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Hilton Head Vacation Homes

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    1 / 24
    4.5 of 5 bubbles (15) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Beautiful 3 bedroom 2 bath penthouse villa located in the heart of Forest Beach. Located near Coligny Beach, the villa is just a couple minutes walk from shopping, dining, and entertainment. Most importantly it is right across the street from the beach! 4th floor unit, with elevators and... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 27
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Stop overpaying for hotel suites with less room, and twice the price! Whether you're planning a special occasion or simply need to unwind after a hectic workweek, make the most of your week and book a stay at Fiddler’s Cove today! This second floor villa, located in building 12, with a convenient... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The Players Club is situated on seven acres of lush semi-tropical land, the resort offers a laid-back yet active environment. If tennis is your game, you're in luck. Players Club features 28 Hard Tru-surface lighted tennis courts, four of which are sheltered from the elements so you can play on... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 26
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located on the second floor of beautiful Windsor Place II in Palmetto Dunes, this professionally decorated villa offers all of the finest amenities for a wonderful vacation. Walking in the front door you are welcomed into the Family Room with a breathtaking view of the Atlantic Ocean and the resort... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 22
    4 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Newly furnished 2 bedroom 2 bathroom condo. Located on 5th floor overlooking Pool, Garden area and Tennis courts. . Master Bedroom includes queen size bed with large flat screen tv and blu-ray dvd player. Living room has queen size sleeper sofa and large screen tv with blu-ray dvd player. The... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Your perfect Sea Pines and Harbour Town vacation begins the moment you open the door of this completely renovated 3 bedroom / 3 bathroom Caravel Court Villa. Step into the family room and the Harbour Town Marina and the iconic Harbour Town Lighthouse are right outside of your balcony. Imagine... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 27
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located in Palmetto Dunes, just a 2 minute walk to the beach, this bright, airy and completely remodeled 1 BR/ 1.5 BA villa located at 713 Barrington Park is the perfect spot for the family in search of the ideal Hilton Head vacation. You will find this updated villa very well appointed and... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    1 / 18
    4 of 5 bubbles (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Affordable 1 bedroom Ocean View condo for family or small group. 118 Sea Side Villa is located on South Forest Beach Drive with a beautiful beach that stretches for miles. A 10 minute walk takes you to Coligny Plaza with its many shops, restaurants, bars, coffee shop, ice cream shop and... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Located just a few minutes away from the beach, this 2 BR/2 BA villa located at 241 Turnberry in Palmetto Dunes is the perfect spot for the family in search of the ideal Hilton Head vacation. Situated across from the community pool and overlooking the 8th fairway of the George Fazio golf course,... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 29
    4.5 of 5 bubbles (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located at the end of a peaceful cul de sac with a large private yard in Shipyard Plantation with golf views. Relax in the pool or on the deck while you watch the golfers go by. Our home has a 15 x 30 pool, several outdoor entertaining areas, as well as, a screen porch with a table for eating and... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 25
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Book Now.... Free Tennis included with Each Night Stay! This wonderful villa has recently undergone extensive remodeling and has become a beautiful Tommy Bahama Resort Style property. The interior photos are a true reflection of this great villa for you to enjoy your time here on the island.... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 23
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This ground floor 1210 sq ft condo is comprised of two bedrooms each with comfy queen sized beds, two nice sized bathrooms with shower/tub combo, a living room, dining area, second tv room, and a fully stocked kitchen that is perfect for an amateur chef looking to prepare a delicious meal! After a... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 27
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    410 Captain's Walk is a beautiful two bedroom two full bath oceanfront condo. This condo is immaculate with an upgraded kitchen with stainless steel appliances and granite countertops. Its an interior designer's dream! The condo has panoramic views of the beach and Atlantic Ocean. The master has a... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 25
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Come enjoy a getaway on a beautiful island that is filled with many things to do or to just relax! Our condo is on the 1st floor and has 2 bedrooms with queen beds, and 2 full baths. We use our own quality sheets and towels to make you feel more at home. There is a TV and DVD player in the living... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 28
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This villa has been totally remodeled - new tile, carpet, kitchen cabinets and counter tops, eat in bar/buffet, appliances, as well as furnishings! A remodeled walk-in tile shower and Brazilian granite vanity were installed in the Master Bedroom. We also added a new efficient Trane HVAC system.... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 27
    5 of 5 bubbles (2) Excellent
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    About this property
    In all the years of coming to stay and play on Hilton Head Island I have never found a more DIRECT OCEANFRONT Villa in all my travels! This 4th floor Captains Walk unit makes you feel like you are almost walking on the ocean. Its Incredible! We just purchase this unit in 2014 and we are very... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    This is the ideal rental for an active family that would like to spend time at the beach, riding bikes, relaxing in the pool and spa, or simply wanting to enjoy the best that Palmetto Dunes has to offer in a private setting. Located less than 1 mile, or under a 20 minute walk or 5 minute bike ride... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    1 / 19
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to The B.E.A.C.H.H.! (Beach Escape And Condo at Hilton Head) This condo is our family vacation escape that we're sharing with you. It has a balcony overlooking a lagoon with a beautiful view of the beach. It is in building 2 and close to the boardwalk leading to the beautiful beach. If... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 54
    4.5 of 5 bubbles (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spacious 3 bedroom rental house located in the beautiful Sea Pines Resort on gorgeous Hilton Head Island. This home features a large private optional heated swimming pool (not included) in a enclosed courtyard. It is only a leisurely 15 minute walk path to the ocean and beaches. Close to all... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 20
    4 of 5 bubbles (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Bring your family to relax and enjoy the beach with peace of mind. Tastefully decorated with tile floors throughout. Brand new living room furniture with fresh paint throughout (2017). Fully equipped kitchen -- granite countertops, stainless steel appliances -- with everything you need! The... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This new to the rental market villa, located just a few minutes away from the beach, pools and tennis courts, is a bright, airy 2 BR/2 BA villa located at 547 Queens Grant in Palmetto Dunes. You have found the perfect spot for the family in search of the ideal Hilton Head vacation. You will find... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    In the best place on the island, Sea Pines, first right inside the Sea Pines main gate, walk to local restaurants and shopping, 10 minute bike ride to the beach, 12 min bike ride to Harbourtown, and 15 min bike ride to South Beach, quiet part of Sea Pines, nearby Lawton Stables for horseback... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    About this property
    Conveniently located at the intersection of Lighthouse Road and Plantation Drive in the heart of Sea Pines, 2452 Inland Harbour is the ideal family vacation destination. This recently remodeled 3 Bedroom & 3 Bathroom villa is within walking distance of Harbour Town, The Shops at Sea Pines Center... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This lovely home is located inside Sea Pines Plantation in Carolina Place. This is the ideal rental for an active family that would like to spend time at the beach, pool, riding bikes, playing tennis or simply relaxing in a private setting. Inside of Carolina Place you will have access to the... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    There are lots of condos on Hilton Head Island to rent, but ours has some great advantages: LOCATION: Our villa is right across the street from the beach front properties but costs about half as much. In addition, we're less than half a mile from famous Coligny Plaza for all your shopping and... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Located in the heart of Palmetto Dunes this bright, airy 2 BR/ 2 BA villa located at 3222 Villamare is the perfect spot for the family in search of the ideal Hilton Head vacation. You will find this Villa very well appointed and tastefully decorated with comfortable furniture throughout. Situated... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This property’s outstanding location and layout make it the perfect vacation spot. The renovations are stunning including the kitchen and the baths. Enjoy the stone flooring throughout the first floor. The 2 story living room and the open floor plan allows for an abundance of natural light... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 24
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This home is convenient to all the best HHI has to offer, as well as, enjoying the privacy of a quiet neighborhood with a great view of the lagoon from almost every room. Enjoy coffee/breakfast on the patio. Then take a leisurely walk or bike ride to the beach, community pool, award winning golf... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    4.5 of 5 bubbles (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sun, Sand, Surf, Tennis and Golf! Just what a dream vacation is made of!. Come join us at our Hilton Head Villa for an unforgettable value vacation! Choose Hilton Head Island for the fantastic beaches and weather. Stretch your vacation dollars at the fully outfitted Hilton Head Resort - the best... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    About this property
    This is 2 bedroom 2 bath "Beach Dream" is steps from the ocean with an indoor balcony, updated within the past two years with new carpet and appliances. This condo is in a beautiful resort with indoor and outdoor pools, tennis courts, fitness room, spas, sauna, indoor running track, private board... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    4 of 5 bubbles (1) Very good
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    • Pet-friendly
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    • x
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    About this property
    This property is new to the rental market for the summer of 2016. This home comes with 4 bikes from Hilton Head Bicycle Company that will be delivered and picked up at the home for your use and a pool pass for the family at the South Beach pool, which is adjacent to the Salty Dog and the South... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Comfortable and homey feeling. Fully equipped kitchen, living room (with a pull out sofa) dining room and half bath downstairs. Upstairs features 2 bedrooms, one with queen bed and the other has 2 twins. Full bathroom and washer and dryer. Private outside courtyard and deck to enjoy the sun.... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This new to the market, lovely home is located inside the Greenwood Forest area of Sea Pines Plantation at 90 Forest Drive. This is the ideal rental for an active family that would like to spend time at the beach, riding bikes, playing golf or tennis, or simply wanting to relax in a private... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful, spacious house in the heart of Sea Pines and convenient to everything. An easy bike ride on the included bikes or just take The Sea Pines Trolley and forget about parking. Only a 10-15 minute bike ride to the beach & Harbour Town - 1.8 miles to the beach, 2.5 miles to Harbour Town, 1... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Planning a Golf getaway or tennis vacation? Attending a Wedding? Attending a Conference at the Sonesta? Consider staying at our Beautiful Villa! Our Hilton Head Island villa is located in Shipyard Plantation at The Greens - Unit 170, a secure, gated community. Newly Remodeled 2 bedroom, 2 1/2... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This beautifully furnished villa is very kid friendly and offers all the amenities you want to make your vacation on Hilton Head Island one you will want to repeat every year. Three pools, access to almost 100 miles of biking and walking paths, tennis courts, and of course quick beach access, will... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious Inverness villa (1450 sq. feet) is fully equipped, air-conditioned and all on one level. The villa is an airy, bright end unit with a sweeping view of the 3th and 7th fairways of the Fazio golf course. There are 2 bedrooms (1 king in the master and 1 queen and 1 twin in the quest... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
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    • Ocean Views
    • Waterfront
    • Central Heating
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Immaculately clean unit. Tile and carpet throughout. The views are outstanding from the unit's balcony. This Villa is a beautifully decorated one bedroom stay with a queen bed, queen-size sleeper sofa, and built-in bunk beds for 2 children (sleeps 4-6 comfortably). There are two TVs in the... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    St Andrews Common is a quiet and private community with a crystal clean swimming pool, sun deck and tranquility pond that overlooks the neighboring golf course. We are just inside the Palmetto Dunes Plantation, considered one of the finest destinations in the world and at the heart of Hilton Head... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    About this property
    Welcome to "Happy Ours" at 8 Wildwood Ct. - a beach, golf, tennis and yachting oriented, re-inspired coastal home nestled in Greenwood Forest inside the prestigious gates of Sea Pines Plantation. We have loved being Sea Pines property owners for over the last 5 years. With a villa near the... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Hi! Welcome to our home away from home. My wife and I have been vacationing in Hilton Head Island for the last 18 years with our 3 children. We found the Island Club to be very "family friendly". Located on the Atlantic Ocean there’s plenty of activities to fill a vacation or if you prefer, a... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This direct oceanfront condominium with NEW kitchen, sleeps up to four. The bedroom has a New (2014) queen-size bed and two stacked bunks (in a hall area) for children/juniors. This condo also has a queen-size sleeper sofa, and offers cable with 48" Flat Sreen Smart TV, VCR, stereo and FREE Wi-FI.... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Come to Hilton Head and enjoy one of the islands best beaches. We stayed at Hilton Head Beach and Tennis and fell in love with it. There is everything you need right here. On-site restaurant, store, bike rental, two pools (oceanfront), shuffleboard, FREE children's program,(in season) and tennis.... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The location and setting of 15 Wagon Rd is excellent. Unique style home with original features. 4 Bedrooms. 3 Full Bathrooms. Sleeps 12. 1 King, 1 Queen, 7 Twins. 1 Full. 5 Minute Walk to the Beach. 5 TVs | Blu-Ray DVD | Bluetooth Stereo | Free WiFi. Point Central Keyless Entry. Washer | Dryer |... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Perfect beach get away in gated resort for couple or families. Enjoy balcony with lagoon and salt marsh view, distant ocean view. Short walk on private boardwalk or take shuttle to beach. Swim in indoor or outdoor pools and take a stroll on indoor jogging path or work out in the fitness room on... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Children's Pool
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    • Secure Parking
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    My lovely condo is located at the Hilton Head Island Beach and Tennis Resort in the heart of the island. The resort is gated and provides 24/7 security. My villa is located on the 3rd floor of the popular C Building and has an outstanding view of the Atlantic Ocean from Balcony and sofa in living... View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928