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Hilton Head Island Vacation Rentals (page 1 of 25)

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623 Hilton Head Island Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the optional search criteria box to refine your search within Hilton Head Island.
Listings 1 - 25 are shown below. Page ( 1 2 3 4 5 .. 25 ) Next »
Hilton Head 2 bedrooms 2 baths walk to beach

Hilton Head Island Vacation Rental Condo - Property 14651
  Condo:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Full Kitchen, Gated Complex, High-Speed Internet, Linens Provided, Pool (access)
Description: The perfect place for a beach, tennis, or golf vacation.

The unit is just a 5 minute walk from one of Hilton Head Island's most beautiful beaches. The complex (Fiddler's Cove Beach and Racq...(more)
Price Range: 115 - 125 /night  :  400 - 600 /week (in US $)
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Magical Forest Beach home for Rent.

Hilton Head Island Vacation Rental Home - Property 120414
  Home:  6 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Fireplace, Full Kitchen, Garage, High-Speed Internet, Jacuzzi, Linens Provided, Pool (private)
Description: This stunning Ocean Front home located in North Forest Beach is Southern Living at its finest. Absolute luxury in furnishings, the most tasteful & convenient amenities. Perfect for families, friends, ...(more)
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308 Shorewood

Hilton Head Island Vacation Rental Villa - Property 70990
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Elevator, Full Kitchen, High-Speed Internet, Linens Provided
Description: 2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( linens provided for add'l fee). Large Oceanfront Pool and Baby Pool on site.Pool & Hot Tub Heated in March & April. DSL. Non-Smoking. Lim...(more)
Price Range: 195 - 360 /night  :  975 - 1800 /week (in US $)
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5401 Hampton

Hilton Head Island Vacation Rental Condo - Property 23231
  Condo:  1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: High-Speed Internet, Jacuzzi, Linens Provided, Pool (access)
Description: Completely remodeled and redecorated in February 2005. This oceanfront villa offers magnificent, unobstructed sea views and overlooks the stunning tropical landscape and shaded footpaths. Most desir...(more)
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Hilton Head Breakers #240 True Direct Oceanfront End Unit

Hilton Head Island Vacation Rental Condo - Property 1880
  Condo:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Cooking Utensils Provided, Covered Parking, Deck, Full Kitchen, Garage, High-Speed Internet, Linens Provided, Patio, Pool (private)
Description: Hilton Head Breakers #240 is a Completely Renovated, True Direct Oceanfront, Private End Unit Condo and has the Best View Hilton Head Island has to offer. You have a breathtaking, panoramic view of th...(more)
Price Range: 525 - 995 /week (in US $)
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This 1 BR, 1.5 bath townhouse comes with a spectacular fa...

Hilton Head Island Vacation Rental Villa - Property 44106
  Villa:  1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, High-Speed Internet
Description: This 1 bedroom, 1.5 bath townhouse comes with a spectacular fairway view. Private decks, beautifully decorated and conveniently located near Shipyard's racquet club and the amenities at the beautiful ...(more)
Price Range: 99 - 139 /night  :  580 - 970 /week (in US $)
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7642 Huntington

Hilton Head Island Vacation Rental Villa - Property 23240
  Villa:  3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Deck, High-Speed Internet, Linens Provided, Pool (access)
Description: 7642 is arranged so that the living/dining area and two of the three bedrooms take advantage of the waterway view. A door from the dining area leads to the screened porch. From there you can proceed...(more)
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7-A Cassina

Hilton Head Island Vacation Rental Home - Property 106765
  Home:  4 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Full Kitchen, High-Speed Internet, Linens Provided, Pool (private)
Description: 4 Bd/ 3 Ba 2nd Row home with private pool (can be heated for a fee). King,Queen & 4 Twins. DSL. TV's in all bedrooms & living area. Non-smoking requested. Pet Friendly. Available off seasons. Limi...(more)
Price Range: 300 - 600 /night  :  1500 - 3000 /week (in US $)
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Beautiful 6 Bedroom 2nd row w/Ocean view on Hilton Head

Hilton Head Island Vacation Rental Home - Property 115428
  Home:  6 Bedroom, 5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Cooking Utensils Provided, Covered Parking, Deck, Elevator, Full Kitchen, Garage, Gas Grill, High-Speed Internet, Jacuzzi, Linens Provided, Lounge/Commo...(more)
Description: Gracious in design, the home provides enough room and privacy for just about everything and everyone.

Only one house from beach front, you are merely steps away from the ocean and a 5 minut...(more)
Price Range: 4500 - 6500 /week (in US $)
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This lovely 2nd floor, 3BR, 3Bath Golfmaster Villa has ni...

Hilton Head Island Vacation Rental Villa - Property 44110
  Villa:  3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, High-Speed Internet
Description: This lovely 2nd floor, 3Bedroom, 3Bath Golfmaster Villa has nice golf course views located on the Brigantine golf course provides relaxation at its best. Tucked back away from the traffic of the plant...(more)
Price Range: 149 - 214 /night  :  895 - 1495 /week (in US $)
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This 1 BR,1 bath villa looks over the pool to the ocean f...

Hilton Head Island Vacation Rental Villa - Property 44076
  Villa:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen
Description: This 1 bedroom,1 bath villa looks over the pool to the ocean from your private balcony. This lovely villa was completely renovated in winter 2005. This completely renovated 1 bedroom, 1 bath v...(more)
Price Range: 98 - 142 /night  :  575 - 995 /week (in US $)
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This delightful two BR, two and a half BA townhouse is in...

Hilton Head Island Vacation Rental Villa - Property 44201
  Villa:  2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, Patio, High-Speed Internet
Description: This delightful two bedroom, two and a half bathroom townhouse is in the heart of Harbour Town and is a perfect getaway. The first level of the townhouse features a gourment kitchen overlooking a spa...(more)
Price Range: 116 - 164 /night  :  690 - 2850 /week (in US $)
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'almost' Oceanfront 2nd Row Home with 'key West' flair!

Hilton Head Island Vacation Rental Home - Property 3498
  Home:  6 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Full Kitchen, Games, Gas Grill, High Chair, Jacuzzi, Lanai, Linens Provided, Patio, Pool (private), Spa...(more)
Description: This unique 2nd row home in No. Forest Beach has been described as 'Casual Elegance' with a Key West flair! It is located near the beach access with the ocean only 50 yds. away! You will be within ste...(more)
Price Range: 2490 - 5490 /week (in US $)
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Live Oak

Hilton Head Island Vacation Rental Home - Property 23333
  Home:  4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Features: Linens Provided, Patio
Description: This 2 story home provides an open floor plan for the family, with easy access to the ocean. The entry level floor of this home has a bathroom, two of the four bedrooms and the utility room with was...(more)
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Malady's Beach Condo - 2 Bd, 2 Ba - Sleeps 5 - Beachside

Hilton Head Island Vacation Rental Condo - Property 107390
  Condo:  2 Bedroom, 2 Bathroom, Sleeps 5
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Cooking Utensils Provided, Elevator, Full Kitchen, Gated Complex, Linens Provided, Pool (access), Sauna (access), Spa/Hot Tub (access), Terrace
Description: $399 MEMORIAL WEEKEND SPECIAL [3 nights] inc. taxes, linens, cleaning fee!

MaLady's Beach Condo - Charming 2-BD, 2-BA condo, phone, 2 TV's with 7 HBO channels, DVD-VHR combo. We are a condo...(more)
Price Range: 595 - 750 /week (in US $)
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15 Bittern

Hilton Head Island Vacation Rental Home - Property 70944
  Home:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Full Kitchen, High-Speed Internet, Linens Provided, Pool (private)
Description: 3BD/2BA fifth row ocean home with private pool (can be heated) & Tiki Hut. 2 Queens, 2 Twins plus Sleep Sofa. Easy walk to Coligny Plaza and just steps to the beach. High Speed Internet. Non-Smoking. ...(more)
Price Range: 240 - 400 /night  :  1200 - 2000 /week (in US $)
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1746 Bluff

Hilton Head Island Vacation Rental Villa - Property 70941
  Villa:  3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Full Kitchen, Linens Provided
Description: 3 BD/2 BA 1st floor villa overlooking Braddock Cove & distant view Harbour Town Lighthouse. King, Queen & 2 Twins. Free pool access at the South Beach Marina. Walk to Beach. Non-smoking. Limit 6<...(more)
Price Range: 175 - 290 /night  :  875 - 1450 /week (in US $)
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Magnificent sunsets over the serene marsh frame this prof...

Hilton Head Island Vacation Rental Villa - Property 44061
  Villa:  3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen
Description: Magnificent sunsets over the serene marsh frame this professionally designed and decorated ith loft home and HEATED POOL* will meet the discerning renters needs. PROPERTY VIDEO Magnificent s...(more)
Price Range: 220 - 343 /night  :  1200 - 4200 /week (in US $)
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Oceanfront Seacrest, "Paradise Found"

Hilton Head Island Vacation Rental Condo - Property 115440
  Condo:  3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Cooking Utensils Provided, Covered Parking, Elevator, Fitness Center, Full Kitchen, High-Speed Internet, Jacuzzi, Linens Prov...(more)
Description: Fabulous oceanfront Condominium Complex, over 2000 sq ft, recently refurbished with modern furnishings, Step out to the fabulous 12 mile beach of Hiltonhead, walk, cycle or have fun in the sand with t...(more)
Price Range: 275 - 450 /night  :  1695 - 2895 /week (in US $)
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Beautiful Lake Forest Villa Nestled in Sea Pines

Hilton Head Island Vacation Rental Villa - Property 111894
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Full Kitchen, Gated Complex, Linens Provided, Pool (access)
Description: This fantastic 2 bedroom villa is perfect for your next Hilton Head Island getaway. 3359 Lake Forest Villa is a spacious townhouse end-unit comfortably nestled in Sea Pines Plantation.

Si...(more)
Price Range: 600 - 995 /week (in US $)
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Direct Oceanfront Condo w/Breathtaking Panoramic Ocean Views

Hilton Head Island Vacation Rental Condo - Property 108567
  Condo:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Charcoal Grill, Cooking Utensils Provided, Deck, Elevator, Fitness Center, Full Kitchen, Games, Gated Complex, High-Speed Int...(more)
Description: Ocean Cliff (Admirals Row 306) is a luxury direct ocean front villa right on the beach with breathtaking ocean and beachfront views. Words cannot describe the excitement when you step into our 'Ocean ...(more)
Price Range: 100 - 165 /night  :  500 - 925 /week (in US $)
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6 Continental Clb

Hilton Head Island Vacation Rental Villa - Property 23208
  Villa:  2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Deck, Linens Provided, Pool (access)
Description: This townhome features a private courtyard and provides a cozy atmosphere for its guests. The home is comfortably decorated with a living room,dining room and kitchen combination. The living room ha...(more)
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18-A Wagon Road

Hilton Head Island Vacation Rental Home - Property 70994
  Home:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Full Kitchen, High-Speed Internet, Linens Provided, Pool (private)
Description: 3 Bd/ 2 Ba home with Private Pool (not heatable) just minutes walk from the beach. 2 Kings & Queen beds. Sleep sofa. Two living areas. Garage use. Limit 8. 3 Bdrm only available in off seasons. (more)
Price Range: 300 - 600 /night  :  1500 - 3000 /week (in US $)
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15 HH Beach Club

Hilton Head Island Vacation Rental Villa - Property 23236
  Villa:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Deck, Gas Grill, High-Speed Internet, Linens Provided, Pool (access)
Description: Hilton Head Beach Club This 2 story townhouse features a private courtyard with a Hot Spring Spa for your exclusive enjoyment! The living room, dining room and kitchen are located on the 1st level ...(more)
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Hilton Head Breakers #221 Fantastic View Of Ocean & Pool

Hilton Head Island Vacation Rental Condo - Property 1889
  Condo:  1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Cooking Utensils Provided, Covered Parking, Deck, Full Kitchen, Garage, High-Speed Internet, Linens Provided, Patio, Pool (private)
Description: Hilton Head Oceanfront Breakers #221 is a Completely Renovated, Corner Unit Condo that has a fantastic view of the ocean, beach and pool. You will get to enjoy all the sights and sounds of the ocean e...(more)
Price Range: 425 - 895 /week (in US $)
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Listings 1 - 25 are shown above. Page ( 1 2 3 4 5 .. 25 ) Next »

Destination Guide  Hilton Head Island

The intriguing Sea Islands, separated from the mainland by expanses of estuaries and salt marshes, make up more than half of South Carolina's coastline. Among these islands lies tasteful, low-key Hilton Head, offering glorious white sand beaches and superb golf courses. Biking, tennis, fishing, and sailing are popular as well

 

Hilton Head Island is located at the extreme southern tip of South Carolina, about 30 miles north of Savannah and 100 miles south of Charleston.  At seven miles in width and fourteen miles in length, it is the second largest Atlantic coast barrier island.  A toll expressway expedites traffic from the mainland to the island's resort areas.


This semitropical barrier island resembles an artistic masterpiece with its oak and pine woodlands and meandering lagoons.   It is part of the Low Country, the picturesque region of flat plains and tidal salt marshes that stretches across the eastern expanse of South Carolina and Georgia.  Hilton Head Island is almost bisected by Broad Creek, which is navigable for most of its length and is home to several upscale marinas.

 

Hilton Head is shaped roughly like a tennis shoe, with the 'toe" known as the south end, the 'ball" of the foot as Forest Beach, and the 'top" as the north end.  There is no 'downtown" on Hilton Head.  Shopping and other activities are spread throughout, although more heavily concentrated on the south end of the island.  Located in the heart of Hilton Head Island, the Self Family Arts Center is a remarkable showcase for the visual and performing arts.

 

Hilton Head Island is separated from the mainland by the Calibogue sound and the Intracoastal Waterway. Between Hilton Head and the mainland are two other islands.  Daufuskie Island is accessible only by water.  Part of this island remains in its natural state as a large wildlife preserve; and part has been developed to a limited extent for tourism.

 

Pinckney Island is accessible from the bridge linking Hilton Head to the mainland, and is a National Wildlife Refuge popular among bird watchers. At the Penn Center on St. Helena Island, freed slaves first found schooling. Neighboring Edisto Island remains low-key, scenic, and a relaxing place to visit.

 

Hilton Head Island has 8 marinas, more than twenty- five golf courses, 300 tennis courts and miles of bicycle and walking paths. The island also features two stables and ample areas for horseback riding, including forest preserve and waterfront. Fishing, parasailing, skiing, horseback riding, miniature golf and, of course, dolphin watching and beach walking are also popular with vacationers and residents alike. There are over two hundred restaurants, eight art galleries, three movie theaters and many shops, boutiques, and outlets.

 

Hilton Head welcomes families with children.  There are no “arcades” or amusement parks, but there is a wealth of outdoor activity, in an ideal climate, for family members to enjoy together.  Whether you explore the woods and beaches on horse back, take a dolphin-watching cruise, fish, sail, cycle or relax in the peaceful surroundings, there are always just enough things to do every day on this lovely island.  Visit South Carolina's Treasured Coast for the vacation of a lifetime.

 

 

 


 


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