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Hilton Head Island Vacation Rental Properties

• A WorldWeb.com Travel Guide to Vacation Rental Properties in Hilton Head Island, South Carolina.
Looking for a vacation rental property in Hilton Head Island? WorldWeb.com offers detailed information — including amenities, rates, descriptions and more — on a large variety of Hilton Head Island vacation rentals.

If you are a Hilton Head Island vacation home or suite and your property is not listed in our directory, it only takes a few minutes to add a complimentary listing.


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Southwind Vacation Rentals feature various amenities such as patio, porch, private pool and hot tub. Applicances include dishwasher, DVD player, iron, microwave, and oven.
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With miles of warm, south Atlantic beaches, a welcoming climate and an historical setting, Hilton Head Island has earned its reputation as a top vacation destination. Famous for its golf, tennis and beach attractions, Hilton Head also offers cultural experiences such as the Coastal Discovery Museum.
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With 12 miles of warm, south Atlantic beaches, a welcoming climate and an historical setting, Hilton Head Island has earned its reputation as a top vacation destination. Famous for its golf, tennis and beach attractions, Hilton Head also offers cultural experiences.
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With 12 miles of warm, south Atlantic beaches, a welcoming climate and an historical setting, Hilton Head Island has earned its reputation as a top vacation destination. Famous for golf, tennis and beach attractions, the resort also offers cultural fare such as the Coastal Discovery Museum.
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Walking distance from the ocean, this timeshare allows easy access to all of Hilton Head Island's activities. A natural forest and an oceanfron pool add to the scenery.
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Hilton Head Island is the largest barrier island on the East Coast and offers a variety of world class accommodations- golf, tennis, boating and other recreational activities within its lush semi-tropical environment.
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With 12 miles of warm, south Atlantic beaches, a welcoming climate and an historical setting, Hilton Head Island has earned its reputation as a top vacation destination. Famous for its golf, tennis and beach attractions, Hilton Head also offers cultural experiences.
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Located in the southeast of the island, Forest Beach is part of two residential & commercial districts: North Forest Beach and South Forest Beach. This area boasts spectacular oceanfront homes, family oriented neighborhoods, condominium and hotel resorts, plus wonderful dining & shopping.
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North Forest Beach is a delightful mixture of traditional and new island architecture. It boasts the Island's original shopping area Coligny Plaza that also features a wide array of dining choices, nightlife, and is nearby to popular Coligny Beach. Bike trails run throughout the Forest Beach area.
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A mid-island location within a 1,800 acre plantation, features 3 miles of beautiful beach, and an 11 mile lagoon system, Three 4 diamond hotels, 3 award winning golf courses and a top 50 US Tennis Center. Protected bike paths to convenient shopping and fireworks (in season) at Shelter Cove.
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Located in the Southwest part of the Island, Forest Beach is part of two residential and commercial districts: North Forest Beach and South Forest Beach. Ocean front homes/condos and hotels plus wonderful dining, entertainment, and shopping surround Forest Beach. A water fun park is also nearby.
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Hilton Head Island, South Carolina has been the choice of discriminating vacationers for over 10,000 years. Native Americans knew the warm tropical currents of the Gulf Stream, year round mild temperatures and abundant food sources of the Island as the first Southern Hospitality.
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Palmetto Dunes enjoys a convenient mid-island location within an 1,800 acre plantation. The Marina sits between The Mall at Shelter Cove and the Arts Center of Coastal Carolina, offering unique shopping, dining, festivals, and fireworks during the summer. Nearby are tennis and golf opportunities.
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These 10-time winners of the distinguished Resort Condominium International's (RCI) Gold Crown Award and 3-Diamond AAA resort, feature scenic golf and lagoon views. These beautiful units were refurbished in 2007. They are within walking distance to the beach.
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Within walking distance from the beach, Sand Shares is in the Forest Beach area on the island's south end. A popular shopping area, Coligny Plaza, which features dining and entertainment, is within walking distance and is also nearby to art galleries and a performing arts center.
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South Forest Beach is located outside the Sea Pines Resort back gate. It is distinguished by a pleasant mix of older beach homes, primary residences, and grand oceanfront mansions. It is convenient to bike paths, shopping, dining, as well as minutes away from golf, tennis, theater, and museums.
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Palmetto Dunes enjoys a mid-island location close to golf courses. Palmetto Dunes features waterways and dining plus bike trails to Shelter Cove with shopping, marina, festivals and fireworks.
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Shipyard is a community located at the south end of Hilton Head Island. This community offers world-class recreational amenities including golf, tennis, beach activities, and is a beautiful area with dining, shopping and entertainment nearby.
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Located in the residential and resort community of Shipyard at the south end of Hilton Head Island and within walking distance of the beach. This community offers world-class recreational amenities with fine dining, excellent shopping, and entertainment activities nearby.
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Hilton Head is the 2nd largest island on the east coast and is bordered by 12 miles of beach and the Atlantic Ocean. The unique combination of beautiful beaches, golf, tennis, great dining and world-class shopping exist in harmony at this resort!
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South Forest Beach is located outside the Sea Pines Resort back gate. It is distinguished by a pleasant mix of older beach homes, primary residences, as well as grand oceanfront mansions. It is convenient to bike paths, shopping and dining, as well as minutes away from golf, theater, and museums.
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A mid-island location within a 1,800 acre plantation, features 3 miles of beautiful beach, and an 11 mile lagoon system, Three 4 diamond hotels, 3 award winning golf courses and a top 50 US Tennis Center. Protected bike paths to convenient shopping and fireworks (in season) at Shelter Cove.
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Located in the residential and resort community of Shipyard at the south end of Hilton Head Island and within walking distance of the beach. This community offers world-class recreational amenities with fine dining, excellent shopping, and entertainment activities nearby.
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South Forest Beach is located outside the Sea Pines Resort back gate. It is distinguished by a pleasant mix of older beach homes, primary residences, as well as grand oceanfront mansions. It is convenient to bike paths, shopping and dining, as well as minutes away from golf, theater, and museums.
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Fiddlers Cove Beach and Racquet Club is situated north of Palmetto Dunes plantation, adjacent to Port Royal plantation on Hilton Head Island. The community is within walking distance of the Folly Field Beach Park. It is also conveniently located to beach access, shopping, dining, and entertainment.
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Forest Beach is a popular south island location that is offers many restaurants, shops and nightlife and features the Town of Hilton Head Beach park and miles of wide sandy beachfront on Hilton Head Island. Hilton Head Island boasts over 30 championship golf courses, outdoor sports and recreation.
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Located in the residential and resort community of Shipyard at the south end of Hilton Head Island and within walking distance of the beach. This community offers world-class recreational amenities with fine dining, excellent shopping, and entertainment activities nearby.
BulletResort Quest Bluff Villas Hilton Head Island
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Conveniently located right next to the South Beach Marina, the condos at Bluff Villas feature fully-equipped kitchens, Internet access, a deck or balcony, air conditioning and more. All units are non-smoking. Guests check in at the ResortQuest office before proceeding to resort.
BulletHilton Head Oceanfront Villas
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BulletHilton Head Island Vacation Rental Company
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The Hilton Head Island Vacation Rental Company offers one to six oceanfront vacation rental homes. Activities include golfing, free tennis and more. 10% Online Discounts.
BulletBarrington Arms Resort by ResortQuest Hilton Head Island
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With 12 miles of warm, south Atlantic beaches, a welcoming climate and an historical setting, Hilton Head Island has earned its reputation as a top vacation destination. Famous for golf, tennis and beach attractions, the resort also offers cultural fare such as the Coastal Discovery Museum.
BulletTodd's Hilton Head Rentals Villamare
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Rates: 200 - 270 — This hotel offers excellent amenities for leisure travelers including an indoor pool, whirlpool, oceanfront pool, beach, exercise room and more.
BulletSea Crest Hilton Head Island
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Rates: USD 160 - 400 — Deluxe oceanfront villas in Hilton Head. Choose from a variety of one, two and three bedroom floor plans and views. The villas have fantastic views, clean and comfortable decors and are located on the beach. The property has two pools, a baby pool, large sundeck, large outdoor Jacuzzi, fitness center, great restaurant and snack bar by the pool.
BulletResortQuest Barrington Palmetto
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Located at the Palmetto Dunes Resort, ResortQuest offers suites that are equipped with full kitchens, laundry facilities, balconies, Internet access, air conditioning, a Jacuzzi and more. Resort amenities include an outdoor swimming pool, a courtyard area and a hot tub. Guests check in at ResortQuest's office before proceeding to resort.
BulletBreakers Vacation Rentals Hilton Head Island
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Breakers Vacation Rentals offers oceanfront condos located on Hilton Head Island in North Forest Beach. Available for vacation rentals.
BulletShorewood by ResortQuest Hilton Head Island
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Rates: 260 - 300 — Check-in located at 27C Coligny Plaza. Shorewood offers deluxe oceanfront accommodations at a modest price. These 2 and 3 bedroom villas have fantastic views, a great beach, pool and kiddie pool in the most popular part of the Island.
BulletSpinnaker Townhomes at Shipyard Hilton Head Island
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These 10-time winners of the distinguished Resort Condominium Internationals RCI Gold Crown Award and 3-Diamond AAA resort, feature scenic golf and lagoon views. These beautiful units were refurbished in 2007. They are within walking distance to the beach.
BulletBreakers Resort by ResortQuest Hilton Head Island
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With 12 miles of warm, south Atlantic beaches, a welcoming climate and an historical setting, Hilton Head Island has earned its reputation as a top vacation destination. Noted for golf, tennis and beach attractions, Hilton Head also offers cultural experiences such as the Coastal Discovery Museum.
BulletDick S Villamare
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Offering two-bedroom, two-bath condominiums that sleep six to eight people. The Villamare complex features an oceanfront pool and hot tub.
BulletCondo Rental in Beach Resort
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Luxurious two-bedroom, two-bath condominium for rent in an exclusive oceanside villa community. Experience comfortable accomodations, stunning views, and a myriad of recreation opportunities as well as memorable dining on the island.
BulletHilton Head Rentals - Beach Properties
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Beach Properties provides guests with locally owned luxury Hilton Head Vacation rentals. Hilton Head Island is a great location for a couple’s getaway, family vacation, or group trip. The upscale rentals provided by Beach Properties provide something for everyone.
BulletShipyard Villa
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A new three bedroom, three bath villa overlooking the 14th green on Shipyard's Brigantine golf course. Featuring amenities including a fully equipped kitchen, Carolina room, cable TV and washer and dryer. No smoking or pets.
BulletHarbourside I I I Hilton Head Island
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HarbourSide III offers fully equipped one, two, and three-bedroom condominiums with balconies overlooking Shelter Cove Harbour.Located near the Palmetto Dunes Resort and several golf courses, Harbourside III offers one, two and three bedroom villas with a harbour view. Each unit features a full kitchen, living and dining room and a private balcony.
BulletOceanfront Rentals
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Vacation home rentals in Hilton Head Island, South Carolina.
BulletResortQuest Hampton Place Palmetto Dunes
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ResortQuest offers one- to four-bedroom condominiums at Hampton Place. This oceanfront complex boasts a wide range of amenities, including an outdoor hot tub, an outdoor swimming pool, a private walkway to the beach and a barbecue area. The condos are equipped with full kitchens, laundry facilities and air conditioning. Guests check in at the ResortQuest office before proceeding to the resort.
BulletPalmetto Dunes Oceanfront Resort
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The Palmetto Dunes is a family friendly beach resort in Hilton Head, SC. Reserve one of our luxury vacation rentals to enjoy great rates and priority access to golf, tennis, bike rentals and more.
BulletResortQuest Beachside Tennis
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ResortQuest offers one- and two-bedroom suites at the Beachside Tennis on Hilton Head Island. Located where the Atlantic Ocean meets the Calibogue Sound, these South Beach villas offer beautiful beach views and are just steps away from the quaint shops, restaurants and fishing at the South Beach Marina Village. All suites feature fully-equipped kitchens, air conditioning and a deck or balcony. An outdoor swimming pool is also located on the premises.
BulletTodd's Hilton Head Rentals Wendover
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This two-bedroom villa features three separate sleeping areas. The beach is within 100 yards of this luxurious accommodation.
BulletResortQuest Windsor Court Palmetto Dunes
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ResortQuest offers one-, two-, three- and four-bedroom villas for rent at the Windsor Court Palmetto Dunes. Each villa is equipped with a full kitchen, has a minimum of two baths with one being a whirlpool tub. This resort is ideally situated right on the beach. Guests check in at the ResortQuest office before heading to the resort.
BulletResortQuest Villamare Palmetto
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Located at the Palmetto Dunes Complex, ResortQuest offers two-bedroom condominiums equipped with full kitchens, air conditioning, laundry facilities, balconies and Internet access. Complex amenities include an outdoor swimming pool, a fitness center and a health club. Guests check in at the ResortQuest office before proceeding to the resort.
Crowne Plaza Resort Hilton Head Island
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