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

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665 Vacation rentals

24

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $163 / night

$1,103 - $2,372 / week

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Responds fast!
avg. 3 hours 32 minutes

from $163 / night

23

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

$6,975 / week

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from $996 / night

16

Vacation villa with golf nearby in Kiawah Island

Coastal South Carolina / Kiawah Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $225 / night

$1,575 / week

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Responds fast!
avg. 2 hours 42 minutes

from $225 / 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

$3,800 / week

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Responds fast!
avg. 1 hour 13 minutes

from $550 / night

16

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Our home is situated at the end of a cul de sac on a quiet street, so your children can ride their bikes in the street in front of the house. It has a large screened porch overlooking the pool and a front porch with rocking chairs. The well-equipped and updated kitche …see more

from $275 / night

$1,600 / week

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Responds fast!
avg. 2 hours 24 minutes

from $275 / 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

$1,260 - $4,900 / week

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Responds fast!
avg. 2 hours 20 minutes

from $175 / night

17

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
1st Floor 1 BR 1.5 BA Windswept Villa for two (beds for up to 4 adults) on the ocean side of the street. Amenities: Large living room with 50 in. widescreen smart TV, DVD and XFinity highspeed WIFI and cable TV. Bedroom with king bed with memory foam mattress, armoire, …see more

from $105 / night

$720 - $1,250 / week

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from $105 / 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

$1,120 / week

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Responds fast!
avg. 1 hour 34 minutes

from $160 / night

4

Vacation home in Kiawah Island

Coastal South Carolina / Kiawah Island

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Pets Welcome. Gated Community Swimming pool in the community and short walk to beach. 4 Bicycles come with the property. 3 bedrooms, 2 baths with porch and fully equipped kitchen. Perfect for a family and friends. Come enjoy beautiful Kiawah Island for a short stay or a …see more

from $250 / night

$2,100 / week

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from $250 / 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 $150 / night

$1,085 - $4,200 / week

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Responds fast!
avg. 2 hours 20 minutes

from $150 / night

30

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 mi
  • Child friendly
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 re …see more

from $625 / night

$3,700 / week

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from $625 / night

23

Vacation villa rental

Coastal South Carolina / Kiawah Island

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Great value for Kiawah! This villa's nightly rate includes all Resort Amenities including check-in privileges and all amenities as a resort guest such as access to all resort pools, complimentary island transportation and discounts on golf, tennis, and bike rental. The …see more

from $135 / night

$945 - $2,268 / week

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from $135 / night

(6) Excellent 

39

Vacation villa in Kiawah Island

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
SALE! SALE! SAVE $200/WEEK on the 2 most popular spring break weeks: April 7-13 and April 28-March 4. Regularly $1,799/WEEK, SALE PRICE: $1,599. Reserve now and SAVE! Also save $200/week on all open spring weeks! ________________________________________________________ …see more

from $269 / night

$999 - $2,999 / week

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from $269 / night

(5) Excellent 

60

Vacation home with shared pool, golf nearby in Kiawah Island

Coastal South Carolina / Kiawah Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
Relax while enjoying the sunset over the picturesque Kiawah River from the deck of our Inlet Cove Cottage. Ten miles of pristine beach are just 400 yards away. The difference is in the details; recent total renovation, beautiful décor, interesting art, great outdoor a …see more

from $250 / night

$1,025 - $2,850 / week

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from $250 / 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 $159 / night

$1,043 - $2,436 / week

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Responds fast!
avg. 2 hours 36 minutes

from $159 / night

24

Kiawah Island Vacation home rental

Coastal South Carolina / Kiawah Island

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
House, 5 Bedrooms + Convertible bed(s), 5.5 Baths, (Sleeps 12) Located near the corner of Flyway and Bufflehead in the exclusive Vanderhorst Plantation, this spacious home offers the best of everything. The outdoor-living spaces are as fabulous as the indoor areas. Loc …see more

from $600 / night

$3,100 - $10,500 / week

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from $600 / night

27

Kiawah Island Vacation villa rental

Coastal South Carolina / Kiawah Island

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
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 Mari …see more

from $119 / night

$763 - $1,526 / week

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Responds fast!
avg. 2 hours 36 minutes

from $119 / night

26

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

$1,190 - $1,750 / week

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Responds fast!
avg. 14 minutes

from $170 / night

(1) Excellent 

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 $257 / night

$1,795 / week

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from $257 / night

26

Vacation home with golf nearby in Kiawah Island

Coastal South Carolina / Kiawah Island

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
Our 4-bedroom house is spacious and filled with light. Decor is comfortable, casual and cheerful. We are one-third of a mile from the fabulous Kiawah Island Beach. You can walk this in 9 minutes or less and bike it in 3. Our street is very quiet, and leads straight …see more

from $275 / night

$1,925 / week

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from $275 / night