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Hilton Head Vacation Rentals

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    Travellers to Hilton Head are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 2,254 Rentals in Hilton Head
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 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, 5 Bathrooms, Sleeps 10 Quick View
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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
    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    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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    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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    Good: nice location, convenient to trolley, bike rental, and Harbour Town for sunsets, comfortable bedsNot so good: actual kitchen size trash can in the kitchen would be nice...
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New construction on Hilton Head Island is rare. Plus, this home is Pottery Barn lovers dream! This home has easy access by a short walk or bike ride to the Folly Field Public Beach Park only 0.3 of a mile away. Folly Beach has parking, bathrooms, outdoor showers, a vending machine and a...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Bedrooms, 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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    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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    Location Information
    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beautiful Sea Pines 4th Row House1 / 78
    (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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    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
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2017
    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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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    • Parking
    • Balcony
    • Grill
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2017
    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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Terrace
    • Air Conditioning
    • Washer
    • Hot Tub
    • Satellite TV
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    309 Ocean Dunes Villa Ocean Front Beach Views1 / 46
    (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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    3 Quincy, Private Pool, Sleeps 61 / 29
    (18)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 3 weeks ago
    We had never been to HH so we were thrilled to find this house was so perfectly located to shops and restaurants. We arrived after a 10 hour drive to a house perfect for our...
    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...
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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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach Bum Hideaway!1 / 22
    (25)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 1 week ago
    Was not sure all the Great reviews were my taste, was I wrong! Very clean and comfortable condo,Truly a home away from home.Everything you need for a perfect getaway. It was 4...
    Reviewed 3 weeks ago
    Great place, decorated so cute. Had everything we needed. Loved the grounds and pools! Sound side of the ocean was a lot of fun, we saw stingrays and several horse shoe crabs!
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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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    Special on Rental Requests Anytime Within Aug 19-30. Inquire with Us1 / 26
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 November 2016
    Clean, well equipped and spacious. This is a great location, minutes from beach, restaurants and bike paths. Easily accessed from Cross Island Parkway, exactly as advertised...
    Reviewed 28 March 2016
    We were very pleased with our stay. Everything was as we expected or nicer. The kitchen has the necessary utensils and dishes. Everything was clean. Beds were comfortable...
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    About this property
    Welcome to our beautiful & large (1,264 sq) villa on Hilton Head Island, located in a prime South Forest Beach. The villa is less then 1 block to the beach, and just a few minutes' walk or bike ride to the shops at Coligny Plaza. Besides the beach, biking and so many other activities within...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villamare1 / 29
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Secure Parking
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    Myself, my husband and his parents stayed here for 4 nights and it was perfect for us! The condo was spotless and some nice touches to welcome us with fresh flowers and a bottle...
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    About this property
    This second floor unit in Building Two enjoys courtyard, koi pond, and landscape views. The living area features a 26” flat screen TV and sleeper sofa for additional accommodations. There is also a fully equipped kitchen with a washer and a dryer. The master bedroom is furnished with a queen,...
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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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    BEAUTIFUL SEA PINES HOME- NEAR OCEAN LOCATION WITH POOL- HILTON HEAD ISLAND, SC1 / 49
    (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 12 June 2017
    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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relaxing and Inviting 3 BR Sea Pines Getaway - Sleeps 8   With Pool Passes at1 / 28
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Book Your Summer Stay! Oceanfront Villa!1 / 22
    (31)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 1 week ago
    Awesome stay at Hilton Head. The condo was a short ( under 5 minutes even with the kids and some beach gear) walk to the beach. We had a great view of the ocean from the balcony...
    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...
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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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    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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    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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    Wonderfully Remodeled Bluffs Villa only a 3 minute walk to Salty Dog, Pool1 / 20
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Terrace
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Would have given it 5 stars, however it's on the top floor and there is no elevator and that was not disclosed to us. Being in our 70's it was difficult to do the stairs...
    Reviewed 16 June 2017
    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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Prime Weeks Avail! Pristine Hilton Head Condo - Enjoy Year Round with1 / 40
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Private Indoor Pool
    • Grill
    • Washer
    • 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Closest 2BR to the Beach! Serene Hilton Head Island Condo; Renovated 20151 / 41
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • DVD Player
    • Hot Tub
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    • Satellite TV
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the mood for a peaceful oceanside getaway? Escape to this beautiful Hilton Head Island vacation rental condo. Nestled in an unspoiled natural preserve area, this comfortable unit is steps from “Hidden Beach” and surrounded by luscious landscaping, wildlife, and stunning Atlantic ocean views....
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    Hilton Head, Coastal South Carolina 29926
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the third floor of Windsor Place, 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. Open the sliding door and step outside to a...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Washer
    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome To Our Villa! From the moment you enter the private Evian resort gates, you'll know your in a special place and that this beautiful and spacious villa is going to exceed your expectations. ​"Makin Memrees" is a first floor, 2 bedroom, 2 bath, pet free and smoke free villa with lagoon and...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Direct Oceanfront. Just bring your toothbrush!1 / 12
    (20)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 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 27 May 2017
    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 decorated with tiled floors and a fully equipped...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Bare Feet Beach Retreat,renovated 20151 / 52
    (23)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 3 weeks ago
    This was a nice condo for a Hilton Head vacation. The rooms were clean and came with plenty of supplies and convenient use of the beach cart, chairs and umbrella. The resort...
    Reviewed 12 June 2017
    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...
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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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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Completely Renovated - FREE WiFi - Beach Boardwalk1 / 28
    (15)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Wi-Fi
    • Shared Indoor Pool
    • Air Conditioning
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2016
    I enjoyed my stay, It was just what I expected. The only thing I would recommend improving is that the carpet should be cleaned or replaced and the water from the sink would...
    Reviewed 12 July 2016
    It was quiet and comfortable - if you aren't looking for a super-luxurious place, this place is perfect! It was clean, quiet, comfortable and nice! The owners were super...
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    About this property
    Enjoy our newly renovated villa at Hilton Head Resort! Granite counter tops, new cabinetry, new flooring, new appliances and new furniture. Enjoy this top floor villa that has just been renovated. It comes with everything you need to make sure your vacation is enjoyable and memorable. The villa...
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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 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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    Location Information
    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Terrace
    • Balcony
    • Ocean Views
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our villa home is perfectly located within the heart of Sea Pines Plantation and less than 100 yards from a lovely stretch of picturesque South Beach and Bradock Cove. It is located only a few steps from the South Beach Village Marina with the famous Salty Dog Cafe and an abundance of shops,...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    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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    WOW- Palmetto Dunes 3 BR villa on Fazio Course = Free tennis, walk to ocean1 / 22
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
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    • 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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Patio
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a beautifully decorated, comfortable and very clean ocean view villa. Located in Forest Beach, close to Coligny Plaza and within walking distance to shopping, restaurants and bars. Everything you need to enjoy your vacation at the beach! Membership to the fitness club across the street...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Shipyard Plantation Family Home on Golf Course1 / 10
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Grill
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    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2016
    On Hilton Head Island for a beach wedding, my wife and I and four other family members just returned from a most enjoyable week in what another reviewer referred to as a “home...
    Reviewed 12 June 2014
    This home is truly beautiful...it is certainly your home away from home. The property is located in one of the nicest plantations in Hilton Head. The owners took great care in...
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    About this property
    This comfortable, spacious family home is located in prestigious Shipyard Plantation on a picturesque lagoon over looking hole number 2 of Shipyard Golf Course. The house sits on an acre of land surrended by stately trees and azaleas. All rooms are located on one level. A wooden entry ramp...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Direct Oceanfront Bright and Airy Condo1 / 22
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Patio
    • Housekeeping Included
    • DVD Player
    • Ocean Views
    • Waterfront
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2016
    Perfect location and place for a couple or family with children that are the right age for the bunk beds. The kids loved it. We were able to see the beach and it was only a...
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    About this property
    This Oceanfront corner unit (A223), gets plenty of light and fresh air. You can watch the shrimping boats and listen to the waves as you drink your morning coffee on the balcony. To the left, you can see our pool, the largest on the island. It is close enough to be just a few steps away, but...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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, 5 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Internet Access
    • Balcony
    • Terrace
    • Washer
    • Parking
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    12 Whelk Street, located on Bradley Beach is a luxurious 5 bedroom, 5 bathroom ocean view house just 145 feet to the beach! This beautiful 3 story home has an open concept first level perfect for entertaining and coming together after a long day at the beach. This house also has ten balconies, an...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Golf Enthusiasts! Heritage Weeks Available1 / 24
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2016
    Great location, beach a few minutes walk or bike ride away, loved riding a bike on the beach every morning, swimming in the sea is fantastic, sandy beach with good waves. Lots...
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    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...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    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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