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Hilton Head Island Vacation Rentals

792 Hilton Head Island Vacation Rentals were found matching your criteria.


$1165 - $2270 /night
$5705 - $15890 /week
29 Singleton Beach Place: Oceanfront w/ Pool

Home: 6 Bedroom, 7 Bathroom, Sleeps 18
Location: Hilton Head Island, South Carolina, United States


$120 - $215 /night
$840 - $1505 /week
C-8 Xanadu

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$129 - $999 /night
$903 - $6993 /week
Deluxe two bedroom oceanview condo

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$125 - $220 /night
$625 - $1100 /week
Surf Court 4 - Updated 2014 - Short Walk to the Beach

  26 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States



$1695 - $2395 /week
1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, ...

Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States


$88 - $179 /night
$495 - $915 /week
Ocean Dunes Villa 103 - Deluxe 1 BR 1 BA Oceanview Condo

  23 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States


$78 - $154 /night
$345 - $825 /week
Seaside Villa 277 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

  30 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


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One Bedroom

Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States



$495 - $1295 /week
116 Breakers - Cute 1st floor oceanfront North Forest Bea...

Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States


$120 - $205 /night
$600 - $1025 /week
Surf Court 70 - Forest Beach Townhouse

  13 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$180 - $375 /night
$900 - $1875 /week
Ocean Club 49 - Oceanfront Renovated 1st Floor Flat

  20 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$117 - $246 /night
$660 - $1260 /week
Deluxe 2 BR 2 BA Oceanview Condo - Ocean Dunes Villa 104

  21 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States



$1195 - $2595 /week
8109 Wendover Dunes-100 yards to the beach, Pool & Spa on...

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$200 - $450 /night
$1000 - $1800 /week
3 BR Pet Friendly Townhouse with Lagoon & Golf Views. Bik...

  1 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States



$2995 - $7695 /week
93 Dune Lane - Oceanfront/Beach Chic-Available 7/16, 7/30...

  9 reviews   Add to Favorites

Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States



$895 - $2195 /week
4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 B...

  7 reviews   Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States



$895 - $2195 /week
1624 Port Villa - 4 BRs with Beautiful Braddock Cove Views

  10 reviews   Add to Favorites

Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States



$595 - $1595 /week
204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$215 - $450 /night
$1075 - $2250 /week
Ocean One 315 - Oceanfront 3rd Floor Condo

  35 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$93 - $190 /night
$495 - $970 /week
Ocean Dunes Villa 115 - 1 Bedroom 1 Bathroom Oceanfront Flat

  25 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States


$128 - $128 /night
$695 - $2400 /week
1022 Caravel Ct- Lighthouse View & Harbour Town Pool is H...

Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States



$495 - $1295 /week
313 Breakers-Direct Oceanfront, you can't beat this view!...

  6 reviews   Add to Favorites

Villa: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States


$157 - $157 /night
$595 - $3000 /week
2311 Racquet Club-Beautiful 1st floor flat quick walk to ...

Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Hilton Head Island, South Carolina, United States


$180 - $375 /night
$900 - $1875 /week
Ocean Club 47 - Oceanfront 1st Floor Flat

  18 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


$125 - $220 /night
$625 - $1100 /week
Surf Court 7 - Forest Beach Townhouse

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Hilton Head Island, South Carolina, United States


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.

This map is intended to be used as a reference only.