Vacation Rentals & Houses in Cherokee

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10,063 houses

Match: Fridge Private outdoor pool (unheated) Smoking allowed

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$258

21 Heron - Oceanfront Home, Private Boardwalk, Remodeled Back Deck 2023

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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$575

1 Osprey - Beach Cottage with HUGE pool! Steps to the sand

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Great week at the beach!” This is our second year staying at 1 Osprey and we really like the house and location. It is clean, nicely decorated, and equipped with everything you need on vacation.

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$260

18 Gannet - 3rd Row Home with large pool!

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Family Reunion” What a great beach house! This house was spotless and very well maintained throughout our vacation. The bedrooms are spread out enough so that you do not feel crowed if you are traveling with a large family. We were happy to have a pool at the house. It was great to take a swim in the pool after a long day at the beach. The beach is literally steps from the driveway. We rented bikes and they were at the house when we arrived. It was a two minute bike ride to Coligny Plaza. Coligny is just a short walk away if you prefer not to bike. The amenities at the house were all in working order and the house was very nicely decorated. The house is actually bigger than it seems in the pictures. We were all pleasantly surprised with the size of the house and we would definitely stay in this house in the future. Great vacation spot and loved the house!

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Price per night from

$245

14 Bittern St - 5 Bedroom Home close to Ocean and Coligny

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Fabulous location, great vacation for the whole family!” Our family has been coming to Hilton Head on vacation for over 20 years. With our children marrying and blessing us with grandchildren, we needed a larger place to stay to include everyone comfortably. 14 Bittern is in a fabulous location, steps from the beach and Coligny plaza. There are plenty of bedrooms, a large gathering area, and wonderful outdoor space for everyone to spread out. The house is not "fancy" and the rental price reflects that, but it is perfectly nice and comfortable with a lot of people and especially children it's nice not to have to worry about messing something up. The fabulous location makes this a steal! Plenty of parking for everyone too. The rental agency, Beachside Getaway, was very accommodating and followed up several times to be sure all was to our satisfaction. We had a great time!

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Price per night from

$300

14 Heron Street - 6 Bedroom Home, 5th Row home, close to the Beach!

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 19

“Great house in a great location” We have stayed in this house for several years and love it. The house is great with plenty of beds, a great pool, and a nice location.

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Price per night from

$395

6 Quail - Pet Friendly 6 Bedroom, 3rd Row from the Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 19

“Perfect family rental!” This is a very spacious home with all the extra amenities We especially loved the built in ice maker ! Just a very short walk to the beach! The large pool and outside bar area were perfect after a day on the beach! Will stay here again!

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$500

13 Sandpiper Street - Pet Friendly

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“One of our best trips EVER at HHI” Very close to beach and within short bike ride to Coligny. Pet friendly and VERY clean which is a must for me! Lots of space

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$305

Short Walk to the Beach, Private Pool/Spa, Near Coligny Plaza

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Since we found this house we've not stayed anywhere else!” This was our 3rd year staying at 2 Bayberry and we have already booked it for next year! It is perfect for the whole family with a 2nd den upstairs. It is also wonderful working with the ladies at Beachside Getaway! Whatever we need we just call them up. When I arrived this year I noticed the tea kettle was missing so I asked them about it...one was delivered the next day! We wouldn't stay anywhere else!!!

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$225

“Great location, ammenities and view -- we will be back” We have been coming to HHI for 12 years now with our extended family and have stayed at 23 Dune Lane for the past 5 years. We knew this was the house for us after our first stay. The location in North Forest beach is perfect. We can walk to the beach and walk to Coligny Plaza for ice cream, restaurants, shopping, and entertainment. The house is perfect for multiple families -- each guest room has it's own bathroom. The outdoor space is great -- large pool, outdoor shower, grill, large patio and you can't beat the beach view. We will be back!

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Price per night from

$949

10 Sea Oak - Casa Beleza

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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$989

215 Jacana (Formerly 19 Jacana) - The Carolina Cottage, 5 Bedroom Home

Hiltonia cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

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$300

32 Windjammer Court - Harbor Town Golf Views

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“This home was clean, light filled, and had a wonderful view of t” The service provided was excellent. You were helpful securing the reservation as well as during the check in. We loved the home. The large family room easily accomodated our large family. The kitchen was well stocked with pots, pans, plates, and etc. The updated bathrooms were lovely. The location was excellent. We were in walking distance to Harbor town, tennis, and golf. We were close enough to the beach to ride our bikes there.

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Price per night from

$285

17 Heron Street - 200 Feet to the Beach!

Hilton Head house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Hated to leave.” 17 Heron St exceeded our expectations. The location was perfect. The accommodations met our needs comfortably. I would definitely stay here again. We never had a need to contact the management company. We stayed for two weeks and the pool was cleaned and lanscaping cared for without being intrusive. We loved the say access to the beach and to Coligney.

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$335

23 Egret - 2nd Row Home W/ Ocean Views, 5 Minute Walk to Coligny Plaza

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

“Enjoyable” Great for family with small children. Close to the beach.

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$665

35 Dune Lane - Southern Comfort

Hilton Head house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 22

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$2,867

49 Dune Lane - Sweet Carolina, 8 Bedroom Oceanfront, Inquire for 12 month+ lead

Hilton Head house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 26

“Couldn't Be Better” Beautiful beautiful beach house! Perfect location. Wonderful place to vacation with family and friends.

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$1,324

160 Jacana - Formerly 12 Jacana - Pet Friendly, Private Pool

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$325

117 Dune Lane - 6 Bedroom, Spectacular Oceanfront Beach Home with Large Pool

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$600

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Price per night from

$460

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Price per night from

$425

1 Baynard Park - Perfect Destination for Harbor Town Golf Outing

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$435

37 Dune Lane - Island Dream Home, 7 Bedroom Oceanfront

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

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Price per night from

$874

19 Egret Street - Beautiful 4th Row Home, Steps from the Beach!

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$390

28 Moonshell - Luxury in Folly Field

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$360

4 Pelican Street - 4 Bedroom Dog Friendly North Forest Beach Home

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$320

61 Dune Lane - 5 Bedroom, Oceanfront Oasis

Hilton Head house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$515

13 Flamingo St - 6 Bedroom Hilton Head Home, 2 minutes to the beach

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

“The Best!” This house has it all. Everyone has their own space when they need it. There is something for all ages. You can sit on the porch, around the pool, watch tv outside, play pool. Very close to the beach. The beach is wonderful. 13 Flamingo was everything we hoped for, but so much more.!

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Price per night from

$445

1 St. George Rd.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$245

67 Plantation Dr - 6 Bedroom home on Harbor Town Golf Links

Hilton Head house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

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Price per night from

$600

109 Dune Lane - Oceanfront Paradise

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$874

19 Dove St - Large Pool, Short Walk to Beach!

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$375

Large Screened Porch, Private Pool, Short Walk to Ocean & Coligny Plaza

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$280

3 Elderberry - Beach Bungalow, 4 Bedrooms South Forest Beach

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$350

20 Gannet St - 2nd Row with Ocean Views, Massive Pool & Backyard

Hilton Head house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

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Price per night from

$600

63 Dune Lane- Jaali - Windows to the Sea, Brand New Construction as of 2021

Hilton Head house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 30

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Price per night from

$824

6 Pender - Peaceful Serenity, Sea Pines Private Home with Pool/Spa

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$240

1 Sea Hawk Lane - 5 Bedroom, 5th Row, Pet Friendly, Newly Remodeled Beach House

Daufuskie Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$400

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