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In need of a South Carolina vacation rental for a romantic getaway or small group? We offer charming villa 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 and cottage rentals with pet-friendly options, community pools, oceanfront properties, and more!

Displaying 37 - 48 of 145 results matching your search criteria
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4581 Parkside Villa

2
2

Area

Kiawah - East Beach

Community

Parkside

Type

Villa

Beds

  • King
  • two Twins
  • Sleeper Sofa
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Elevator

5137 Windswept Villa

3
3

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • King
  • two Twins
September 2023
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Beach/Ocean Views
Elevator

4455 Windswept Villa

1
1

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • Sleeper Sofa
September 2023
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March 2024
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Living area
Add Favorite

1314 Fairway Oaks Villa

3
3.5

Area

Kiawah - West Beach

Community

Fairway Oaks

Type

Villa

Beds

  • King
  • Queen
  • two Twins
  • Sleeper Sofa
September 2023
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View from the villa
Add Favorite
Beach/Ocean Views
Elevator

2266 Shipwatch Villa

1
1

Area

Kiawah - West Beach

Community

Shipwatch

Type

Villa

Beds

  • King
September 2023
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Add Favorite
Beach/Ocean Views
Elevator

2268 Shipwatch Villa

2
2

Area

Kiawah - West Beach

Community

Shipwatch

Type

Villa

Beds

  • King
  • two Queens
September 2023
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December 2023
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July 2024
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August 2024
SuMoTuWeThFrSa
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31
Living Area
Add Favorite

4538 Parkside Villa

2
2

Area

Kiawah - East Beach

Community

Parkside

Type

Villa

Beds

  • King
  • King
  • Sleeper Sofa
September 2023
SuMoTuWeThFrSa
 1
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October 2023
SuMoTuWeThFrSa
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November 2023
SuMoTuWeThFrSa
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December 2023
SuMoTuWeThFrSa
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January 2024
SuMoTuWeThFrSa
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February 2024
SuMoTuWeThFrSa
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March 2024
SuMoTuWeThFrSa
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April 2024
SuMoTuWeThFrSa
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May 2024
SuMoTuWeThFrSa
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June 2024
SuMoTuWeThFrSa
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July 2024
SuMoTuWeThFrSa
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August 2024
SuMoTuWeThFrSa
 1
2
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16
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22
23
24
25
26
27
28
29
30
31
Living Area
Add Favorite

4550 Parkside Villa

2
2

Area

Kiawah - East Beach

Community

Parkside

Type

Villa

Beds

  • King
  • Twin over Queen Bunk Bed
  • Sleeper Sofa
September 2023
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
October 2023
SuMoTuWeThFrSa
1
2
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4
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8
9
10
11
12
13
14
15
16
17
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28
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30
31
 
November 2023
SuMoTuWeThFrSa
 1
2
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4
5
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10
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12
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30
 
December 2023
SuMoTuWeThFrSa
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2
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31
 
January 2024
SuMoTuWeThFrSa
 1
2
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9
10
11
12
13
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16
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31
 
February 2024
SuMoTuWeThFrSa
 1
2
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4
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8
9
10
11
12
13
14
15
16
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28
29
 
March 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
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8
9
10
11
12
13
14
15
16
17
18
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30
31
 
April 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
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8
9
10
11
12
13
14
15
16
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30
 
May 2024
SuMoTuWeThFrSa
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31
 
June 2024
SuMoTuWeThFrSa
 1
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10
11
12
13
14
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16
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28
29
30
 
July 2024
SuMoTuWeThFrSa
 1
2
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12
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31
 
August 2024
SuMoTuWeThFrSa
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23
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28
29
30
31
Living Area
Add Favorite
Community Pool

1030 Sparrow Pond Cottage

3
2.5

Area

Kiawah - West Beach

Community

Sparrow Pond

Type

Cottage

Beds

  • Queen
  • Queen
  • two Twins
September 2023
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 2023
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 2023
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
 
December 2023
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 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
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25
26
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28
29
30
31
 
February 2024
SuMoTuWeThFrSa
 1
2
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4
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9
10
11
12
13
14
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16
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28
29
 
March 2024
SuMoTuWeThFrSa
 1
2
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8
9
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11
12
13
14
15
16
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30
31
 
April 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
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8
9
10
11
12
13
14
15
16
17
18
19
20
21
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23
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27
28
29
30
 
May 2024
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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25
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27
28
29
30
31
 
June 2024
SuMoTuWeThFrSa
 1
2
3
4
5
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8
9
10
11
12
13
14
15
16
17
18
19
20
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22
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30
 
July 2024
SuMoTuWeThFrSa
 1
2
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4
5
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11
12
13
14
15
16
17
18
19
20
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31
 
August 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
Living Area
Add Favorite

4388 Windswept Villa

2
2.5

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • two Twins
  • Sleeper Sofa
September 2023
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 2023
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 2023
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
 
December 2023
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 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
 
February 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
 
March 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
 
April 2024
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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25
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27
28
29
30
 
May 2024
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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25
26
27
28
29
30
31
 
June 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
 
July 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
 
August 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
Living Area
Add Favorite

1357 Fairway Oaks Villa

3
3.5

Area

Kiawah - West Beach

Community

Fairway Oaks

Type

Villa

Beds

  • Queen
  • King
  • two Twins
September 2023
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 2023
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 2023
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
 
December 2023
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 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
 
February 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
 
March 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
 
April 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
 
May 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
 
June 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
 
July 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
 
August 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
Deck/Boardwalk Access from Bedroom 1 (primary)
Add Favorite
Beach/Ocean Views
Elevator

4412 Windswept Villa

1
1

Area

Kiawah - East Beach

Community

Windswept

Type

Villa

Beds

  • King
  • Sleeper Sofa
September 2023
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 2023
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 2023
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
 
December 2023
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 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
 
February 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
 
March 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
 
April 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
 
May 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
 
June 2024
SuMoTuWeThFrSa
 1
2
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August 2024
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