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South Carolina Island Area Vacation Rentals & Homes with Swimming Pool - 425 Rentals Available.

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425 Vacation rentals

Filters applied: Swimming pool

(18)

1 / 26

Hilton Head Villa

  • 1
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$60

Very Good (18 reviews)

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from $60 / night

(2)

1 / 24

Hilton Head House

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$550

Very Good (2 reviews)

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from $550 / night

1 / 44

Hilton Head Villa

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $82 / night

(2)

1 / 15

Hilton Head Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $93 / night

(1)

1 / 24

Hilton Head House

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$401

Excellent (1 reviews)

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from $401 / night

1 / 12

Hilton Head House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $569 / night

(1)

1 / 16

Hilton Head House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$180

Excellent (1 reviews)

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from $180 / night

1 / 24

Hilton Head House

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $651 / night

(2)

1 / 9

Hilton Head House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$264

Excellent (2 reviews)

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from $264 / night

(3)

1 / 6

Hilton Head Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$96

Very Good (3 reviews)

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from $96 / night

1 / 24

Hilton Head House

  • 5
  • 21
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $501 / night

(8)

1 / 14

Hilton Head Condo

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$100

Excellent (8 reviews)

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from $100 / night

1 / 45

Hilton Head House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$350

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from $350 / night

(3)

1 / 28

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$215

Excellent (3 reviews)

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from $215 / night

1 / 15

Hilton Head House

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $286 / night

1 / 24

Hilton Head House

  • 8
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1214

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from $1214 / night

1 / 15

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $251 / night

(7)

1 / 22

Hilton Head House

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$357

Excellent (7 reviews)

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from $357 / night

(2)

1 / 14

Hilton Head Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$100

Very Good (2 reviews)

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from $100 / night

1 / 22

Hilton Head House

  • 5
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $550 / night

1 / 22

Hilton Head House

  • 5
  • 12
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $572 / night

1 / 18

Hilton Head House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $501 / night

1 / 24

Hilton Head House

  • 4
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $769 / night

(1)

1 / 36

Hilton Head House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$501

Very Good (1 reviews)

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from $501 / night

1 / 48

Hilton Head House

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$450

Book

from $450 / night

1 / 16

Hilton Head House

  • 7
  • 22
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $499 / night

(1)

1 / 14

Hilton Head House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$428

Excellent (1 reviews)

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from $428 / night

(1)

1 / 20

Hilton Head House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$357

Excellent (1 reviews)

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from $357 / night

1 / 20

Hilton Head Villa

  • -1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $157 / night

(1)

1 / 26

Hilton Head House

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$186

Excellent (1 reviews)

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from $186 / night

1 / 20

Hilton Head Villa

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $114 / night

(4)

1 / 31

Hilton Head House

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$214

Excellent (4 reviews)

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from $214 / night

1 / 28

Hilton Head House

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $157 / night

1 / 23

Hilton Head Villa

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $114 / night

1 / 24

Hilton Head Villa

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $114 / night

1 / 22

Hilton Head Villa

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $114 / night

1 / 21

Hilton Head Villa

  • -1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $114 / night

(8)

1 / 20

Hilton Head Villa

  • -1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$157

Excellent (8 reviews)

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from $157 / night

1 / 28

Hilton Head House

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $314 / night

(5)

1 / 25

Hilton Head Villa

  • -1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$114

Excellent (5 reviews)

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from $114 / night