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Hilton Head Rentals with Pools

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age 0-16
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1,083 beach rentals in Hilton Head with pools

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. 22 minutes

Match: Swimming pool

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Price per night from

$150

Ocean One 419 -Updated Lovely 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.

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$356

Courtside 117 - Forest Beach Townhouse Recently Updated

Hilton Head house

2 bedrooms / 2 bathrooms / sleeps 6

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

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$128

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.

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$333

Beautiful Hilton Head Beaches - 3BR/2BA - Beach Access - Wi-Fi - Pool/Tennis

Hilton Head apartment

3 bedrooms / 2 bathrooms / sleeps 9

“Awesome condo, best value for the dollar.” This 3 bedroom condo at Hilton Head Resort was without a doubt the best value for the dollar. Closest building to the beach, and a beautiful pool. Our ladies weekend was wonderful. Thank you Jeff for being so helpful - even when I called with stupid questions!

Responds fast! avg. 1 hour 24 minutes

Match: Swimming pool

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Price per night from

$225

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. 19 minutes

Match: Swimming pool

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Price per night from

$190

Carolina Club #440 is part of Spinnaker Resorts

Hilton Head townhouse

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$297

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.

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$128

Beachwalk 122 - Beautiful 1st Floor Flat

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Positive experience” Love the place - been here twice before and will likely try to get the same place next year. One thought though is that the sofa furniture is becoming a little uncomfortable with upholstery and pillows becoming mis-shapen. We felt sitting at the ends of the sofa they were sagging toward the middle - minor point really.

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$146

Beautiful home in Sea Pines with private pool bikes and tennis! Walk to Beach

Hilton Head house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$198

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$135

362 Sea Side Villa 1 Bedroom- steps from the beach

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

“worth it” Located within easy reach (two miles) of Sea Pines where rest of family was staying and about a half mile from amenities at Coligny Circle on nice stretch of beach. Condo was small, but toward front of complex with good beach view from balcony. Well-maintained. Minor miff: wished that glass of sliding door was not so streaky. Had difficulty upon night arrival finding my way to condo. No place to park outside gate; key fob thingamajig hard to find behind tree once I finally found condo and got keys out of box and then walked back to car. Bicycles also hard to locate.

Responds fast! avg. 2 hours 13 minutes

Match: Swimming pool

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Price per night from

$172

Ocean One 319 - Oceanfront 3rd Floor Condo

Hilton Head apartment

3 bedrooms / 3 bathrooms / sleeps 7

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

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$327

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

Match: Swimming pool

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Price per night from

$143

Short Walk to the Beach, Pet Friendly Shipyard Villa

Hilton Head house

2 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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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

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$175

Hilton Head Resort Villa 2225

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. 29 minutes

Match: Swimming pool

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Price per night from

$99

Direct Oceanfront Views, 339 Breakers. Sleeps 4

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$111

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

Hilton Head villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 36 minutes

Match: Swimming pool

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Price per night from

$268

Ocean One 202 - Beachside 2nd Floor Condo

Hilton Head apartment

4 bedrooms / 4 bathrooms / sleeps 10

“Ocean One 202” Nice unit. Owner just needs to open the wallet a little and get a new TV in the main living room. Can't beat Ocean One's location.

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$390

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.

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$110

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!!

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$133

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. 49 minutes

Match: Swimming pool

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Price per night from

$150

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

Hilton Head house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$170

124 Windward Village - 2 Bedroom Villa -Shipyard Plantation

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$144

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!!!

Responds fast! avg. 2 hours 29 minutes

Match: Swimming pool

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Price per night from

$173

3 Quincy, Private Pool, Sleeps 6

Hilton Head house

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect, Great House , Location, a True "Home Away from Home"” Great location, easy access to all that HHI has to offer, All the amenities were great, excellent Wi-Fi, really comfortable beds, so easy to use everything the owner had everything we needed in his welcome pack and was always very responsive to any questions we had prior to arrival and while we was there. I would Highly recommend this rental, we took our dog with us and she loved it also

Responds fast! avg. 38 minutes

Match: Swimming pool

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Price per night from

$372

1701 Bluff Villas / Walk to Beach and Salty Dog / 2nd Row Ocean

Hilton Head condo

1 bedroom / 1 bathroom / sleeps 4

“Heaven on the Bluffs” We had the most wonderful week at 1701. When we walked in the condo was spotless, all immenities we could have needed, Very comfortable and inviting and to top it off a beautiful view! Tom was so accommodating in every way. Each time I contacted him with a question he responded very promptly and with an genuine willingness to help. The experience was memorable and we hope to return.

Responds fast! avg. 3 hours 45 minutes

Match: Swimming pool

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Price per night from

$125

UPSCALE BEACH HOUSE, 3D HOME THEATER, ELEVATOR, POOL, KIDS ROOM, WALK TO BEACH

Hilton Head house

6 bedrooms / 4 bathrooms / sleeps 20

Responds fast! avg. 1 hour 22 minutes

Match: Swimming pool

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Price per night from

$630

309 Ocean Dunes Villa Ocean Front Beach Views

Hilton Head condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$115

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

Responds fast! avg. 11 minutes

Match: Swimming pool

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Price per night from

$201

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

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$111

Hilton Head Island North Shore Place 2 Bdrm 2 Bath Villa #201

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 28 minutes

Match: Swimming pool

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Price per night from

$114

328 Breakers,Newly Remodeled, Beautiful Oceanfront Beach Villa

Hilton Head villa

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$103

17 Dune - "The Cottage" - Oceanfront 7 Bedroom, North Forest Beach, Free Pool He

Hilton Head house

7 bedrooms / 7 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$995

26 Gunnery Lane, Free Bikes,Tennis, Dog Friendly

Hilton Head house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$127

2 Bedroom Townhouse, Springwood Villas, Short Walk to Beach

Hilton Head house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$150

Hilton Head Island, Fiddler's Cove - Pool/Beach, 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. 19 minutes

Match: Swimming pool

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Price per night from

$98

Viewing 38 of 1,083
rentals in Hilton Head

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