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Holiday Rentals in Hilton Head

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    Travellers to Hilton Head are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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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... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Centrally located on Hilton Head Island with direct beach access and ocean views from every window is what we know as our beloved Island Club villa. Charming and traditional decor with all the extras that one could ask for, defines this ground level Atlantis unit. Unloading luggage, carrying... 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 / 31
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Completely redone end-unit condo with ocean and lagoon views, 100 feet to the beach! Great for toddlers to seniors with both stairs and elevator in the building. Two outdoor pools (one exclusive to this building), tennis courts, work out facilities, play ground, outdoor showers by beach walks,... 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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    About this property
    Luxurious 2BR/2BA (sleeps 8) Ocean-View Villa in Grande Ocean Resort by Marriott vacation week (7 nights) from Saturday, Sept 3 - Saturday, Sept 10 (Labor Day week): $2000 for week. Repeatedly Rated 'One of the Top Resorts' in Marriott's portfolio, this gated resort sits just outside the Sea Pines'... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 13
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Your serene villa on the lovely Hilton Head Island offers the best of both worlds. It is located in a prime un-commercialized South Forest Beach location just 2 blocks from the beautiful tropical beach on the Atlantic. Your villa is in an excellent location for beach enthusiast, golf fanatics,... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Upgraded 2BR, 2BA Villa completely furnished. 4 minute walk to Hilton Head's famous south forest beach on the Atlantic Ocean. Beautiful tropical setting with lagoons that meander through the grounds. A very short walk to Coligny Plaza's many shops and restaurants. Enjoy biking on the many trails... View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928
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    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
    1 / 26
    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
    This private 21 acre oceanfront community has 24 hour gated security and a private pier with beach access. The Spa features an indoor heated pool and hot tub, 2 outdoor pools, 3 tennis courts and an exercise room all surrounded by old live oak trees in a secluded location between nature preserve... View all property information
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    Hilton Head, Coastal South Carolina 29926
    1 / 27
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • Waterfront
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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 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    NO HURRICANE DAMAGE! 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... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Ocean Views
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    • Pet-friendly
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    • x
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    • 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
    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 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. A prime beachfront location and extensive amenities list make this resort one of Hilton Head Island's leading spots for vacationing. On the property are an outdoor racquetball... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
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    About this property
    Brigantine Quarters at Shipyard Plantation is picturesque and private but still a short walk to plenty of the islands great shopping, diverse dining, and the wide sandy beach for which Hilton Head Island is famous. Hilton Head Island is a bike friendly community, and Shipyard has over 20 miles of... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    1 / 4
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Ocean Palms is about a ten minute walk to the beach or there is a shuttle that runs every twenty minutes. The rental includes the amenities at the Westin Hotel (pools, gym AND Starbucks). You also have an hour per day at the tennis courts and four rounds of golf per day!!! The unit is fully... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 28
    4 of 5 bubbles (1) Very good
    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 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
    1 / 21
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Beautifully decorated, this light and airy four-bedroom home, with soaring ceilings and a wall of windows, welcomes the beauty of the Lowcountry inside. A complete update was just completed with the amenities and accents of a professional designer. A neutral palette, the living room is inviting... 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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    About this property
    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
    1 / 42
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    South Forest Beach location ! 1.5 blocks to the beach, 2 blocks to tons of restaurants, shopping, and groceries ! Park the car and walk everywhere. Completely renovated 4 bedroom, 3 full baths located on 2nd floor end unit. K, Q, 2T, 2T It's tastefully decorated in a beachy / traditional... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A gem! Renovated, truly loved 1st floor villa, second home. Why stay at a run down rental and ruin your vacation? This unit is on the 1st floor, granite countertops, upgraded bathrooms, upgraded kitchen, stainless steel appliances. This beach, golf, and tennis retreat is situated on the first... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2.5 of 5 bubbles (2) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This is a wonderful two bedroom, two bath - Queens Grant Condo, located in the heart of Palmetto Dunes Resort. This is a full size unit with over 1400 square feet of living space (unlike others you will find that are just over 1000 sq ft. So make sure you are comparing apples to apples). This unit... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 32
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy a beautiful ocean-view right from your private balcony in this oceanfront community. This nautical & beach themed villa is conveniently located on the second floor near the front of the building. Very tastefully decorated and fully equipped. Walking distance from shopping, restaurants and... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 10
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our villas are conveniently located in Palmetto Dunes on Carnoustie Road near the Fazio clubhouse and the Palmetto Dunes Tennis Center where you have FREE court time available. The three Centrecourt and one Turnberry vacation villa are spacious and fully furnished - perfect for total relaxation.... 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, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Great family resort!<BR><BR>Full week available for $2,500. Check in Friday, July 10, 2015 (3:00 pm); check out Friday, July 17, 2015 (11:00 am).<BR><BR>• 2 bedroom / 2 bath Garden View villa<BR>• Approximately 1,275 square feet<BR>• Sleeps 8<BR><BR>Beautiful environmentally-sensitive... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Our second home sits right on the 11 mile waterway which winds through Palmetto Dunes Oceanfront Resort in the Town of Hilton Head Island. From our Living room, Deck and Master bedroom you'll enjoys long views to the South, West and North and over 2 fairways of the Fazio.course. Our home has 1475... 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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    About this property
    Welcome to 4 Ocean Club Villa, a wonderful oceanfront complex located close to Coligny Plaza.  This open concept 2 story town home has been updated, the living area has new furnishings, a large flat screen TV, a sleeper sofa and gorgeous tile floors.  Off the living area are sliding doors leading... View all property information
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    Hilton Head, Coastal South Carolina 29928
    1 / 25
    5 of 5 bubbles (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Book your spring and summer vacations at Laughing Gull Hilton Head Oceanview Condo before it is too late! The week of August 5th just became available. There are also some great dates in May. See our great reviews on all vacation rental by owner sites!!! Be among the lucky vacationers for stay in... 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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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    We have just recently completed remodeling this 2 Bedroom - 2 Bath first floor villa in Beachwalk. This unit has never been rented and is only a short walk from one of the nicest beaches on the East Coast. The unit comes equipped with free unlimited high speed internet access and features a brand... 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
    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Port O'Call is located in the lush Shipyard Plantation resort community of Hilton Head Island. Surrounded by towering pines, rustic oaks and tropical palms, the picturesque... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Located on six acres of oceanfront property, including miles of ivory sand beaches, the resort is adjacent to the Sea Pines Beach Club. Monarch's private amenities area features... 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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    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. This property is a 10-minute walk from the beach. Located on Hilton Head Island, this resort is just 2 blocks from the beach and features 2 outdoor pools, a hot tub, and a... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Waterfront
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    • Internet Access
    • DVD Player
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Moss Creek house description This 4,500 plus sq.ft. 5 bedroom, 5 bath, sleeps 12 house is located in the beautiful Moss Creek Plantation. We have an in-ground pool with lion head water spouts, and the backdrop of the North Course 10th Hole., Nestled deep in the heart of the South Carolina Low... View all property information
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    Hilton Head, Coastal South Carolina 29926
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Balcony
    • Washer
    • Hot Tub
    • Air Conditioning
    • Terrace
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Situated on the third floor of Hampton Place 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 pool. Open... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Central Heating
    • Grill
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    You will lose yourself in the relaxed bliss of 170 Evian! Our villa has been professionally decorated with this aim in mind as you can see by the attached pictures. The 2 story floor plan offers more space than most, includes private baths for each bedroom, and provides a quieter atmosphere. We... 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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    • Children's Pool
    • Air Conditioning
    • Grill
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    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2 and 1/2 bedroom, 2 bath townhome with beautiful golf course views, right on the 12th Hole of the famous George Fazio golf course. PET FRIENDLY- Maximum of two (2) small pets, each weighing 10 pounds or less, and you must ASK for approval of your particular situation in advance of booking. This... View all property information
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    Hilton Head, Coastal South Carolina 29928
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    4.5 of 5 bubbles (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Shared Outdoor Pool...
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    • Hot Tub
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This designer decorated non-smoking three bedroom penthouse villa is situated on the top two floors of Harbourside II, boasting over 2500 square feet of living space! Our Villa is one of the few exclusive, three bedroom units on the property including an oversized balcony overlooking beautiful... 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
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    • x
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    OCEAN WALK BEAUTY! GUTTED & Renovated! 5 Min. walk to Beach! GORGEOUS, COMPLETELY gutted and renovated, we are very proud of our NEW Queens Grant Villa. Offering 2 bedrooms and 2 full baths, this is a TRUE 2/bed/2/bath villa with almost 1500 square feet of living space. There is NO SURFACE that... 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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    • Private Outdoor...
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    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Safe, quiet location at end of a cul-de-sac (little traffic - kid-friendly) with beautiful nature and golf course views. First-floor unit with convenient, easy access. DOG FRIENDLY. Paved path to the beach, Shipyard Beach Club, Sonesta Resort and VanDerMeer Shipyard Racquet Club (three blocks =... 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
    • Hot Tub
    • Waterfront
    • Washer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fiddlers Cove Beach & Racquet Club is a 23 acre resort , just a 5 minute shaded walk (or 2 minute bike ride) to Folly Field Beach which is one of the most beautiful beaches on Hilton Head Island. Resort includes two pools, hot tub, several play areas for kids, indoor racquetball courts, ping pong,... 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
    • Balcony
    • Ocean Views
    • Waterfront
    • Central Heating
    • Washer
    • Hot Tub
    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Child-friendly
    • x
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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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    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Luxurious & spacious villa only 200 yards to the ocean, in the most exclusive location on Hilton head Island, inside the plantation & inside guarded security gates. The boardwalk is literally, directly across from your front door. It is such fun waking up in the morning and going for a bike ride... 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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    • Sauna
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    In Shelter Cove Harbour overlooking Broad Creek on Hilton Head Island, you'll find Marriott's Harbour Point. Centrally located, this resort puts you in the perfect location to enjoy all that Hilton Head Island offers. You can challenge your skills on some of the country's best golf courses and... View all property information
    Location Information
    Hilton Head, Coastal South Carolina 29928