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

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153 Vacation rentals

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

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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Responds fast!
avg. 2 hours 21 minutes

from $185 / 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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Responds fast!
avg. 1 hour 48 minutes

from $175 / night

21

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

$6975 / week

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from $996 / 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

$1225 / week

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Responds fast!
avg. 1 hour 19 minutes

from $175 / night

(6) 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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Responds fast!
avg. 1 hour 41 minutes

from $550 / 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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Responds fast!
avg. 1 hour 35 minutes

from $160 / night

25

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 b …see more

from $240 / night

$1681 - $3430 / week

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from $240 / night

24

Vacation cottage accommodation

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The cottage features an open floor plan with three bedrooms, screened porch, and wraparound deck. The living room offers comfortable seating, TV, and access to the screened porch. The renovated kitchen is fully equipped for preparing your vacation meals and has bar stoo …see more

from $221 / night

$1540 - $3430 / week

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from $221 / night

26

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 main …see more

from $190 / night

$1330 - $4200 / week

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from $190 / night

29

Vacation home with shared pool in Kiawah Island

Coastal South Carolina / Kiawah Island

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 co …see more

from $303 / night

$2695 / week

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from $303 / night

27

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. A …see more

from $405 / night

$2835 - $5215 / week

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from $405 / 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 l …see more

from $170 / night

$1190 - $1785 / week

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from $170 / 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, boasts …see more

from $165 / night

$1155 - $1785 / week

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from $165 / 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 left …see more

from $240 / night

$1681 - $3430 / week

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from $240 / 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 - $4400 / week

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Responds fast!
avg. 2 hours 31 minutes

from $500 / 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 s …see more

from $510 / night

$3570 - $7491 / week

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from $510 / 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

$1015 / week

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Responds fast!
avg. 1 hour 19 minutes

from $145 / night

32

Home rental in Kiawah Island

Coastal South Carolina / Kiawah Island

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • 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 luxu …see more

from $1625 / night

$11375 - $32305 / week

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Responds fast!
avg. 2 hours 9 minutes

from $1625 / 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 spa …see more

from $380 / night

$2660 - $6965 / week

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from $380 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
The house located at 45 Muirfield Lane, has a large wrap around porch and white picket fence. It is only a 3 minute walk to the beach, steps away from the community pool, offers Turtle Point golf course views from the front and beautiful lagoon views from the back. The …see more

from $320 / night

$2240 - $7560 / week

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from $320 / night

26

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
This is a beautiful Kiawah Island oceanfront vacation rental, located at 44 Surfsong Road, in a gated community. It has a private boardwalk directly to the beach. This home had a full renovation in 2012 where the house and every room was re-modeled and rebuilt. A profes …see more

from $1460 / night

$10220 - $30275 / week

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from $1460 / 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 comfor …see more

from $235 / night

$1645 - $4970 / week

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from $235 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This home offers stunning golf and lagoon views, 4 bedrooms, generous outdoor space, and traditional charm. Situated on Osprey Point Golf Course, the home is a 5 minute bike ride to the beach. The main floor back deck offers plenty of space, whether you prefer to dine u …see more

from $255 / night

$1785 - $3955 / week

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Responds fast!
avg. 2 hours 7 minutes

from $255 / night

33

Vacation cottage 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 cottage features three bedrooms and a screened porch, and has access to the community pool and dock. The cottage is about a 4-minute walk to the beach. Featuring hardwood floors throughout, the cottage offers an open floor plan and neutral color palette. The living …see more

from $285 / night

$1995 - $3150 / week

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Responds fast!
avg. 2 hours 9 minutes

from $285 / night

28

Home rental in Kiawah Island

Coastal South Carolina / Kiawah Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This luxurious 4 bedroom is tucked away in Vanderhorst Plantation and boasts a private pool and spa with serene marsh views. The home is a seven minute bike ride to the beach. The living room features a comfortable sofa and four cozy chairs, large wall-mounted flat-s …see more

from $445 / night

$3115 - $8155 / week

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from $445 / night

27

Kiawah Island Vacation villa rental

Coastal South Carolina / Kiawah Island

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 off …see more

from $221 / night

$1540 - $2660 / week

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from $221 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
When you enter this 4 bedroom Kiawah Island through the gated front yard shaded with beautiful trees, you are greeted with wonderful lagoon views from the family room directly ahead. These relaxing water views can also be enjoyed from the sunroom and master bedroom loca …see more

from $320 / night

$2240 - $5706 / week

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from $320 / night

24

Home rental in Kiawah Island

Coastal South Carolina / Kiawah Island

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
This home offers 5 bedrooms, a private pool and spa, golf course views, and pool table. The home received numerous upgrades in 2015, including a pool, updated kitchen and bathrooms, fresh paint and flooring. The spacious home is located in the exclusive Vanderhorst Plan …see more

from $490 / night

$3430 - $9520 / week

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from $490 / night

42

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
The home was completely refurnished for Summer 2015! You are greeted by beautiful hardwood floors that invite you into the living room with access to the back deck. The adjacent gourmet kitchen showcases Jenn-Air applicances, custom tile backsplash, center island, and a …see more

from $445 / night

$3115 - $8750 / week

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Responds fast!
avg. 2 hours 9 minutes

from $445 / night

42

Vacation apartment in Kiawah Island

Coastal South Carolina / Kiawah Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy spending your days on the golf course, tennis courts and beach when you stay at this beautiful 2-bedroom, 2-bathroom vacation rental condo that sleeps 6. Situated on a lagoon in the heart of Tennis Club Villas in Kiawah Island, this home provides a peaceful and re …see more

from $170 / night

$1190 - $1750 / week

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Responds fast!
avg. 50 minutes

from $170 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
The home is about a 5 minute walk to the beach. The living room is highlighted by soaring ceilings, ample windows and natural light, plenty of comfortable seating, and a large wall-mounted TV. The kitchen and dining room are adjacent to the living room. The fully equipp …see more

from $570 / night

$3990 - $11095 / week

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from $570 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • 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 a …see more

from $585 / night

$4095 - $13825 / week

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Responds fast!
avg. 2 hours 9 minutes

from $585 / night

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
This home is the perfect family vacation home... and it received extensive renovations in 2014. This lovely 6 bedroom home sits on a private lot at the end of Nicklaus Lane, just across the street from the beach access path. Though located inside the Vanderhorst Planta …see more

from $615 / night

$4305 - $14630 / week

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from $615 / night

25

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This beautiful and secluded 4 bedroom, boasts a heated pool and is only a short walk to the beautiful Kiawah beach. Relax on the large back deck and enjoy the lagoon views and the abundant wildlife surrounding this home. As you enter the home the main living areas an …see more

from $300 / night

$2100 - $6475 / week

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from $300 / night

14

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our Sparrow Pond Cottage located 1026 Scaup Court in Kiawah's West Beach overlooking lush maritime woods with many deer and birds to watch. Cottage is on a quiet private Cul de Sac where can hear ocean from a swing on the front porch. Guests are given code to use comm …see more

from $143 / night

$1000 - $1795 / week

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from $143 / 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

$6451 / week

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Responds fast!
avg. 2 hours 31 minutes

from $650 / night

24

Kiawah Island Vacation villa rental

Coastal South Carolina / Kiawah Island

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
This second floor Kiawah Island oceanfront vacation rental, located at 2269 Shipwatch Villa, has been completely renovated and is a relaxing retreat. The main living area is a comfortable open space and offers cozy seating and a large window that lets in the views and o …see more

from $221 / night

$1540 - $2660 / week

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Responds fast!
avg. 2 hours 9 minutes

from $221 / night

55

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
This stunning Kiawah Island oceanfront vacation rental, located at 6 Ocean Course Drive, has 6 bedrooms, a private pool, a gorgeous panoramic view of the Atlantic Ocean, Ibis Pond, and the legendary Ocean Course Golf Course, and is only a short bike ride from the beach. …see more

from $825 / night

$5775 - $14560 / week

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from $825 / 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
This rental home is ideal for small or extended families as well as ladies or gents getaways. Accentuated by hardwood floors, stately columns, and arched windows, the main living room is centrally located in the home and has easy access to the back deck. The fully equip …see more

from $320 / night

$2240 - $5706 / week

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from $320 / night