St. Helena Island Rentals

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281 Houses

St. Helena Island - Carolina Sunrise

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

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$315

Luxurious Family Getaway on Fripp Island - Golf Views

Saint Helena Island house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 7 minutes

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$458

Dataw Island - Bluff Villa 2014

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 36 minutes

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$253

Dataw Island - Creekside Escape

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

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$192

St. Helena Island - R Anchor House

Saint Helena Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 36 minutes

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$223

Harbor Island - Break Time

Saint Helena Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 36 minutes

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$243

Tranquil Creekside Retreat - Minutes to Beach, Golf, Pools

Saint Helena Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 7 minutes

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$439

Stunning Waterfront Escape - Seaside Serenity

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 7 minutes

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$155

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

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$115

Relaxing Coastal Retreat - Harbor Island Bliss

Saint Helena Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

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$115

Tranquil Oceanfront Haven - Perfect for Family Getaways

Saint Helena Island house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 7 minutes

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$494

Dataw Island - What a View

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

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$195

Relaxing Golf Retreat - Dataw Island Getaway

Saint Helena Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

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$177

Family Paradise on Lands End - Private Dock

Saint Helena Island house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 7 minutes

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$408

Tranquil Harbor Island Retreat - Steps to Pool & Beach

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

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$115

Dataw Island - Birdie Bluff

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

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$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

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$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

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$129

Tranquil Beach Getaway - Ebb Tide Cottage, Family-Friendly

Saint Helena Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$313

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

Saint Helena Island house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$189

Serene Getaway on Dataw Island - Golf & Water Views

Saint Helena Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 7 minutes

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$177

Sea Island Oaks Family Haven - Close to Beach

Saint Helena Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 7 minutes

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$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

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$144

306 Barrington Arms -Oceanfront Luxury Villa

Hilton Head villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$228

Hilton Head Island Villa in Fiddler's Cove

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$132

Burkes Beach House

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$344

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!!

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$138

Modern and Freah Hilton Head Condo - Walking Distance to the Beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Very nice place.” All the amenities that you could ever need at the beach - nice indoor pool, outdoor pool, hot tub, sauna, exercise room and short walk to the beach. We loved Coco's and great food. Lois

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$172

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.

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$916

5 ⭐️ Discounted! Lovely Historic District Listing

Beaufort house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Excellent experience!” What a wonderful experience! We stayed over the Thanksgiving holiday and we couldn't have felt more at home. In walking distance to all of the shops and a great restaurant we found, Wren. Must try!! Thank you to the Tetley's for making our trip a relaxing, comfortable experience! Highly recommend!

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$201

2 bed/2 bath Hilton Head Resort Ocean Villa-Best Location in Hilton Head Resort

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 57 minutes

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$150

Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

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$115

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect location” Honestly everything was great. Shelly was extremely accommodating. We are definitely staying in the same place next year due to a great experience.

Responds fast! avg. 1 hour 7 minutes

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$172

Affordable Villa Hilton Head Palmetto Dunes ***Brand New Kitchen Dec. 2016***

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$212

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

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$344

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.

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$149

Newly Remodeled Villa/Spectacular Views and Beach Access, Shelter Cove Marina

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Most perfect place to stay” We cannot begin to tell you about the amazing time we had in Hilton Head Island! At first arrival we were so impressed with your Villa and the location. It was more than perfect for our family. It gave us all the flexibility of enjoying kid and adult activities simultaneously. We thoroughly enjoyed the close proximity to the beautiful beach and the accessibility was priceless with two little ones. We enjoyed some of the restaurants in Shelter Cove and especially the live music from your extra large balcony. Your Villa is a gem and we can tell why you fell in love with Hilton Head Island. We fell in love too!

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$516

Picturesque PD villa -immaculate & spacious

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Vacation” We really enjoyed our stay in Hilton Head! The home was clean and well cared for. The location is great. There is a general store, bike rental place and alexander's (restaurant) close by. More importantly the beach is a short walk away. It was very easy for us to run home for a snack or lunch and go right back to the beach. We had a great time and can't wait to go back.

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Price per night from

$384

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