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Hilton Head Island Vacation Rentals

669 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 101 - 125 of 669
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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...
Rates
$115 - $200 night
$575 - $1000 week


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4 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunning OCEANFRONT, 4 bedroom, 4 bathroom dream vill...
Rates
$314 - $314 night
$2195 - $5695 week


Non Smoking   Swimming Pool   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: Located oceanfront on South Forest Beach Drive, this tri-level oceanfront town home offers three bedrooms, three bathrooms, and living room-dining ...
Rates
$325 - $565 night
$1550 - $2825 week


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa linens provided for $25 fee) Pool, Hot Tub && Zero ...
Rates
$300 - $460 night
$1500 - $2300 week


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1 bedroom Vacation Rental Home in Hilton Head Island
Home: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Hilton Head Island, South Carolina, United States
Description: 19 Night Heron - Cute, 1 BR Cottage - 5 minutes walk to the beach QUIET INTIMACY OVERLOOKING A LUSH LAGOON. Wow, this updated 1 bedroom, 1 bath c...
Rates
$71 - $71 night
$495 - $995 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island - Ocean Front
Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 3503 Seacrest -Direct Oceanfront 5th Floor - You Can't Beat The View This attractive 5th floor PENTHOUSE OCEANFRONT villa has outstanding ocean fr...
Rates
$228 - $228 night
$1595 - $4495 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Gorgeous 5 bedroom house with *HEATED pool. Located in Palmetto Dunes Plantation this lovely 5 bedroom, 4.5 bath house has just been totally renova...
Rates
$228 - $228 night
$1595 - $4295 week


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/3.5 BA home with golf course view. 2 Kings & 4 Twins. FREE Pool heats in Apr, May, Sep & Oct. Screened Porch. Sleep Sofa. (SS linens are av...
Rates
$330 - $700 night
$1650 - $3500 week


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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 4 is a two-story townhouse, o...
Rates
$120 - $215 night
$600 - $1075 week


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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: Stay in an exceptional 2nd floor oceanside condo within a newly built North Forest Beach oceanfront resort. The Sea Crest is a five-story elevator ...
Rates
$199 - $419 night
$995 - $2095 week


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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: This villa is very close to the ocean with a beautiful view and it opens out onto the courtyard and the pool. This villa has three bedrooms and thr...
Rates
$245 - $465 night
$1150 - $2325 week


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 1.5 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 ...
Rates
$110 - $190 night
$500 - $945 week


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Club Villa 8 - 3 BR 3 BA Oceanside Townhome Hilton Head, Sc Completely Renovated in 2013! This oceanfront complex on South Forest Beach Driv...
Rates
$235 - $445 night
$1300 - $2200 week


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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 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...
Rates
$115 - $200 night
$575 - $1000 week


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1 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront Pool & Baby Pool. Pool is Heated March ...
Rates
$155 - $199 night
$775 - $995 week


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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...
Rates
$228 - $228 night
$1595 - $3895 week


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7 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 7 Bedroom, 7.5 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: Dune's Perch - in a league of its own. 7 bedrooms, 7.5 baths with *PRIVATE HEATED POOL AND SPA and premier class features. This exciting new home t...
Rates
$5695 - $14450 week


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: Beautifully remodeled Forest Beach home rental leaves nothing to chance. 5 bedrooms (5th bedroom has a queen sleeper sofa as the bedding) , 5 bath...
Rates
$342 - $342 night
$2395 - $6095 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: Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 51 is a two-story townhouse, on...
Rates
$120 - $210 night
$600 - $1050 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: Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five story building is located on South Forest Beac...
Rates
$115 - $205 night
$550 - $1025 week


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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 nicely decorated one bedroom villa has a full kitchen, combined living room dining room area and separate bedroom with a queen sized bed and o...
Rates
$120 - $205 night
$550 - $1025 week


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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: This nicely decorated oceanfront villa is a first floor end unit. It has a direct ocean view straight ahead and direct pool view to the left.,The ...
Rates
$195 - $305 night
$900 - $1525 week


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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: 178 Greens- Pretty Golf Course Views and Quick Walk to Beach & Tennis This 3 bedroom, 3 baths townhouse comes with a spectacular fairway view. Th...
Rates
$85 - $85 night
$595 - $1595 week


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: 1205 Seacrest-Oceanviews and stunning interior. Available 5/30 & 6/27 weeks Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OCE...
Rates
$142 - $142 night
$995 - $2595 week


Non Smoking   Swimming Pool   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 422 enjoy a landscap...
Rates
$190 - $399 night
$950 - $1995 week


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Listings 101 - 125 of 669
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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.