Hilton Head Rentals with Pools

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725 beach rentals in Hilton Head with pools

Courtside 117 - Recently Updated South Forest Beach Townhouse

Hilton Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great family time” I love it very nice :) cant wait to booked my next vacacion.

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Price per night from

$311

Ocean One 419 - Oceanfront 4th Floor Condo

Hilton Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Just what we needed to relax for Labor day” Wonderful place, wonderful beach and pooltime! Seashore Vacations was wonderful to deal with too.

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$704

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 16 minutes

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Price per night from

$172

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$327

Ocean One 402 - Beachside 4th Floor Condo

Hilton Head apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Second Time Around” This was our 2nd stay at Ocean One 402. I am sorry to say this year the condo was the total opposite of last year in regards to cleanliness. We vacuumed as soon as we arrived and the furniture was thick with dust in every room. The bedspreads were very soiled, and carpet in living room was in dire need of scrubbing. Last year the place was immaculate.

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Price per night from

$729

Carolina Club #440 is part of Spinnaker Resorts

Hilton Head townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$287

Shorewood 431 - Oceanview 4th Floor

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Luibrand Stay @ 431 Shorewood” The whole kitchen was renovated which was very nice. However the two bathrooms need renovation badly and the carpet needs to be cleaned. I love Shorewood

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$447

Ocean Gate 9 - Forest Beach Townhouse

Hilton Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice stay” Quiet Villa close to beach. Nice pool and tennis court with little use. Villa amenities adequate. Furnishings fair, beds xtra-firm, but did the job. Could use some paint as of 8-11-13. But nothing disappointing. I will stay here again as the villa, the quiet area, close proximity to the beach, and the pool/tennis courts are a draw.

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Price per night from

$218

328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$298

Walk to the Beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 57 minutes

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Price per night from

$175

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

Surf Court 16 - Forest Beach 1st Floor Flat

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“I Loved This Condo!” I have stayed at Surf Court a few times. This condo was my favorite by far! Wonderful week at the beach!!

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$337

Lake Forest 3304 - Sea Pines One Level Condo

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“wonderful! all the 4s should be 5 tablet trouble” We loved the island and the property. I would only note that the cleaning crew unloaded a trash bag of ours from the outside trashcan and left it in the street. We saw them do this as we checked out, but had to return our bikes. I would think the neighbors wouldnt be happy with their carelessness.

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$253

182 Beachwalk - Shipyard Condo, 7 minutes to the beach

Hilton Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$150

Tennis Master 1101 Private and Recently Updated, 5 Minute Walk to the Beach

Hilton Head villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$176

Ocean One 315 - Oceanfront 3rd Floor Condo

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best condo yet.....” We always return to Ocean One due to its location and our wonderful experiences with the property. This unit has been our favorite so far. We will definitely return and hopefully be able to rent this unit again.

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Price per night from

$505

124 Windward Village - 2 BR/2BA Townhouse -Shipyard Plantation

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$261

Beautiful home in Sea Pines with private pool. Walk to Beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,198

53 Springwood Villas - 2 bedroom/2.5 townhome, community pool, tennis

Hilton Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$150

Ocean One 319 - Oceanfront 3rd Floor Condo

Hilton Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great location” Positive but expensive. Many units rented for significantly less for the same week.

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Price per night from

$704

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!!!

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Price per night from

$224

Ocean One 409 - Oceanfront 4th Floor Condo

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Exceeded Our Expectations” We rented this condo for 5 nights starting on Labor Day. My husband and I arrived at the rental office early (1:15 pm) and we were able to move into the condo 30 minutes later. Seashore Vacations was great to work with. They were professional and very customer oriented and accommodating. The condo was very clean and had a remodeled kitchen and new living room furniture. The Master Bedroom overlooks the ocean and pool with its own balcony and 2 chairs. The main balcony is accessed through the Living Room and had seating for 6. We loved the ocean and pool views from both. The bathrooms looked like they too had been recently updated. They supplied enough paper products and soaps that the only thing we had to purchase was regular dish washing detergent. There was a ton of storage space throughout the condo. They even had chairs and floats for the ocean or pool. We did purchase an umbrella at the nearby Piggly Wiggly to use on the beach. The kitchen was well stocked with everything we needed. We liked the layout of the condo with the Kitchen and Living Room on one side and both bedrooms and bathrooms on the other side. The Master Bedroom had a huge closet and more hangers than we needed. The pool and ocean were both a short walk - the access to both were just off the elevator. The pool was right below our condo and the beach right beyond the pool. The beach was clean and big enough that we were never crowded. There were showers between the ocean and pool area to wash off sand. The pool was cleaned and treated every morning and was delightful! Housekeeping did a great job and everything was very clean and well-maintained. The only minor issue was the closet door in the foyer which was difficult to open and close (maybe because of all the sand - this was where the beach chairs and floats were stored). But this was really no big deal. We would definitely return to Ocean One and stay at Unit 409.

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Price per night from

$576

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

309 Ocean Dunes Villa Ocean Front Beach Views

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$321

Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Location” Super close to beach, restaurants & shopping. Very clean - no complaints! Would definitely stay again.

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Price per night from

$172

71 Springwood Villas - 2 Bedroom Springwood Condo near Coligny, Tennis

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$145

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$413

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$326

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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Price per night from

$115

Courtside 97 - Wonderful Ground Floor Flat

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Nice Place to Stay” The condo was conveniently located and well equipped. I would recommend this unit to anyone seeking guidance.

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$268

Spacious Pet Friendly Sea Pines Home, Free Bikes, Private Pool, Walk to Beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,597

Ocean One 106 - Beach-side 1st Floor Condo

Hilton Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“great time!” we love staying at ocean one 106! it's always clean and is a spacious condo. with children, it's the perfect location to the pool and beach. the staff is friendly and helpful. looking forward to next year at the same location!

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Price per night from

$533

Ocean One 502 - Beachside 5th Floor Condo

Hilton Head apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“502 review” Overall very good. Nice pool and convenient to ocean and Coligny. However, read in an earlie review one bathroom shower did not drain properly. Was told it was fixed but it is not. Dining room chairs much too big for area -- awkward and couldn't get around table when all seated.

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$803

Sea Pines Home, Private Pool, Golf Views, Walk to Beach, Free Bikes

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,500

306 Barrington Arms -Oceanfront Luxury Villa

Hilton Head villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$228

Courtside 53 - Charming South Forest Beach Townhome

Hilton Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“great value” Very friendly staff. Townhouse clean and roomy. Kitchen fully equiped. Washer and dryer a nice bonus.

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Price per night from

$267

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

21 Heron - Oceanfront Home, Private Boardwalk, Remodeled Back Deck 2023

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$575

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