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564 Vacation rentals

(23)

1 / 26

Hilton Head Villa

  • 1
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The condo is in a very nice resort in Hilton Head Island. Also, within that resort it is prime location. There are lots of condos with quite a walk to the beach/pool. This one was ocean view/pool view and just a short walk to both. It was also...”
- Review left on 06/21/2016

$75

Very Good (23 reviews)

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from $75 / night

(3)

1 / 6

Hilton Head Condo

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Spent one week in condo in March. For the price, it is an exceptional value. The description is accurate, owner easy to deal with. Tennis courts, pools and location on the lagoon make it an ideal location. Plenty of enjoyable walks and bike rides...”
- Review left on 03/28/2013

$150

Very Good (3 reviews)

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from $150 / night

(19)

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

$70

Very Good (19 reviews)

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from $70 / night

(1)

1 / 24

Hilton Head House

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

$769

Excellent (1 reviews)

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from $769 / 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 / 24

Hilton Head Villa

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$69

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from $69 / night

(9)

1 / 25

Hilton Head Apartment

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

$150

Excellent (9 reviews)

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from $150 / night

1 / 27

Hilton Head Villa

  • 3
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $356 / 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 Villa

  • 3
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“What a great place! We were two couples, each with one high school age student. Megan's place was really lovely. The pictures are spot on. It wasn't too big or too small-just right. Lots of space for us all to spread out. We LOVED the deck...”
- Review left on 04/21/2017

$225

Excellent (2 reviews)

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from $225 / night

1 / 48

Hilton Head House

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

$450

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from $450 / night

(18)

1 / 13

Hilton Head Apartment

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

$80

Excellent (18 reviews)

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from $80 / 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

(2)

1 / 18

Hilton Head Villa

  • 2
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“Our Family needed a reasonably priced place to stay for my grandsons graduation from boot camp at Parris Island. The villa worked out fine. It was not a fancy place but overall very nice. The agent was very easy to work with, very helpful and...”
- Review left on 09/22/2016

$100

Very Good (2 reviews)

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from $100 / night

(1)

1 / 28

Hilton Head Villa

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$125

Excellent (1 reviews)

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from $125 / night

(1)

1 / 16

Hilton Head House

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

$195

Excellent (1 reviews)

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from $195 / night

(5)

1 / 20

Hilton Head Condo

  • 1
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This is the second year we have stayed at Joan's Condo, and had a wonderful vacation both times. The condo has everything you need, and the resort is awesome! The other thing is that this place is totally affordable, which you can't say about a lot...”
- Review left on 04/09/2015

$89

Excellent (5 reviews)

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from $89 / night

(2)

1 / 14

Hilton Head Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and I took a trip to Hilton Head for the first time, and we would love to return. I highly recommend this unit as it was super roomy, clean, and had everything you can think of. Indoor/outdoor pools, across the street from the ocean......”
- Review left on 09/23/2015

$100

Very Good (2 reviews)

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from $100 / night

1 / 24

Hilton Head Villa

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

from $115 / night

(6)

1 / 17

Hilton Head Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We're so happy we chose this villa, and loved absolutely EVERYTHING about it! It's tastefully decorated,comfortable,peaceful and hands down the most relaxing and romantic retreat we've taken in years. We enjoyed breathtaking sunsets each evening...”
- Review left on 01/10/2017

$100

Excellent (6 reviews)

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from $100 / night

1 / 15

Hilton Head House

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

from $286 / night

(1)

1 / 14

Hilton Head House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“the home met our expectations and just a short walking distance to the beach. good views even though not directly on the ocean. home was well appointed and very comfortable. overall was a great vacation home that i would rent again and again”
- Review left on 09/21/2015

$428

Excellent (1 reviews)

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from $428 / night

1 / 16

Hilton Head House

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

from $499 / night

(2)

1 / 24

Hilton Head House

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

$550

Very Good (2 reviews)

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from $550 / night

(2)

1 / 9

Hilton Head House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our recent stay at Southwind met our expectations and more. The property had everything a large family needed to make our stay pleasurable. My husband is in a wheelchair and found the island on a whole wheelchair friendly. If only one suggestion...”
- Review left on 07/26/2011

$264

Excellent (2 reviews)

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from $264 / night

1 / 23

Hilton Head Villa

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

$208

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from $208 / night

1 / 18

Hilton Head House

  • 4
  • 10
  • 7 nights min
  • 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
“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

$100

Excellent (8 reviews)

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from $100 / night

(1)

1 / 24

Hilton Head Villa

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
“The place was very clean and cute! For the $ it could not be beat. I really liked the kitchen table. Great for our family of 6. Pool was clean and beach was beautiful. Our place was well stocked with kitchen supplies including alum. Foil etc. for...”
- Review left on 08/14/2016

$135

Very Good (1 reviews)

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from $135 / night

1 / 22

Hilton Head House

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

$550

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from $550 / night

(3)

1 / 28

Hilton Head House

  • 4
  • 10
  • Min stay varies
  • 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

$214

Excellent (3 reviews)

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from $214 / night

(2)

1 / 15

Hilton Head Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The villa was clean. It is a great location, easy access to the beach. Nice swimming pool. I would stay again...”
- Review left on 07/22/2015

from $93 / night

1 / 33

Hilton Head Villa

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $145 / night

1 / 24

Hilton Head House

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

$650

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from $650 / night

(1)

1 / 20

Hilton Head House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This home was large enough to separate the younger members and allow the adults to find some peace. An easy walk to the beach and night life. Quick response from rental company to clean the pool and hot tub. Do your homework after renting we found...”
- Review left on 08/17/2014

$356

Excellent (1 reviews)

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from $356 / night

(1)

1 / 24

Hilton Head Villa

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$100

Excellent (1 reviews)

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from $100 / night

(1)

1 / 38

Hilton Head Villa

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“I stayed in many Villas over the past 20 years, but I have to say we have now found the "Best Ever' It was clean, well equipped, well decorated, private, and quiet. Don was a pleasure to work with, he gave us extremely specific information about...”
- Review left on 04/26/2016

$128

Excellent (1 reviews)

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from $128 / 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

(1)

1 / 24

Hilton Head House

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was perfect. One beach block. Heated pool. Sleeps 20. Hot tub. Very clean and well kept. Great family vacation. My daughter graduated from college and we had a family reunion to celebrate. The house was large enough for all to...”
- Review left on 05/18/2016

$400

Excellent (1 reviews)

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from $400 / night

1 / 22

Hilton Head Villa

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $239 / night