St. Helena Island Rentals

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550 Houses

St. Helena Island - Carolina Sunrise

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

Price per night from

$315

Luxurious Family Getaway on Fripp Island - Golf Views

Saint Helena Island house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 7 minutes

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 36 minutes

Price per night from

$253

Dataw Island - Creekside Escape

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

Price per night from

$192

St. Helena Island - R Anchor House

Saint Helena Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 36 minutes

Price per night from

$223

Harbor Island - Break Time

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 36 minutes

Price per night from

$243

Stunning Waterfront Escape - Seaside Serenity

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 7 minutes

Price per night from

$152

Tranquil Creekside Retreat - Minutes to Beach, Golf, Pools

Saint Helena Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 7 minutes

Price per night from

$429

Relaxing Coastal Retreat - Harbor Island Bliss

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

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

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

Price per night from

$493

Dataw Island - What a View

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

Price per night from

$195

Relaxing Golf Retreat - Dataw Island Getaway

Saint Helena Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$217

Family Paradise on Lands End - Private Dock

Saint Helena Island house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 7 minutes

Price per night from

$408

Tranquil Harbor Island Retreat - Steps to Pool & Beach

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$115

Dataw Island - Birdie Bluff

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

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

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

Price per night from

$313

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

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$129

Secluded Tiny House by the Marsh- Hunting Island Beach Pass Included

Saint Helena Island house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$189

Serene Getaway on Dataw Island - Golf & Water Views

Saint Helena Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$228

Sea Island Oaks Family Haven - Close to Beach

Saint Helena Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 7 minutes

Price per night from

$297

Great rentals within 20 miles that match your search

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

Price per night from

$144

Burkes Beach House

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

511 BARRINGTON COURT PALMETTO DUNES HH, SC

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic view, incredibly clean, well stocked, comfortable, and a GREAT owner to deal with.” I think the headline says it all, but here's a little more detail. This was absolutely the cleanest condo/hotel/motel/home we've ever stayed in. The owner really, really, gives you a place you can call home for your vacation. It's like you're staying at the home of a good friend who thought of everything for your comfort and enjoyment. If it weren't for Penny, I probably wouldn't write this, because I want to keep this gem to ourselves. But for anyone who works this hard to provide such a wonderful place, well, I had to. How many times have you walked into a condo and see that's it not really dirty, but it's not really clean ? How many times have you run out of toiletries, not even an extra garbage bag left for you, no laundry or dishwasher detergent available ? Every single rental we've had, we had to make a shopping list of all the toiletries we'll need for the week. NOT HERE. Except for the food, obviously, EVERYTHING you could need or want IS PROVIDED. This is a very, very thoughtful owner. With new tv's, appliances, beautiful upgrades, you will not want to leave. The view is absolutely gorgeous. In Palmetto Dunes, the vegetation and trees have really grown, so unless you get an unobstructed view like this 5th floor provides, you'll never see the ocean. At the risk of repeating, the condo smelled great, and was just incredibly clean. I don't know about you, but an unclean rental can just ruin your vacation. The first minute we walked in, we knew we were going to have a great week. Ok, my sales pitch is over, lest I share this secret with everyone. Yes, the 5 star reviews are for real, it's well deserved. Thanks again Penny, and we'll see you on our next trip to the island.

Price per night from

$410

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

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$180

Sea Sounds Beach Vacation Home

Fripp Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$516

REMODELED 2 BR 2 BATH UNIT IN ADMIRALS

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$212

Beautiful 3br 3 Bth Townhome w- FREE Golf each day

Hilton Head townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$287

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.

Price per night from

$229

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

Fripp Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$251

Price per night from

$315

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!!!

Price per night from

$224

219 Palmetto Blvd - "On The Rocks"

Edisto Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$233

2305 Palmetto Blvd. - "Paradise Cottage"

Edisto Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$102

617 Pompano St - "Tree Tops"

Edisto Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$158

414 Palmetto Blvd - "Lucky Enough"

Edisto Island house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$732

3329 Myrtle St - "Wylie"

Edisto Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$113

Viewing 38 of 550
rentals in St. Helena Island

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