Vacation Rentals & Apartments in Charleston

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247 apartments

35 Dune Lane - Southern Comfort

Hilton Head house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 22

Match: Private outdoor pool (unheated) Smoking allowed Wheelchair accessible

All filters match

Price per night from

$2,869

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.

Match: Private outdoor pool (unheated) Smoking allowed Wheelchair accessible

All filters match

Price per night from

$1,325

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Spacious Designer Home - 2 Masters, Pool, Golf & Lagoon views - Ideal for Large

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Wheelchair accessible

2 of 3 filters match

Price per night from

$447

3 Bedroom Sea Pines Home with Private Screened Pool and Golf Views!

Daufuskie Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Wheelchair accessible

2 of 3 filters match

Price per night from

$1,082

Coastal splendor is showcased throughout this brand new family retreat.

Daufuskie Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Wheelchair accessible

2 of 3 filters match

Price per night from

$2,391

Book Your Summer Stay! Oceanfront Villa!

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Beautiful ocean front getaway” This is a hidden gem as far as resorts. You can't get closer to the ocean for this price. A lil small and dated but perfect for my wife and I on our weekend getaway. I would definitely recommend this place and look forward to staying again!! Gated community,on site eating options and a beach front bar are just a few of the perks. Doesnt get much better for the price!!

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Wheelchair accessible

2 of 3 filters match

Price per night from

$138

12 Sandpiper Street - 3 Bedroom Oasis

Daufuskie Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$235

82 Club Course Dr - Available for Monthly Rentals, inquire for discounted rates!

Daufuskie Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$225

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

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$375

7 Full Sweep - charming four-bedroom, Palmetto Dunes Home

Bluffton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$325

1 Sea Spray Lane- 4 bedroom, 3 bath, pet-friendly, close to the beach

Daufuskie Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$225

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

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$240

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.

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$285

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.

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$260

4 Lark Street - 4th Row North Forest Beach

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$325

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

Hilton Head house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$600

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

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$575

1 Tupelo - Sea Pines 4 Bedroom Dog Friendly Home

Daufuskie Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$275

3 Elderberry - Beach Bungalow, 4 Bedrooms South Forest Beach

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$350

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

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$320

1 St. George Rd.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$245

11 Sea Oak - 2nd Row, Steps to the Sand, South Forest Beach

Hilton Head log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$395

Coming soon, a NEW AND IMPROVED 79 Kingston Dunes - Shipyard Sanctuary!

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$255

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

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$390

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.

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$335

27 Moonshell - Turtle Tranquility in Folly Field, 3 minute walk to the beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$210

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

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$280

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!

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$245

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$290

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

Daufuskie Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$400

11 Sandpiper Street - Sandpiper Oasis W/ Large Pool and Putting Green

Daufuskie Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$355

150 Jacana (Formerly 10 Jacana) Steps to the Beach, Pet Friendly

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$50

12 Park Rd - Octopus Oasis! Heated Pool, Fire Pit, Ranch Style

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$275

3 Cartgate - 4 Bedroom Palmetto Dunes House

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$275

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!

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$300

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

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$305

65 Baynard Cove Rd - Lagoon Views in Sea Pines

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$335

14 Egret - Easy Sea, North Forest Beach and Near Coligny

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Wheelchair accessible, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$280

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