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Hilton Head Vacation Rentals & Beach Rentals with Swimming Pool - 747 Rentals Available.

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747 Vacation rentals

Filters applied: Swimming pool

(12)

1 / 25

Hilton Head Apartment

  • 1
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$109

Excellent (12 reviews)

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from $109 / night

(1)

1 / 24

Hilton Head House

  • 5
  • 21
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500

Excellent (1 reviews)

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from $500 / night

(24)

1 / 26

Hilton Head Villa

  • 1
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$60

Very Good (24 reviews)

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from $60 / night

(21)

1 / 18

Hilton Head Apartment

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$70

Very Good (21 reviews)

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from $70 / night

1 / 23

Hilton Head Villa

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$208

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from $208 / night

1 / 24

Hilton Head Villa

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$69

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from $69 / night

1 / 15

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250

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from $250 / night

1 / 12

Hilton Head House

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

from $568 / night

1 / 24

Hilton Head House

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$650

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from $650 / night

(1)

1 / 18

Hilton Head Villa

  • 2
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$169

Excellent (1 reviews)

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from $169 / night

1 / 22

Hilton Head House

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

from $571 / 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)

1 / 24

Hilton Head House

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$400

Excellent (1 reviews)

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from $400 / night

(8)

1 / 12

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

(8)

1 / 22

Hilton Head House

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

$499

Excellent (8 reviews)

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from $499 / 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 / 22

Hilton Head House

  • 5
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$550

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from $550 / night

1 / 27

Hilton Head Villa

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$69

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from $69 / night

1 / 43

Hilton Head House

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

$450

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from $450 / night

(3)

1 / 28

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$214

Excellent (3 reviews)

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from $214 / night

(3)

1 / 24

Hilton Head Villa

  • 3
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$225

Excellent (3 reviews)

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from $225 / night

1 / 18

Hilton Head Villa

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$69

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from $69 / night

(1)

1 / 16

Hilton Head House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$195

Excellent (1 reviews)

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from $195 / night

(9)

1 / 36

Hilton Head House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$550

Excellent (9 reviews)

Book

from $550 / night

1 / 28

Hilton Head House

  • 8
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1655

Inquire

from $1655 / night

(1)

1 / 24

Hilton Head House

  • 4
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$768

Excellent (1 reviews)

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from $768 / night

1 / 24

Hilton Head Villa

  • 3
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $279 / night

(10)

1 / 23

Hilton Head Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$159

Very Good (10 reviews)

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from $159 / night

(1)

1 / 24

Hilton Head Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$94

Excellent (1 reviews)

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from $94 / night

(20)

1 / 26

Hilton Head House

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

$371

Very Good (20 reviews)

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from $371 / night

1 / 22

Hilton Head Villa

  • 2
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $159 / night

1 / 30

Hilton Head House

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

from $422 / night

1 / 24

Hilton Head House

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

from $505 / night

1 / 25

Hilton Head House

  • 5
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $633 / night

(24)

1 / 23

Hilton Head House

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$436

Excellent (24 reviews)

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from $436 / night

(13)

1 / 31

Hilton Head House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571

Very Good (13 reviews)

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from $571 / night

1 / 29

Hilton Head House

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $714 / night

1 / 24

Hilton Head House

  • 3
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $187 / night

(2)

1 / 13

Hilton Head Villa

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

$193

Excellent (2 reviews)

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from $193 / night

1 / 32

Hilton Head House

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

from $479 / night