St. Helena Island Rentals with Pools

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310 Houses in St. Helena Island with pools

Luxurious Family Getaway on Fripp Island - Golf Views

Saint Helena Island house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$458

Dataw Island - Bluff Villa 2014

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$253

Dataw Island - Creekside Escape

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$191

Harbor Island - Break Time

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$243

Tranquil Creekside Retreat - Minutes to Beach, Golf, Pools

Saint Helena Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$457

Relaxing Coastal Retreat - Harbor Island Bliss

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$115

Coastal Serenity - Ocean View Condo, Steps to Beach, Harbor Island

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$115

Tranquil Oceanfront Haven - Perfect for Family Getaways

Saint Helena Island house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$548

Relaxing Golf Retreat - Dataw Island Getaway

Saint Helena Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$190

Tranquil Harbor Island Retreat - Steps to Pool & Beach

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$115

Dataw Island - Birdie Bluff

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$177

Harbor Island Oasis - Steps to the Beach, Ocean Views

Saint Helena Island condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$115

Tranquil Beach Getaway - Ebb Tide Cottage, Family-Friendly

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$326

Relaxing Beach Retreat - Ocean Views, Steps to Beach & Pool

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$128

Serene Getaway on Dataw Island - Golf & Water Views

Saint Helena Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Match: Swimming pool

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Price per night from

$177

Great rentals within 20 miles that match your search

Airy Couples Getaway with Fantastic Golf Views

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A tale of two” The good story: The place is really nice with modern equipment and a great terrace. The location is stunning with great views to the RTJ golf course and good connections to the mainland. The not so good story: We arrived late to a house, which hadn't been cleaned. Towels on the floor, unmade beds etc. It took us a good two hours to get hold of the owner. He managed to get the place cleaned while we ate at a restaurant. All ended well - but it does show a tiny lack of attention from the owner, which isn't very professional. A gas grill without gas adds to this picture. I can only assume the owner is more alert now about these issues, and if so, I have no problem in recommending the place.

Match: Swimming pool

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Price per night from

$229

Fripp Island 1 Bedroom Oceanfront Condo! - 2 Free Amenity Cards!!

Fripp Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$251

2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again should we return to the area! Thanks for sharing your beautiful vacation home!!!

Match: Swimming pool

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Price per night from

$223

Premium Finishes and Amenities

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Nice” Was one of the nicest condos we have rented it was clean and new. The towels were very nice too we will rent again

Match: Swimming pool

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Price per night from

$143

238 Driftwood Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$105

590 King Cotton Rd - King Cotton #6-Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$183

3622 Yacht Club Rd - " Pelican Pointe"

Edisto Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Swimming pool

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Price per night from

$266

3523 Myrtle St - "Gone Shelling" - Ocean Ri

Edisto Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$242

590 King Cotton Rd - King Cotton #3-Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$183

2508 Holmes St - "Annabel Lee"

Edisto Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Swimming pool

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Price per night from

$500

31 Whalers Ct - "The Gathering Place"-Ocean Ridge

Edisto Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$150

780 Summerwind Villa - "Going Coastal" Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Awesome!” We had the best vacation ever! The Condo was fabulous and beautiful! Edisto Realty was great to work with. Everything was ready on time and very clean.

Match: Swimming pool

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Price per night from

$156

502 Magnolia Walk Villa -Wyndham Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$150

518-B Oristo Ridge - "2FAR2FLA" - Ocean Ridge

Edisto Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$116

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!!

Match: Swimming pool

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Price per night from

$138

Enjoy the beach and pool at our Edisto Beach vacation home

Edisto Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

“relaxing weekend” This home is awesome. The owners made sure we were well informed and the whole experience was just SMOOTH!! Very quiet and relaxing. Spent the weekend and cannot wait to get back there. Thank you for sharing your home. The beach was great, the area is very non commercial which creates a really laid back atmosphere perfect to just kick back.

Match: Swimming pool

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Price per night from

$915

1305 Palmetto Blvd - "Coastal Haven"

Edisto Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$250

906 Shelter Cove Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$142

202 Jungle Rd - "Treasure Chest"

Edisto Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$216

760 Summerwind Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$166

428 Oristo Lodge Villa - Wyndham Ocean Ridge

Edisto Island villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$59

121 Bay Creek Villa - Edisto Marina

Edisto Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$125

2802 Myrtle St - "Sea Y'all"

Edisto Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Great house” Neptune's Nest was excellent for our large family gathering. Well laid out, open kitchen area for lots of cooking and gathering. Upstairs space was plentiful for children and teens. Plenty of bathrooms. Pretty short walk to beach.

Match: Swimming pool

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Price per night from

$466

Viewing 38 of 310
rentals in St. Helena Island

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