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Hilton Head Island Vacation Rentals

592 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 592
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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States
Description: 6 Wanderer Lane - 2nd Row Ocean - New to Vrbo - Fall weeks Available. Beautiful and newly updated 5 bedroom home with private *Heated Pool & Spa, ... Learn More
Rates
$314 - $585 night
$2195 - $5695 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! Beautiful, ocean-oriented, 2 bedroom, 2 bath luxury villa just steps to the beach. ... Learn More
Rates
$85 - $199 night
$595 - $1595 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 43 is a ground floor apartment ... Learn More
Rates
$110 - $175 night
$550 - $875 week


Non Smoking   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 117 is a two-story townhouse, o... 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, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this villa offers WIRELESS INTERNET and has amazing vi... Learn More
Rates
$115 - $130 night
$500 - $650 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 8
Location: Hilton Head Island, South Carolina, United States
Description: 231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEANT TO BE ENJOYED! A 4 bedroom, 4 bath Beachside... Learn More
Rates
$156 - $299 night
$1095 - $2995 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: The Greens 200 is a spacious 2 bedroom, 2 1/2 bath townhouse. The complex is just 3 blocks from the Atlantic Ocean and across the street from the ... Learn More
Rates
$140 - $200 night
$695 - $995 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 6
Location: Hilton Head Island, South Carolina, United States
Description: 2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds + Sleep Sofa. (Sofa linens rentable for $25 fee) Pool & FREE Tennis ... Learn More
Rates
$155 - $180 night
$775 - $900 week


Non Smoking   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 19
Location: Hilton Head Island, South Carolina, United States
Description: A magnificent 7 bedroom*, 7.5 bath oceanfront home with *heated pool and hot tub boasts 3 living rooms, 3 master suites, 1 queen suite all with oc... Learn More
Rates
$814 - $814 night
$5695 - $15300 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: 233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 bedroom, 4 1/5 bath Beachside home with on-site... Learn More
Rates
$171 - $313 night
$1195 - $3195 week


Non Smoking   Swimming Pool   High-Speed Internet


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6 bedroom Vacation Rental Home in Hilton Head Island
Home: 6 Bedroom, 7 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States
Description: 20 Egret Street- 4th Row Ocean- Available: 8/23-30 - $5000 + taxes per wk Stunning 6 bedroom, 6.5 bath home with *HEATED POOL AND SPA is a custom ... Learn More
Rates
$442 - $771 night
$3095 - $7995 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: The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a private patio accessible from the living room, guests... Learn More
Rates
$180 - $295 night
$895 - $1475 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: With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweeping views of the Atlantic Ocean, a white sandy ... Learn More
Rates
$265 - $430 night
$1325 - $2150 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: Beautiful designer decorated 3 bedroom ocean view villa. This newly renovated villa is perfect for your next vacation to Hilton Head. Located in ... Learn More
Rates
$185 - $342 night
$1295 - $3295 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 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa rental features extra windows with views of the oc... Learn More
Rates
$71 - $128 night
$495 - $1295 week


Non Smoking   Swimming Pool   High-Speed Internet


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7 bedroom Vacation Rental Home in Hilton Head Island
Home: 7 Bedroom, 8 Bathroom, Sleeps 20
Location: Hilton Head Island, South Carolina, United States
Description: 18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - Sleeps 20 Magnificent 7 Bedroom, 7 Bath 2nd row ocean home with *Private Heated Pool has ... Learn More
Rates
$628 - $628 night
$4395 - $11595 week


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: The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the pool and beach in Shipyard. Fully Renovated from ... Learn More
Rates
$99 - $228 night
$695 - $1895 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: 1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. This is a lovely 3 bedroom, 2 bath Sea Pines villa on the water. Next ... Learn More
Rates
$142 - $214 night
$995 - $1695 week


Non Smoking   Swimming Pool   High-Speed Internet


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5 bedroom Vacation Rental Home in Hilton Head Island
Home: 5 Bedroom, 6 Bathroom, Sleeps 16
Location: Hilton Head Island, South Carolina, United States
Description: This custom built home located 2nd row ocean in North Forest Beach boasts 5 bedrooms, 5 full baths and 2 half baths AND a Private Pool & Spa. Fea... Learn More
Rates
$571 - $1071 night
$3995 - $10295 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 8
Location: Hilton Head Island, South Carolina, United States
Description: This wonderfully decorated family friendly 4 bedroom, 4 bath oceanfront home with *PRIVATE HEATED POOL has all the makings for a fun family vacatio... Learn More
Rates
$328 - $328 night
$2295 - $6095 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 7
Location: Hilton Head Island, South Carolina, United States
Description: Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OCEANVIEW SeaCrest condo will knock your socks right off. Located in building 1... 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, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States
Description: The beach is steps away from an oceanfront ground floor condo in South Forest Beach. With a private patio accessible by the living room and master ... Learn More
Rates
$180 - $295 night
$895 - $1475 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island
Villa: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: 823 Ketch Court - Sea Pines Townhouse in Harbourtown-Quick walk to the Marina NEWLY RENOVATED - UNBELIEVABLE LOCATION This 2 bedroom, 2.5 bath S... Learn More
Rates
$85 - $171 night
$595 - $2500 week


Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Villa in Hilton Head Island - Ocean View
Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States
Description: Ocean View Flat with Free Wireless Internet 2 Bedrooms/2 Bathrooms, first floor, ocean view flat on South Forest Beach. This unit was completely re... Learn More
Rates
$114 - $199 night
$795 - $1895 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 10
Location: Hilton Head Island, South Carolina, United States
Description: 109 Oceanwood -Fully Upgraded - 125 yards to the Oceanfront Pool & Beach. 4 bedrooms, 4 bathrooms, 4th row from the ocean, this remodeled private ... Learn More
Rates
$214 - $399 night
$1495 - $3995 week


Non Smoking   Swimming Pool   High-Speed Internet


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Listings 26 - 50 of 592
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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.