St. Helena Island Rentals

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35 Houses

Fripp Island - K Cs Island Retreat

Fripp Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$699

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: Shared outdoor pool (heated)

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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: Shared outdoor pool (heated)

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Price per night from

$143

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.

Match: Shared outdoor pool (heated)

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Price per night from

$409

Fripp Island - Lazy Daze

Fripp Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$57,038

Hilton Head Beach, Golf, Tennis, A Beautiful Villa

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“GREAT PLACE TO STAY, CLAY COURTS AMAZING, POOLS AND HOT TUB PERFECT BIKING AND BEACH AWESOME.” We Love The Island it is a great place for families found an excellant church to worship at GRACE COMMUNITY. Biked everywhere grilled daily, loved the Clay courts for tennis. Beach was very close by, FACILITIES were decent and very clean. HOPE TO BACK NEXT YEAR.

Match: Shared outdoor pool (heated)

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Price per night from

$149

Match: Shared outdoor pool (heated)

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Price per night from

$161

Fripp Island - Casa Del Mar

Fripp Island house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$754

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: Shared outdoor pool (heated)

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Price per night from

$229

SUPER VALUE HOUSE: BEACH, POOL, BIKES, TENNIS, GOLF

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$212

Fripp Island - Bahia Mar

Fripp Island house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$613

Fripp Island - Patterson's Paradise

Fripp Island house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$447

BEACH CHARMER! Fiddler`s Cove- Folly Field

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$126

Dolphins, Sea Breezes, Miles of Warm Sand

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$205

Dataw Island living at the best

St Helena Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$122

Beach, Tennis, Golf Resort, Hilton Head

Hilton Head studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$130

LOFT Extended Stay and Suites

Bluffton hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$97

Marriott's Barony Beach Club

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$431

Marriott's Barony Beach Club

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$575

Island Links Resort - 2br suite - Sunday check-in

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$189

Marriott's Barony Beach Club

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$287

Steps away from the BEACH!!!

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

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Price per night from

$257

Marriott's Shelter Cove - Spacious Villa on Hilton Head!

Bluffton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$445

Marriott's Shelter Cove - Spacious Villa on Hilton Head!

Bluffton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$327

Marriott's Barony Beach Club

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$615

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

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

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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

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$654

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

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$575

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

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$654

Marriott's Barony Beach Club - Family Friendly Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$549

Marriott's Barony Beach Club - Family Friendly Resort

Parris Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$549

Island Links Resort - 3br suite - Friday check-in

Parris Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$258

Marriott's Shelter Cove - Spacious Villa on Hilton Head!

Bluffton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$327

Marriott's Shelter Cove - Spacious Villa on Hilton Head!

Bluffton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$300

Island Links Resort - 3br suite - Sunday check-in

Parris Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated)

All filters match

Price per night from

$224

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