St. Helena Island Rentals

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530 Houses

St. Helena Island - Carolina Sunrise

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 22 minutes

Price per night from

$315

Luxurious Retreat on Fripp Island - Large Family Home, Golf Views

Saint Helena Island house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 12 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 22 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 22 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 22 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 22 minutes

Price per night from

$277

Stunning Waterfront Escape - Seaside Serenity

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 12 minutes

Price per night from

$155

Tranquil Creekside Retreat - Minutes to Beach, Golf, Pools

Saint Helena Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 12 minutes

Price per night from

$457

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

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 12 minutes

Price per night from

$115

Relaxing Coastal Retreat - Harbor Island Bliss

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 12 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. 12 minutes

Price per night from

$543

Dataw Island - What a View

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 22 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. 12 minutes

Price per night from

$228

Family Paradise on Lands End - Private Dock

Saint Helena Island house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 12 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. 12 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 22 minutes

Price per night from

$186

Harbor Island Oasis - Steps to the Beach, Ocean Views

Saint Helena Island condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 12 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. 12 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. 12 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. 12 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. 12 minutes

Price per night from

$297

Great rentals within 20 miles that match your search

Location, Location, Location!

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$241

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

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

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

Hilton Head townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$287

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

Fripp Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$251

1304 Thistle St. - "Sail On Inn"

Edisto Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

“Great house for large groups” We were switched from another house that was not what it appeared to be on-line so they moved us to Sail On Inn. When we walked in we knew we liked it even before seeing the bedrooms. Very large open area with a table that sits 12 to 14 people if not more. 2 of the bedrooms have access to the porch. Those rooms also each have their own sink and toilet. Kitchen was well stocked with pots and anything you could need. Plan to stay in this house again. Also have a pretty good view of the ocean and the access is right across the street.

Price per night from

$170

2506 Palmetto Blvd. - "Bennett Cabin"

Edisto Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$185

146 Palmetto Blvd - "Kickin' Back"

Edisto Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$728

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

208 Palmetto Blvd - "Tuckered Out"

Edisto Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$614

Viewing 38 of 530
rentals in St. Helena Island

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