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Hilton Head Island Vacation Rentals (page 1 of 22)

547 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 .. 22 ) Next »
~"Paradise" Ocean Villa, Pool, Sun and Much More!!!!!

Hilton Head Island Vacation Rental Villa - Property 10309
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Cooking Utensils Provided, Elevator, Full Kitchen, Games, Gated Complex, High-Speed Internet, Jacuzzi, Linens Provided, Pool (access), Spa/Hot Tub (acce...(more)
Description: Come and make memories at our villa by the ocean with private beach. This villa has everything you could want on vacation. Relax and enjoy in this 2 bedroom, 2 bath villa. Sleeps 6 (1 queen, 2 twins &...(more)
Price Range: 400 - 700 /week (in US $)
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Hilton Head Island Fiddler's Cove

Hilton Head Island Vacation Rental Condo - Property 25403
  Condo:  2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Full Kitchen, Gated Complex, Pool (private), Spa/Hot Tub (private)
Description: Beautiful 2Br, 2Ba first floor unit of a three story condominium. Master bedroom has a queen size bed connecting to a full bathroom. The second bedroom has two twin beds and a second full bathroom. ...(more)
Price Range: 120 - 120 /night  :  695 - 750 /week (in US $)
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Beach Oriented Home-Fenced Backyard-Pet Friendly Property

Hilton Head Island Vacation Rental Home - Property 11663
  Home:  3 Bedroom, 2 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Deck, Full Kitchen, Gas Grill, High-Speed Internet, Maid Service Available, Patio
Description: This three-bedroom, two-bath home plus loft area is the perfect family getaway! 6 Park offers comfortable furnishings, a fenced-in back yard (perfect for pets), a deck, basketball goal, and a gas gril...(more)
Price Range: 180 - 400 /night  :  900 - 1600 /week (in US $)
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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, 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: 400 - 850 /week (in US $)
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Shipyard Plantation 3 bedroom villa

Hilton Head Island Vacation Rental Villa - Property 12313
  Villa:  3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Fireplace, Full Kitchen, Gated Complex, High-Speed Internet, Linens Provided, Pool (access)
Description: Our 3 bedroom, 3.5 bath townhouse is located in a secluded section of Shipyard Plantation which is on the southern end of beautiful Hilton Head Island. The villa sits on the 8th tee of the Clipper ...(more)
Price Range: 100 - 165 /night  :  700 - 1150 /week (in US $)
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Shipard Plantation on Hilton Head Island Beach Getaway

Hilton Head Island Vacation Rental Villa - Property 7037
  Villa:  2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Cooking Utensils Provided, Crib, Deck, Fitness Center, Full Kitchen, Games, Gated Complex, High Chair, High-Speed Internet, L...(more)
Description: FUN FOR THE WHOLE FAMILY! THE ISLAND GETAWAY OFFERS 2 BEDROOMS WITH PRIVATE BATHS--ONE KING BED AND TWO TWINS--AND A SPECTACULAR FAIRWAY/LAGOON VIEW OF GOLF COURSE LOCATED IN THE BEAUTIFUL GATED RESOR...(more)
Price Range: 125 - 155 /night  :  500 - 900 /week (in US $)
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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, 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 Racquet Club)...(more)
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Hilton Head Island Beach and Tennis Resort Great Oceanview!

Hilton Head Island Vacation Rental Condo - Property 37092
  Condo:  1 Bedroom, 1 Bathroom, Sleeps 6
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: Beautiful one-bedroom, one bath, oceanview condo for rent by owner. Vacation in our home away from home and don't be disappointed! Queen bedroom, queen sleeper sofa, and 2 youth sized bunkbeds. Beauti...(more)
Price Range: 80 - 125 /night  :  390 - 700 /week (in US $)
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Golf & Beach Cottage

Hilton Head Island Vacation Rental Cottage - Property 16212
  Cottage:  3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Fireplace, Full Kitchen, Gated Complex, High-Speed Internet, Linens Provided, Linens Provided, Patio, Pool (a...(more)
Description: A home away from home! This lovely 3 bed 2 bath cottage offers spectacular views of a private golf course. Tucked away in the gated Hilton Head Plantation, the home offers easy access to 4 world-class...(more)
Price Range: 850 - 1000 /week (in US $)
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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, 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: 500 - 950 /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 - 5390 /week (in US $)
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Sea Pines Villa on water with dock, steps to beach + Marina!

Hilton Head Island Vacation Rental Villa - Property 22697
  Villa:  2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Gated Complex, High-Speed Internet, Linens Provided, Pool (access), Spices
Description: You will forever remember your visit to my Hilton Head island villa, located next to the South Beach Marina Village in Sea Pines (in the "big toe" of the island). Lovingly decorated, it is located di...(more)
Price Range: 200 - 200 /night  :  1200 - 1200 /week (in US $)
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57 Courtside

Hilton Head Island Vacation Rental Villa - Property 23209
  Villa:  2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: Hilton Head Island, South Carolina, United States
Features: Deck, Linens Provided, Pool (access)
Description: Courtside Villas - South Forest Beach Newly furnished and featuring direct access from your patio to the pool area via a spiral staircase, 57 Courtside is a second level entry townhome with views of...(more)
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Shore House

Hilton Head Island Vacation Rental Home - Property 23351
  Home:  4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Features: Linens Provided
Description: This beach home is for the economy minded vacationer. This moderately decored vacation beach home offers an excellent value for your vacation dollar. Located only minutes from the beach, this makes fo...(more)
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This wonderfully decorated family friendly 4 BR, 4 bath o...

Hilton Head Island Vacation Rental Home - Property 44273
  Home:  4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, Deck
Description: This wonderfully decorated family friendly 4 bedroom, 4 bath oceanfront home with *PRIVATE HEATED POOL has all the makings for a fun family vacation. With spectacular views from almost every room in t...(more)
Price Range: 432 - 852 /night (in US $)
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496 Captains Cove

Hilton Head Island Vacation Rental Home - Property 70955
  Home:  3 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
Description: 3BD/3BA townhouse with lagoon view. King, Queen & 2 Twins plus Sleep Sofa (sofa linens provided for a fee) Living Room, Den & Sunroom Captains Walk Pool & Baby Pool. High Speed Internet. Sleeps 8(more)
Price Range: 239 - 420 /night  :  1195 - 2100 /week (in US $)
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These one level villas are located on Lighthouse Road nea...

Hilton Head Island Vacation Rental Villa - Property 44111
  Villa:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, High-Speed Internet
Description: These one level villas are located on Lighthouse Road near the Sea Pines Conference Center and Plantation Club and are a short walk to the beach. Swimming pool privileges are at the Sea Pines Plantat...(more)
Price Range: 121 - 187 /night (in US $)
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Beautifully situated oceanfront in South Forest Beach, Sh...

Hilton Head Island Vacation Rental Villa - Property 44197
  Villa:  3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, Deck, Elevator, High-Speed Internet
Description: Beautifully situated oceanfront in South Forest Beach, Shorewood Villas offer an enviable combination of convenience and privacy in one of the most sought-after locations. What a view! All the right i...(more)
Price Range: 208 - 409 /night (in US $)
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Ibis

Hilton Head Island Vacation Rental Home - Property 23328
  Home:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Linens Provided, Patio, Pool (private)
Description: A second row home with a view! This home features an open floor plan and a peek of the Atlantic Ocean. Only steps to the beach, the home is very bright and airy with a beautiful landscape. Upon en...(more)
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Southwind II Townhomes at Shipyard 2 BR/2 BA Condominiums

Hilton Head Island Vacation Rental Home - Property 30869
  Home:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Features: Jacuzzi
Description: Southwind II Townhomes at Shipyard 2 bedroom/2 bathroom Condominiums Bedding Configuration: Unit bedding includes one King size bed, two Twin size beds, and 1 Queen size sleeper sofa on the first...(more)
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A treasure is the best way to describe this 5 BR, 4 bath ...

Hilton Head Island Vacation Rental Home - Property 44127
  Home:  5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, Deck, Patio, Gas Grill, High-Speed Internet
Description: A treasure is the best way to describe this 5 bedroom, 4 bath OCEANFRONT home with HEATED POOL AND SPA*. New to the rental market in spring 2002, decorator furnished with all brand new furnishings. ...(more)
Price Range: 504 - 1027 /night (in US $)
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1923 South Beach Club

Hilton Head Island Vacation Rental Villa - Property 70977
  Villa:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Air Conditioning, Beach Service (available), Elevator, Full Kitchen, High-Speed Internet, Linens Provided
Description: 3 BD/2.5 BA 3rd floor villa with Sound views. King, Queen & 2 Doubles. Pool on Site. 1 hr/ day free tennis at South Beach Racquet Club. Walk toSalty Dog & Marina Village. Non-Smoking. High Speed Int...(more)
Price Range: 240 - 480 /night  :  1200 - 2400 /week (in US $)
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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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This 3 BR, 3 bath townhouse comes with a spectacular fair...

Hilton Head Island Vacation Rental Villa - Property 44280
  Villa:  3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, Patio, High-Speed Internet
Description: This 3 bedroom, 3 bath townhouse comes with a spectacular fairway view. This 3 bedroom, 3 baths townhouse comes with a spectacular fairway view. This wonderful villa has been completely renovated f...(more)
Price Range: 154 - 249 /night (in US $)
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This 2nd row ocean 6 BR, 5 bath home with Heated Pool and...

Hilton Head Island Vacation Rental Home - Property 44038
  Home:  6 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Features: Full Kitchen, Patio
Description: This 2nd row ocean 6 bedroom, 5 bath home with HEATED Pool and Spa* has got all the makings for a great vacation. Just 30 steps to the beach, this home is bright and cheery and ready for your family....(more)
Price Range: 516 - 1083 /night (in US $)
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Listings 1 - 25 are shown above. Page ( 1 2 3 4 5 .. 22 ) 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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