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Hilton Head Island Vacation Rentals

593 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.

Looking for South Carolina vacation rentals in other areas of the state? Click here. Or visit our home page for even more vacation rentals.
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Low Country Coast Top Cities
Listings 26 - 50 of 593
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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Situated across from the Shipyard Club House, this 5 bedroom home has lovely furnishings and features include a large flat screen TV in the living ... Learn More
Rates
$185 - $299 night
$1295 - $3695 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 - $510 night
$1750 - $2550 week


Non Smoking


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, King, Queen, Queen, 2 Twin beds.Multiple TV's &... Learn More
Rates
$275 - $275 night
$1375 - $1375 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 1874 Beachside Tennis - Breathtaking waterfront views from every room. Situated on one of the most beautiful beaches in Sea Pines, this lovely 2 b... Learn More
Rates
$128 - $171 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available for $25. Oceanfront Pool & Baby Pool. Pool is He... Learn More
Rates
$220 - $220 night
$1100 - $1100 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweeping views of the Atlantic Ocean, a white sandy ... Learn More
Rates
$265 - $430 night
$1325 - $2150 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 12 Beachside-Pretty 3 BR Beach Home in South Beach Marina Area. Sleeps6 Beautiful 3 bedroom, 2 bath, beach cottage located next to private pool an... Learn More
Rates
$185 - $228 night
$1295 - $2895 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: 6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom, 5.5 bath, 3rd row ocean home with *HEATED POO... Learn More
Rates
$199 - $299 night
$1395 - $3795 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heated for fee). Multiple Living Areas + Billiard Ro... Learn More
Rates
$700 - $800 night
$3500 - $4000 week


Non Smoking   Swimming Pool


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: With an over 660 square ft. rooftop deck plus a deck off of the living room area, guests staying in Ocean 40 enjoy outstanding views of the Atlanti... Learn More
Rates
$230 - $380 night
$1150 - $1895 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Overlooking the 10th tee of the Harbour Town Golf Links this wonderfully decorated 3 bedroom, 3.5 bathroom home has been completely renovated in 20... Learn More
Rates
$185 - $313 night
$1295 - $15000 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: 404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2 bedroom, 2 bath luxury villa is located on th... Learn More
Rates
$85 - $128 night
$595 - $1595 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 6
Location: Hilton Head Island, South Carolina, United States
Description: This beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnished in British Colonial style and decorated with... Learn More
Rates
$85 - $128 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour Town Golf Course This 2 bedroom, 2.5 bath Twin Oaks Villas has an outstanding view of the ... Learn More
Rates
$85 - $128 night
$595 - $5000 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 9
Location: Hilton Head Island, South Carolina, United States
Description: What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view of the Galleon Golf Course. This is a very spa... Learn More
Rates
$171 - $242 night
$1195 - $3095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2311 Racquet Club - 3 BR/1st floor flat - Sept/Oct dates available Recently renovated, this traditional 3 bedroom, 2 bath Racquet Club Villa RIGHT... Learn More
Rates
$85 - $128 night
$595 - $3000 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enjoy a great view of the Atlantic Ocean and the S... Learn More
Rates
$170 - $270 night
$850 - $1350 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Internet Access!! This villa is a flat style apartment that offers two bedrooms and two bathrooms and has a fully equipped kitchen with dishwasher... Learn More
Rates
$115 - $205 night
$550 - $1025 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from this 5th floor, 2 bedroom, 2 bathroom Windsor ... Learn More
Rates
$128 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Ocean view, the complex is located Oceanfront in Palmetto Dunes. Newly renovat... Learn More
Rates
$128 - $171 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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 oceanfront villa. King & 2 Twin beds. Sleep Sofa (Sofa bed linens rentable for $25 fee) Oceanfront Pool, Hot Tub & Baby Pool. Pool h... Learn More
Rates
$240 - $240 night
$1200 - $1200 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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 25 is a ground floor apartmen... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Ocean View Condo Unit Description: This ocean view condo has two bedrooms and bathrooms, full kitchen, living room, and private laundry ... Learn More
Rates
$190 - $550 night
$1330 - $3850 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: Ocean Club Villa 11 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc This oceanfront complex on South Forest Beach Drive offers two bedrooms, two ba... Learn More
Rates
$170 - $280 night
$850 - $1400 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: Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitc... Learn More
Rates
$195 - $305 night
$900 - $1525 week


Non Smoking   High-Speed Internet


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Listings 26 - 50 of 593
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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.