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Vacation Rentals near Kayak Hilton Head, Inc.

11 Simmons Rd, Hilton Head, South Carolina 29926-2322
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    Travelers to Hilton Head are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    All 290 Rentals in Hilton Head
    Spectacular Villa, Breathtaking Views of Harbor!1 / 23
    (19)Very good
    1.6 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach1 / 29
    (14)Excellent
    2.1 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    BEAUTIFUL Golf View! PERFECT GETAWAY! Tranquil/Private! Internet/Beach/Pool!1 / 72
    (15)Very good
    1.9 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    511 BARRINGTON COURT PALMETTO DUNES  HH, SC1 / 15
    (5)Excellent
    1.6 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
    Kid friendly
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    Reviewed June 30, 2021
    This two-bedroom, two-bath condo has a perfect direct view of the Atlantic inside Palmetto Dunes. It's got all the amenities without all of the fluff and was well priced...
    Reviewed July 12, 2017
    We enjoyed the whole experience the condo was wonderful the beach everything was very clean could've been better
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    About this property
    5th FLOOR OCEANFRONT CONDO WITH A BALCONY VIEW THAT WILL ENTERTAIN YOU FOR HOURS, WITH IT'S COLORFUL SUNRISES & SUNSETS OVERLOOKING THE ATLANTIC OCEAN! MASTER- KING SIZE BED / GUEST- 2 TWIN BEDS / LIVING ROOM LEATHER QUEEN SLEEPER SOFA / 2 BATHROOMS / NEAR 3 PGA GOLF COURSES / MULTIPLE...
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Idyllic Resort Home w/ Monthly & Seasonal Rates!1 / 26
    (5)Excellent
    2.0 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    • Grill
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    Pet friendly
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    Smoking allowed
    Reviewed September 20, 2017
    We loved the location of this home. Anything and everything was nearby. Enjoyed walking around the complex and to the beach. The home is very well appointed and quite...
    Reviewed December 5, 2016
    Very nice house in gated Shipyard community. Most of house recently renovated. Master bath needs some small updates for fan and light fixture. Great owners. This is centrally...
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    About this property
    This charming completely renovated 3-bedroom, 2.5-bath vacation rental house is the perfect home-away-from-home for a relaxing month-long or seasonal stay! First class accommodations await in this intimate neighborhood with only 14 homes. The spacious, well-appointed home is nestled in Shipyard...
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    Daufuskie Island, South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Newly decorated 'beachy' themed golf villa the golf course, close to beach1 / 20
    (3)Very good
    1.8 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed July 20, 2021
    This is a great condo with comfortable furniture, a very well-equipped kitchen, and a beautiful patio on the golf course. Our only complaint was the humidity level. When we...
    Reviewed November 9, 2019
    Condo was bright and cheery. No surprises as the condo was as advertised. Location is close to shopping and restaurants. Quiet and private patio view on the 15th fairway of...
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    About this property
    Beautifully decorated and furnished villa conveniently located just a few steps to the community pool pavilion, Shelter Cove Harbour Marina, as well as the endless resort amenities. Extra sunlight pours in from the large bay window that allows the perfect place for creating memories. The living...
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    Hilton Head, Coastal South Carolina
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Affordable Villa Hilton Head  Palmetto Dunes  ***Brand New Kitchen Dec. 2016***1 / 22
    (4)Excellent
    1.9 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2016
    Stayed here for one week in September Villa was very comfortable.Kitchen was well equipped with everything necesaary.Bathroom had a good supply of toiletiesand towels Would...
    Reviewed May 19, 2016
    Beautiful grounds. Well stocked, clean condo. Great mattress and linens. . 15 min. walk to the beach.
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    About this property
    Our St. Andrews property is located directly across the street from the Shelter Cover Marina in the middle of the island, making it very accessible to all activities. There is a large pool that overlooks the golf course a few yards from our villa. We are less than two minutes from the beach and...
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Airy Couples Getaway with Fantastic Golf Views1 / 12
    (1)Very good
    2.1 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Enjoy the views and action from the deck overlooking the 8th tee and 2nd fairway/green of this open and airy villa in Turnberry Village. The villa has been remodeled (January 2010) and refurnished (Summer 2011), with new kitchen, baths and carpeting. It features two master bedrooms, each with...
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.9 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Children's Pool
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    Pet friendly
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    Smoking allowed
    About this property
    This is our vacation home that we rent out a few times per year when we are traveling or can't use our villa. Our villa is on Hole 11 of the George Fazio Golf Course within Palmetto Dunes. Palmetto Dunes is considered one of the premier resort destinations in the USA and offers many amenities too...
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.9 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Spacious End Unit with Private Deck Beautiful Views! Close to Golf and Tennis! This 3 bedroom with spacious loft bedroom suite and 3 bath golf villa located in the prestigious, world-class Palmetto Dunes resort! Imagine staying in this beautiful light-filled end unit and entertaining on your...
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.8 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    How far is it from the beach? Answer: 5 minute bike ride/3 minute drive, Free shuttle during April - September Large, beautiful Pool only steps away Mid island location in 5 star resort of Palmetto Dunes St. Andrews is located just inside entrance to Palmetto Dunes Resort Private & Spacious...
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.0 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by water on three sides in the Shipyard community of Hilton Head, Southwind II at Shipyard features beautiful townhome rentals with outstanding vacation amenities and tranquil vistas. These luxurious three bedroom/three bath town home rentals in Shipyard offer designer floor plans, all...
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Relaxing And Fun Beachhouse1 / 29
    (85)Very good
    5.5 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    14 Day Cancellation/Outstanding Heritage Villa - Walk to Harbour Town1 / 48
    (70)Excellent
    4.5 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    3 BR. Beautiful, Across from Beach, WIFI, Comfortable and Secure1 / 20
    (49)Excellent
    3.3 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Ocean view, unique, stylish, contemporary, upscale condo with a modern ambiance1 / 17
    (155)Very good
    3.8 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Near Ocean w/ Private Pool, Hot Tub & 2 min walk to beach! Ask about 15-25%!1 / 38
    (144)Excellent
    3.3 miles from Kayak Hilton Head, Inc.
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 18
    Ocean View 3bedroom/4bath Walkout in Palmetto Dune1 / 40
    (80)Very good
    2.6 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 12
    2 Bedroom, 2 Bath ground floor villa with Golf Course views in Evian Complex1 / 23
    (16)Very good
    2.3 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Oceanfront 3 Bedroom with Private Balcony & Panoramic Oceanfront Views!1 / 32
    (69)Very good
    3.1 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3BR Oceanfront Villa w/Amazing Views, Zero Entry Pool & Spa! Ask about 15-25%1 / 41
    (43)Very good
    3.1 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    SUMMER SPECIAL -  $995* for the week - Saturday to Saturday - 5 P.M. CHECKOUT!!!1 / 36
    (35)Excellent
    3.1 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Affordable Ocean Getaway!1 / 20
    (57)Very good
    2.7 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Beautiful 2 Bedroom Villa with Pool and Ocean Views!1 / 24
    (48)Very good
    3.1 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Private and Peaceful Treehouse by The Sea1 / 24
    (53)Excellent
    4.1 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    BOOK YOUR VACATION NOW! EMAIL WENDY-GREAT OCEAN VIEW & REVIEWS-KING BED-WI-FI1 / 50
    (68)Excellent
    3.2 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Wendover Dunes 8139  - 2 Master Bedrooms/Master Baths - Screened Verandah1 / 20
    (45)Excellent
    2.5 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Family Friendly! Golf, Tennis, Spa, Dining, Outdoor  Pools,Ocean Access1 / 10
    (12)Very good
    4.4 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Hilton Head Island, Oceanfront 2 Bedroom Rental Villa/Condo1 / 33
    (58)Very good
    2.6 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Oceanfront 1 Bedroom villa with Private Oceanfront Balcony!1 / 15
    (20)Very good
    2.9 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Charming 3 Br Home, Private Pool And Dock On Serene Lagoon In Palmetto Dunes.1 / 24
    (99)Excellent
    2.3 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    505 Windsor Place: 1 BR / 2 BA oceanfront villas in Hilton Head Island, Sleeps 41 / 25
    (10)Very good
    2.6 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Fantastic Sea Pines Views of the Pool & Calibogue Sound!  FREE TENNIS!1 / 23
    (25)Very good
    6.3 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    WOW! WHAT A DEAL for a HOUSE in SeaPines! Great Locations 2 BR -Pets ok, 2 bikes1 / 34
    (47)Very good
    4.4 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Centrally Located! Exclusive Home with Pool on Golf Course!1 / 24
    (74)Excellent
    3.8 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    SeaPines, Updated, Walk to the Beach Club, Pet friendly, Two free bikes1 / 49
    (34)Excellent
    4.4 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Newly remodeled kitchen!! All new cabinets, countertop, fridge and mircowave!1 / 24
    (24)Excellent
    3.0 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Charming 3 bedroom home in Sea Pines with Private Pool1 / 23
    (33)Very good
    2.9 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Fresh new updates. Last minute booking welcome! Booking for fall/winter 2020.1 / 28
    (37)Excellent
    3.1 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    20 % OFF - Harbour Cove - Remodeled Luxury Steps from Lighthouse  in HarbourTown1 / 32
    (118)Excellent
    4.5 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    New Construction Ocean View Home- $200 Off Available Summer Week ********22081 / 42
    (75)Very good
    3.2 miles from Kayak Hilton Head, Inc.
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    716 Queens Grant: 2 BR / 1 BA ocean walk villas in Hilton Head Island, Sleeps 61 / 34
    (5)Very good
    2.2 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Plan a Fall getaway! Close to beach, tennis court, lagoon view, great location1 / 42
    (51)Excellent
    3.9 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Spectacular One Bedroom Beachwalk Condo.1 / 20
    (28)Very good
    2.4 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Snowbirds welcome - 1st floor - Easy check-in/out w/ no contact - free WIFI1 / 34
    (37)Excellent
    3.9 miles from Kayak Hilton Head, Inc.
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Completely Updated And Renovated! 2 Br 2.5 Ba Townhome Only Blocks To Beach!1 / 20
    (13)Very good
    2.9 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Ocean Palms-Heaven is Being At The Beach-Free Golf/Tennis1 / 23
    (37)Excellent
    4.6 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Oceanfront 2 Bedroom Villa with Panoramic Views & Private Oceanfront Balcony!1 / 24
    (45)Very good
    2.5 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming Home with Majestic Lagoon View. Absolute Paradise!1 / 48
    (83)Excellent
    3.5 miles from Kayak Hilton Head, Inc.
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Housekeeping Included
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    Hilton Head, Coastal South Carolina
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Attractive Villa Near Harbour Town Lighthouse And Many Other Attractions.1 / 36
    (91)Excellent
    4.5 miles from Kayak Hilton Head, Inc.
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Hilton Head, Coastal South Carolina
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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