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Hilton Head Island Vacation Rentals

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


$125 - $215 /night
$625 - $1075 /week
2 Bdr Condo Located in the Heart of Hhi with Free Tennis!

  17 reviews   Add to Favorites

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


$245 - $540 /night
$1225 - $2700 /week
Ocean One 211 - Oceanfront 2nd Floor Condo

  18 reviews   Add to Favorites

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


$195 - $410 /night
$975 - $2050 /week
Ocean One 322 - Oceanside 3rd Floor Condo

  13 reviews   Add to Favorites

Condo: 3 Bedroom, 3 Bathroom, Sleeps 7
Location: Hilton Head Island, South Carolina, United States


$120 - $205 /night
$600 - $1025 /week
Surf Court 62 - Forest Beach 1st Floor Flat

  15 reviews   Add to Favorites

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


$195 - $430 /night
$975 - $2150 /week
Shorewood 202 - Direct Oceanfront Beautiful Condo

  10 reviews   Add to Favorites

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


$180 - $375 /night
$900 - $1875 /week
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with S...

  41 reviews   Add to Favorites

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


$147 - $276 /night
$810 - $1410 /week
Ocean Dunes Villa 209 - 2 BR 2 BA Oceanfront Flat Hilton ...

  18 reviews   Add to Favorites

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


$78 - $154 /night
$345 - $825 /week
Seaside Villa 309 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

  29 reviews   Add to Favorites

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


$1170 - $2275 /night
$5740 - $15925 /week
29 Singleton Beach Place: Oceanfront w/ Pool

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


$99 - $142 /night
$595 - $1195 /week
Beachfront Paradise, 336 Breakers. Sleeps 4-6, Free Bikes

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



$695 - $1795 /week
104 Northshore Place- 2 BR Villa just 100 Yards to the Be...

  2 reviews   Add to Favorites

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


$120 - $205 /night
$600 - $1025 /week
Courtside 100 - Forest Beach 1st Floor Flat

  8 reviews   Add to Favorites

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


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2 Bed/2 Bath Villa at 165 Evian

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


$114 - $156 /night
$695 - $1495 /week
New Beach Oriented Villa. Free Bikes, Pet Friendly, Updat...

  4 reviews   Add to Favorites

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



$1095 - $2195 /week
116 Abbington - 3 minute walk to beach & beautiful lagoon...

Villa: 3 Bedroom, 3 Bathroom, Sleeps 8
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



$695 - $1695 /week
2315 Windsor Place II -Beautiful Oceanfront 1 Bedroom Villa!

  6 reviews   Add to Favorites

Villa: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States


$195 - $430 /night
$975 - $2150 /week
Ocean One 107 - Oceanfront 1st Floor Condo

  35 reviews   Add to Favorites

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


$130 - $200 /night
$650 - $1000 /week
Racquet Club 2312 - Harbour Town Area One Level Condo

  7 reviews   Add to Favorites

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


$187 - $356 /night
$935 - $1635 /week
Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton He...

  9 reviews   Add to Favorites

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


$179 - $234 /night
$895 - $1170 /week
Ocean Dunes Villas 311 - 1 BR 1 BA Oceanfront Flat

  16 reviews   Add to Favorites

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


$113 - $230 /night
$595 - $1170 /week
Ocean Dunes Villa 307 - 1 BR 1 BA Oceanfront Flat Hilton ...

  55 reviews   Add to Favorites

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



$3395 - $8995 /week
2 Quail- 5th row ocean & so much more rent as a 4, 5, 6 o...

Home: 7 Bedroom, 5.5 Bathroom, Sleeps 17
Location: Hilton Head Island, South Carolina, United States


$415 - $720 /night
$2800 - $4970 /week
48 Crabline Court: Singleton Beach, Near Ocean

Home: 5 Bedroom, 5.5 Bathroom, Sleeps 12
Location: Hilton Head Island, South Carolina, United States


$105 - $205 /night
$735 - $1435 /week
31 Springwood Villa

Villa: 2 Bedroom, 2 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.