50 Best Kiawah Island Vacation rentals on Holiday Lettings - House rentals

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146 Vacation rentals

16

Vacation villa with golf nearby in Kiawah Island

Coastal South Carolina / Kiawah Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
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 sho …see more

from $185 / night

$1100 - $1800 / week

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from $185 / night

(2) Excellent 

29

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
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 d …see more

from $550 / night

$3800 - $5250 / week

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from $550 / night

(2) Very Good 

18

Vacation villa rental

Coastal South Carolina / Kiawah Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
The Cottage is conveniently located for families looking to be close to the Kiawah Island activities and the beach. These individual home cottages are located in a quiet, beautiful area surrounded by moss covered live oaks and palmetto trees. You will find an easy walk …see more

from $175 / night

$2700 / week

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from $175 / night

(4) Very Good 

12

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Air conditioning
Our 1 bedroom Seascape Villa at Kiawah is in a wonderful location that is just a short walk down a paved, shady, path to the beach. We have a full size refrigerator, stove, dishwasher and washer / dryer. The bedroom is attractive with a very comfortable King size bed …see more

from $175 / night

$975 / week

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from $175 / night

20

Vacation home with golf nearby in Kiawah Island

Coastal South Carolina / Kiawah Island

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
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 Charl …see more

from $996 / night

$6976 / week

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from $996 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
The light-filled main living room features hardwood floors, a wall of windows, and soaring ceilings as well as a game table, wall-mounted flat-screen TV, and access to the back deck. The formal dining room offers plenty of seating. The spacious, fully-equipped kitchen …see more

from $545 / night

$3816 - $6370 / week

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from $545 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Air conditioning
Situated on a quiet cul-de-sac, this renovated home offers golf views and is adjacent to a lagoon with bridge for viewing wildlife and flora. The main living room highlights the picturesque golf and lagoon views via its large windows and offers plenty of cozy seating. …see more

from $430 / night

$3011 - $7665 / week

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from $430 / night

(1) Excellent 

17

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Close to Beach, Pool Golf, Tennis, Bike Trails, pet Friendly 4 Bedroom 3 1/2 Bath with a Den, sleeps 10. This golf-view home offers the very best of Kiawah Island living: it's located privately behind the second security gate on a quite cul-de-sac; the 10th fairway of …see more

from $500 / night

$3500 - $4650 / week

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from $500 / night

22

Villa rental in Kiawah Island

Coastal South Carolina / Kiawah Island

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
This Villa features a king bedroom, screened porch, and is about a 7 minute walk to the beach. The second floor villa has been lovingly renovated, including hardwood flooring, open kitchen, and comfortable furnishings. The living room, complete with sleeper sofa, boas …see more

from $170 / night

$1190 - $1680 / week

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from $170 / night

24

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
This beautifully renovated Kiawah Island Villa is only 25 miles from the historic city of Charleston on Kiawah Island’s West Beach. Being located on the first floor with tennis views and only a short walk to the beach and Cougar Point golf course make this the perfect …see more

from $170 / night

$1190 - $1786 / week

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from $170 / night

13

Vacation cottage in Kiawah Island

Coastal South Carolina / Kiawah Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Our Cottage is located in a secluded cul-de-sac and across the street from our beautiful beach. Bring your bikes and ride around the island for miles seeing our wildlife, lagoons and marsh views. Fishing from many of our docks and shores. Sunsets and walks on the beac …see more

from $160 / night

$1120 / week

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from $160 / night

8

Vacation home rental

Coastal South Carolina / Kiawah Island

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Pet friendly
Inlet Cove has it all. Walking distance to the beach and to the great Inlet Cove pool and dock, where you can see the most amazing sunsets. You are also a bike ride away from Freshfield's, where you can get groceries, a bite to eat, or catch some of the concerts on the …see more

from $175 / night

$1100 - $2000 / week

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from $175 / night

24

Kiawah Island Vacation villa rental

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This first floor offers 3 bedrooms. The renovated villa includes many upgrades, including a tiled master bathroom with granite countertops, new flooring, new bedding, and new living area furnishings. When you enter the villa the kitchen and dining area are to your lef …see more

from $250 / night

$1750 - $3220 / week

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from $250 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The home offers the privacy that is tough to achieve when renting a shared villa building, yet is a short 7-minute bike ride to the beach. Built in the mid-1980’s and freshly updated in 2016, the three-bedroom home boasts original charm and mature landscaping. The mai …see more

from $295 / night

$2065 - $3185 / week

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from $295 / night

(1) Excellent 

14

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Beach is just a 8 minute bike ride away or drive to beach parking in just a minute or two. Access to 5 Resort Golf Coursed and tennis. Just renovated, this gorgeous home is situated on a beautiful natural lot that is embraced by a serene lagoon and mature oaks, magn …see more

from $650 / night

$5500 - $6600 / week

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from $650 / night

24

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This villa offers 3 bedrooms and bathrooms, private deck, and is a 3 minute walk to the beach. The villa underwent extensive renovations in Spring 2016, including opening up the kitchen, raising the second floor ceiling, renovating all the bathrooms, and adding a half …see more

from $250 / night

$1750 - $2590 / week

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from $250 / night

24

Kiawah Island Vacation villa rental

Coastal South Carolina / Kiawah Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This first floor Villa, with amazing golf and lagoon views is the perfect place to spend your next Kiawah vacation. Enjoy gathering with family and friends in the spacious living room with two love seats and two chairs while enjoying the entertainment center with f …see more

from $200 / night

$1400 - $2135 / week

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from $200 / night

26

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
Near the corner of Flyway and Bufflehead in the exclusive Vanderhorst Plantation, 131 Gadwall Lane is an elegantly renovated, professionally decorated, spacious 5 bedroom, 5.5 bathroom offers plenty of room to sit back and relax with family and friends. The home is a …see more

from $695 / night

$4865 - $14175 / week

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from $695 / night

23

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This lovely 4th floor, 2 bedroom Kiawah Island Villa, underwent a complete renovation in Spring 2015. The main living space features an open kitchen, dining, and living area, which opens to the covered deck with ocean views. The fully equipped kitchen offers plenty of …see more

from $340 / night

$2380 - $5075 / week

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from $340 / night

24

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
The villa boasts tile and hardwood flooring, soothing colors, and tasteful furnishings. The bedroom offers a king bed, flat-screen TV, and private entry to the hall bathroom with shower/tub combo. The open living space features comfortable seating for conversation and …see more

from $180 / night

$1260 - $1890 / week

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from $180 / night

20

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Exceptional Villa located in East Beach on Night Heron Lake. Excellent view of Night Heron Lake from the master bedroom, kitchen, living room, and deck. Sanctuary and East Beach Center are both in walking distance. You will be one hundred yards from Night Heron Park and …see more

from $145 / night

$3900 / week

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from $145 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

4 15 Min stay varies

  • 4 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
This beautiful custom-built house, located at 165 Surfsong Road, features 4 bedrooms, a media room, and a private pool and spa. Located on the desirable street of Surfsong, the beach is a short 7-10 minute walk away. Built in 2014, the home showcases luxurious fini …see more

from $585 / night

$4095 - $10255 / week

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from $585 / night

24

Kiawah Island Vacation villa rental

Coastal South Carolina / Kiawah Island

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This third floor Kiawah Island oceanfront vacation rental, located at 4429 Windswept Villa, offers beautiful views from the main living areas and master bedroom. The fully equipped kitchen with granite countertops, stainless steel appliances, and nice wood cabinetry o …see more

from $225 / night

$1575 - $2555 / week

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from $225 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Professionally updated and decorated, the villa has been meticulously maintained. The thoughtful layout allows privacy between the bedrooms yet keeps everyone close to the main living space. An end unit, the villa affords ample windows and natural light. The fully equ …see more

from $285 / night

$1995 - $4165 / week

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from $285 / night

24

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Located in the heart of West Beach, 1415 Courtside Villa is close to everything: beach, tennis, golf, shops, and casual dining. It is about a 4 minute walk to the beach. When you enter the villa, the bedroom and bathroom are on the right and the living area is straigh …see more

from $170 / night

$1190 - $1786 / week

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from $170 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
The home backs up to the Turtle Point Golf Course and offers relaxing views of the 9th fairway from the living areas, master suite, and pool deck across the back of the home. The pristine Kiawah Island beach is only a short bike ride or a 15 minute walk away. The s …see more

from $390 / night

$2730 - $7141 / week

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from $390 / night

26

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This renovated 3 bedroom, 3 1/2 bath home, located at 21 Ocean Green Drive, looks onto the 13th hole of the Jack Nicklaus designed Turtle Point Golf Course. This home offers a wide open floor plan with a remodeled, fully-equipped kitchen flowing into the dining area a …see more

from $260 / night

$1820 - $4550 / week

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from $260 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
This 5 bedroom is less than a 5 minute walk to the beach and is located on the corner of two of the most prestigious streets on Kiawah Island. You will enjoy the grand oak trees which surround the large porches where you can sit and enjoy the ocean breezes, read a goo …see more

from $585 / night

$4095 - $14945 / week

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from $585 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
This friendly, gold rated three bedroom Vanderhorst plantation home is on a peaceful lagoon. It has an open, congenial floor plan with lots of windows. RATES VARY BY SEASON. SEE SEASONAL WEEKLY RATES BELOW FOR ACCURATE WEEKLY AND DAILY PRICING . WEEKLY OR LONGER STA …see more

from $200 / night

$1103 - $2303 / week

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from $200 / night

25

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
This property features many amenities such as cedar shingle siding, traditional furnishings, careful attention to detail, private pool, gas grill, wireless internet, beautiful hardwood floors and is a 5 minute walk to the beach. When you enter the home you will walk u …see more

from $240 / night

$1680 - $6370 / week

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from $240 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Located on the beach access path, the three bedroom home is a short 3 minute walk to the beach. Experience the privacy of a home with the convenience of a beach path just off the back steps! The home features a spacious, light-filled family room with plenty of comf …see more

from $240 / night

$1680 - $4550 / week

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from $240 / night

22

Villa rental in Kiawah Island

Coastal South Carolina / Kiawah Island

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
The end unit townhouse-style villa offers three bedrooms - one king bedrooms, one California king bedroom and one bedroom with a twin bunk bed and another twin bed - and three bathrooms, a deck overlooking the golf course and lagoon, and about a 6-minute walk to the b …see more

from $225 / night

$1575 - $2730 / week

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from $225 / night

32

Home rental in Kiawah Island

Coastal South Carolina / Kiawah Island

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This stunning luxury offers three levels of indoor and outdoor living space, seven bedrooms with private bathrooms, a heated pool and spa, and its own boardwalk to the beach. The home was fully renovated for Summer 2016. The home exudes Southern charm, showcases lu …see more

from $1626 / night

$11376 - $35665 / week

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from $1626 / night

24

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
The villa offers 4 bedrooms and bathrooms, community pool access, and is about a 3 minute walk to the beach. From the hardwood floors to coffered ceilings to gourmet kitchen, this condo boasts fine finishes and is graciously appointed. The open main living space is pe …see more

from $435 / night

$3045 - $7665 / week

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from $435 / night

24

Villa rental in Kiawah Island

Coastal South Carolina / Kiawah Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This beautiful, fourth floor, two bedroom Villa boasts oceanfront views and is just steps to the beach. The two-story villa showcases hardwood and tile flooring, well-appointed furnishings, and ocean views. The main living area and master bedroom are on the second …see more

from $260 / night

$1820 - $3780 / week

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from $260 / night

25

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
Built in 2009, this custom-built home is located in the quiet Egret Pintail neighborhood of Kiawah’s exclusive Vanderhorst Plantation. It features expansive views of Osprey Point’s 16th fairway and is a short 12 minute walk to the beach. Designed with families and vac …see more

from $630 / night

$4410 - $9765 / week

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from $630 / night

24

Vacation apartment in Kiawah Island

Coastal South Carolina / Kiawah Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This condo showcases elevated ceilings and beautiful Kiawah Island ocean views. The villa features a calming color palette, soaring ceilings and abundant natural light in the main living space, hardwood flooring throughout the main living space and bedrooms, and tile …see more

from $270 / night

$1890 - $3255 / week

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from $270 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
Located on familiar Surfsong Road, the home is centrally located on the island and has easy access to the beach. The living room features hardwood floors, cozy sectional, flat screen TV, and access to the spacious screened porch and pool deck. Fully equipped for prepa …see more

from $585 / night

$4095 - $10255 / week

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from $585 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Please Note: The home is undergoing renovations beginning Fall 2016 that will be completed by May 2017, including a fifth bedroom and bathroom, second floor living area, and remodeled bathrooms. The Enclave at Turtle Beach, located in Kiawah Island’s East Beach, is …see more

from $600 / night

$4200 - $12356 / week

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from $600 / night

26

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
This luxurious house boasts a private pool, overlooks the marsh, and is a seven minute walk to the beach. The home features over 3,500 square feet of beautiful indoor and outdoor space for relaxing and entertaining. The living room features a comfortable sofa and f …see more

from $695 / night

$4865 - $14945 / week

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from $695 / night

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