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Hilton Head Luxury Holiday Homes

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    Travellers to Hilton Head are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    195 Matching Rentals in Hilton HeadView all 1,300 rentals
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    WHOO HOO Where Dreams Take Vacations & Your Memories are Made - Oceanfront Home1 / 47
    (4)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    24 Sandhill Crane1 / 61
    (4)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)
    • Grill
    • Waterfront
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    Pet friendly
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    Smoking allowed
    Reviewed 11 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...
    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
    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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    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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    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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    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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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    37 Dune Lane - Truly an island dream home. Imagine waking up to the sound of waves, sipping coffee as the rest of the family awakens, and starting your vacation off the best way, on the heart of North Forest Beach. This 6,000 square foot vacation home offers ample space to host you and your 19...
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    Hilton Head, Coastal South Carolina 29938
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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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)
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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
    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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    Direct Oceanfront Luxury Home -  Spectacular Ocean Views!1 / 57
    (1)Excellent
    6 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
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    • 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 home is luxury at its finest! With over 5,500 sq.ft. of living space, this 6 bedroom 9 bathroom home features an open concept floor plan with a gourmet chef’s kitchen and the finest décor and appliances, perfect for large groups or families. The expansive living room...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 9 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
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    • 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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    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
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    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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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
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    • Cable/satellite TV
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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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    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)
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    • Waterfront
    • Patio
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    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, 5 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    • Terrace
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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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    29 Singleton Beach Place: Oceanfront w/ Pool1 / 15
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
    • Ocean Views
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    My family (wife, 3 sons with wives, 7 grandchildren ages 2-15) spent a week here during spring break (March 2017). The house more than lived up to its expectations. The ground...
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    About this property
    This home has a very modern interior design perfect for large groups, families with kids or a couple’s retreat! This home also features an open concept floor plan with a sleek and stylish gourmet kitchen that flows through to the dining room, perfect for preparing meals. Last but not least,...
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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, 7 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
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    • 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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    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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    Location Information
    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
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    • Private Outdoor Pool (Unheated)
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    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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    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 24 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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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
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    • 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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    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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    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, 5 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    • Waterfront
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • 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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    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Internet Access
    • Hot Tub
    • Grill
    • Balcony
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    • 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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    6 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Washer
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    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    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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    Spacious Palmetto Dunes Home on Golf Course1 / 32
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 23 Quick View
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    • Balcony
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    • Hot Tub
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    • Central Heating
    • Grill
    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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 23
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    7 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    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 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 12 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    20 Sandpiper1 / 80
    (7)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 (Heated)
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    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 20 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 23
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    6 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Ocean Views
    • Hot Tub
    Suitability
    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
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Air Conditioning
    • 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, 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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    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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 24
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    6 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • DVD Player
    • Ocean Views
    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Air Conditioning
    Suitability
    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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    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 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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    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
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    • Air Conditioning
    • Cable/satellite TV
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    • Washer
    • Parking
    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
    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
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    • 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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    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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    10 Ketch-fabulous Oceanfront Home @ Palmetto Dunes1 / 37
    (54)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    There were only good surprises. The interior and exterior including the pool and deck were exactly as the pictures indicate, only better. Everything was very clean and in great...
    Reviewed 20 June 2018
    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...
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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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly constructed 5 bedroom/5.5 bath house with private pool will take your breath away! Fabulous details went into the building of this gorgeous custom home like ship lap walls and coffered ceilings. The large and open floor plan is great for family vacation gatherings. The kitchen has a 6...
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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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    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 20 June 2018
    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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    3 Black Duck1 / 42
    (3)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    3 Black Duck is a very nice house which provided us with an excellent family vacation- but there are some caveats. The house is showing its age a bit. Bathrooms are 20 years...
    Reviewed 11 November 2016
    We had a wonderful experience at Blackduck. It was post Tropical Storm Hermine. The staff at Wyndham were always available and immediately responsive. The location within...
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    About this property
    Black Duck 3 is a beautiful, five bedroom home that is located in Sea Pines and sits just two rows back from the ocean and offers a private swimming pool. • Second Row Home (adjacent to beach path) – Sea Pines • 5 Bedrooms, 5.5 Bathrooms, Sleeps 12 • Square Feet: 4414 • 2 Living Rooms • Private...
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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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    7 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Castle By The Sea is a luxury 7 bedroom, 8 bath home in North Forest Beach. Located just 90 yards from the beach, it offers the best of everything for a family vacation. This home boasts 3 kids-themed bedrooms for the children and 4 master suites all with king bedding and private baths. The kids...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 18
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    Direct Oceanfront, Updated Home, Large Pool, Spacious Yard, Private Sundeck/Hot1 / 63
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Washer
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2015
    This is a great house. Fantastic location and the boardwalk to the beach is fabulous. Loved the deep pool as well as enjoying swimming in the sea.
    Reviewed 3 June 2015
    This is a great home! Hilton Head Island is wonderful family vacation. Beachside Getaway has a pleasant staff and was a very easy booking would definitely return.
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    About this property
    This one-of-a-kind, 4 bedroom, 4 bathroom, oceanfront home is ideal for a fun beach getaway on Hilton Head Island. Enjoy oceanfront views from almost every room in the home. As you enter the home, you will see a large living area with fireplace and wall-to-wall ocean views. Just to your right is...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 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 6 bedroom, 6 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Internet Access
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic 2nd row ocean home located in Palmetto Dunes. This 7 bedroom, 7 bath home with private heated* pool and spa is perfect for entertaining family and friends. The lower exterior level has a ping-pong table, covered bar area, full-size refrigerator, microwave, and gas grill. There is also...
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    Location Information
    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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