Hilton Head Rentals with Pools

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612 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.

Match: Swimming pool

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Price per night from

$135

Ocean Villa on Hilton Head Island, SC - Steps from the beach and pool.

Hilton Head apartment

1 bedroom / 1 bathroom / sleeps 4

“Great Accommodations and Location!” This was a wonderful vacation rental for our little family. The condo was perfectly decorated, very clean, and a quick walk to the beach. Irene (owner) was quick to answer all of our questions. I can't say enough about how kind Irene is. We enjoyed our days at the beach and swimming in the pool, then visited nearby restaurants for dinner. We had a wonderful time!

Responds fast! avg. 38 minutes

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Price per night from

$126

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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Price per night from

$342

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 5

“Good overall” We loved Hilton Head! It was very quiet while we were there and the water was perfect for children (3 & 1). The indoor pools perfect for getting out of the sun for a bit and never crowded! The walk to the beach is doable but not recommended for a pregnant woman with 2 small kids! We couldn’t figure out how to have the ceiling fan in bedroom on without the light and messaged to find out but didn’t get a response until after we had checked out. We also couldn’t get water to stay in the bathtub to give our small kids a bath which was VERY aggravating but we managed. Having to pay 1.50 to wash a load of towels was not to great either (was a quarter short to dry them for 1.50 so they hung dry) when been used to having in room washer/dryer On the plus side it seemed to be the cleanest place I have stayed in awhile. All staff that we encountered was very friendly, nice, and helpful.

Responds fast! avg. 42 minutes

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Price per night from

$162

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$153

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

$343

Carolina Club #440 is part of Spinnaker Resorts

Hilton Head townhouse

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$289

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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$185

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

$148

328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$134

26 Gunnery Lane, Free Bikes,Tennis, Dog Friendly

Hilton Head house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$166

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. 38 minutes

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Price per night from

$151

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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$144

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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Price per night from

$153

Spacious 3 bedroom Villa Walking Distance to Beach

Hilton Head villa

3 bedrooms / 4 bathrooms / sleeps 8

“Absolutely wonderful” Beautiful location, super close to the beach. Everything was so nice and very clean when we arrived! Would absolutely stay here again!

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$208

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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Price per night from

$148

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

$156

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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Price per night from

$177

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

$241

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

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$154

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

$151

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

$345

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

$214

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

$238

New to Market, 312 Breakers. Sleeps 4, Free Bikes, Pool

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$144

3 BR Nearest to Beach on Lagoon-Golf View-2 Decks

Hilton Head villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$256

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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$127

"Comfortably close to Beach" - Pool, Balcony, Secured WiFi, HDTV's

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

“Quiet and comfortable condo for Hilton Head stay.” The condo was in very good condition with all the necessary amenities. It's a quiet development that close to the beach. One thing that I didn't anticipate is that Hilton Head is different to other resort areas in that instead of being dominated by buildings it's dominated by beautiful trees. Sometimes it's hard to find things as you drive along because there are few signs and lots of trees. We didn't bike but we walked a lot on the network of bike paths.

Responds fast! avg. 1 hour 33 minutes

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Price per night from

$132

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

$317

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.

Responds fast! avg. 2 hours 24 minutes

Match: Swimming pool

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Price per night from

$173

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

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$151

Newly Renovated! Book Now for Prime-Time 2016

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$289

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$144

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.

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$116

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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Price per night from

$148

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

$258

Ocean One 106 - Beach-side 1st Floor Condo

Hilton Head apartment

3 bedrooms / 3 bathrooms / sleeps 10

“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

$277

Charming Villa in Sea Pines and a short walk to the Beach!

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$166

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