Vacation Rentals & Apartments in Charleston

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Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

Match: Private indoor pool Private outdoor pool (heated)

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Price per night from

$115

Beautifully Furnished 2BR/2Bath Unit 5th Floor Gem - 1 Block from the Beach

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Private outdoor pool (heated)

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Price per night from

$272

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Beautifully Decorated, Cozy, Warm And Inviting 1st Floor Retreat!

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$98

2115 Seacrest- Oceanfront Complex, Steps to the Sand

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$220

Responds fast! avg. 3 hours 19 minutes

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$234

Shorewood 207- 3 Bedroom Ocean Front

Hilton Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$471

2219 Villamare - 2 Bedroom Oceanfront Condo Complex, 2023 Renovation

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$180

Beautiful Ocean Walk Villa!

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$285

6 Bedroom Direct Oceanfront Luxury in South Forest Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,524

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$517

Desirable Seacrest Oceanfront

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$516

1 of 2 match: Private outdoor pool (heated), Private indoor pool

1 of 2 filters match

Price per night from

$716

Heat-Able Pool W/ Waterfall , Deep Water Dock Golf Cart .Ocean Views

Isle of Palms house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,779

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$358

Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$326

Stunning Oceanfront Penthouse. All New Breakers End Unit. Free Bikes

Daufuskie Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$370

Spacious luxury in this 4 Bedroom Sea Pines Home with Pool, Free Bikes

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,492

331 Breakers, Fully Remodeled! Beautiful Oceanfront, Pool, Beach Free Bikes

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$326

Nostos- 6 51st ave

Isle of Palms house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,491

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$345

29 Sandpiper

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,146

Stunning 5th Row Ocean Home. Beautiful updates. Private Pool. Free Bikes. 2NH

Daufuskie Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,075

Stunning Beach Oriented Sandcastle Home, Walk to Beach, Free Bikes, Pool

Bluffton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$869

Stunning Harbour Town Home! Rooftop Deck, Pool, Free Bikes, Dog Friendly

Daufuskie Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$6,188

New to Market! Charming Lighthouse Road Villa Walk to Beach, Pool, Free Bikes

Daufuskie Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,095

2 Bedroom Oceanfront Penthouse Shorewood Villa. Stunning Views, Free Bikes

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$559

Steps to the beach, pool outside your door. This Ocean Club villa is perfect.

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$373

Elegant 3 Bedroom Lawton Woods Home. Deck and Fire Pit, NEW Pool

Daufuskie Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,082

Sea Pines Home, Private Pool, Golf Views, Walk to Beach, Free Bikes

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,559

Elegant Sea Pines Home, 4 Bedrooms, Pool, Hot Tub, Free Bikes, Beach Chairs

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,559

This 5th row Beach Cottage has a private pool and laid back vibes. Free Bikes

Daufuskie Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$636

Modern Luxurious 7 Bedroom Sea Pines Home, Private Pool, Guest House

Daufuskie Island house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,605

3 Bedroom Sea Pines Home, Enclosed Pool, Golf Views, Free Bikes. Pet Friendly

Daufuskie Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,753

Coastal splendor is showcased throughout this brand new family retreat.

Daufuskie Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,392

Private Sea Pines Oasis with a screened pool! Free Bikes, Tennis Beach Chairs

Daufuskie Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,082

Beachfront Paradise, 336 Breakers. Sleeps 4-6, Free Bikes

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$358

2 Bedroom Ocean View Shorewood Villa, Top Floor, Free Bikes, Beach Chairs

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$519

5th Row Ocean Sea Pines House, Sleeps 10. Free Bikes, Private Pool

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private indoor pool, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,287

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