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Hilton Head Island Vacation Rentals

631 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 631
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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: 115 Mooring Buoy-4th Row Ocean & Beautiful. Avail for Monthly Dec, Jan & Feb This 4 bedroom, 4 bath 4th row private home with a *HEATED POOL is an... Learn More
Rates
$256 - $342 night
$1795 - $4695 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 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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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 13 Mizzenmast Court-Golf Course View w/ Pool and Quick walk to Harbourtown This beautifully decorated 3 bedroom, 2.5 bath town home with private p... Learn More
Rates
$200 - $314 night
$1395 - $12000 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Walk to Beach, New Listing! New Interior! 2 Bd Villa Pet Friendly Features: 2 bedrooms 2 full bathrooms TV in living room and each bedroom. Sl... Learn More
Rates
$71 - $142 night
$495 - $1095 week


Pet Friendly   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: 227 Evian - Pretty, 2nd floor villa with pool & tennis on-site. This lovely 2nd level townhouse is located in the heart of beautiful Shipyard Plan... Learn More
Rates
$99 - $114 night
$695 - $1395 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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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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 88 is a ground floor apartment ... Learn More
Rates
$110 - $180 night
$550 - $900 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: Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block to the Atlantic Ocean and 1.5 blocks to Van Der... Learn More
Rates
$110 - $195 night
$550 - $975 week


Non Smoking   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: 6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day Bed & Sleep Sofa. (Sofa linens available for a $... Learn More
Rates
$550 - $600 night
$2750 - $3000 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bed/2 Bath Villa at 217 Ocean One Unit Description: Minutes away from Coligny Beach Park, restaurants, shopping, Harbourtown, and South Beach in... Learn More
Rates
$179 - $999 night
$1253 - $6993 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautiful 2nd row ocean-oriented home in Sea Pines, Hilton Head, is located next to the Beach Club. With a SHADED PATHWAY TO THE BEACH, and gorgeou... Learn More
Rates
$256 - $399 night
$1795 - $4795 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 1st floor villa with Private patio. King & 2 Twin beds. Sleep Sofa Linens available for $25 fee. Walk to the beach & South Beach Mari... Learn More
Rates
$160 - $160 night
$800 - $800 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 2 Bedroom Resort View Villa Unit Description: This resort view villa is located in the premier community of Sea Pines Resort. The villa has two be... Learn More
Rates
$149 - $999 night
$1043 - $6993 week


Non Smoking


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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: 1205 Villamare - Pretty 2nd Floor Villa overlooking the pool to the ocean. Located Oceanfront in Palmetto Dunes, these luxurious villas are surrou... Learn More
Rates
$142 - $185 night
$995 - $2395 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 46 is a ground floor apartment ... Learn More
Rates
$110 - $180 night
$550 - $900 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 120 enjoy a landscap... Learn More
Rates
$159 - $279 night
$795 - $1395 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 522 enjoy a landsca... Learn More
Rates
$170 - $325 night
$850 - $1625 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: Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc "Newly renovated top to bottom." This nicely appointed, 3 bedroom 2 1/2 bath, fi... Learn More
Rates
$205 - $340 night
$950 - $1700 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 13
Location: Hilton Head Island, South Carolina, United States
Description: This beautiful 5 bedroom, 6 bath home with HEATED POOL AND HOT TUB* (pool can be heated at an additional cost, please inquire in advance of your st... Learn More
Rates
$299 - $456 night
$2095 - $5495 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3507 Windsor Court South-Oceanfront 5th Floor 3 BR Penthouse. Wow views This 5th floor OCEANFRONT penthouse villa located in the heart of the Palm... Learn More
Rates
$228 - $299 night
$1595 - $3895 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3BD/3BA townhouse situated on #1 Green of Harbour Town Golf Links. King, 2 Queens & 2 Twins. Pool on site. Easy walk to Harbour Town. Bike, Drive ... Learn More
Rates
$190 - $190 night
$950 - $950 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 - $180 night
$550 - $900 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: Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcony that looks to the ocean and onsite pool. This... Learn More
Rates
$135 - $210 night
$675 - $1050 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 3 Bed/3 Bath Townhome Unit Description: These three bedroom units sleep eight and offer two Master suites, both with King size beds as well as a t... Learn More
Rates
Contact Owner
Directly For Rates


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Sea Pines Home near the Pool & Action, Free Bikes, Tennis, Pet Friendly In the heart of all the action in Sea Pines. 6 Sweet Gum, Greenwood Fores... Learn More
Rates
$128 - $750 night
$895 - $3000 week


Pet Friendly   Non Smoking   High-Speed Internet


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Listings 26 - 50 of 631
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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.