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Hilton Head Rentals with Pools

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Hilton Head Rentals with Pools

1,425 vacation rentals

3BR/2BA - Beach Access - Wi-Fi - Pool/Tennis

Hilton Head apartment

3 bedrooms / 2 bathrooms / sleeps 9

“Great Condo, clean and neat.” We are close to the beach. There's plenty to do on the island, even though the weather is a little cold this week. We've had a great time shopping and sight-seeing.

Responds fast! avg. 1 hour 18 minutes

Price per night from

$99

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Ocean Villa on Hilton Head Island, SC

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

Responds fast! avg. 17 minutes

Price per night from

$149

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2 bed/2 bath Hilton Head Resort Ocean Villa

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 17 minutes

Price per night from

$199

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Evian 232

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$118

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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. 10 minutes

Price per night from

$323

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Queens Grant 597

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$118

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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. 10 minutes

Price per night from

$118

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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

Responds fast! avg. 10 minutes

Price per night from

$143

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Harbourside 7164

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

“Give the harbor a try for a change!” We had a great time. Traditionally stay on the beach side, but this was a great condo with a great view of the Harbourside plaza and the harbor from the cozy patio. Modern and update, just be sure you're okay with

Price per night from

$128

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Evian 230

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 5

“Wonderful stay in this comfortable condo” Loved this place! Kitchen had everything we needed to cook dinner. The pots and pans where great quality. The condo was clean except for a thin layer of plaster dust all over in kitchen and living room. Defini

Price per night from

$109

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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 balc

Responds fast! avg. 2 hours 52 minutes

Price per night from

$148

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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,

Responds fast! avg. 10 minutes

Price per night from

$139

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'Sandy Feet Retreat' 2BR Hilton Head Resort Condo

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 10 minutes

Price per night from

$95

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Tennis master newly renovated 5 min walk to beach

Hilton Head villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 3 hours 5 minutes

Price per night from

$178

1 / 11

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. Ea

Price per night from

$83

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Harbour Town Home Private Pool, Free Travel Insurance for rest of 2018.

Hilton Head house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 10 minutes

Price per night from

$232

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124 Windward Village - 2 Bedroom Villa -Shipyard Plantation

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 10 minutes

Price per night from

$107

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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

Responds fast! avg. 10 minutes

Price per night from

$308

1 / 30

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

Price per night from

$125

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Shipmaster 1902

Hilton Head villa

3 bedrooms / 3 bathrooms / sleeps 6

“Shipmaster 1902” Great condo with all the amenities. Had a fabulous time riding bikes, golfing and walking the beach, can't wait to do it again next year.

Price per night from

$138

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Large Hilton Head SC Beach Condo

Hilton Head condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$124

1 / 18

Ocean Front Resort, Updated and Comfortable -wifi

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

“Comfortable and affordable” Great place! Really enjoyed everything about it. Wish we could have stayed longer. Definitely somewhere to return to in the future!

Responds fast! avg. 58 minutes

Price per night from

$85

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Inverness Village 919

Hilton Head villa

3 bedrooms / 3 bathrooms / sleeps 9

“Great size for 2 small families” Beautiful condo- nice rooms - nice view of the lagoon. Great size! Short drive to the beach. Would definitely stay again!

Price per night from

$128

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462 Plantation Club End Unit, Golf Views, Close to Beach, Pet Friendly

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 10 minutes

Price per night from

$100

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Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 10 minutes

Price per night from

$111

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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. 10 minutes

Price per night from

$141

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95,Seapines,pool,golf disc,wifi,bikes,pet ok,tennis

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 9 minutes

Price per night from

$98

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2 bedroom 2 1/2 bath beach oriented condo

Hilton Head apartment

2 bedrooms / 3 bathrooms / sleeps 6

“A1 vacation condo” Absolutely loved our stay! Great location! Loved the balcony and vacinity to the pool.Had everything you need for a wonderful vacation. All you need is to stock the fridge and you're ready to relax. Ready for another stay at Courtsi

Responds fast! avg. 3 hours 1 minutes

Price per night from

$124

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Spacious 3 bedroom Villa Walking Distance to Beach

Hilton Head villa

3 bedrooms / 4 bathrooms / sleeps 8

“Best Place to stay” Absolutely amazing place! The most conveniently located place just one block from the ocean and right by some of the best places to eat all within walking distance. The most comfortable beds EVER! Clean, well kept, and extremely ni

Responds fast! avg. 1 hour 45 minutes

Price per night from

$188

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Hampton Place 6506

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

“Outstanding in all respects” This unit was beautifully decorated - new furniture and neutral colors. The kitchen was newer and well stocked with dishes and utensils. The view of the ocean was outstanding. Short walk to beach and the pool area was very

Price per night from

$267

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Walk to Beach! SUMMER DATES AVAILABLE with DISCOUNT 8/18-8/20 & 8/26-9/1!

Hilton Head condo

2 bedrooms / 2 bathrooms / sleeps 6

“Family beach trip 2018” decorated really cute. Loved the green cabinets. Comfy bed. Appliances all worked and seemed new. About 10 minutes walk to beach. Outdoor pool only about 4 minutes. Same for indoor pools. Very clean condo though th

Price per night from

$75

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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.

Responds fast! avg. 10 minutes

Price per night from

$244

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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

Responds fast! avg. 1 hour 46 minutes

Price per night from

$100

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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. 10 minutes

Price per night from

$302

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Queens Grant 628

Hilton Head villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$129

1 / 18

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

Hilton Head villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 11 minutes

Price per night from

$204

1 / 18

Direct Oceanfront Home, Private Pool/Spa

Hilton Head house

7 bedrooms / 7 bathrooms / sleeps 18

Price per night from

$564

1 / 58

48 Deer Run Lane

Hilton Head house

3 bedrooms / 3 bathrooms / sleeps 6

“Dutch” This house is very specious and clean. It lies perfectly at the end of a street and in a quiet area. You only need 7 minutes to walk to the beautiful beach. The bike path is behind the house and goes in all directions.

Price per night from

$214

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