Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Springwood 97 - Forest Beach 1st Floor Flat

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is...
Apartment 3 / 3 / 8

*
Online booking available

$145 - $260
Per Night

$725 - $1300
Per Week

Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 268 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Beautifully decorated, this one bedro...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

Spinnaker Hilton Head 2 Bdr Condo with Golf / Tennis Package

Hilton Head Island
Weeks 39 and 40. Sat to Sat rental, spacious 2 floor condo, full kitchen, laundry, Jacuzzi tub, Wi-...
Condo 2 / 2.5 / 6

$1500 - $1500
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 3 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
Per Week

Beach Villa 9 -3 bedrooms Oceanside-Gated Community

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. B...
Condo 3 / 3 / 7

*
Online booking available

$199 - $419
Per Night

$995 - $2095
Per Week

Courtside 105 - Charming Updated Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 7

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Deluxe two bedroom oceanview condo

Hilton Head Island
Deluxe two bedroom oceanview condo Unit Description: This 850 sq. ft. two bedroom unit features a f...
Condo 2 / 2 / 6

*
Online booking available

$129 - $999
Per Night

$903 - $6993
Per Week

Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck

Hilton Head Island
With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in...
Condo 3 / 3 / 6

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

Beachwalk 109 - Shipyard Townhouse

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $225
Per Night

$725 - $1125
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$165 - $319
Per Night

$825 - $1595
Per Week

Seaside Villa 349 - 1 BR 1 BA Deluxe oceanside Seaside Villa

Hilton Head Island
Beautifully Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped ...
Condo 1 / 1 / 6

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

Breakers 110 - 1st Floor Updated Ocean Front

Hilton Head Island
This is a spectacular fully updated 1 bedroom Ocean Front Condo. The owners have decorated it beaut...
Condo 1 / 1 / 4

*
Online booking available

$139 - $235
Per Night

$695 - $1175
Per Week

Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This one bedroom villa has a full...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

Surf Court 74 -Updated 2015 Forest Beach Townhouse

Hilton Head Island
Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$175 - $290
Per Night

$875 - $1450
Per Week

Ocean One 322 - Oceanside 3rd Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$190 - $399
Per Night

$950 - $1995
Per Week

Ocean One 409 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 409 enjoy panoramic v...
Condo 2 / 2 / 7

*
Online booking available

$210 - $439
Per Night

$1050 - $2195
Per Week

Beachwood 1G - Ocean View Forest Beach Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$155 - $299
Per Night

$775 - $1495
Per Week

Courtside 117 - Forest Beach Townhouse Recently Updated

Hilton Head Island
"As soon as you drive up to 117 Courtside, you will be greeted with a warm Hilton Head Welcome! Afte...
Condo 2 / 2.5 / 6

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Seaside Villa 316 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
THIS IS A ONE OF A KIND villa is unlike some others offers an AIR CONDITIONER IN THE BEDROOM with...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Seaside Villa 283 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Surf Court 31 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$175 - $290
Per Night

$875 - $1450
Per Week

Hilton Head Beach Villa 27 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
This villa is very close to the ocean with a beautiful view and it opens out onto the courtyard and ...
Condo 3 / 3 / 8

*
Online booking available

$245 - $465
Per Night

$1150 - $2325
Per Week

New Beach Treasure, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island
This townhome is located just steps from the main pool (one of three on the resort) and a short walk...
Condo 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Courtside 65 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 5

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Hilton Head Island Getaway Information

Once you step onto Hilton Head Island you will immediately understand why it has been such a popular resort town for years. The many golf courses, restaurants, beaches, historical sights, and outdoor activities make a Hilton Head vacation home rental the perfect choice for your next family trip.

Located about an hour and a half south of Charleston, Hilton Head Island is one of the largest barrier islands along the Atlantic coast. The island is rich with history, having been home to ancient Native American inhabitants, explorers from Europe, grand plantations, civil war battles and more. Many sites exist today for visitors to learn about the fascinating history of the island. The island is particularly well known for its golf courses, most notably the Harbour Town Golf Links, which hosts the annual PGA Verizon Heritage Classic. The Harbour Town Lighthouse, which looms behind the 18th hole has come to represent the course and the island. Another symbol of the Harbour Town area is the age old Liberty Oak Tree. With the help of Hilton Head locals, this majestic tree has been carefully preserved and serves as a backdrop for many nights filled with entertainment and friends. Another popular part of the island is the South Beach area. South Beach is home to many specialty shops, restaurants, and a marina. The most famous of the restaurants is undoubtedly the Salty Dog Cafe. Most vacationers would find a trip to Hilton Head incomplete without a visit to this landmark. When it comes to outdoor activities, Hilton Head is in no short supply. The Sea Pines Forester Preserve is a stretching expanse of breathtaking plants and wildlife. You can explore the area on your own or take one of the many guided tours that are offered. The island is also home to freshwater forested wetlands, freshwater marshes, and saltwater marshes, all which enhance the natural beauty of the island. Many people visiting Hilton Head hope for a chance to see the Loggerhead Sea Turtles which make their nests on the ocean shore. The people of the island have gone to great lengths to protect these turtles and ask that all guests enjoy the creatures from a distance. All of the beaches on Hilton Head are open to the public, but a great deal of the beach access is private. To ensure that everyone can easily get to the beach, the town provides seven public beach access sites at various locations around the island. Some of the beaches have designated swimming areas and during the warmer months lifeguards are usually stationed at them and the other crowded beaches. When you feel like getting out onto the water there are many opportunities for sailing, parasailing, and day cruises. Other activities the whole family can partake in include making your way around the island and checking out the nine lighthouses or visiting the Coastal Discovery Museum, a children's museum featuring displays on marine life, outdoor butterfly gardens, and more.

More Getaway Locations and Properties