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Hilton Head Island Vacation Rentals

628 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 628
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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: 433 Captains Walk-Oceanfront, walk right from your patio to the pool & ocean. FROM THE 1st FLOOR, EVERYTHING'S EASY TO GET TO! You can't ask for ...
Rates
$128 - $128 night
$895 - $2195 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 6 Bedroom, 5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 130 Dune Lane - 2nd Row Ocean - Book Now for Spring. Free Pool Heat This 2nd row ocean 6 bedroom, 5 bath home with *heated pool and spa has all th...
Rates
$427 - $427 night
$2995 - $7595 week


Non Smoking   Swimming Pool   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boasting over 1000 square feet. It features a full k...
Rates
$85 - $85 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: 5 BD/ 5.5 BA Oceanfront home. 2 Kings, Queen, 2 Twins & 2 Full Murphy BedsLarge Oceanfront Pool Spa ( can be heated for a fee) . Game Room with TV ...
Rates
$750 - $1870 night
$3750 - $9350 week


Non Smoking   Swimming Pool


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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: 7 Quail St - 2nd Row Ocean-4 BRs w/ Pool & Hot Tub - So pretty! This lovely 4 bedroom home with *Private Heated POOL and HOT TUB, 2nd row from th...
Rates
$342 - $342 night
$2395 - $6095 week


Non Smoking   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 7 Bathroom, Sleeps 18
Location: Hilton Head Island, South Carolina, United States
Description: 10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lots of Great features 2ND ROW OCEAN, NEWLY RENOVATED, INCREDIBLE FAMILY GETAWAY Fabulous 7...
Rates
$543 - $543 night
$3795 - $9495 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: 1BR 1Bath Newly renovated Xanadu Villa S. Forest Beach Dr. Hilton Head Newly renovated one bedroom condo located on the 5th floor. This elegantly...
Rates
$100 - $155 night
$500 - $775 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 4.5 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...
Rates
$271 - $271 night
$1895 - $5495 week


Non Smoking   High-Speed Internet


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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: 5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to the Beach. Gorgeous 5 bedroom house with *HEATED pool. Located in Palmetto Dunes Plantati...
Rates
$228 - $228 night
$1595 - $4295 week


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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 43 is a ground floor apartment ...
Rates
$110 - $200 night
$550 - $1000 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 106 enjoy a landscap...
Rates
$190 - $399 night
$950 - $1995 week


Non Smoking


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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 ...
Rates
$128 - $128 night
$895 - $2195 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 67 is a ground floor apartment ...
Rates
$110 - $200 night
$550 - $1000 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: With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic views of the Atlantic Ocean and its white sandy ...
Rates
$190 - $419 night
$950 - $2095 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: 25 Ruddy Turnstone - $600 Off Spring Rental Weeks till 5/23. Book Now Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms wi...
Rates
$427 - $427 night
$2995 - $7495 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beach living at its finest can be found in this modern OCEANFRONT 5 bedroom, 4.5 bathroom home with *HEATED POOL & SPA. The views from almost ever...
Rates
$3795 - $9695 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $25 fee). Pool, Hot Tub & Kiddie Pool on site. J...
Rates
$210 - $410 night
$1050 - $2050 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: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enjoy a great view of the Atlantic Ocean and the S...
Rates
$165 - $319 night
$825 - $1595 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) Zero Entry Oceanfront Pool, Baby Pool & HotTub....
Rates
$200 - $350 night
$1000 - $1750 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/4 BA two story home with Private Pool* & Spa* (*can be heated for a fee). Golf & Lagoon Views. King, Queen, Queen & 2 Bunk beds. Pet FriendlyW...
Rates
$330 - $600 night
$1650 - $3000 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: 2 Bedroom Resort View Villa Unit Description: This resort view villa has two bedrooms and bathrooms, full kitchen, living room, and private laundr...
Rates
$179 - $409 night
$1253 - $2863 week


Non Smoking


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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: 1127 Harbourtown Green - 3 BR Penthouse Villa with Spectacular Views! This spectacular 2 story penthouse has breathtaking views of the world famou...
Rates
$428 - $428 night
$2995 - $18000 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 2.5 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 12 is a two-story townhouse w...
Rates
$110 - $200 night
$550 - $1000 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 209 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc Newly renovated!! This villa offers WIRELESS INTERNET, two bedrooms, two bathroo...
Rates
$195 - $305 night
$900 - $1525 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: 48 Kingston Road - Cute & Renovated 3 BR Home w/ Private Pool - Sleeps 6 WHAT COULD YOU BE WAITING FOR? This charming and spacious 3 bedroom, 3 ba...
Rates
$142 - $142 night
$995 - $2795 week


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Listings 26 - 50 of 628
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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.