Houses Harbor Island

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1,549 houses

WATERFRONT | Dock | Kayaks | Gorgeous Traditional Charleston

Charleston house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Peaceful and serene” What a lovely place to spend the most perfect girls' weekend. The owners made it feel welcoming and comfortable, and the house felt very clean. The location was central: Minutes to downtown and several beaches.

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Price per night from

$683

Pool, Beaches & Family- Owners Club at Hilton Head

Bluffton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$492

Golfers & Groups Welcome-Owners Club at Hilton Head

Bluffton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$494

Near 10 Golf Courses - Owners Club at Hilton Head

Bluffton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$492

Golfers Paradise w/Pool-Owners Club at Hilton Head

Bluffton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$489

Golf Retreat, Peaceful- Owners Club at Hilton Head

Bluffton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$492

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Historic Charleston, Lodge Alley Inn, Spoleto Wk.

Charleston studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$246

Steps to the Beach! Beautiful Resort!

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$202

The Lodge Alley Inn in the heart of Charleston!

Charleston studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$103

Waterway Charleston

Charleston b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$297

Waterway Charleston

Charleston b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$320

LOFT Extended Stay and Suites

Bluffton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$98

Charleston, South Carolina, Historical Section

Charleston studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$115

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$241

Finn's Island Retreat

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$150

Hilton Head, SC

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$279

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!!

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Price per night from

$138

Modern and Freah Hilton Head Condo - Walking Distance to the Beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Very nice place.” All the amenities that you could ever need at the beach - nice indoor pool, outdoor pool, hot tub, sauna, exercise room and short walk to the beach. We loved Coco's and great food. Lois

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$172

Motoryacht Southern Comfort

Charleston yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$458

2Br 2Ba 1st FL Villa at Brigantine Qtr., Shipyard

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$181

BEACH CHARMER! Fiddler`s Cove- Folly Field

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$127

The Inn at Cotton Hall

Yemassee b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$2,869

Finns Island Retreat

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

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Price per night from

$155

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$484

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$510

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$252

Marriott's Monarch at Sea Pines - Family Friendly Resort - On the Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Grande Ocean - Family Friendly Resort Condo - Right On The Beach!

Daufuskie Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Barony Beach Club - Ocean Front Condo - Family Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Barony Beach Club - Ocean Front Condo - Family Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Barony Beach Club

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$575

Marriott's Barony Beach Club - Ocean Front Condo - Family Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$654

Marriott's Barony Beach Club - Family Friendly Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$549

Marriott's Barony Beach Club - Spacious Condo - Family Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

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Price per night from

$575

Marriott's Barony Beach Club

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Towels provided

2 of 3 filters match

Price per night from

$575

Viewing 38 of 1,549
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