Villas Charleston

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575 villas

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Private outdoor pool (heated)

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Price per night from

$357

Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Private outdoor pool (heated)

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Price per night from

$325

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

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$325

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

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Rental types Private outdoor pool (heated)

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Price per night from

$372

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

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$357

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

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$557

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

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$517

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

Daufuskie Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Private outdoor pool (heated)

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Price per night from

$369

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

Daufuskie Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$1,091

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

Daufuskie Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$517

These homes match some but not all of your filters. Clear all filters

6 Bedroom Direct Oceanfront Luxury in South Forest Beach

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

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

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Price per night from

$2,510

North Shore Place Unit 405

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$514

Desirable Seacrest Oceanfront

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$514

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,769

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: Rental types, Private outdoor pool (heated)

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Price per night from

$3,479

Nostos- 6 51st ave

Isle of Palms house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$1,486

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: Rental types, Private outdoor pool (heated)

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Price per night from

$343

29 Sandpiper

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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

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Price per night from

$1,140

Charleston Beaches Pool Heated Spa 2 King Suites

James Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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

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Price per night from

$363

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,747

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,554

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,078

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: Rental types, Private outdoor pool (heated)

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Price per night from

$634

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

Daufuskie Island house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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

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Price per night from

$2,596

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: Rental types, Private outdoor pool (heated)

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Price per night from

$2,279

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

Bluffton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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

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Price per night from

$866

4th Row Ocean, 4 Bd, Dog Friendly, Heated Private Pool, Free Bikes

Hilton Head house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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

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Price per night from

$810

Spacious Pet Friendly Sea Pines Home, Free Bikes, Private Pool, Walk to Beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$1,647

Coastal splendor is showcased throughout this brand new family retreat.

Daufuskie Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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

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Price per night from

$2,384

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,078

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

Daufuskie Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

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

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Price per night from

$6,166

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,071

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: Rental types, Private outdoor pool (heated)

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Price per night from

$1,554

Shorewood 508 - Top Floor Direct Oceanfront 2BR/2 Bath

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$697

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

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$270

Shorewood 103 - Oceanfront 1st Floor Condo

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Conditions of Condo” We had a great time while on the island. The location of Shorewood with beach and pool was great for our 6 year old son. The number of families with kids made the trip enjoyable. The condo we stayed 103 is in need of some repair however. The bathrooms were a bit "worn" and in need of some cosmetic upgrading. We are planning to stay at Shorewood again August 2014.

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

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Price per night from

$463

Shorewood 231 - Beautifully Furnished 2BR/2BA Ocean Side Unit

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$445

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Location!” We stayed four nights at this great condo and it just wasn't long enough! Shorewood is the perfect location and unit 202 was a great location with in the complex. The second floor view was beautiful while not having to use the elevator or climb a lot of stairs. We were very happy with the condo itself. The kitchen is beautifully updated and well stocked. While the rest of the unit could use a little bit of updating and freshening up, it was clean and it wouldn't stop me from renting here again. My only complaint was that we didn't have more time!

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

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Price per night from

$454

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