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Hilton Head Vacation Rentals & Beach Rentals with Swimming Pool - 428 Rentals Available.

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428 Vacation rentals

Filters applied: Swimming pool

(23)

1 / 26

Hilton Head Villa

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

$60

Very Good (23 reviews)

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from $60 / night

1 / 44

Hilton Head Villa

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

from $82 / 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 / 45

Hilton Head House

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

$400

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from $400 / night

(1)

1 / 24

Hilton Head House

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

$400

Excellent (1 reviews)

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from $400 / night

1 / 12

Hilton Head House

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

from $568 / 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 / 22

Hilton Head House

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

from $550 / night

(2)

1 / 15

Hilton Head Condo

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

from $93 / night

1 / 15

Hilton Head House

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

from $250 / night

(3)

1 / 6

Hilton Head Condo

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

$95

Very Good (3 reviews)

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from $95 / night

(1)

1 / 16

Hilton Head House

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

$195

Excellent (1 reviews)

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from $195 / 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

1 / 18

Hilton Head House

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

from $500 / 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 / 24

Hilton Head House

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

from $650 / night

1 / 15

Hilton Head House

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

from $286 / night

(3)

1 / 28

Hilton Head House

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

$214

Excellent (3 reviews)

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from $214 / night

1 / 24

Hilton Head House

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

from $500 / 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 / 22

Hilton Head House

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

from $571 / night

(7)

1 / 22

Hilton Head House

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

$356

Excellent (7 reviews)

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from $356 / night

1 / 37

Hilton Head House

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

$450

Book

from $450 / night

(1)

1 / 20

Hilton Head House

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

$356

Excellent (1 reviews)

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from $356 / night

1 / 24

Hilton Head House

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

from $768 / night

(1)

1 / 36

Hilton Head House

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

$500

Very Good (1 reviews)

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from $500 / 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 / 24

Hilton Head Villa

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

from $114 / night

(24)

1 / 35

Hilton Head House

  • -1
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$557

Excellent (24 reviews)

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from $557 / night

1 / 20

Hilton Head Villa

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

from $157 / night

(8)

1 / 22

Hilton Head Villa

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

$285

Very Good (8 reviews)

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from $285 / night

1 / 30

Hilton Head House

  • -1
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $600 / night

1 / 29

Hilton Head House

  • -1
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $550 / night

(8)

1 / 21

Hilton Head Villa

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

from $71 / night

1 / 25

Hilton Head Villa

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

from $128 / night

(2)

1 / 24

Hilton Head Villa

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

$243

Very Good (2 reviews)

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from $243 / night

1 / 26

Hilton Head House

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

from $422 / night

1 / 27

Hilton Head Villa

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

from $243 / night

(4)

1 / 30

Hilton Head Villa

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

$143

Very Good (4 reviews)

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from $143 / night