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Hilton Head Island Vacation Rentals

590 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 1 - 25 of 590
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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: Hilton Head Island, South Carolina, United States
Description: 1 BD/1 BA first floor villa on the beach. Queen bed & Day bed plus Sleep Sofa Linens available for $25. Oceanfront Pool & Pool is heated in March ... Learn More
Rates
$125 - $135 night
$625 - $675 week


Non Smoking   High-Speed Internet


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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 - $360 night
$1375 - $1800 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: 62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 bath compact cottages with pool on site are loca... Learn More
Rates
$85 - $142 night
$595 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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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 villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, living and dining area are combined. Additional ... Learn More
Rates
$120 - $135 night
$550 - $700 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 enjoy a landscaped courtyard pool view and won't... Learn More
Rates
$200 - $310 night
$995 - $1550 week


Non Smoking


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Featured


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: 105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club Within earshot of the rolling surf, this 1st floor 2 bedroom, 2 bath ... Learn More
Rates
$85 - $171 night
$595 - $1395 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedroom, one bath offers wireless internet access an... Learn More
Rates
$115 - $130 night
$500 - $650 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: Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Beach Villas is a gated community. Each unit ha... Learn More
Rates
$200 - $310 night
$995 - $1550 week


Non Smoking   High-Speed Internet


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Featured


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: The perfect place for a beach, tennis, or golf vacation. The unit is just a 5 minute walk from one of Hilton Head Island's most beautiful beaches.... Learn More
Rates
$90 - $150 night
$550 - $675 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, 4 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: - Redecorated in 2013! Amazing rates offered! - 6 BR / 4 BA (K, K, K+SS, Q+TR, QQ, Bunk Bed, SS) - 2nd Row, Steps To The Beach, Oceanview Home - He... Learn More
Rates
$550 - $850 night
$2295 - $6495 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, 5.5 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: - Brand New Furniture as of 2011! - 5-5.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached cottage is extra in low season - 2nd Row, Steps... Learn More
Rates
$650 - $850 night
$3295 - $9345 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 - $285 night
$1100 - $1425 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: 2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee) Oceanfront Zero Entry Pool, Baby Pool & Hot T... Learn More
Rates
$220 - $260 night
$1100 - $1300 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Membership to S.Beach Pool. Pet friendly.FREE WIFI... Learn More
Rates
$270 - $300 night
$1350 - $1500 week


Pet Friendly   Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island - Ocean Front
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States
Description: <div id="TA_vrbadge310" class="TA_vrbadge"> <ul id="RQdGTS" class="TA_links vRfrSsjc"> <li id="nh3tq8t" class="GruWZSrI7ofh"><... Learn More
Rates
$1500 - $5800 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island - Ocean View
Home: 7 Bedroom, 7.5 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: - Brand New Furniture as of 2011! - 7 BR / 7.5 BA (K,K+SS,K+TR,QQ,Q,Q,Bunks+Tr,SS) - 2 bedroom attached cottage is optional in low season - 2nd Ro... Learn More
Rates
$650 - $850 night
$3295 - $8995 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: Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-Fi, wide screen TV, private deck. Complimentar... Learn More
Rates
$1500 - $1500 week


Non Smoking   Swimming Pool   High-Speed Internet


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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: 3 Braddock Cove Club-Beautiful View of Braddock Cove.quick walk to the marina This 4 Bedroom, 3.5 bathroom villa, has just been updated with all n... Learn More
Rates
$142 - $314 night
$995 - $2495 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Painted Bunting - 3rd Row Ocean - 4 BRs, 4.5 BAs and spacious. Wonderful 4 bedroom, 4.5 bath home with * HEATED Pool in Sea Pines Plantation. L... Learn More
Rates
$228 - $385 night
$1595 - $4295 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 12
Location: Hilton Head Island, South Carolina, United States
Description: 2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN beach home has 4 bedroom, 3.5 bath home with *PRIV... Learn More
Rates
$256 - $513 night
$1795 - $4995 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 8
Location: Hilton Head Island, South Carolina, United States
Description: Located Oceanfront in Palmetto Dunes, this luxurious 5th floor villa is surrounded by lagoons and paved walkways winding through the gardens enhanc... Learn More
Rates
$142 - $271 night
$995 - $2595 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1 to 1.5 blocks of the Atlantic Ocean beach and ... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking


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1 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Hilton Head Island, South Carolina, United States
Description: The Greens condominiums are within Shipyard Plantation, a private residental and resort community. The complex is within 3 blocks of the Atlantic O... Learn More
Rates
$120 - $170 night
$595 - $850 week


Non Smoking


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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 villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining area are combined. Additional bedding for this vi... Learn More
Rates
$105 - $115 night
$400 - $575 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: NEWLY RENOVATED in 2011 with many upgrades, including walk-in shower, granite countertops, a king size bed and 3 flat screen tv's. This beautiful... Learn More
Rates
$200 - $245 night
$1000 - $1200 week


Non Smoking   High-Speed Internet


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Listings 1 - 25 of 590
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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.