1200 The living room features a 46 in HDTV and access to the furnished deck. The kitchen everything needed...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Parkside 45671 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First floor villa on the scenic lagoon. Within an easy walking distance to the beach, Night Heron Park and Playground, and the Nature Center. Kiawah Island’s 30 plus miles of paved bike trails extend all the way to both The Shops in West Beach Village and the shopping, dining and entertainment of...
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    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Silvermoss Circle 91 / 33
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just beyond the second gate in the Vanderhorst Plantation, nestled on a quiet cul de sac, this four bedroom three and one-half bath central island home will accommodate up to 10 guests and sits on a lagoon with a beautiful golf view. Enjoy access to the shared community pool and a five...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Third floor villa in the high rise building, with full ocean views. Guests enjoy access to wireless internet. Square Feet 1200 The living room is open to the dining room and has deck access. The master bedroom has a Queen bed and private bath. The twin bedroom has a private access to the hall...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of Kiawah Island’s top designers has made this great property ready for your arrival! This wonderful corner villa offers expansive views of scenic Night Heron Lagoon. The lagoon itself goes partially underneath the property and will make you wonder if you in a house or on a boat! This lovely...
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    Location Information
    Kiawah Island, Coastal South Carolina 29455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1
    Kiawah Island Vacation Rentals

    Nature lovers unite on this barrier island on the shores of the Atlantic Ocean 21 miles south of Charleston. Brimming with lush foliage at every glance, Kiawah Island has ten miles of wide sandy beaches, 123 acres of parks, 30 miles of hiking and biking trails, and world-class golf courses.

    Why reduce your enjoyment of this unspoiled paradise by staying in a small hotel room when a spacious vacation rental will enhance your visit and offer you a better value. Whether it’s a spectacular beachfront rental home with a spacious media room, swimming pool and hot tub or a cozy cottage encircled by a lush garden, we can help find the perfect place for you and your family.

    Kiawah Island attractions and activities

    To get a true sense of the beauty of Kiawah Island venture to Marsh Island Park where you’ll be rewarded with stunning scenic views atop the Marsh Island Lookout Tower of the Kiawah River, saltwater marshes, and island hammocks. For animal lovers, don’t miss the Heron Park Nature Center where you can participate in nature tours and programs, birding walks, butterfly walks, and alligator walks. Bird admirers love the Great Egret Rookery, a spot where you can typically see several dozen of the magnificent white birds in trees over a lagoon.

    For an exceptional picnic area head to Beachwalker Park, which has a wide boardwalk that winds through palmettos, oaks, and pines.

    Golf on Kiawah Island is not just any recreation amenity, it’s a way of life. There are five championship courses on the island highlighted by the Pete Dye designed Ocean Course site of the 1991 Ryder Cup matches and 2007 Senior PGA Championship. In 2012, the Ocean Course at Kiawah Island Golf Resort will host the 94th PGA Championship. Other courses to play include the Jack Nicklaus designed Turtle Point and Gary Player designed Cougar Point courses.

    Vacation rentals for families

    If you desire the beach lifestyle, there are numerous beach houses and condo rentals so close to the Atlantic Ocean that you can look out the window and see your kids building a giant sand castle. We also have listings of rentals in other settings such as alongside golf courses and overlooking rivers and lagoons, and all include kitchens where you can prepare money-saving meals.

    Deals on Kiawah Island vacation rentals

    To fully enjoy the pristine environment on Kiawah Island, a vacation rental provides the extra amenities, increased space and storage, and value you’re seeking. We have special deals and discounts on a wide variety of properties in different areas of the island, and we’ll provide you with several unbiased user reviews, so you can book with knowledge and confidence.

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