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Hilton Head Island Vacation Rentals

633 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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Listings 101 - 125 of 633
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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: 4BD/3.5Ba 2nd row oceanview home with Private Pool* (*can be heatedfor add'l fee) 2 Kings, Queen, 2 Twins & Sleep Sofa (Sofa linens availablefor $2... Learn More
Rates
$550 - $600 night
$2750 - $3000 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Upscale Harbour Town Home, Private Pool, Free Bikes & Tennis, Pet Friendly Bike to Beach, Vacation in a house with a Private Pool in Harbour Town,... Learn More
Rates
$199 - $1750 night
$1395 - $7000 week


Pet Friendly   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: 258 Evian - Pretty 2nd floor villa - 5 minute bike ride to the beach. This lovely 2nd floor townhouse is located in beautiful Shipyard Plantation.... Learn More
Rates
$85 - $114 night
$595 - $1395 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: 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


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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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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens rentable for $25 fee) Large pool on site. Free ... Learn More
Rates
$265 - $265 night
$1325 - $1325 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 47 Mooring Buoy - Renovated 5th Row Ocean Home. Fall dates still available. 3 Bedroom + Plus Den, 4th row ocean home (3 minute walk to the beach)... Learn More
Rates
$213 - $342 night
$1495 - $4095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 71 Gloucester Rd-Beautiful fully renovated home! Available for Aug/Sept dates Wonderful newly renovated & brand newley furnished 3 bedroom, 3 bath... Learn More
Rates
$128 - $199 night
$895 - $2995 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 5
Location: Hilton Head Island, South Carolina, United States
Description: Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, where you can find shopping, dining, or maybe just... Learn More
Rates
$170 - $325 night
$850 - $1625 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 412 Captains Walk-2nd Floor Oceanfront Views- Book Now for the Fall We cannot overstate the feeling of calm when looking out across the private bo... Learn More
Rates
$171 - $228 night
$1195 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 2301 Seacrest-3rd Floor,1 BR & 2 Full Baths. Now Available 9/20-27 This 1 bedroom, 2 bath ANGLED OCEANVIEW villa is very cute. Located in builidi... Learn More
Rates
$99 - $128 night
$695 - $1695 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 48 Dune Lane-2nd Row Ocean & Beautifully Renovated- 100 yards to the beach This 2nd row ocean home with 5 bedrooms, 4 baths a *PRIVATE HEATED poo... Learn More
Rates
$342 - $513 night
$2395 - $6095 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: 4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa linens available for $25. Private Pool (can be h... Learn More
Rates
$375 - $400 night
$1875 - $2000 week


Pet Friendly   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: Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 76 is a ground floor apartmen... Learn More
Rates
$110 - $200 night
$550 - $1000 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: 2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sofa. (Sofa linens rentable for $25 fee) Nice back... Learn More
Rates
$155 - $155 night
$775 - $775 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3405 Seacrest - Oceanfront Views - 4th Floor End Villa, September Weeks Avail This elegant penthouse style corner unit is OCEANFRONT. The villa ha... Learn More
Rates
$228 - $314 night
$1595 - $4395 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: Newer custom-built 4 bedroom plus den, 4.5 bath house with *PRIVATE HEATED POOL (*heated for an additional cost, please inquire prior to stay) is l... Learn More
Rates
$271 - $442 night
$1895 - $5495 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 1416 South Beach Villa-Pretty Beachviews, Quick walk to Marina, Pool & Tennis AMAZING views of the Calibogue Sound from this gorgeous 4 bedroom, 4... Learn More
Rates
$199 - $271 night
$1395 - $3395 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 12
Location: Hilton Head Island, South Carolina, United States
Description: Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms with a den and a nursery and a private *HEATED pool and spa this house is... Learn More
Rates
$427 - $599 night
$2995 - $7495 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: 2BD/2BA second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. Pool and Poolside Grilling area on site.Walk to... Learn More
Rates
$220 - $240 night
$1100 - $1200 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: Spacious Sea Pines Villa. This wonderfully decorated villa features a great view of the golf course and lagoon. Accessed from the living area and ... Learn More
Rates
$114 - $114 night
$795 - $1395 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: 3121 Villamare - 1st Floor beautifully furnished w/ courtyard views. Located Oceanfront in Palmetto Dunes, this luxurious villa is surrounded by l... Learn More
Rates
$114 - $156 night
$795 - $1995 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: 2 Bed/2.5 Bath Villa at 11 Hickory Cove Unit Description: Unit features a living room, dining area for six, and a fully-equipped kitchen. The spac... Learn More
Rates
$169 - $999 night
$1183 - $6993 week


Non Smoking   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: Great Location in the heart of South Forest Beach Freshly painted, new carpet. 2 Bedroom Villa Tennis, Pool, Internet 4 Free Adult Bicycles Wa... Learn More
Rates
$71 - $142 night
$495 - $1095 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the ocean. This ranch-style home has a large open k... Learn More
Rates
$142 - $213 night
$995 - $2795 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 101 - 125 of 633
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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.