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

$150 - $265
Per Night

$750 - $1325
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

$93 - $93
Per Night

$470 - $470
Per Week

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$232 - $232
Per Night

$1170 - $1170
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

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 - $430
Per Night

$995 - $2150
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 - $430
Per Night

$995 - $2150
Per Week

2 Bdr Condo Located in the Heart of Hhi with Free Tennis!

Hilton Head Island
Relax in a beautiful, renovated two bedroom villa with all the comforts of home. A well-equipped kit...
Condo 2 / 2 / 6

*
Online booking available

$120 - $215
Per Night

$600 - $1075
Per Week

Ocean One 503 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $430
Per Night

$950 - $2150
Per Week

Breakers 322 - 3rd Floor 1 BR Condo in North Forest Beach

Hilton Head Island
Breakers 322 is a 3rd floor, non elevator building. Breakers 322 is a 1 bedroom condo with a balcon...
Condo 1 / 1 / 4

*
Online booking available

$139 - $245
Per Night

$695 - $1225
Per Week

Seaside Villa 138 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Recently renovated... This villa offers a separate bedroom with a queen size bed, fully equipped kit...
Condo 1 / 1 / 6

*
Online booking available

$78 - $78
Per Night

$320 - $320
Per Week

Newly renovated 1Bedroom, 1 bath oceanside Seaside villa

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a queen size bed, ful...
Condo 1 / 1 / 6

*
Online booking available

$83 - $83
Per Night

$395 - $395
Per Week

Surf Court 59 - 2 bedroom Townhouse

Hilton Head Island
Two bedroom, two and a half bath townhouse, with nicely equipped kitchen and semi-private courtyard ...
Condo 2 / 2.5 / 6

*
Online booking available

$115 - $205
Per Night

$575 - $1025
Per Week

Courtside 107 - 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 - $215
Per Night

$600 - $1075
Per Week

Ocean Club 40 - Rooftop Deck!! Ocean Front

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 / 7

*
Online booking available

$239 - $540
Per Night

$1195 - $2700
Per Week

Deluxe 2 bedroom, 2 bath Ocean View Ocean Dunes 101

Hilton Head Island
Renovated in 2009 and beautifully decorated, this villa has two bedrooms, two bathrooms, a full size...
Condo 2 / 2 / 6

*
Online booking available

$132 - $132
Per Night

$785 - $785
Per Week

2 Bedroom 2 Bathroom Resort View Flat at Shorewood Villas

Hilton Head Island
Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort...
Condo 2 / 2 / 6

*
Online booking available

$167 - $167
Per Night

$835 - $835
Per Week

New Owner, Updated for 2016! Pet Friendly, Free Bikes, Te...

Hilton Head Island
New Owner, Updated for 2016! Pet Friendly, Free Bikes, Tennis & Pool Under new ownership! New furni...
Condo 3 / 3 / 8

*
Online booking available

$114 - $156
Per Night

$695 - $1495
Per Week

Ocean One 209 - Oceanfront Totally Renovated -New Photos ...

Hilton Head Island
Ocean One 209 - Oceanfront Totally Renovated -New Photos Coming Soon! This condo has been sold and ...
Condo 2 / 2 / 6

*
Online booking available

$210 - $450
Per Night

$1050 - $2250
Per Week

Surf Court 81 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 4

*
Online booking available

$115 - $205
Per Night

$575 - $1025
Per Week

Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilto...

Hilton Head Island
Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Newly renovated and beautifully dec...
Condo 2 / 2 / 6

*
Online booking available

$162 - $162
Per Night

$885 - $885
Per Week

321 Ocean Dunes Villas - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$157 - $157
Per Night

$785 - $785
Per Week

Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes...
Condo 2 / 2 / 6

*
Online booking available

$162 - $162
Per Night

$885 - $885
Per Week

Seaside Villa 250 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

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

*
Online booking available

$78 - $78
Per Night

$320 - $320
Per Week

Ocean Dunes Villas 313 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 4

*
Online booking available

$113 - $113
Per Night

$570 - $570
Per Week

2 Bedroom Resort View Villa

Hilton Head Island
2 Bedroom Resort View Villa Unit Description: This resort view villa is located in the premier comm...
Condo 2 / 2 / 4

*
Online booking available

$149 - $650
Per Night

$1043 - $4550
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