St. Helena Island Rentals with Pools

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313 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 40 minutes

Match: Swimming pool

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Price per night from

$192

Dataw Island - Creekside Escape

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

Match: Swimming pool

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Price per night from

$192

Harbor Island - Break Time

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 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

$531

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

$218

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 40 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

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

$129

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

$313

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

$228

Great rentals within 20 miles that match your search

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

$224

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

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Price per night from

$144

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

$106

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

$184

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

$267

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

$243

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

$184

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

$501

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

$151

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

$117

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

$151

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

$157

Spacious 2 BR condo w/ Free Tennis! Palmetto Dunes

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Roomy” A girlfriend and I stayed in this condo for a week. It was well furnished, clean, but in need of a paint job. Here are some pros and cons... Pros: dual air conditioning controls, great beds, bathroom downstairs, flat screen TV, free bikes, free tennis, nice pool, plenty of dishes, glasses, etc, plenty of room Cons: no ceiling fans, low lights/dark, masterbath shower slow to drain, had to pay for parking pass (+$15) Being of a certain age, we decided that we really need ceiling fans! Who knew! Kevin was very good to deal with, responded promptly, and had an excellent cancellation policy (did not have to use but have an 88 year old father-in-law...). We did not use bikes (rained daily), pool, or tennis since all we wanted to do was sit on beach and shop. However, it was nice to have that option. Would be a good place for people with children.

Match: Swimming pool

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Price per night from

$224

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

$918

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

$251

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

$143

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

$217

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

$167

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

$126

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

$467

3521 Sunset St - "Family Fun" - Ocean Ridge

Edisto Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: Swimming pool

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Price per night from

$286

Viewing 38 of 313
rentals in St. Helena Island

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