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Hilton Head Vacation Rentals & Beach Rentals with Swimming Pool - 465 Rentals Available.

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465 Vacation rentals

Filters applied: Swimming pool

(21)

1 / 18

Hilton Head Apartment

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Great family rental. Tennis courts, pool close by, bike trails and private beach access. Plenty of room in the condo for the family...”
- Review left on 07/17/2016

$172.00

Very Good (21 reviews)

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from $172.00 / night

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(2)

1 / 26

Hilton Head House

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

Responds fast! Avg. 2 hours 54 minutes

$700.00

Excellent (2 reviews)

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from $700.00 / night

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(1)

1 / 31

Hilton Head House

  • 6
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 54 minutes

$650.00

Excellent (1 reviews)

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from $650.00 / night

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1 / 21

Hilton Head Villa

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$102.00

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from $102.00 / night

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(2)

1 / 31

Hilton Head Villa

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$102.00

Excellent (2 reviews)

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from $102.00 / night

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(3)

1 / 40

Hilton Head Condo

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

$92.00

Very Good (3 reviews)

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from $92.00 / night

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(1)

1 / 18

Hilton Head Villa

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

Responds fast! Avg. 2 hours 36 minutes

$194.00

Excellent (1 reviews)

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from $194.00 / night

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(18)

Certificate of Excellence

1 / 25

Hilton Head Apartment

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

Responds fast! Avg. 41 minutes

Certificate of Excellence

“We loved loved the location of this condo! It was half a mile from Coligny Plaza, a super fun beachy place with restaurants, bars, and shopping. The condo was clean, very nice, and modern. Quick access directly to the beach was so great!...”
- Review left on 10/14/2017

$148.00

Excellent (18 reviews)

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from $148.00 / night

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(9)

1 / 50

Hilton Head House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our trip was wonderful! We had 6 adults, 2 young children, and a dog. Toba and Andy make packing super easy because they provided a high chair, pack n play, toys, and beach towels, chairs, etc. The beach is a short walk and the house is located...”
- Review left on 06/09/2016

$500.00

Excellent (9 reviews)

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from $500.00 / night

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1 / 45

Hilton Head House

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

Responds fast! Avg. 2 hours 3 minutes

$745.00

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from $745.00 / night

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(2)

1 / 16

Hilton Head House

  • 3
  • 10
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
“House was awesome, large and comfortable. We had seven guests and could have easily accommodated 3 more. The pool was great, and the community was wonderful. The house is a little over half a mile from the beach which, in this neighborhood, was...”
- Review left on 06/26/2016

$344.00

Excellent (2 reviews)

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from $344.00 / night

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1 / 34

Hilton Head Villa

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

$145.00

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from $145.00 / night

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(1)

1 / 18

Hilton Head Villa

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Average (1 reviews)

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from $200.00 / night

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(18)

1 / 39

Hilton Head Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$92.00

Excellent (18 reviews)

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from $92.00 / night

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(9)

1 / 12

Hilton Head Condo

  • 2
  • 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 52 minutes

“Very pleasant and clean unit, furnished with everything we needed for our 2 night stay. Enjoyed being able to walk to the beach and the Coligny Plaza for shopping and eating. Owner was very easy to reach when needed. Would highly recommend renting...”
- Review left on 11/01/2016

$172.00

Excellent (9 reviews)

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from $172.00 / night

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(9)

1 / 25

Hilton Head Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Accommodations were clean and refreshing. Well within the budget, close to the beach. Looking forward to staying again...”
- Review left on 04/08/2011

$200.00

Very Good (9 reviews)

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from $200.00 / night

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1 / 15

Hilton Head House

  • 4
  • 10
  • min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly

$287.00

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from $287.00 / night

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(4)

1 / 47

Hilton Head House

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

$2,200.00

Excellent (4 reviews)

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from $2,200.00 / night

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1 / 22

Hilton Head House

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

Responds fast! Avg. 2 hours 54 minutes

$600.00

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from $600.00 / night

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1 / 25

Hilton Head House

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 14 minutes

$573.00

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from $573.00 / night

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(2)

1 / 24

Hilton Head House

  • 7
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house is a great layout for a large family vacation. We had 10 adults and a baby and it was perfectly accommodating. The owners were attentive to any concerns or issues we had upon arrival and were prompt with response - for example, we had one...”
- Review left on 06/03/2015

$450.00

Very Good (2 reviews)

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from $450.00 / night

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(1)

1 / 43

Hilton Head House

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

Responds fast! Avg. 2 hours 3 minutes

$687.00

Excellent (1 reviews)

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from $687.00 / night

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(1)

1 / 29

Hilton Head Villa

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Average (1 reviews)

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from $200.00 / night

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(2)

1 / 19

Hilton Head House

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

$110.00

Excellent (2 reviews)

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from $110.00 / night

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1 / 38

Hilton Head House

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$113.00

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from $113.00 / night

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1 / 58

Hilton Head House

  • 7
  • 18
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$779.00

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from $779.00 / night

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1 / 25

Hilton Head House

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

$207.00

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from $207.00 / night

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1 / 24

Hilton Head Apartment

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

$130.00

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from $130.00 / night

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1 / 24

Hilton Head Villa

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

$105.00

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from $105.00 / night

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(10)

1 / 15

Hilton Head Villa

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$191.00

Very Good (10 reviews)

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from $191.00 / night

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1 / 28

Hilton Head Villa

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$359.00

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from $359.00 / night

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1 / 33

Hilton Head House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$440.00

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from $440.00 / night

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(2)

1 / 25

Hilton Head House

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

$325.00

Excellent (2 reviews)

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from $325.00 / night

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1 / 22

Hilton Head House

  • 2
  • 7
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$160.00

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from $160.00 / night

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(5)

1 / 31

Hilton Head House

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$368.00

Very Good (5 reviews)

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from $368.00 / night

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(24)

1 / 38

Hilton Head House

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

$800.00

Excellent (24 reviews)

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from $800.00 / night

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1 / 22

Hilton Head Villa

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

$120.00

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from $120.00 / night

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1 / 30

Hilton Head Villa

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

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from $199.00 / night

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1 / 28

Hilton Head Villa

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

$160.00

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from $160.00 / night

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(6)

1 / 26

Hilton Head House

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$408.00

Excellent (6 reviews)

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from $408.00 / night

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