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If you're looking for a space to relax and unwind that's all your own during your Lowcountry getaway, we're pleased to offer an excellent selection of private home rental options on Kiawah Island and in the surrounding Charleston area. Ranging from three to seven bedrooms, our vacation homes have room for your whole family or group no matter the size with options for private or community pools, pet-friendly accommodations, oceanfront rentals, elevators, spas, ocean views, and more.

Experience our island's natural beauty from the comfort of your own private vacation rental and explore our options for Kiawah Island private home rentals. For information about long-term rentals on Kiawah Island, contact us today!

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Pool Area
 
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Private Pool
Elevator
Ping Pong Table

262 Governors Drive

4
5.5

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • King
  • Queen
  • Full over Full Bunk Bed
March 2025
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View Details
3D Virtual Tour
Pool deck
 
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Add Favorite
Private Pool
Elevator

549 Oyster Rake Drive

4
4.5

Area

Kiawah - West Beach

Type

House

Beds

  • King
  • King
  • King
  • King
March 2025
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View Details
3D Virtual Tour
Aerial view of the home
 
<< >>
Add Favorite
Private Pool
Elevator
Foosball Table

498 Old Dock Road

5
5.5

Area

Kiawah - West Beach

Type

House

Beds

  • King
  • Queen
  • two Twins
  • Queen
  • two Twins
March 2025
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February 2026
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View Details
3D Virtual Tour
Pool overlooking the golf course
 
<< >>
Add Favorite
Private Pool
Elevator

116 Bufflehead Drive

5
5.5

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • King
  • two Queens
  • Queen
  • Full/Double
March 2025
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February 2026
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View Details
3D Virtual Tour
Pool Deck
 
<< >>
Add Favorite
Private Pool
Elevator
Foosball Table

113 Blue Heron Pond Road

5
7.5

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • two Twins
  • King
  • King
  • King
March 2025
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February 2026
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View Details
3D Virtual Tour
Pool and Spa Deck
 
<< >>
Add Favorite
Private Pool
Elevator

165 Surfsong Road

4
4.5

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • Queen
  • two Twin over Twin Bunk Beds
  • Queen
  • King
March 2025
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July 2025
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October 2025
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November 2025
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December 2025
SuMoTuWeThFrSa
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January 2026
SuMoTuWeThFrSa
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February 2026
SuMoTuWeThFrSa
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View Details
3D Virtual Tour
Living Area
 
<< >>
Add Favorite
Community Pool
Elevator
Pool Table

5518 Cypress Point

4
4.5

Area

Kiawah - East Beach

Community

Cypress Point

Type

House

Beds

  • King
  • King
  • two Queens
  • two Twins
March 2025
SuMoTuWeThFrSa
 1
2
3
4
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April 2025
SuMoTuWeThFrSa
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May 2025
SuMoTuWeThFrSa
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June 2025
SuMoTuWeThFrSa
1
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July 2025
SuMoTuWeThFrSa
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August 2025
SuMoTuWeThFrSa
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September 2025
SuMoTuWeThFrSa
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October 2025
SuMoTuWeThFrSa
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November 2025
SuMoTuWeThFrSa
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December 2025
SuMoTuWeThFrSa
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January 2026
SuMoTuWeThFrSa
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31
February 2026
SuMoTuWeThFrSa
1
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8
9
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22
23
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25
26
27
28
View Details
3D Virtual Tour
Pool Area
 
<< >>
Add Favorite
Private Pool
Elevator
Ping Pong Table

65 Surfsong Road

6
5.5

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • King
  • two Sleeper Sofas
  • King
  • King
  • Twin over Full Bunk Bed
  • Twin
  • Full/Double
  • Twin
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
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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
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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 2025
SuMoTuWeThFrSa
1
2
3
4
5
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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
 
July 2025
SuMoTuWeThFrSa
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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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29
30
31
 
August 2025
SuMoTuWeThFrSa
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2
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11
12
13
14
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31
 
September 2025
SuMoTuWeThFrSa
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11
12
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14
15
16
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30
 
October 2025
SuMoTuWeThFrSa
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31
 
November 2025
SuMoTuWeThFrSa
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December 2025
SuMoTuWeThFrSa
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31
 
January 2026
SuMoTuWeThFrSa
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February 2026
SuMoTuWeThFrSa
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26
27
28
View Details
3D Virtual Tour
Pool and Spa
 
<< >>
Add Favorite
Private Pool
Elevator

194 Ballybunion Drive

6
6 Full 2 Half

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • two Twins
  • King
  • King
  • King
  • two Twin over Queen Bunk Beds
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
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8
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15
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31
June 2025
SuMoTuWeThFrSa
1
2
3
4
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8
9
10
11
12
13
14
15
16
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30
 
July 2025
SuMoTuWeThFrSa
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2
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12
13
14
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16
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31
 
August 2025
SuMoTuWeThFrSa
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2
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16
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31
 
September 2025
SuMoTuWeThFrSa
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2
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4
5
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10
11
12
13
14
15
16
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28
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30
 
October 2025
SuMoTuWeThFrSa
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2
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4
5
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15
16
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31
 
November 2025
SuMoTuWeThFrSa
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2
3
4
5
6
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8
9
10
11
12
13
14
15
16
17
18
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December 2025
SuMoTuWeThFrSa
 1
2
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4
5
6
7
8
9
10
11
12
13
14
15
16
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31
 
January 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
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13
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15
16
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31
February 2026
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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24
25
26
27
28
View Details
3D Virtual Tour
Back exterior of the home
 
<< >>
Add Favorite
Beach/Ocean Views
Private Pool
Elevator
Ping Pong Table

9 Nicklaus Lane

7
6.5

Area

Kiawah - Vanderhorst

Type

House

Beds

  • King
  • King
  • King
  • Queen
  • King
  • Twin over Twin Bunk Bed
  • two Twins
  • King
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
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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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31
June 2025
SuMoTuWeThFrSa
1
2
3
4
5
6
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8
9
10
11
12
13
14
15
16
17
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19
20
21
22
23
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29
30
 
July 2025
SuMoTuWeThFrSa
 1
2
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4
5
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12
13
14
15
16
17
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23
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30
31
 
August 2025
SuMoTuWeThFrSa
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2
3
4
5
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8
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10
11
12
13
14
15
16
17
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31
 
September 2025
SuMoTuWeThFrSa
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2
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11
12
13
14
15
16
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30
 
October 2025
SuMoTuWeThFrSa
 1
2
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4
5
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12
13
14
15
16
17
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31
 
November 2025
SuMoTuWeThFrSa
 1
2
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4
5
6
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8
9
10
11
12
13
14
15
16
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30
 
December 2025
SuMoTuWeThFrSa
 1
2
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10
11
12
13
14
15
16
17
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26
27
28
29
30
31
 
January 2026
SuMoTuWeThFrSa
 1
2
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4
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10
11
12
13
14
15
16
17
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19
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31
February 2026
SuMoTuWeThFrSa
1
2
3
4
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8
9
10
11
12
13
14
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16
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20
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28
View Details
3D Virtual Tour

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