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Hilton Head Vacation Homes

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    Travellers to Hilton Head are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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    4.5 of 5 bubbles
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    Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 bath villa is located in the heart of the Palmetto Dunes Resort. This beautifully decorated villa has breathtaking, panoramic views of the Atlantic Ocean. Windsor Place offers an HEATED oceanfront pool with spa,...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    13 Reviews
    7 Bedrooms, Sleeps 16Quick View
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    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 16
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    4.5 of 5 bubbles
    12 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    This oceanfront villa on South Forest Beach Drive is a two bedroom, two bath townhouse style condominium. This two story villa has living room - dining room combination, fully equipped kitchen with dishwasher and laundry facilities downstairs with two bedrooms, two bathrooms, upstairs. New Heated...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Typical reservations are 7 nights starting on Friday, Saturday or Sundays. It is possible to stay for less than 7 nights, however, the weekly rate will be assessed. Please contact us to confirm the most up to date availability and pricing. Situated in picturesque Shelter Cove Harbour, Marriott's...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    This lovely two bedroom condo is just minutes from the beach, in the South Forest Beach area. It is located on the fifth floor, accessible by elevator. With upgrades throughout, this condo features two living rooms and two balconies. The kitchen has been recently updated with new appliances,...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick View
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    Beautiful! The only way to describe this 3 bedrooms, 3 bathrooms OCEANFRONT villa. Located on the end of the building affords this villa with more windows and light and looks towards the South. Large open floor plan and fully updated kitchen w/ granite counters. The master suite overlooks the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 10Quick View
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    About this property
    Welcome to 1425 South Beach Villa located in Sea Pines Plantation across from South Beach Marina! This is a beautiful two story villa that has recently been updated including gorgeous hardwood floors, furnishings and all new linens, interior painted and new patio furniture. The first floor of...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 10Quick View
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    About this property
    Your next island getaway begins here in lovely Palmetto Dunes! This newly renovated home is a 3-minute walk to the beach with the beach path located directly opposite the home. Guests will enjoy the bright and airy living room with vaulted ceiling and large windows overlooking the newly refinished...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    6 Reviews
    4 Bedrooms, Sleeps 12Quick View
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    About this property
    HILTON HEAD ISLAND. ATTENTION TENNIS LOVERS....FREE HOUR OF TENNIS PER DAY WITH THE RENTAL OF THIS HOME! Quite possibly Shipyard’s signature home! Situated across from the Golf Club located on a corner lot, this beautiful, and completely updated, 4-bedroom home is sure to be at the top of your...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    This spacious 3 bedroom, 3 bath villa is located in the heart of Sea Pines and just steps to the world famous Harbour Town Golf Course where the PGA golf tournament is played in April of every year. It is within walking distance to the Harbour Town Marina with it's many restaurants, shops and the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 12Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    This wonderful 4 bedroom, 4.5 bath home with private *heated pool is located just a 5 minute walk to the beach. At 4000 square feet this house is ideal for your family vacation! From the moment you enter this well appointed home you will feel instantly relaxed. Brand new ceramic tile flooring lines...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    This is a Pet Friendly Home! (Dogs Only - Must Call for Details) Situated along the second hole of the Harbour Town Links Golf Course, Muirfield #10 is a three bedroom home perfect for a small family. This home was recently upgraded throughout, including a beautiful kitchen with stainless steel...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 11Quick View
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    About this property
    Just steps to the beach! This newly updated home is located directly across the street to beach access. Front wrap around deck offers ocean view. New owners in 2016 have painted entire interior, installed new floors and replaced most furniture. This wonderful 5 bedroom, 3.5 bath house has a private...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    Tucked away in a charming oceanfront community in the North Forest Beach area this lovely 3 bedroom house is steps to the Atlantic Ocean. The beachfront pool with gazebo is perfect for relaxing and sunning and relaxing! Enjoy a quiet walk or bike ride on the beach or on the bike path to Coligny...
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 40 is a ground floor apartment with no steps to navigate. These properties are within 1 to 2 blocks of the Atlantic Ocean beach and Van Der Meer Tennis Center. A special membership...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    4 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    Beautifully decorated 4 bedroom, 4.5 bathroom home with POOL in Sea Pines Resort with incredible views of the 15th hole at Harbour Town Golf Links. This recently renovated home is the perfect gathering for a family or a group of friends. As you enter the home there is a bonus room to the right of...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3.5 of 5 bubbles
    7 Reviews
    5 Bedrooms, Sleeps 14Quick View
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    About this property
    This terrific oceanfront home is completely updated for 2017, stay tuned for details. The living area is an open floor plan with plenty of seating, TV/DVD and great ocean and pool views. The kitchen offers a wet bar with sink as well as an eat-in area that seat four. The dining room is just off...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Bedrooms, Sleeps 4Quick View
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    About this property
    Newly renovated and updated this gorgeous 2 bedroom, 2 bath villa is professionally decorated and offers stunning lagoon views as well as views of the 10th and 16th holes of the world famous Harbour Town Golf Links. Decorated in neutral tones, the spacious and open floor plan offers all new...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, Sleeps 15Quick View
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    About this property
    This beautiful, partial ocean view home offers five bedrooms and five and a half bathrooms. It is located just one row back from the ocean and is located next to the beach walk. The gourmet kitchen, spacious great room and downstairs poolside den with wet bar and refrigerator create a perfect...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
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    5 Bedrooms, Sleeps 12Quick View
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    About this property
    What a spectacular ocean view from this 5 bedroom/3 bath corner villa!! This coastal contemporary villa will have you coming back year after year! Updated, including all new tile flooring through-out, new living room furniture and brand new mattresses and bedding and 4 brand new flat screen TVs....
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 8Quick View
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    About this property
    TO MAKE A RESERVATION NOW, CALL CARLA AT (843) ******** 2 Bedrooms, 2 Bathrooms, Elevator 4 Free Adult Bicycles are included with your stay! The unit is located in a Mediterranean style complex, there is dining, shopping and entertainment and is situated on the Shelter Cove Harbour. A...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4.5 of 5 bubbles
    7 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    SOAK UP THE INCREDIBLE SEASCAPE FROM YOUR 2 BEDROOM, 2 BATH FOREST BEACH PENTHOUSE, in building 1 of SeaCrest. Make all your friends jealous when they see vacation pictures of you toasting them from your private balcony overlooking the sandy shores of Hilton Head! With sunlight pouring in from...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 6Quick View
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    Moorings 6162 is a two bedroom condo located a quick walk from the beach in Palmetto Dunes. This particular condo is located on the third level, which is accessed by stairs only. The living room has access to the large private balcony that overlooks the lagoon. The kitchen is fully equipped and...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Overlooking Shipyard Plantations lagoons and golf course, Evian 183 is a perfect island retreat. The main living areas are located on the second floor and are accessible by stairs only – no elevator access. A newly renovated kitchen provides an open layout perfect for home cooked meals and...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.5 of 5 bubbles
    7 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    Located in building 1 this 3 bedroom, 3 bath OCEANVIEW villa looks over the wonderful landscaped ground to the pools and ocean. Recently updated with all new furniture and bedding as well as all new stainless steel appliances. The living room, dining room, kitchen and entry are all finished with...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lands End is in one of the most beautiful settings on Hilton Head Island. The location is a short walk to the South Beach Marina Village shops, restaurants and activities as well as the beach and sound. There is a private pool exclusively for Lands End guests. This bright and cheery Hilton Head...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    3 Bedroom + Plus Den, 4th row ocean home (3 minute walk to the beach) with *Heated POOL. This beautiful home is ideal for couples and families alike! Spacious, fully renovated 3 bedroom ranch-style home is literally less than 300 steps and a short 3 minute walk to the beach, no matter how you...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    13 Reviews
    4 Bedrooms, Sleeps 12Quick View
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    About this property
    Wonderful vacation home, located 2nd row in Palmetto Dunes. Pet friendly in spring and fall. Easy access to beach walk. Large screened porch is rare in 2nd row homes and opens to family room and overlooks your private pool. Professionally decorated in colorful beach style. Large kitchen/great...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4.5 of 5 bubbles
    2 Reviews
    7 Bedrooms, Sleeps 14Quick View
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    • Hot Tub
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    About this property
    Situated 2nd row from best beach at Hilton Head Islands (features in Hilton Head Magazines). The Southern Styles beach house offers large porch along with rocker and swings to chill . It offers heat pool and adjoins the hot tub along with lounge chairs for some sun bathing . Kidney Shaped well...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 of 5 bubbles
    7 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    About this property
    Pretty Oceanview 4th Floor Villa!!! This 2 bedroom, 2 bath, Forest Beach OCEANVIEW villa rental located in building 2 on the 4th floor is decorator furnished in pretty ocean blues, sunny yellow and garden green. Perfectly appointed this lovely villa also includes a wine cooler among other...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4.5 of 5 bubbles
    5 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    This beautiful renovated townhouse is only 1/2 mile to the beach. Spacious living area w/TV, VCR & DVD. Dining room off kitchen overlooks living area. Living & dining room have sliding doors leading to back patio that overlooks lagoon. Queen bedroom w/TV &DVD and private hall bath on first floor....
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, Sleeps 6Quick View
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    This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining area are combined. Additional bedding for this unit includes a queen size sofa sleeper in the living room and also two bunk beds in the hallway between the bedroom and living room...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, Sleeps 8Quick View
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    • Private Indoor Pool
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    Villamare condo in Palmetto Dunes, Hilton Head is in a gorgeous, oceanfront complex with landscaped grounds, fountains, swimming pools with barbecue grill & entertainment area, and private pathway to the beach. 2 bedrooms, 2 baths, villa with COURTYARD View is both outfitted as suites with...
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4.5 of 5 bubbles
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    2 Bedrooms, Sleeps 6Quick View
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    • Hot Tub
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    Pet friendly
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    HILTON HEAD ISLAND VILLA. These villas are professionally decorated for a first class visit to remember. You'll find a spacious living and dining area, fully equipped kitchen, and wet bar. The master bath has a Jacuzzi tub in these 1, 2, 3, and 4 bedroom villas. Wonderful views of the Atlantic...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 12Quick View
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    23 North Sea Pines Drive is a lovely 4 bedroom, 4.5 bath private home. This home boasts many recent updates including the kitchen appliances and counter tops, dining area furnishings, new living room furnishings and flat screen tv, and the flooring on the 1st level and new carpeting in bedrooms....
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Lighthouse Tennis 2413 is a two bedroom condo located just a short walk from Harbour Town in Sea Pines. This particular condo is located on the second floor, which is accessed by stairs only. The living room offers a large 32” flat screen TV and access to the private balcony that overlooks the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 10Quick View
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    • Internet Access
    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully updated and decorated villa with gorgeous lagoon views! This 3 bedroom, 3.5 bath villa is in the heart of Palmetto Dunes and has just been renovated with a new kitchen and master bath. The kitchen has granite counter tops and stainless steel appliances. The master bath also has granite...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    8 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    Spacious and bright, this end villa has ceramic tile thoughout entry, living room and dining area. The master bedroom has a king bed and private bath and the guest room features two queen beds with access to the hallway bathroom. Enjoy the large patio and your own spiral staircase for easy access...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    1 Review
    7 Bedrooms, Sleeps 16Quick View
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    Smoking allowed
    About this property
    HILTON HEAD ISLAND. This newly renovated third row, designer decorated, seven bedroom, eight and one-half bathroom home is located on a large corner lot in Palmetto Dunes. This is a quiet low traffic street in an area of multi-million dollar homes and is just a short two minute walk to one of the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 16
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    4 of 5 bubbles
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    • Air Conditioning
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ocean view, Singleton Beach home is impeccable, spacious and one of the most well-appointed homes in the neighborhood. Positioned on the edge of Hilton Head’s folly marsh, with sweeping ocean views, this home comfortably sleeps 8 to 16 people in a number of configurations. The home’s gourmet...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    4.5 of 5 bubbles
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This romantic one bedroom efficiency is well appointed and newly decorated, with a view of Braddock Cove. Located on the 2nd floor of a 3-story walk up. Bluff Villas are located in the center of South Beach between Calibogue Sound and the Braddock Cove inlet. Walk easily to South Beach Marina,...
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    Hilton Head, Coastal South Carolina 29915
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.5 of 5 bubbles
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    3 Bedrooms, Sleeps 8Quick View
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    This 3 bedroom, 2 bath home has an expansive deck where you can relax and also its own private updated swimming pool and new spa. Once inside, immediately to the right is the bright eat-in kitchen with granite counter tops, custom cabinetry, stainless steel appliances and a breakfast nook seating...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 8Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 2 bedroom, 2 bath sound front villa in Sea Pines will delight your family! The view of the waters of Calibogue Sound first captures your attention, seen through sliding glass doors that open to a private balcony, surveying the dunes, beach and occasional dolphin arching through the...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 of 5 bubbles
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    5 Bedrooms, Sleeps 16Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, newly renovated Sea Pines home is great for families and friends looking for a spacious vacation rental on Hilton Head Island. Located on the beach path, it features two master bedrooms and a private pool and spa. As you step through the front door you are welcomed by the first of...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    4 of 5 bubbles
    4 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    This luxurious oceanfront complex offers the ultimate in resort vacation accommodations. You have a wide selection of 2 or 3 bedroom villas with views ranging from landscape to oceanfront, spacious floor plans, designer decorated interiors, soaking tubs in the master baths, full kitchens, and...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, Sleeps 18Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in Forest Beach, this third row, three story home is every beachgoers dream! From a screened pool and hot tub to spacious living areas, Firethorn 34 is the perfect vacation home for large families and groups looking for a fun filled getaway to Hilton Head Island! As you walk up the first...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    1 Bedroom, Sleeps 4Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unit 2361 Racquet Club Villas, Sea Pines plantation is a one bedroom, one bath, 2nd floor villa with all the amenities. King size bed in the bedroom and newly purchased sleeper sofa in the living room accommodate 4 people. Pool and 4 clay tennis courts are so close to the unit you can almost make...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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