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Hilton Head Luxury Holiday Rentals

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    Travellers to Hilton Head are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    191 Matching Rentals in Hilton HeadView all 1,276 rentals
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    WHOO HOO Where Dreams Take Vacations & Your Memories are Made - Oceanfront Home1 / 94
    (4)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
    ... sports....or you can relax on the buttercream leather sofa in the media room: a library of movie DVDs is available at the house, and the huge HD screen makes it seem as though you are in a private movie theatre.
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Belted Kingfisher 25 is a gorgeous, 5,000 square foot home that is situated on the ocean and is just a short walk to 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. •...
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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 / 61
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    • Internet Access
    • Washer
    • Balcony
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    • Private Outdoor Pool (Unheated)
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The place reeks of class and comfort! My Daughters wedding was here on November 10 2018 it was amazing and the views of ocean spectacular,love love love
    Reviewed 10 July 2018
    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...
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    About this property
    Sandhill Crane 24 is a 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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 19
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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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    • Waterfront
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    The house was AWESOME. We had the whole family together celebrating a 60th anniversary. Everyone was happy with the house, the amenities, the pool, the beach, the closeness to...
    Reviewed 7 May 2018
    Wonderful Week with family at the Sweet Carolina House at 49 Dune.This home was even better than advertised. When we walked in the ocean view was stunning. The layout is open...
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    About this property
    Start your vacation in the brand new 49 Dune Lane. This extravagant 8-bedroom, 9.5-bathroom home boasts countless features to make you feel like you are at your own private resort. Located on the beautiful ocean sands of North Forest Beach, you can’t help but relax. The house features ample space...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 26
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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! This property can be rented at a discounted rate as a 2,...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 4 Wanderer Lane in wonderful North Forest Beach on Hilton Head Island! The home has been wonderfully updated, the 2 story home offers spacious, well decorated entertaining area. The kitchen is fantastic, the floor plan is open for entertaining and there is seating for 12 at the dining...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    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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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    • Hot Tub
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Waterfront Home. Large Luxurious 6 bedroom, 5 bath home with superb water and golf course views has a dock on a 12 mile lagoon system with kayaks and canoe provided. This spacious, light-filled home is close to everything on Hilton Head Island, behind the gates in Palmetto Dunes. Great back...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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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
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    • DVD Player
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    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 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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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ocean views on the veranda of this charming 7 bedroom, 7 bath, oceanfront home that offers direct ocean views from almost every room. Take a swim in your private ocean-side pool with a connecting spa tub. If you prefer to be out of the water & sun, you may enjoy sitting in the shaded...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    7 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    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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    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Grill
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>This 6 bedroom 6.5 bathroom home sleeps 18 and is sure to please with its open concept floor plan and stunning ocean views! This home also features a chef’s kitchen which is perfect for preparing meals and not to mention multiple large ensuite bathrooms with deep soaking...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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    16 East Beach Lagoon1 / 31
    (5)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Pool area is very nice with great beach vows and access.
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    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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 22 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
    East Beach Lagoon 16 is located in one of the most exclusive areas of Sea Pines. This six bedroom, oceanfront home with private pool 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 •...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    18 Sand Dollar Home: Oceanfront, Large Pool & Deck1 / 12
    (1)Average
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Washer
    • Patio
    • Internet Access
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2017
    The pool and deck are nice. The beach access is nice and makes you feel like you have a private beach. The ping pong and pool tables provided los of evening fun. The kitchen is...
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    About this property
    div class='rtejustify'>Rest assured that you can stop your vacation rental home search because you will not find one better than this! 18 Sand Dollar is sure to impress the entire group offering 7 bedrooms, 7 bathrooms, an open concept floor plan and over-sized chef’s kitchen! This home also...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    Direct Oceanfront Home with Largest Oceanfront Pool Walk to Coligny1 / 38
    (13)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The scenery from this house is simply breathtaking. With 7 bedrooms, this house is spectacular, has plenty of room, and can accommodate your entire family. As you excitedly enter Mimi’s Place, you will feel as though this home is right out of the pages of Coastal Living! New for 2016 - Remodeled...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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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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    6 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Washer
    • Grill
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>This beautiful home is conveniently located just steps away from Singleton Beach! Enjoy the amazing views of the ocean and marsh as well as the award winning Robert Trent Jones course from your third floor rooftop deck perfect for hosting or spending an evening in with...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 16
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    20 Sandpiper1 / 40
    (7)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 23 Quick View
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    We had a wonderful stay at this beautiful home which is conveniently located a short walk from the beach and has its own private pool.
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    • Internet Access
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2018
    We booked this place for my brother's wedding for our entire immediate family and what. a. success! We even hosted a rehearsal dinner here for 25+ people and it was a perfect...
    Reviewed 19 August 2018
    Those are the words my 8 year old grandson uttered when we first arrived!I took my five sons and their families on a "thank you" trip to Hilton Head; there were 22 of...
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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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 23
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    16 Sea Oak Lane1 / 19
    (1)Average
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
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    • Ocean Views
    • Terrace
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2017
    Nice location right on the beach lots of room. house was in good condition I was allowed to check in 1 hour early with understanding that only 2 bed linens were not washed and...
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    About this property
    p class='rtejustify'>Welcome to 16 Sea Oak Lane, a gorgeous 2 story oceanfront home located in South Forest Beach! This home is situated on over an acre of paradise on the island featuring a private boardwalk to the beach with unblievable views of the Atlantic ocean. There is a large private...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
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    • Ocean Views
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>This 6 bedroom 7.5 bathroom extravagant home is newly constructed (just built in 2016) with amazing oceanfront views, open concept floor plan, and top of the line décor and appliances. This home is perfect for families with children or groups as it features a third floor...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 18
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    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    • DVD Player
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    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>This oceanfront masterpiece was built in 2015 with no expense spared! Boasting 5000 square feet of living area, this 6 bedroom, 6 bathroom custom home has everything your group could dream of! Open concept living area, chef’s kitchen, over sized oceanfront pool deck, propane...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
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    • Waterfront
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    29-B Dune Lane is currently under reconstruction and will be available for rentals starting in November of 2018! We will add photos of the house as construction progresses. PROXIMITY TO THE BEACH • Oceanfront HIGHLIGHTS • Private *heated pool • Free Wireless Internet • Gas Grill • Outdoor...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    8 Bedrooms, 8 Bathrooms, Sleeps 26 Quick View
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    • Grill
    • Air Conditioning
    • 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, Mooring Buoy 111 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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 26
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    6 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • DVD Player
    • Ocean Views
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>This over sized oceanfront 6 bedroom/6.75 bathroom home is everything you have been looking for! With 2 living areas there is plenty of room for your group to have fun,spread out, and relax. Play pool in the top floor media room or practice your swing on the ground floor...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 22
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    4 Fox Grape - Amazing, home close to the Beach with Large Pool & Spa1 / 38
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    Great resources for a family reunion! Lots of space and amenities....From grills, pool,hot tub, ping pong, basketball and ample kitchen. All family enjoyed and close to all...
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    About this property
    Coastal chic, resort-inspired home invites you to slip away from the worries of day-to-day life and create family memories to last a lifetime! This 6 -bedroom, 7 ½ bathroom custom designed home has plenty of indoor and outdoor space for the entire family to relax and enjoy a vacation like no other...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 10 Knotts Way a beautifully appointed 3 story home in a gated community in North Forest Beach! This gorgeous newer home has a large living area with 24 foot ceilings and many windows allowing the beautiful Hilton Head sunshine in. The living area has plenty of seating and a large TV...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 30 Knotts Way, a beautiful home located in North Forest Beach in a private gated area with fantastic ocean views!  The home is a gorgeous, professionally decorated two story located second row, the beach is only 50 steps away. There are ocean views from the moment you walk into the home!...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look no further for your next dream vacation home in Hilton Head! 3 Galleon is a newly renovated 5 bedroom, 5.5 bath home with *heated pool in Palmetto Dunes. Just a short walk to the beach, this 2nd-row ocean home will accommodate large groups of up to 15 people. The first floor hosts a living...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    22 Red Cardinal1 / 47
    (4)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 22
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Terrace
    • Washer
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Welcome to 20 Knotts Way, a beautiful 3 story newer home on a private gated street in North Forest Beach! This fantastic home has been professionally decorated and is located within 100 steps from the beach. The home is within walking distance to Coligny Plaza which is...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Balcony
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    • Terrace
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Welcome to 1 Duck Hawk Road in Sea Pines Plantation, a beautiful ocean side home with a private pool.  The home is situated on a corner cul-de-sac, the yard is fenced and the home is located within a short walk to the beach and the newly renovated beach club.The home is pet...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
    • Hot Tub
    • Grill
    • Balcony
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    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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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Internet Access
    • Air Conditioning
    • Terrace
    • Balcony
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    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whistling Swan 11 is a gorgeous, five bedroom home that is located just one row back from the ocean, offers a private pool and is located next to the beach path. • 2nd Row Home (adjacent to beach path) – Sea Pines • 5 Bedrooms, 5.5 Bathrooms, Sleeps 15 • Square Feet: 4850 • Partial Ocean View...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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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 1 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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    7 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mooring Buoy 35 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. The interior of the home has it all, too! Not only does it feature seven bedrooms and seven full bathrooms, it...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 15
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    Ocean Views, 2nd Row Home, Private Pool and Spa1 / 38
    (24)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2015
    Group of senior folks enjoyed a wonderful house very comfortable and spacious planning for next year
    Reviewed 11 October 2014
    Stayed here at the end of September. Had a great time. The house was in great condition and met our every need. Very close to Coligny Plaza and just a few steps from the beach...
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    About this property
    Have your breath taken away! Enjoy spectacular ocean views and breathtaking sunsets from virtually every room in this 7-bedroom, 8-bath, second-row private home located on a quiet street in North Forest Beach. The home is designer furnished and strikingly decorated throughout. Guests who enter the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is a wonderful oceanfront 5 Bedroom/5.5 Bathroom home with an oceanfront pool. This spectacular home features private baths for all bedrooms, beautiful kitchen, numerous balconies and even a spectacular 3rd floor oceanfront family room/game room with its own mini kitchen. Play a...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    1A Sea Lane1 / 44
    (2)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 19 Quick View
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    • Hot Tub
    • Grill
    • Parking
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2017
    We had 8 men staying for 5 days on a golf trip. We have come to HHI for the past 12 years. This is one of the nicest houses we have stayed, the house is large enough for...
    Reviewed 5 May 2017
    What a wonderful experience! We had a group of friends gather for an impromptu golf weekend and the home could not have been better. There was ample space for everyone to feel...
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    About this property
    1A Sea Lane in Palmetto Dunes >4th Row Southern Architecture at its Finest >6 Bedrooms / 7.5 Bath >2 King, 4 Queen, 2 Twin, 2 Trundle, Bunk Bed (Twin over Double) >Multiple Sitting Areas >Large Gourmet Kitchen >Great Room with High Ceilings >Private Pool and Wonderful Outdoor Entertaining Kitchen...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 19
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to an oceanfront oasis. 61 Dune Lane is a magnificent 5-bedroom oceanfront home with space for everyone. On the main floor of the house, you are welcomed with large floor to ceiling windows facing the Atlantic Ocean. There is seating for 8 at the formal dining table, and other 6 at the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    7 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    • Grill
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 24
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    23 Pelican1 / 34
    (4)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
    Clean, beautiful/luxurious with all the amenities anyone could want.
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
    • Sauna
    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2017
    This house is the perfect large rental property. Large enough for everyone to spread out yet the common areas are all in the same area allowing for large groups to hang out...
    Reviewed 23 February 2017
    We stayed in this beautiful property for a long girls' weekend and had a wonderful time. The house was very well-kept and had all the amenities we could have wished for. The...
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    About this property
    23 Pelican in North Forest Beach >5 Rows from the Ocean >6 Bedroom / 7 Bathrooms and 2 - 1/2 Baths >2 King, 6 Queen, Sleeper Sofa, 2 Sleeper Chairs >Each Bedroom has a Flat Screen TV and IPod Docking Station >3 Levels >Gourmet Kitchen >Media room >Pool Table >Covered Lanai with Pool, Jacuzzi, Grill...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 21
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Internet Access
    • Waterfront
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beach house is beautiful, with all of the amenities you require! Breathtaking oceanfront views from spectacular beach house called Bluebell! This six bedroom, five bathroom home features two living rooms, a private pool and spa, and two furnished patio areas (one covered, one uncovered). The...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 Bedrooms, 4 Bathrooms, Sleeps 19 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***LOOK --We have sister properties very similar to this one. Please send us a message if you are interested in booking one of them if this one is not available for your dates.*** ***Please inquire about our concierge services offered which include grocery delivery, late checkout, catered dinner...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 19
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    33 Dune Lane- Oceanfront & Beautiful!1 / 44
    (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 26 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 4 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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    Location Information
    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 17
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    11 Bald Eagle Road1 / 51
    (10)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
    This beautiful, comfortable, sunny, welcoming home was perfect for our relaxing girl's trip!
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    • Air Conditioning
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    • Internet Access
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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 22 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
    Bald Eagle 11 is the perfect place to relax and take in the sights and sounds of a Hilton Head Island vacation under the oak trees in the rocking chairs. 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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    18 West Beach Lagoon1 / 30
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    West Beach Lagoon 18 is a gorgeous, five bedrooms home that is just three rows from the beach and overlooks the lagoon and golf course. • Lagoon/Golf View – Sea Pines • 5 Bedrooms, 5.5 Bathrooms, Sleeps 12 • Square Feet: 5500 • 3 Living Areas • Private Pool/Spa (Pool and/or spa heat available...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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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
    Dune Lane 9 is a charming, oceanfront home featuring 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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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