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Hilton Head Island Vacation Rentals

619 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 search criteria box on the left of the page to refine your search within Hilton Head Island, Low Country Coast, South Carolina, United States.

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Low Country Coast Top Cities
Listings 26 - 50 of 619
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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Island. Panoramic views allow you to watch the sun... Learn More
Rates
$228 - $228 night
$1595 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Deluxe two bedroom resortview condo Unit Description: This 850 sq. ft. two bedroom unit features a full kitchen, dining area and is steps away fro... Learn More
Rates
$109 - $220 night
$763 - $1540 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1 to 1.5 blocks of the Atlantic Ocean beach and ... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Located on South Forest Beach Drive just across the street from the beach, this two bedroom one and a half bath townhouse style condominium offers ... Learn More
Rates
$110 - $190 night
$500 - $945 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa Linens available for $25. Multiple Living Area... Learn More
Rates
$1000 - $1000 night
$5000 - $5000 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) Free S. Beach Pool Membership. Putting Green & ... Learn More
Rates
$155 - $155 night
$775 - $775 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN beach home has 4 bedroom, 3.5 bath home with *PRIV... Learn More
Rates
$256 - $370 night
$1795 - $4995 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 46 - Updated 3 BR Townhouse - 1 block to the Beach Surf Court is an ocean-oriented complex with first-floor apartments, two-story and t... Learn More
Rates
$165 - $290 night
$825 - $1450 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisure trails that wind throughout Shipyard, guests ... Learn More
Rates
$135 - $215 night
$675 - $1075 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beautifully Decorated!! This villa offers WIRELESS ... Learn More
Rates
$200 - $335 night
$1000 - $1675 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps to the beach and oceanfront pool. It is ideally ... Learn More
Rates
$140 - $235 night
$650 - $1175 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Pretty, 3rd floor 2 bedroom, 2 bath villa end unit with wrap around patio has gorgeous views of the Calibogue Sound. Decorated in soothing neutral... Learn More
Rates
$128 - $128 night
$895 - $2295 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1502 Seacrest - 5th Floor, 2 BR Villa overlooking the pool & ocean. This pretty 5th floor Oceanview villa is decorated on bright cheery colors tha... Learn More
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Sandpiper's Flight ? This beautiful new VIP Oceanside home in North Forest Beach is stunning. Bright and airy with 5 bedrooms, 5.5 baths, and *HEA... Learn More
Rates
$314 - $428 night
$2195 - $5695 week


Non Smoking


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: One of the finest oceanfront accommodations located in the heart of Palmetto Dunes Resort. This 3rd floor 1 bedroom, 2 bath ocean front villa offe... Learn More
Rates
$99 - $99 night
$695 - $1695 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 2402 Seacrest - 3rd Floor Seacrest villa! Fall is a Beautiful time to be here This 4th floor Oceanview 3 bedroom, 3 bath villa is just perfect for... Learn More
Rates
$185 - $185 night
$1295 - $3295 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 61 is a ground floor apartment ... Learn More
Rates
$110 - $210 night
$550 - $1050 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 107 is a two-story townhouse, o... Learn More
Rates
$110 - $210 night
$550 - $1050 week


Non Smoking


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 26 is a two-story townhouse, one flight above street level. This property is 1 to 1.5 blocks to the beach and Van der Meer Tennis Cent... Learn More
Rates
$110 - $200 night
$550 - $1000 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds. Walk easily to the Beach. Pool & Baby Pool on site. FREE WIFI & Smart TV with N... Learn More
Rates
$270 - $270 night
$1350 - $1350 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Sea Pines Home Ocean Views, 80 Yds to Beach Free Bikes Tennis Pet Friendly 80 Yards to Beach - Private Beach Home Ocean Views from Living... Learn More
Rates
$156 - $750 night
$1095 - $3000 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton Head This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full ... Learn More
Rates
$120 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in Hilton Head Island - Ocean Front
Condo: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a second floor spiral staircase leading up to spectacu... Learn More
Rates
$350 - $765 night
$1750 - $3825 week


Non Smoking


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and has angled ocean views. This bright and boldl... Learn More
Rates
$114 - $114 night
$795 - $1995 week


Non Smoking   Swimming Pool


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dining area are combined. Additional bedding for th... Learn More
Rates
$105 - $178 night
$400 - $890 week


Non Smoking


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Listings 26 - 50 of 619
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
There was a day when Hilton Head Island was accessible only by boat or ferry. That was over 50 years ago, and now Hilton Head ranks as one of the most popular destinations not just in South Carolina, but in the United States and the world.

But that popularity has not come at a price. City planners have made sure that Hilton Head doesn't become another beach resort town--not that there's anything wrong with beach resort towns. Sometimes, you just need something a little different, and Hilton Head Island gives it to you.

Planning has ensured that high-quality design is incorporated into the architecture, whether it's a home or business. There are more than 25 miles of bike paths and walking trails, which helps you enjoy the island in a way you never could inside of a car.

Of course, Hilton Head is the place for upscale golf. There are 40 courses in the area, and a few of the must plays are Harbour Town Golf Links, The Robert Trent Jones Course at Palmetto Dunes, Crescent Pointe Golf Club and more. If you're looking for value, try Old South Golf Links, Galleon Course, Brigantine Couse and Clipper Course.

Hilton Head's not just enjoying a bucolic South Carolina coastal town and golf. There are nine miles of baby powder soft beaches along the warm Atlantic Ocean. The average ocean temperature is 82 degrees. Two beaches to check out are Alder Lane and Coligny Beach.

After a day at the beach, enjoy shopping and a great meal in Harbour Town. It's on the marina and features the red and white lighthouse that Hilton Head is famous for. You can also rent wave runners, book dolphin tours, and find just about any souvenir you want.