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Hilton Head Island Vacation Rentals

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


$330 - $610 /night
$2310 - $4235 /week
412 Shorewood Villas

Condo: 3 Bedroom, 3 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States


$550 - $840 /night
$2750 - $4500 /week
Great Vacation Home on Canal in Palmetto Dunes with Golf ...

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


$130 - $160 /night
$650 - $900 /week
1 BR Villa in Sea Pines Walking Distance to the Beach & P...

  2 reviews   Add to Favorites

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


$350 - $600 /night
$1750 - $3500 /week
Charming 3 bedroom home in Sea Pines with Private Pool

  1 reviews   Add to Favorites

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



$495 - $1095 /week
712 Barrington Park - 1 Bedroom Lagoon view villa - Sleeps 4

  7 reviews   Add to Favorites

Villa: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Hilton Head Island, South Carolina, United States



$1395 - $3795 /week
A hop, skip and a jump to the beach and across the street...

  7 reviews   Add to Favorites

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States



$1795 - $4695 /week
5 Troon- 5 minutes walk to beach, Book Now for May & Summ...

  1 reviews   Add to Favorites

Home: 5 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States



$995 - $2595 /week
335 Shorewood-Oceanfront & 3 BRs: April/May Weeks Available

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


$125 - $215 /night
$625 - $1075 /week
Courtside 40 - Ground Level Updated Condo

  11 reviews   Add to Favorites

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


$120 - $205 /night
$600 - $1025 /week
Courtside 58 - Forest Beach 1st Floor Flat

  7 reviews   Add to Favorites

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


$120 - $205 /night
$600 - $1025 /week
Surf Court 64 - Stunning Beach Condo - Short Walk to the ...

  16 reviews   Add to Favorites

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



$2195 - $5695 /week
Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - ...

Villa: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States


Contact Owner
Directly For Rates
2 Bed/2 Bath Townhome

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


$99 - $142 /night
$595 - $1195 /week
Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bi...

  20 reviews   Add to Favorites

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


$99 - $750 /night
$595 - $3000 /week
Sea Pines Villa, Fully Renovated. Golf Views, Bike to Har...

  3 reviews   Add to Favorites

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


$145 - $255 /night
$1015 - $1785 /week
Ocean Gate

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


$185 - $295 /night
$1295 - $2065 /week
555 Ocean Course Villas

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



$1395 - $3795 /week
# 5 Beachside Homes-50 yards to the beach. Quick Walk to ...

  9 reviews   Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Hilton Head Island, South Carolina, United States


$155 - $265 /night
$775 - $1325 /week
Springwood 97 - Forest Beach 1st Floor Flat

  10 reviews   Add to Favorites

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


$125 - $220 /night
$625 - $1100 /week
Surf Court 16 - Forest Beach 1st Floor Flat

  13 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 338 - Ocean View - 2 BR 3rd Floor Spacious Condo

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


$185 - $295 /night
$1295 - $2065 /week
3410 Carolina Place

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


$750 - $1700 /night
$3750 - $9350 /week
Oceanfront 5 Bedroom Home with Pool, Spa & Ping Pong Table

  1 reviews   Add to Favorites

Home: 5 Bedroom, 5.5 Bathroom, Sleeps 14
Location: Hilton Head Island, South Carolina, United States


$195 - $430 /night
$975 - $2150 /week
Ocean One 323 - Oceanfront 3rd Floor Condo

  15 reviews   Add to Favorites

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


$170 - $330 /night
$850 - $1650 /week
Shorewood 332 - Oceanview 3rd Floor Condo

  37 reviews   Add to Favorites

Condo: 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.