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Hilton Head Vacation Rentals

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    Travellers to Hilton Head are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Idyllic 3BR Hilton Head Island House!1 / 26
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    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 |...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
    • Patio
    • Private Outdoor Pool (Heated)
    • Hot Tub
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll experience the best that Hilton Head has to offer when you stay at this superb 4-bedroom, 4-bathroom vacation home. Perfectly situated near the Plantation and Beach Clubs and equidistant between South Beach and Harbour Town, this home boasts a private pool, hot tub, and room for 11 guests....
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    23 Stoney Creek Road at Sea Pines Plantation in Hilton Head Island. This beautiful vacation home with amazing tidal marsh view is located on the street that is lined with majestic live oak trees draped with Spanish moss. It's all about relaxation, comfort, and convenience. If you want a vacation...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Newly Renovated Master Suite; All ready for another year full of great times!!1 / 26
    (2)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
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    • Balcony
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Apartment has everything needed for a vacation and Mike/Anna were very quick on respondent to any query.
    Reviewed 13 August 2016
    This condo is very comfortable, clean and well equipped. Anna and Mike were extremely helpful to us. The location is farther from the actual beach than we anticipated, but the...
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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...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    309 Ocean Dunes Villa Ocean Front Beach Views1 / 23
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2017
    Our family loved our vacation in HHI! Perfect location-- basically on the beach. Nice walk to local shops and restaurants. Clean and well-kept. We'll definitely be back!
    Reviewed 14 April 2017
    Spectacular views, beautiful condo, close to food and shopping! The accommodationshow were clean, bright, and cozy. Although we ate out, there is everything you need to cook in...
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    About this property
    Come stay at 309 Ocean Dunes Villas on Forest Beach in Hilton Head and enjoy outstanding views from the direct ocean front deck of this beautifully maintained beach condo. Ocean Dunes is close enough to Coligny Circle to enjoy all the action, shops, and restaurants this area is known for without...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
    • Patio
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sensational 3-bedroom, 3-bathroom Hilton Head Island home features enough room to comfortably accommodate 6 guests. Whether you’re going for a swim to cool off or exploring the unique area, your trip will be complete when you stay here! As soon as you arrive at the property, you’ll be...
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Remodeled and Ready for Summer 2017 Bluffs Villa - 3 minute walk to Salty Dog1 / 17
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Terrace
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The pictures do not do this place justice! Nicely decorated. Immaculate. Had everything we needed! Right across a lightly traveled road from the beach and walking distance from...
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    About this property
    This new to the rental market in 2017 villa is located in the heart of South Beach at the tip of Sea Pines Plantation. 1697 The Bluffs, a 2BR / 2BA villa, is the perfect location for couples or families that want to have fun on Hilton Head. Whether you choose to spend a day at the beach - a 3...
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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, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely renovated in 2017 home is located inside Sea Pines Plantation at 27 Heritage Road on the 8th Tee of the Harbour Town Golf Course. This is the ideal rental for an active family, or two families that would like to spend time at the beach, riding bikes, playing golf or tennis or simply...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Beach Bum Hideaway!1 / 22
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Indoor Pool
    • Satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    The condo was very clean. The beds were comfortable and everyone slept great. We enjoyed our stay tremendously. The area was quiet and a very short walk to the sound side of the...
    Reviewed 24 February 2017
    The location was perfect and quiet. On a dead end road at the ocean. We had a two bedroom unit and had everything we needed. The master bedroom had a nice king bed with a tv and...
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    About this property
    Welcome to your home away from home at The Spa on Port Royal Sound! This condo is nicely furnished and has all the comforts of home. The kitchen is newly updated with stainless steel appliances and quartz countertops and is fully outfitted for prepping, cooking and dining in. The living room is...
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    Hilton Head, Coastal South Carolina 29926
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Grill
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    • DVD Player
    • Satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    TripAdvisor Rentals is a ripoff in my opinion1 / 24
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Patio
    • DVD Player
    • Satellite TV
    • Grill
    • Air Conditioning
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    Fully stocked kitchen with herbs, and all of the basic that a chef requires. Nicely appointed. The owner was very accommodating and fast when we had issues with the Sea Pines...
    Reviewed 13 April 2016
    We had a great experience from booking, arriving and departure. The property owner was very helpful and responsive including buying 2 new bicycles for the property and checking...
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    About this property
    I will not be accepting any reservations through this site. In my opinion there are far better rental sites that actually have the guests interest in mind. Feel free to look for my property there. For the record, I believe TA software allowed a double booking by not properly syncing calendars. I...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Beautiful Sea Pines 4th Row House1 / 39
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Wi-Fi
    • Washer
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2016
    I just returned from a vacation in this terrific house. There were 7 adults and one baby in this house. This residence offered plenty of general space as well as privacy if...
    Reviewed 2 June 2016
    We spent the week of the Heritage Golf Tournament in this home with 3 other couples and we thoroughly enjoyed our stay. The home has been updated very nicely and the layout...
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    About this property
    Large 4 bedroom, 4 bath house, just 4 houses from the beach in Hilton Head, SC. Family-friendly, well appointed home with pool, spa, large screened porch, TVs in each bedroom as well as living room and den. Easy bike ride to South Beach (Salty Dog) and Harbour Town. Heron Point and Ocean Golf...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hilton Head Island is known as the most family-friendly vacation destination in the world, and it’s easy to understand why! With a wide variety of fun outdoor excursions, 24 outstanding golf courses, over 200 stores and shopping outlets, and numerous other attractions, there’s literally a little...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 BR Nearest to Beach on Lagoon-Golf View-2 Decks1 / 18
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Satellite TV
    • Patio
    • Waterfront
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    We booked it for 2 weeks and had a great time there. We got more than expected and the owner handled everything very professional. Even more we got helpful information to make...
    Reviewed 9 September 2015
    I have been traveling to HH for over $0 years. This trip was for a family wedding held right at Shipyard"s Sonesta Hotel. The decor of this villa was lovely, with the light...
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    About this property
    This Beachwalk townhouse located in Hilton Head Island's Shipyard Plantation is most likely the CLOSEST 3 BR CONDO TO THE BEACH in all of Shipyard Plantation. It will let you return to the idyllic summers of yesteryear, but with all of the modern amenities of today (3.5-baths)! The front door opens...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    OCEANFRONT Resort, Lowcountry Views1 / 20
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Children's Pool
    • DVD Player
    • Terrace
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2017
    We just loved our time here. The beach is basically across the parking lot, vibe is laidback and family-friendly, and the condo has fun games, videos and books in case the beach...
    Reviewed 28 April 2017
    My wife and I really enjoyed this condo. It has everything you would need to enjoy some time at the beach. There are beach chairs and all kinds of things you or your kids may...
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    About this property
    * Contact owner for special winter rates Stay at our condo for the best of both worlds! Our condo is at an oceanfront resort with a balcony view of a private lagoon with birds, turtles, etc. Recently remodeled two bedroom condo in family friendly Hilton Head Beach and Tennis! Our condo is...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Internet Access
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare to relax at the Spa at Port Royal Sound. This lovely, third-floor, 2-bed, 2-bath villa comfortably sleeps 6 people and is surrounded by stunning coastal scenery. The moment you arrive, you’ll be encompassed by natural beauty outside - and in.  When you walk through the front door, you’ll...
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    Location Information
    Hilton Head, Coastal South Carolina 29926
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEAUTIFUL SEA PINES HOME- NEAR OCEAN LOCATION WITH POOL- HILTON HEAD ISLAND, SC1 / 54
    (9)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Porch
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Everything was just as described. The pool was awesome, the house was clean, and the location was very private. We had a wonderful week...a truly kid and pet friendly place with...
    Reviewed 27 April 2017
    This was our 8th year in a row we have stayed at 5 Cotton Ln. It just keeps getting better. During our stay a new mattress was delivered and pool furniture. We will miss...
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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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do you want to enjoy natural beauty, peaceful privacy and easy access to recreation, terrific restaurants and stores? We welcome a pet visitor for stays of a month or longer. Please do not ask for stays shorter than this unless you like our long stay guests will pay $150 for steam cleaning before...
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Book Your Summer Stay! Oceanfront Villa!1 / 22
    (30)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2016
    The condo is on the north end of the island, its safe and pleasant to ride a bike around the area. Close to shops, restaurants, & grocery stores. The condo was nice, but it...
    Reviewed 19 July 2015
    If you love the convenience of being close to the beach and the pool, this place is a steal!This is not a luxurious condo - it could really use some updates but then you would...
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    About this property
    Luxurious, one bedroom villa with balcony overlooking the Atlantic Ocean.<BR><BR>There are also a two bunk beds just outside the main bedroom, which has a closet with low shelves, great for kids.<BR><BR>Villa is fully equipped and 50 yards from pool and beach for fishing, swimming, walking, and...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Bright & Airy 4BR Hilton Head Island Townhouse w/Wifi, Open Floor Plan & Resort Amenities - Easy Access to Golfing, Restaurants, Shopping & the Beach!1 / 26
    (1)Average
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Patio
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    We enjoyed a nice trip with extended family. The location was nice but you dio need a car or bike to get around. The pool was right across the parking lot. The back overlooks a...
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    About this property
    Trade the stresses of everyday life for complete relaxation and pristine beaches when you stay at this inviting Hilton Head Island townhouse. Offering fantastic resort amenities and situated within close proximity of the area’s best attractions, this wonderful townhome allows you to truly immerse...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2BR Hilton Head Condo - Access to Pool, Sauna, Gym - Walk Straight to the Beach!1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    The condo was great. I was pleased with the location and amenities offered. The owner was really nice and helpful as well.
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    About this property
    This Hilton Head condo is primely positioned at one of America’s favorite vacation destinations. You’ll love the southern comfort and small-town charm of this South Carolina getaway. Tucked within one of the island’s resorts, this 2-bedroom condo is an ideal spot for any family or group of friends...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 East Wind1 / 25
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Air Conditioning
    • Satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2016
    We enjoyed our stay with our family of 7. The pool was a huge hit with our two grandchildren and we loved the close walk to the beach. The house is beautiful and spacious. We...
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    About this property
    >Perfect Palmetto Dunes Beach Home >3rd Row Home on East Wind in Palmetto Dunes >4 Bedroom / 4 Baths >King, 6 Queens >Huge Pool and Deck >Updated Kitchen and Great Room >Basketball Hoop Our 2 East Wind home is located on the Mariner's side of Palmetto Dunes Resort. The house is 3rd row and only...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Housekeeping Included
    • DVD Player
    • Grill
    • Washer
    • Balcony
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come escape to your island beach bungalow with this newly renovated/decorated unit located in Building A unit 138 at Hilton Head Beach and Tennis Resort. A true beach bungalow included with everything needed to take you away from your daily grind at the office. This unit is uniquely and colorfully...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
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    • Internet Access
    • Grill
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Snowbird Special Rates Available - Discounted rates for stays of 2 months or longer *  Have the Hilton Head getaway of a lifetime at this 3-bedroom, 2-bath house, which sleeps 6. With a scenic location just minutes from the beach by foot, bike or car, this property is sure to make your South...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Prime Weeks Avail! Pristine Hilton Head Condo - Enjoy Year Round with Indoor/Outdoor Pool - Located in Hilton Head Resort Villas, Near the Beach!1 / 20
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
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    • Private Indoor Pool
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    • DVD Player
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2016
    Me and my family love the ocean, so we were up to trying someplace new. That's why we decided on Hilton Head Island. As with all new experiences, we were apprehensive. The...
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    About this property
    This 2-bedroom, 2-bathroom condo in Hilton Head Island is perfect for a family vacation. Being part of the Hilton Head Resort Villas you'll enjoy great community amenities, including an indoor pool which is rare! It's also centrally located, so you will be close to all Hilton Head Island has to...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1701 Bluff Villas / Walk to Beach and Salty Dog1 / 18
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Satellite TV
    • Ocean Views
    • DVD Player
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Hilton head is AMAZING!Rented bike next morning right near our place in sea pine! Ride bike is pure pleasure there!! Breeze from the ocean is wonderful, people are friendly...
    Reviewed 17 September 2016
    This condo is newly and beautifully renovated. Everything that you'll need for your vacation is there. Large comfortable bed, 2 flat screen TVs, wifi, marble bathroom, new...
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    About this property
    First season on market…Owner’s newly-designed and renovated ground floor, end unit with expansive view of Calibogue Sound. Walk barefoot out the back door to the beach or out the front door to the Salty Dog Cafe and South Beach Marina. Our condo brings the modern refinements to make your stay...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2308 HERITAGE VILLAS | HARBOUR TOWN1 / 15
    (4)Average
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    • Hot Tub
    • Housekeeping Included
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2016
    The inside of the condo was lovely- spacious enough for 10 however, there was no screened in porch as advertised, it does not overlook the pool and it is a mile from the nearest...
    Reviewed 1 May 2016
    This home was very clean and spacious. However, it's advertised as having 4 bathrooms in actuality its 3 1/2 bathrooms.
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    About this property
    This spacious condo is perfect for gathering friends and family. Heritage Villas boasts a resort-sized swimming pool, and is a premier location, convenient to everything within Sea Pines and right on the 1st Hole of the famous Harbour Town Golf Links This stunning home is a walk away from the...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEAUTIFUL Golf View Villa! Tranquil/Private! Tennis/Beach! Sept/Oct Open!1 / 66
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Balcony
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2016
    We booked this villa after reading the description and contacting the owner. Found that it was exactly what we were wanting.First, Roberta, the owner, is very responsive...
    Reviewed 10 October 2016
    The villa was adequately maintained and was exactly as described in the pictures. The owner was very helpful in providing information on the city before we arrived. She was...
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    About this property
    Fast Speed Road Runner Free Secure Fast Wireless Internet Connection, Free Long Distance and 55 inch HDTV with over 200 Channels including HD and Epix Channels. This is a Non-smoking/No Pets villa. Rentals are usually Saturday to Saturday. Book Now for Summer/Fall! Welcome to one of the finest...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Burkes Beach House1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Housekeeping Included
    • Patio
    • Balcony
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2017
    I wanted to do something different for our vacation. So I decided to book Burke's Beach house for 5 days instead of a hotel. I'm so glad I did. The home is tastefully decorated...
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    About this property
    Hear the Surf and Feel the Ocean Breeze. 2nd Row - right by sandy path to Burkes Beach A block from Chaplin Park - lit tennis courts, basketball, soccer field, picnic area, jogging/walking/skating paths and outside bathrooms. Home amenities include: WI-FI, Smart TV, extensive cable channel...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Great Fall Rates and Availability1 / 22
    (21)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Private Indoor Pool
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2015
    We had a wonderful time! We didn't want to leave. We hope to come back and stay longer! Thanks Mark & Karen for sharing your beautiful condo with us!!! :-)
    Reviewed 22 July 2015
    We are from Germany and had a great time in this realy nice appartment.Thanks for staying there! Hope to come back!
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    About this property
    Just an 8-10 minute walk to beach access to South Forest Beach, via paved beach access, from our spacious and beautifully decorated 1250 square foot flat. The 2 BR and 2 full bath unit, with a queen sized sleep sofa in the living room, sleeps 6-7 guests. The master BR has a king size bed; and the...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Satellite TV
    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exquisite Charleston style home overlooking a lagoon is perfect for a large family reunion with 6 bedrooms and 7 baths in one of Hilton Head’s newest gated communities. Your luxurious retreat begins with a gourmet kitchen including stainless steel appliances, granite countertops, and beautiful...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    2017 New Listing! 4 Free Bikes - 5 min walk to beach, shopping and dining!1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2017
    With so many options for lodging on Hilton Head Island, I think I hit the jackpot with this condo. Very reasonably priced, comfortable, clean, nicely decorated and a fully...
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    About this property
    Whether you are a golfer, tennis player, or sun and sand enthusiast, this unit is ideally located on Hilton Head - just a 5 minute walk to Coligny Plaza and one of the best beaches on the island. With 4 free bikes, you also have access to ride many miles on the islands' beautiful bike paths. Your...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With spectacular ocean and golf course views, 7 Night Harbour is the ideal home for a multi-generational family or two families looking for the perfect place to spend a vacation on Hilton Head. Situated on the signature 10th hole of the Robert Trent Golf Course, this home provides the unique...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Direct Oceanfront Just bring your toothbrush!1 / 12
    (20)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Satellite TV
    • Washer
    • Sauna
    • Shared Indoor Pool
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Loved the view from the balcony & easy access to the beach!!!! My first time renting from flipkey. Karen was quick to respond with details & info that made it so easy!
    Reviewed 7 March 2017
    Great location & condo! Ocean view, easy walk onto beach, quiet complex, well equipped rental. Wifi, walking distance from restaurants & shopping - highly recommend!
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    About this property
    Enjoy the sunset and sunrise from this private elevated first floor direct oceanfront unit in the gated community of Seaside Villas. Walk less than 100 steps to the beach. If you love the sea, this panoramic view will not disappoint!. Our villa is elegantly decorated with tiled floors and a fully...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Newly Updated 2 Bedroom/2 Bath w/wifi -Short walk to beach!!1 / 35
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    We really enjoyed are stay! We are a family of 5, we have a 9 year old, 7 year old and a 19 month old. I loved that there was a pack and play and highchair and even toys for...
    Reviewed 16 January 2017
    We found a hidden gem on Hilton Head Island. It was immaculately decorated with a fresh simple style that made you feel expensive and homey at the same time. Stocked with just...
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    About this property
    Check out our newly updated 2 bed, 2 bath villa at Fiddler's Cove! It's absolutely stunning! This is one of two villas we own at Fiddler's Cove. You can check out our other listing below! This gorgeous villa has a newly updated, fully equipped kitchen with brand new dishes, utensils and gadgets!...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    511 BARRINGTON COURT PALMETTO DUNES  HH, SC1 / 15
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Washer
    • Patio
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Very nice and clean condo, great view of ocean from balcony, appliances all up to date, bathrooms clean with jetted tubs
    Reviewed 13 September 2016
    Our stay was a wonderful oceanfront vacation home away from home! We loved our top floor, comfortable, quiet, extremely clean condo with views of the ocean from our living room...
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    About this property
    5th FLOOR OCEANFRONT CONDO WITH A BALCONY VIEW THAT WILL ENTERTAIN YOU FOR HOURS, WITH IT'S COLORFUL SUNRISES & SUNSETS OVERLOOKING THE ATLANTIC OCEAN! <BR><BR> MASTER- KING SIZE BED / GUEST- 2 TWIN BEDS / LIVING ROOM LEATHER QUEEN SLEEPER SOFA / 2 BATHROOMS / NEAR 3 PGA GOLF COURSES /...
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    Location Information
    Hilton Head, Coastal South Carolina 29928 3354
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Bare Feet Beach Retreat,renovated 20151 / 26
    (22)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Shared Indoor Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I had such a great time staying at the owner's other property on the island last year I decided to book this one for my family's summer vacation! Everything was extremely clean...
    Reviewed 4 weeks ago
    We had a short stay of 4 days at the Bare Feet Beach Retreat. With just my daughter and me in the condo we had plenty of space and the accommodations were wonderful. The beach...
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    About this property
    We are the sister property of The Sandy Feet Retreat - read our great reviews - we promise to have the same service at The Bare Feet Beach Retreat! This unit has a screened in balcony overlooking a lagoon. Both unit are in building 2 which is close to boardwalk to beach and has a quiet courtyard...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hilton Head Beach, Golf, Tennis, A Beautiful Villa1 / 26
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    This condo was very nice, clean and close to the beach.It has a full kitchen which was nice to use so we didn't have to eat out the whole trip.There are great bike trails in the...
    Reviewed 13 March 2017
    Charles was easy to deal with leading up to my arrival and answered all of my questions. I had stayed in this complex in the past so I had an idea what to expect. His...
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    About this property
    Located in Fiddler's Cove, Hilton Head Island, a 23 acre resort community approximately a 5 minute walk to Folly Field Beach that includes showers, restrooms, and parking if you choose to drive, and is considered to be one of Hilton Head's widest and cleanest beaches. Fiddler's Cove is a safe...
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    Location Information
    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    FAMILY FRIENDLY 2Bedroom/2Bath WIFI - SHORT WALK TO BEACH!1 / 27
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Excellent location just few minutes away from the beach and pools and lots of great amenitiesThe condo is very comfortable to enjoy it has everything you need and shops and...
    Reviewed 5 May 2017
    This condo is lovely. Owners are gracious and thoughtful to provide little comforts such as DVD movies, Xbox games, sewing kits, books, games for children, etc. Short walk to...
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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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Quincy, Private Pool, Sleeps 61 / 29
    (17)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2017
    I had never been to Hilton Head but had always wanted to go. April 2017 was my treat to myself and my daughter. The house was amazing! Comforts of home but in a serene and...
    Reviewed 20 April 2017
    This eclectically furnished home had everything we needed. Located on a quiet cul de sac bordering on the golf course has everything a family needs for a perfect vacation. The...
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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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated 3rd floor ocean view villa located in the heart of Hilton Head Island. Just steps to the beach and walking distance to shops, restaurants and attractions. The villa features a fully equipped modern kitchen, a Mitsubishi split A/C system, and private balcony. Recently remodeled...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Sea Pines - Best Location with dramatic Golf View1 / 22
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    While the condo is not on the beach, it is very centrally-located within Sea Pines, which is what we wanted--almost all of Sea Pines' amenities are within walking distance, or...
    Reviewed 12 August 2016
    We very much enjoyed our stay at Inland Harbour. The porch with a lagoon and golf course view was the perfect way to start and end our days. The location is also ideal being...
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    About this property
    Inland Harbour is our family's second home and is conveniently located in the heart of Sea Pines Plantation.It is about half a mile to Harbour Town with its signature lighthouse, marina, shops, Sea Pines Racquet Club, and Harbor Town Links Golf Course. It about a mile to the Sea Pines Beach Club,...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    S. FOREST BEACH, 2BD/2BA VILLA, TENNIS,BEACH,POOL1 / 21
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2016
    Close proximity to beach is a plus to this rental. Security is also a nice. Advertised laundry facilities should note coin operated outside of unit. Broken ice maker would at...
    Reviewed 13 September 2016
    Super cute little condo. It had everything we needed. We especially loved the little patio close to the "moat" around the complex. We were within walking/biking distance...
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    About this property
    UPDATED beautiful beach villa!<BR><BR>Location: Our villa is located right across the street from the beach front properties but costs about half as much. In addition, we're just a couple of blocks from famous Coligny Plaza which has over 60 shops and restaurants and kids activities - something for...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Balcony
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    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    25 Sandpiper is a beautiful Oceanside new construction offering a wonderful floor plan. The home is located on the corner of Sandpiper and North Forest Beach Drive located in Forest Beach on Hilton Head Island. The home is an elevated beach home located within steps to the beach and one mile from...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bdrm Forest Beach Villa - Completely Remodeled1 / 42
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2016
    It was a great vacation. The house has a a nice decor and it was very clean. It had everything we need it, even toys and DVDs for the kids. The location is perfect to bike to...
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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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hilton Head Vacation Rentals

    Hilton Head, South Carolina is a vacationer’s paradise with miles of sandy beaches, world-class golf courses and lots of bike paths and hiking trails. A great way to experience island life is with a vacation home rental instead of a hotel. From beachfront condos to spacious rental homes that’ll fit the entire family, we’ve got a vacation rental that is just right for you. We’ve got money-saving deals on rentals in every budget. Plus, we have unbiased user reviews that will allow you to book with confidence.

    Hilton Head Attractions and Activities

    No matter where you choose to stay in Hilton Head, you’re sure to be within range of a golf course or a beach whether you’re in a beach rental or a condo in Harbour Town. A great way to explore the island is by bike. Hilton Head has miles of trails that’ll lead you to the islands many sandy beaches where you can lie on the beach and read a book or watch dolphins swim offshore. To get an even closer view, go for a sail. Hilton Head also has miles of trails for hikers. Golfers will want to spend time on one of Hilton Head’s world-class courses.

    Hilton Head family vacation rentals

    A vacation rental home in Hilton Head is a great way for families to enjoy all the island has to offer. Hilton Head has a range of home rentals from luxurious beachfront villas to rental homes on the golf course. A short bike ride will take you to the beach where the kids can build sandcastles or hunt for seashells. Venture into Harbour Town for a visit to the Coastal Discovery Museaum to see a live alligator not in the wild. For more water fun, rent kayaks and see sea turtles and dolphins up close.

    Money-saving deals on Hilton Head vacation rentals

    Whether you’re looking for a luxury beachfront villa or a rental house that’ll fit a family on a budget, everyone likes to save money. Discounts are available on vacation rentals for all budgets. And you’ll be saving money by renting – with a kitchen in your rental home or condo, you won’t have to eat out at every meal.

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