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In need of a South Carolina vacation rental for a romantic getaway or small group? We offer charming Kiawah villas and cottage rental options around Kiawah Island and the Charleston area. Ranging from one to five bedrooms with an array of options and amenities, we're sure to have the perfect villa or cottage to meet your vacation rental needs. 

View our Kiawah Island villa rentals and cottage rentals with pet-friendly options, community pools, oceanfront properties, and more!

Displaying 1 - 12 of 133 results matching your search criteria
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1337 Fairway Oaks Villa

3
3.5

Area

Kiawah - West Beach

Community

Fairway Oaks

Type

Villa

Beds

  • King
  • King
  • Full/Double
  • Sleeper Sofa
December 2024
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Living Area
Add Favorite

4821 Turtle Cove Villa

3
3

Area

Kiawah - East Beach

Community

Turtle Cove

Type

Villa

Beds

  • King
  • Queen
  • two Full/Doubles
December 2024
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Living Area
Add Favorite

1351 Fairway Oaks Villa

2
2

Area

Kiawah - West Beach

Community

Fairway Oaks

Type

Villa

Beds

  • King
  • two Twins
December 2024
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Living Area
Add Favorite
Beach/Ocean Views
Elevator

5143 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • King
December 2024
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Living Area
Add Favorite
Beach/Ocean Views
Elevator

2369 Shipwatch Villa

1
1

Area

Kiawah - West Beach

Community

Shipwatch

Type

Villa

Beds

  • Queen
December 2024
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November 2025
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Living Area
Add Favorite
Beach/Ocean Views

4440 Windswept Villa

3
3

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • King
  • two Twins
December 2024
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October 2025
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November 2025
SuMoTuWeThFrSa
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Living Area
Add Favorite
Pet Friendly

4295 Mariners Watch Villa

1
1

Area

Kiawah - East Beach

Community

Mariners Watch

Type

Villa

Beds

  • King
  • Murphy Bed
December 2024
SuMoTuWeThFrSa
1
2
3
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January 2025
SuMoTuWeThFrSa
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February 2025
SuMoTuWeThFrSa
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March 2025
SuMoTuWeThFrSa
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April 2025
SuMoTuWeThFrSa
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May 2025
SuMoTuWeThFrSa
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31
June 2025
SuMoTuWeThFrSa
1
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July 2025
SuMoTuWeThFrSa
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31
 
August 2025
SuMoTuWeThFrSa
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31
 
September 2025
SuMoTuWeThFrSa
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October 2025
SuMoTuWeThFrSa
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31
 
November 2025
SuMoTuWeThFrSa
 1
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12
13
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15
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23
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25
26
27
28
29
30
 
Balcony Overlooking the Ocean
Add Favorite
Beach/Ocean Views

5131 Windswept Villa

2
2

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • two Twins
December 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
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31
 
January 2025
SuMoTuWeThFrSa
 1
2
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15
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31
 
February 2025
SuMoTuWeThFrSa
 1
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28
 
March 2025
SuMoTuWeThFrSa
 1
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12
13
14
15
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31
 
April 2025
SuMoTuWeThFrSa
 1
2
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11
12
13
14
15
16
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30
 
May 2025
SuMoTuWeThFrSa
 1
2
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5
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11
12
13
14
15
16
17
18
19
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30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
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31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
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5
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11
12
13
14
15
16
17
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31
 
September 2025
SuMoTuWeThFrSa
 1
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11
12
13
14
15
16
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29
30
 
October 2025
SuMoTuWeThFrSa
 1
2
3
4
5
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10
11
12
13
14
15
16
17
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31
 
November 2025
SuMoTuWeThFrSa
 1
2
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27
28
29
30
 
Kitchen
Add Favorite

4694 Tennis Club Villa

2
2

Area

Kiawah - East Beach

Community

Tennis Club

Type

Villa

Beds

  • King
  • two Full/Doubles
December 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
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23
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26
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28
29
30
31
 
January 2025
SuMoTuWeThFrSa
 1
2
3
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5
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10
11
12
13
14
15
16
17
18
19
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26
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30
31
 
February 2025
SuMoTuWeThFrSa
 1
2
3
4
5
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7
8
9
10
11
12
13
14
15
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28
 
March 2025
SuMoTuWeThFrSa
 1
2
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5
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7
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9
10
11
12
13
14
15
16
17
18
19
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23
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26
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28
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30
31
 
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
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20
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26
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29
30
 
May 2025
SuMoTuWeThFrSa
 1
2
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8
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10
11
12
13
14
15
16
17
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27
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30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
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20
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29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
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23
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26
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28
29
30
31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
4
5
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7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
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23
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26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
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9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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26
27
28
29
30
 
October 2025
SuMoTuWeThFrSa
 1
2
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4
5
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7
8
9
10
11
12
13
14
15
16
17
18
19
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26
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31
 
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
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21
22
23
24
25
26
27
28
29
30
 
Living Area
Add Favorite
Community Pool

51 Inlet Cove Cottage

3
2

Area

Kiawah - West Beach

Community

Inlet Cove

Type

Cottage

Beds

  • King
  • Queen
  • two Twins
December 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
February 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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26
27
28
 
March 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
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26
27
28
29
30
 
May 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
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23
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26
27
28
29
30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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26
27
28
29
30
31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
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26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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25
26
27
28
29
30
 
October 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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26
27
28
29
30
31
 
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Deck Overlooking Ocean
Add Favorite
Beach/Ocean Views
Elevator

4429 Windswept Villa

1
1

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
December 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
February 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
 
March 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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25
26
27
28
29
30
31
 
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
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25
26
27
28
29
30
 
May 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
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23
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26
27
28
29
30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
October 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
November 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Living Area
Add Favorite

1312 Fairway Oaks Villa

3
3

Area

Kiawah - West Beach

Community

Fairway Oaks

Type

Villa

Beds

  • Full/Double
  • King
  • two Twins
December 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
February 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
 
March 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
April 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
May 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
September 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
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