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Hilton Head Island Vacation Rentals

671 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 671
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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,...
Rates
$199 - $1750 night
$1395 - $7000 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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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: 17 Kingston Cove - Charming beach cottage and renovated! 8/1-8 week Available This cute beach cottage is just a quick bicycle ride to the beach. W...
Rates
$85 - $85 night
$595 - $1595 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: Enjoy a fabulous vacation in the luxurious Barrington Villas. This 3 bedroom, 3 baths oceanfront villa is beautifully decorated, spacious and ligh...
Rates
$171 - $171 night
$1195 - $2995 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is a first-floor flat with no steps to navigate. ...
Rates
$145 - $260 night
$725 - $1300 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton Head, Sc This nicely furnished one bedroom one bath villa has a full kitchen, combined liv...
Rates
$105 - $175 night
$450 - $875 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 7
Location: Hilton Head Island, South Carolina, United States
Description: With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enjoy panoramic views of the Atlantic Ocean and it...
Rates
$210 - $439 night
$1050 - $2195 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 1654 Bluff Villa - Beautiful first floor villa and fully Renovated! This beautifully furnished two bedroom, two bathroom, first floor unit has bee...
Rates
$114 - $114 night
$795 - $1495 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Hilton Head Island
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: New Renovation Sea Pines Home, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON VIEW 26 Gunnery, Sea Pines Private Home Basi...
Rates
$128 - $500 night
$895 - $2000 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: 14 Braddock Cove Club - Unbeatable views of South Beach Marina Located within a small and exclusive cul-de-sac, this beautiful 3 bedroom, 3.5 bath...
Rates
$126 - $126 night
$885 - $2295 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: 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


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: Walk to Beach, New Interior, Pet Friendly, Free Bikes, Pool & Tennis Escape to the Beach! Looking for Value? You always get: 4 New Adult Aluminu...
Rates
$99 - $156 night
$695 - $1395 week


Pet Friendly   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: Spacious Townhouse, Walk to Beach & Pool, Free Bikes & Tennis, Pet Friendly This Fabulous 3 Bedroom 3 Bathroom Private Villa is tastefully furnish...
Rates
$99 - $156 night
$695 - $1395 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 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, fully equipped kitchen, living and dining area are combined. Additional bedding for th...
Rates
$105 - $178 night
$400 - $890 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 4
Location: Hilton Head Island, South Carolina, United States
Description: This beautiful 2 bedroom, 2 bath first floor corner unit has just been totally renovated and decorated. Fabulous views of Braddock Cove abound from...
Rates
$114 - $114 night
$795 - $1495 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: This lovely 2 story oceanfront home with private *Heated Pool & Spa is located in Sea Pines Plantation. It is within walking distance to the popula...
Rates
$2195 - $5595 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: 503 Windsor Place-Oceanfront & Fully renovated. Summer weeks available This gorgeous 5th floor villa with oceanfront views is airy and sophisticat...
Rates
$128 - $128 night
$895 - $1895 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. Guests staying in Ocean One 424 enjoy a landscape view and won't have to cross a ...
Rates
$199 - $419 night
$995 - $2095 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...
Rates
$115 - $200 night
$575 - $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 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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4 bedroom Vacation Rental Home in Hilton Head Island
Home: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Club & Plantation Club Right in the middle of Sea Pines, you can't go wrong! This 4 bedroo...
Rates
$171 - $171 night
$1195 - $3095 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Apartment in Hilton Head Island
Apartment: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: This villa is a flat style apartment that offers two bedrooms and two bathrooms and has a fully equipped kitchen with dishwasher, living room and d...
Rates
$115 - $205 night
$550 - $1025 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: This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dining area are combined. The bedding would offer...
Rates
$150 - $275 night
$750 - $1375 week


Non Smoking


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States
Description: This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright, whimsical colors this villa is sure to please...
Rates
$128 - $156 night
$895 - $1595 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in Ocean 38 enjoy outstanding views of the Atlant...
Rates
$239 - $530 night
$1195 - $2650 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Hilton Head Island
Condo: 3 Bedroom, 3.75 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States
Description: Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story townhouse with 3 bedrooms and 3 1/2 baths, one...
Rates
$165 - $280 night
$825 - $1400 week


Non Smoking   High-Speed Internet


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Listings 26 - 50 of 671
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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.