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Villas in Hilton Head

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    Travellers to Hilton Head are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 2,246 Rentals in Hilton Head
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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, 3 Bathrooms, Sleeps 9 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Washer
    • Patio
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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, 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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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Satellite TV
    • Wi-Fi
    • 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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    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 1 week 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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    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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    5I FIDDLERS COVE1 / 12
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
    • Children's Pool
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    This was my babymoon vacation and how awesome it turned out to be. Irene's apartment is just so cute and a perfectly sized 2bed/2bath. It even had a pack n play which saved me...
    Reviewed 3 weeks ago
    The location is a good walk to the beach when carting chairs, stuff and children, one person was the drop off and then went back and parked then had to walk back.My only other...
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    About this property
    HILTON HEAD ISLAND, SOUTH CAROLINA, USA. "SMILING FACES, BEAUTIFUL PLACES"<BR>PRETTY 2 BED/2 BATHROOM CONDO IN FIDDLERS COVE, 3 MINUTES WALK FROM AWARD WINNING BEACH.<BR> GOLFERS PARADISE. CYCLE THE ISLAND, GO TO THE GYM, PLAY TENNIS IN 10 TENNIS COURTS ON SITE, 2 LARGE SWIMMING POOLS ALSO. GREAT...
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    Hilton Head, Coastal South Carolina SC29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beach Bum Hideaway!1 / 22
    (22)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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...
    Reviewed 1 October 2016
    My son and I had the pleasure of staying in this lovely condo for a few days in September. It is located in an area which is a bit off the beaten path, however, we quickly...
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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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    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 4 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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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 3 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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    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 4 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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    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 15 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 Quincy, Private Pool, Sleeps 61 / 29
    (17)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 3 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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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    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 5 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 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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    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
    • Parking
    • 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 13 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 2 weeks ago
    Apartment has everything needed for a vacation and Mike/Anna were very quick on respondent to any query.
    Reviewed 14 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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    ON SALE in Sea Pines1 / 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 14 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
    Beautiful, spacious house in the heart of Sea Pines and convenient to everything. An easy bike ride on the included bikes or just take The Sea Pines Trolley and forget about parking. Only a 10-15 minute bike ride to the beach & Harbour Town - 1.8 miles to the beach, 2.5 miles to Harbour Town, 1...
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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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    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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    Modern and Freah Hilton Head Condo - Walking Distance to the Beach1 / 20
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Sauna
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    This 2BR 2BA is ideally located at the north end of the island, with a nice boardwalk to the start of the good part of the beach. Close to great shopping and restaurants, but...
    Reviewed 18 August 2015
    Everything went very smoothly. Went at a great time of the year toward the end of the peak season. Very organized.
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    About this property
    Bring your family to relax and enjoy the beach with peace of mind. Tastefully decorated with tile floors throughout. Brand new living room furniture with fresh paint throughout (2017). Fully equipped kitchen -- granite countertops, stainless steel appliances -- with everything you need! The...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    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
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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 29 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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    23 Pelican1 / 24
    (3)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    • Air Conditioning
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2017
    We stayed in this beautiful property for a long girls' weekend and had a wonderful time. The house was very well-kept and had all the amenities we could have wished for. The...
    Reviewed 9 September 2016
    This home was perfect in every way for our family reunion. The home offered multiple bedrooms with attached bathrooms in such a way that each family felt like they were in...
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    About this property
    >5 Rows from the Ocean >6 Bedroom / 7 Bathrooms and 2 - 1/2 Baths >2 King, 6 Queen, Sleeper Sofa, 2 Sleeper Chairs >Each Bedroom has a Flat Screen TV and IPod Docking Station >3 Levels >Gourmet Kitchen >Media room >Pool Table >Covered Lanai with Pool, Jacuzzi, Grill and Full Bathroom with Steam...
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    Hilton Head, Coastal South Carolina 29926
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 21
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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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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 8 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    The Bare Feet Beach Retreat,renovated 20151 / 26
    (21)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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...
    Reviewed 16 May 2017
    We had a lovely beach vacation here. Kitchen was equipped with everything you need, including a pot big enough for a low country boil, a slow cooker, coffee maker, blender, all...
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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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    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
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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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    Walk to Beach! Read our Excellent Reviews!1 / 27
    (29)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Hot Tub
    • Porch
    • Internet Access
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 January 2017
    I should start off by saying that in my line of work as a business owner, we manage and maintain many condos locally here for snowbirds, etc. So any comparison stems from that...
    Reviewed 25 August 2016
    We really enjoyed our week with our two adults children . Everyone appreciated the freedom to go running, play tennis, to use the exercice room or to go to the beach at their...
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    About this property
    Our property was just renovated May 2014 and is within walking distance to the beach. We have recently purchased another unit in the same building which we are renovating. If the date you want is not available or if you are looking to rent more than one unit, please contact us.The Sandy Feet...
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    Location Information
    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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)
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    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 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 13 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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    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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    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
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    • 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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    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
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    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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    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
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    Pet friendly
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    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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    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
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
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    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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    4 Bdrm Forest Beach Villa - Completely Remodeled1 / 42
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
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    • 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming, 5 bedroom, 4.5 bathroom three story home is located in the most lovely area of Harbour Town. It sits between the Lighthouse and the 16th green of Harbourtown Links Golf Course, just off the 18th fairway and Calibogue Sound, in the very heart of Harbour Town. You won't find a more...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 3-bed, 3-bath condo is the perfect nautical retreat for those wanting to explore the best of Hilton Head! Featuring sleeping room for 8, updated amenities, WiFi, a community pool and more, this lovely abode leaves nothing to be desired!  Upon arrival, you’ll immediately fall in love...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
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    Pet friendly
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    Smoking allowed
    Reviewed 18 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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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All the pleasures of the South call out to you with this lovely 3-bedroom, 2-bath Hilton Head Island condo! With sleeping space for 6, a wealth of useful amenities and a quiet secluded location, this South Carolina abode leaves little to be desired! Upon arrival, you’ll instantly adore the...
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    Hilton Head, Coastal South Carolina 29928
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    >Located in Sea Pines Resort > Bedroom / 4.5 Bathrooms >2 Master Suites >2 Kings, 4 Twins, Sleeper Sofa >Sleeps 10 >2 Living Areas >Wonderful outdoor area >Private Pool >5th Row from the beach and right off the beach walk Sea Pines is a coveted place to be when choosing a Hilton Head vacation...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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
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    • 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 14 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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    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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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 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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    20 Sandpiper1 / 25
    (1)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 23 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2017
    This house was just as advertised, plenty of room for our 5 families of 21 (12 kids, 9 adults). Only a block from the beach, but if you never left the house, there was plenty...
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    About this property
    >7 Bedrooms >6 Full & 2 Half Baths >3 Kings, 5 Queens, 1 Double, 2 Twins, Sleeper Sofa, Sleeper Chair >3 Separate Entertainment/Living Areas >Large Pool and Cabana Bar with Pool Bath >2 Huge Southern Style Porches >2 Koi Ponds so Kids can Feed the Fish >Fire Pit for S'mores and More >Basketball...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 23
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Located on the second floor of beautiful Windsor Place II in Palmetto Dunes, this professionally decorated villa offers all of the finest amenities for a wonderful vacation. Walking in the front door you are welcomed into the Family Room with a breathtaking view of the Atlantic Ocean and the resort...
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    Hilton Head, Coastal South Carolina 29928
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Previous
    Hilton Head Holiday Rentals

    Hilton Head, South Carolina is a holidayer’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 holiday home rental instead of a hotel. From beachfront condos to spacious rental homes that’ll fit the entire family, we’ve got a holiday 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 holiday rentals

    A holiday 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 holiday 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 holiday 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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