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Hilton Head Luxury Holiday Homes

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    Travellers to Hilton Head are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    186 Matching Rentals in Hilton HeadView all 1,241 rentals
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    LOOK  - Fall Discount on 8 bedroom Oceanfront Mansion - come enjoy the BEST1 / 41
    (3)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    Sweet Carolina Oceanfront Home, Private Pool, Hot Tub & Tiki Bar1 / 47
    (8)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Guscio Way 1 is a beautifully updated, oceanfront home located in the North Forest Beach community. This three-story, six bedroom home features two master suites, two living rooms, and a private pool and spa (FREE pool heat March - May and September - November, please ask upon booking for details)....
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous, 5,000 square foot oceanfront home is situated near South Beach Marina. It offers breathtaking ocean views, high end upgrades throughout, and features five bedrooms, four full baths, two half baths and two levels of living space. • Direct Oceanfront Home – Sea Pines • 5 Bedrooms, 4...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    24 Sandhill Crane1 / 39
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    Reviewed 5 days ago
    This home was absolutely "Amazing". It was even better than the pictures showed. I would book this property every year for my family vacations and will again in a...
    Reviewed 6 March 2018
    This house is spectacular. The location on the beach, and the views from the home, could not be better and the indoor and outdoor space was just gorgeous. It is beautifully...
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    About this property
    This beautiful Sea Pines, oceanfront home is a treat for any vacationer. It provides an elegant and relaxed atmosphere with two expansive living areas, each with flat screen televisions and panoramic dune and ocean vistas. • Oceanfront Home – Sea Pines • 5 Bedrooms, 5.5 Bathrooms, Sleeps 19 •...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 19
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    7 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Brand New Luxury Custom Oceanfront 7 bedroom, 8+2 bath, sleeps 22 Southern Comfort sets a new standard for oceanfront luxury resort homes on Hilton Head Island. It does not feel like a rental because it was built as a custom dream home for the owners who live in the house October through March....
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 22
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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront luxury home with private pool, spa, elevator, and putting green! 5 Roadrunner in North Forest Beach is a spectacular 7 bedroom, 7.5 bath home with breathtaking views of the Atlantic Ocean! This unique home featuring private baths for each bedroom is ideally suited for large family...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    Sea Breeze1 / 37
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2016
    Spent 4th of July week here. Beautiful personal home. Had rust in dryer, but owners came to fix it. A/C is controlled by owners, but they are willing to adjust as needed.
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    About this property
    The vacation you always dreamed of awaits you at this beautiful, newer and luxurious, 7 bedroom, 6.5-bath, 2nd row ocean home on Sand Dollar Road in desirable Folly Field. The home features multiple living areas, 3 Master Suites and multiple balconies. The beach path to one of the Island’s most...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    PENTHOUSE 5 at SeaCrest - Oceanfront 4 Bedrooms & Beautiful - Sleeps 101 / 29
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Indoor Pool
    • Patio
    • Hot Tub
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Penthouse 5 is an amazing vacation rental! All the comforts of home within walking distance to anything one desires. Steps from the beach, pools, shops and restaurants makes...
    Reviewed 19 August 2017
    We have been traveling to Hilton Head and staying at SeaCrest for the past eight years. We had previously booked the Penthouse 3505 at Seacrest and were disappointed to learn...
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    About this property
    SeaCrest Penthouse 5 is a beautiful, oceanfront 5th-floor penthouse with 4 bedrooms and 4 baths. The large open living area has amazing ocean views and opens out onto the huge deck with an outdoor dining table with seating for 6. A spiral staircase leads from the living room to a top-floor balcony...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular oceanfront North Forest Beach home. 7 bedroom, 7.5 bath home with private pool, spa, elevator, and much more! All new furnishings, newly painted, and breath-taking ocean front views of the Atlantic Ocean make this home perfect for your family! This unique home featuring private baths...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 24
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    16 East Beach Lagoon1 / 31
    (5)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2017
    This property was perfect for our group - great area for gathering inside and out, with 3 bedrooms downstairs for those who are less able to climb stairs, and 3 upstairs for the...
    Reviewed 23 July 2016
    This is our third time here. Great upgrades with new showers. Always great family fun with a pool next to the beach. Everything was perfect. Wish I could stay a month!!
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    About this property
    Located in one of the most exclusive areas in Sea Pines, this recently updated oceanfront home is perfect for you to relax and unwind while you're on your Hilton Head Island vacation. • Oceanfront Home – Sea Pines • 6 Bedrooms, 5.5 Bathrooms, Sleeps 14 • Square Feet: 4443 • Private Pool/Spa...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    33 Dune Lane- Oceanfront & Beautiful!1 / 45
    (12)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2015
    We stayed at this property for two weeks and loved every minute of it. The property management company was easy to deal with for the few minor things we needed. The view was...
    Reviewed 5 August 2014
    It was the perfect house for a large group of people like we had. There are enough bed-rooms and bathrooms to give everybody their own space, without totally isolating people...
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    About this property
    The very best of everything! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *Heated pool/spa and elevator. This 5000 sq/ft. home was built in 2003. This wonderful oceanfront home exudes the owners' taste for the finest quality of furnishings, craftsmanship,...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 17
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a place to rest your head while listening to the waves roll in? This nostalgic 5 bedroom, 4 bath oceanfront home is for you! Built prior to current regulations, you won't find another home with a private pool closer to the beach! The home offers 2 levels with a family room, 3 bedrooms,...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    89 Dune Lane-OCEANFRONT, Large Private Pool & Hot Tub1 / 28
    (9)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 19 Quick View
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    • Internet Access
    • Grill
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent 7 bedroom*, 7.5 bath oceanfront home with *heated pool and hot tub boasts 3 living rooms, 3 King, 1 Queen Suite, all with oceanfront views. Features of the home include tile and new hardwood floors throughout the majority of the home. This Hilton Head Forest Beach rental is fresh...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 19
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    31 Dune Lane -Oceanfront , New & Beautiful1 / 45
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 19 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2015
    What can we say. The home was pure "bliss". It is so warm and inviting that it gives a happy feeling the minute you walk through the door. The pictures cannot capture...
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    About this property
    Fantastic, custom built, oceanfront home is perfect for your next family vacation to Hilton Head Island. This fabulous 6 bedroom, 6 full bath and 2 half bath home with private *heated pool, spa, and an elevator is beautifully decorated in a coastal chic beach theme. The first floor has an open...
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 19
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beautiful beach life is here, in this lavish 5 bedroom oceanfront home, including 4 full bathrooms, 1 half bath and a *heated pool & spa. Freshly renovated with stone flooring throughout the first floor, quartz counters in the kitchen, stainless steel appliances and new living room and dining...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Singleton Beach 91 / 24
    (3)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Singleton Beach 9 This spectacular 7 bedroom, 5.5 bath oceanfront home is the perfect choice for the ultimate vacation for multiple families. This 3-story, elevatored home is professionally decorated and offers breath-taking, panoramic views from most rooms including 4 of the 7 bedrooms, which...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 20
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    3501 SeaCrest - Oceanfront 5th Floor Penthouse. WoW views!1 / 28
    (10)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Waterfront
    • Private Indoor Pool
    • Internet Access
    • Terrace
    • Cable/satellite TV
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2014
    Loved both balcony views, the location next to Coligny & Piggly Wiggly, the decor, stocked kitchen and other rooms. Maybe put a night light in master bathroom. Fabulous...
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    About this property
    This fabulous oceanfront 3 bedroom, 3 bath penthouse villa is located in building 3 on the fifth floor at the SeaCrest Resort. Panoramic views allow you to watch the sun rise over the Atlantic Ocean. All 3 bedrooms are outfitted with king bedding. The kitchen opens to the dining room and seats...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Internet Access
    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Extraordinary oceanfront home in the North Forest Beach area of Hilton Head. Your family will love the spectacular views from almost every room in this 5 bedroom, 6.5 bath. The open floor plan, 2 living areas, large pool deck and covered porch with stunning views of the Atlantic Ocean make this the...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    3503 SeaCrest -Direct Oceanfront 5th Floor & quick walk to Coligny.1 / 32
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront 3 bedroom, 3 bath villa located in building 3 on the fifth floor at the popular SeaCrest Resort. Enjoy the ocean air from one of your two private balconies overlooking the pool and the ocean. Relax with your morning coffee while taking in the amazing views. This villa is perfect for...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3401 SeaCrest- 4th Floor & Direct Oceanfront.  Sunrise/Sunset Views1 / 21
    (8)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Terrace
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    • Waterfront
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Outstanding 3 bedroom, 3 bath oceanfront villa located in building 3 on the fourth floor at the SeaCrest Resort. Enjoy the ocean breeze and sunset from your private balconies overlooking the pool and the ocean. This 3 bedroom villa is spacious and beautifully decorated. The open floor plan lends...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    22 Red Cardinal1 / 51
    (4)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    Too many issues needed attention after arrival. No internet access for four days,washer and dryer non functioning, no felt tips on pool cues, many lights burnt out including the...
    Reviewed 12 May 2015
    My bridal party and friends all stayed in this house the week of our wedding. The people at Wyndam treated so nicely and paid attention to all our needs. The house is beyond...
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    About this property
    Red Cardinal 22 is a spacious three story home, just one row back from the ocean with quick access to the Sea Pines Beach Club. • Second Row Home (adjacent to beach path) – Sea Pines • 7 Bedrooms, 5.5 Bathrooms, Sleeps 22 • Square Feet: 4838 • 3 Living Rooms • Private Pool/Spa (Pool and/or spa...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 22
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    3 Cat Boat1 / 50
    (4)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2016
    ABSOLUTELY Amazing! First, I have to recognize Sheryl with Wyndham. She was a jewel to work with. She provided great customer service from the beginning to the moment we drove...
    Reviewed 14 June 2015
    This home is unbelievably beautiful. The beds were perfectly comfortable and all rooms were spacious. There was so much living space that we couldn't even use all the rooms...
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    About this property
    Cat Boat 3 is a beautiful, modern home located just one row back from the ocean in Palmetto Dunes. • Second Row Home – Palmetto Dunes • 7 Bedrooms, 7.5 Bathrooms (plus extra half bath by the pool), Sleeps 22 • Partial Ocean Views from 2nd Floor • Square Feet: 5500 • Spacious Living Room •...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    3101 SeaCrest- Direct Oceanfront. FULLY RENOVATED & more!1 / 29
    (12)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Terrace
    • Private Indoor Pool
    • Air Conditioning
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    • Waterfront
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This amazing 3 bedroom, 3 bath oceanfront villa is located in building 3 on the first floor at the SeaCrest Resort. Enjoy the ocean breeze from your 2 private balconies overlooking the pool and the Atlantic Ocean. Completely renovated, this wonderful villa has all new furnishings, paint, wood...
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    Location Information
    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of our larger Hilton Head oceanfront rentals, this gorgeous 3-story oceanfront 6 bedroom, 6.5 bath North Forest Beach home with *heated pool and hot tub is equipped with all the bells and whistles for the finest Hilton Head Island vacation experience ever. A large great room encompassing the...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    17 Armada1 / 33
    (5)Average
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The house is in an absolutely great location. Walk out the backside and you're a two minute walk to a very nice beach. Took children and grandchildren there to celebrate our...
    Reviewed 11 May 2015
    Loved the house! It was large and the master bedroom was great! The home is very large. We had 16 family members with us for a wedding and we were all happy! We had five...
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    About this property
    Armada 17 is a spacious five bedroom, oceanfront home located in Palmetto Dunes. • Direct Oceanfront Home – Palmetto Dunes • 5 Bedroom, 5 Bathroom, Sleeps 16 • Square Feet: 6406 • Two Living Room Areas • Private Pool (Pool heat available for extra fee during September to November and March to...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    11 Flotilla- Direct Oceanfront w/ Elevator1 / 35
    (7)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2012
    We stayed at this property in October and it was absolutely perfect. A beautifully decorated home with plenty of room and luxury anmenities. The view was spectacular...
    Reviewed 9 November 2012
    The property at 11 Flotilla is amazing! The house was extremely clean and spacious. The furnishings and pool are top notch. I loved being just a few steps from the ocean!! I...
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    About this property
    Spectacular oceanfront home in Palmetto Dunes. This 5 bedroom, 5.5 bathroom home with *heated pool and spa offers stunning ocean views! From the moment you enter, you will be captured by this beautiful home. This room is outfitted with a wet bar and access to the covered patio and magnificent pool...
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    Location Information
    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    18 Ibis Street- Book now for 2019.1 / 31
    (8)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This North Forest Beach rental is a magnificent modern 7 bedroom home with 7 full bathrooms, plus 3 half-bathrooms, including 1 outside by the pool. It is a 2nd row ocean home with a private heated pool* and spa and has stunning views of the ocean from almost every room in the house! The dining...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    7 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has it all! Less than 100 yards to the most desirable beach on Hilton Head Island, yet situated on the famous 11 mile long lagoon system, with its own private boat dock. And the interior of the home has it all, too. Not only does it feature seven bedrooms and seven full bathrooms, but it...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 17
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    20 Sandpiper1 / 80
    (5)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 23 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    Honestly, I am struggling to convey how amazing this house is. We rent somewhere on Hilton Head every year. Each year we have 13 to 20 people come. All ages. We have never...
    Reviewed 7 April 2018
    I don't even know where to start!!! This house is amazing! The pictures do not do it justice. There were 18 adults that went along for some St. Patrick's Day celebration...
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    About this property
    20 Sandpiper in North Forest Beach >7 Bedrooms >6 Full & 2 Half Baths >1st Floor Master Suite with King and Sleeper Sofa >Next level two rooms King and Queen with shared Bathroom >3rd Level 3 rooms - Queen w/Bath, King w/Bath and 2 Queen w/Bath >Top floor Queen, 1 Double, 2 Twins and Bathroom >3...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 23
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Balcony
    • Terrace
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3001 Turtle Lane Club is located in one of the most exclusive areas in Sea Pines Plantation, referred to as The Gold Coast! This gorgeous 3rd floor 4 bedroom, 4 bath oceanfront villa provides sweeping views of the ocean from its wrap around balconies. Also enjoy fabulous views of the ocean from the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    8 Bedrooms, 8 Bathrooms, Sleeps 26 Quick View
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    • Hot Tub
    • Grill
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step into this magnificent, newly renovated Hilton Head Island retreat! With vaulted ceilings and large living spaces, this home is perfect for multiple families who need to get away and relax. • 4th Row Home – Palmetto Dunes • 8 Bedrooms, 8.5 Bathrooms, Sleeps 26 • Square Feet: 5740 • 3 Master...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 26
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 5 bedroom, 5 1/2 bath oceanfront home is completely renovated. There are all updated appliances, fixtures, cabinets, bathrooms, flooring, furniture, TV's etc. It is located just 1 1/2 blocks from Coligny Plaza and is within walking distance to all of the various activities of...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    Spacious Palmetto Dunes Home on Golf Course1 / 32
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 23 Quick View
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    • Balcony
    • Washer
    • Hot Tub
    • Terrace
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    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2017
    We chose Hilton Head for an extended family vacation this year and this rental was perfect! The pictures look great but its even better in person! There was plenty of room for...
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    About this property
    If you want a fully updated home with lots of space, amazing views, large pool, close to the beach then look no further. 3 Lookout is located on a quite private cul de sac in Palmetto Dunes Resort with views of both the 11 mile lagoon system and the Robert Trent Jones golf course. It is less...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 23
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing oceanfront home in Sea Pines with private *heated pool. Words hardly describe how lovely this home is with its chef’s kitchen, natural stone floors, hardwood floors, and magnificent ocean views. On the first floor, you will find 3 bedrooms and a den. The first bedroom on your left has 2...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    11 Bald Eagle Road1 / 50
    (9)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2018
    Came back this spring after an awesome time last year. It didn’t disappoint. Great spot on the island with lots to do close by...beach, biking,dining and shopping. The house is...
    Reviewed 23 March 2018
    We had a great week at 11 Bald Eagle Rd! There's a path directly behind the house that leads right on to the vast, clean beach. It's within walking distance to the famous Salty...
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    About this property
    Relax and take in the sights and sounds of a Hilton Head Island vacation under the oak trees in the rocking chairs at Bald Eagle 11. This spacious home is situated across the street from the ocean, on the beach path and centrally located in Sea Pines. It offers a split level layout, with ample...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    9 Dune Lane1 / 35
    (2)Average
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    We loved our stay at this wonderful beach house. The decor was beautiful and warm, and the location was spectacular.We were a family of five and had room to spare.We will...
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    About this property
    This charming, oceanfront home features four bedrooms, three and a half bathrooms and sweeping views of the Atlantic. • Direct Oceanfront Home – North Forest Beach • 4 Bedrooms, 3.5 Bathrooms, Sleeps 12 • Square Feet: 2900 • Hardwood Floors Throughout • Private Pool (cannot be heated) • 1st...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    10 Ketch-fabulous Oceanfront Home @ Palmetto Dunes1 / 37
    (53)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    10 Ketch was the perfect beachfront home for our multi-generational family vacation. I have stayed in rental homes on HHI for over 30 years and this property was certainly the...
    Reviewed 4 March 2018
    Tucked into a quiet area in palmetto dunes, this home truly shines. It is large enough for a big family to spread out. We were a party of 15 (7 kids) and never felt crowded! The...
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    About this property
    5 bedrooms, 5 1/2 baths, sleeps 12; Four of the five bedrooms are oceanfront. 4 indoor jetted tubs, heatable pool and spa on the ocean side. Our house is right on the beach in Palmetto Dunes, a gated community in the middle of the island.The residential area of Palmetto Dunes is a peaceful area...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This custom built home with ocean views and elevator (handicap accessible) is located 2nd row ocean in North Forest Beach boasts 5 bedrooms, 5 full baths and 2 half baths AND a Private Pool & Spa and stunning ocean views. This dream vacation home is professionally decorated with high-end...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 16
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    7 Black Duck Road: Oceanfront 9 Bedroom, 7.5 Bath Home in Sea Pines (sleeps 20)1 / 44
    (2)Excellent
    9 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    We had 21 of us down in Sea Pines for Christmas vacation and 13 stayed at this great home on the beach! The views are spectacular and the huge deck with plenty of seating to eat...
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    About this property
    Our home has modern decor and has many amenities to make your stay enjoyable and feel like your home away from home. With 9 bedrooms, 7.5 baths and 5700 square feet of living space you will find plenty of space and bedroom options for groups up to 20 guests. A large 35' x 20' pool with hot tub...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 20
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    Windsor II 22181 / 24
    (12)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    The location of this condo is wonderful with beautiful oceanfront views from balcony. We were very disappointed with the condition of the inside. Bedroom carpets need replaced...
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    2218 Windsor II is a spectacular corner unit with 4 bedrooms/4 baths located on the second floor in the Windsor II building. Enjoy the panoramic views of the Atlantic Ocean, pool and grounds - all visible from the living/dining area, kitchen and two of the bedrooms. An extended balcony is...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1457 Sound Villas-Calibogue Sound/Beachfront Views!1 / 38
    (9)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Patio
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning remodel and stunning views, it just doesn’t get much better than this! Enjoy amazing views of Daufuskie Island and the Calibogue Sound from this 4 bedroom, 4 bath beachfront Sound Villa. The gorgeous renovations include new wood floors throughout, new paint, all new wood doors, craftsman...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1464 Sound Villa was completely upgraded with all new hardwood floors, new carpet in the bedrooms, new furnishings, and much more! This gorgeous 5 bedroom, 4 bath town home is located in the popular South Beach area of Sea Pines Resort and has lovely views of the Calibogue Sound and Daufuskie...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    124 N Forest Beach Ct-Oceanfront, Pool & Hot Tub1 / 31
    (8)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2015
    This is the 8th year we've rented a Hilton Head house for a week, and this is one of the top houses. The location was great and you can hear the Ocean while relaxing at the...
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    About this property
    Beautiful oceanfront North Forest Beach home. This 6 bedroom, 6 ½ bath with *heated pool and hot tub makes for a perfect Hilton Head Island vacation. The home had a 'face lift' in the winter of ********* from new furnishings, paint, accessories, and so much more. This three level home boasts...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unlike other South Beach Villas, this Pottery Barn inspired villa truly has it all! This 4 Bedroom, 3 Bathroom beachfront townhouse includes a Carolina room, living area, and master bedroom that all have broad views of the ocean and Calibogue Sound. The kitchen has granite counter tops, all new...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    508 Windsor Place-OCEANFRONT 5TH FLOOR PENTHOUSE!1 / 43
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Waterfront
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wow is all you can say when you enter this 5th-floor oceanfront 3 bedroom, 3 bath villa. Located in the heart of the Palmetto Dunes Resort, this beautifully decorated villa has breathtaking panoramic views of the Atlantic Ocean. The main area of this villa has an open living area that encompasses...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a spectacular ocean view from this 5 bedroom, 3 bath corner villa at Captains Walk in Palmetto Dunes! This contemporary coastal villa, located on the top floor, will have you coming back year after year! The main level offers the kitchen, living area, dining area, laundry room, and two...
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    Location Information
    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Indoor Pool
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exceptional 2 bedroom, 2 bath oceanfront villa is located in building 3 on the fourth floor at the SeaCrest Resort. Fully-equipped upgraded kitchen, dining room, and living area! The kitchen opens to the lovely dining area and seats four along with 4 barstools at the kitchen counter. Enjoy...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing views from this newly updated 4 bedroom, 4 bath South Beach Villa! This recently renovated villa sits 6 feet above the other South Beach Villas allowing for spectacular views of the Calibogue Sound. Located on the first floor is the kitchen with Corian counter tops and new appliances. The...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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