Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

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

$200 - $440
Per Night

$1000 - $2200
Per Week

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$240 - $380
Per Night

$1200 - $2750
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

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$220 - $400
Per Night

$1100 - $2750
Per Week

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to ...

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$595 - $1395
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$895 - $1995
Per Week

3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely...

Hilton Head Island
3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely decorated This nicely decorate villa has ...
Condo 3 / 2 / 8

*
Online booking available

$124 - $184
Per Night

$620 - $1370
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

$200 - $440
Per Night

$1000 - $2200
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

$99 - $139
Per Night

$445 - $920
Per Week

Greenwood Forest - Seapines Plantation - 2 BR 2 BA Wooded...

Hilton Head Island
Greenwood Forest - Seapines Plantation - 2 BR 2 BA Wooded View Welcome to 10 Wildwood Road?This cha...
Home 2 / 2 / 6

*
Online booking available

$181 - $257
Per Night

$1085 - $1485
Per Week

3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head ...

Hilton Head Island
3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head Island More pictures coming soon... This c...
Condo 3 / 2 / 8

*
Online booking available

$124 - $184
Per Night

$620 - $1370
Per Week

Ocean One 422 - Beachside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$200 - $420
Per Night

$1000 - $2100
Per Week

Ocean Dunes Villas 212 - 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

$199 - $259
Per Night

$995 - $1295
Per Week

Beachwalk 181

Hilton Head Island
Beachwalk 181 is a resort view, three-bedroom townhouse that has been recently remodeled. An open c...
Villa 3 / 3 / 8

*
Online booking available

$205 - $440
Per Night

$1085 - $2205
Per Week

Plantation Club 537

Hilton Head Island
Drift away to Plantation Club 537 and experience all that Hilton Head Island has to offer. This newl...
Villa 3 / 3 / 8

*
Online booking available

$305 - $625
Per Night

$1540 - $3150
Per Week

St. Andrews Common 1856, 1 Bedroom, Pet Friendly, Pool, S...

Hilton Head Island
1856 St. Andrews in Palmetto Dunes. This delightful, beautifully renovated, and spacious 1 bedroom, ...
Condo 1 / 1.5 / 4

*
Online booking available

$93 - $173
Per Night

$595 - $1213
Per Week

1865 Beachside Tennis-Easy Access to Beach & Pool. Calibo...

Hilton Head Island
1865 Beachside Tennis-Easy Access to Beach & Pool. Calibogue Sound View This beautiful 2 bedroom, 2...
Villa 2 / 2 / 6

*
Online booking available

$1395 - $2600
Per Week

905 Cutter Court

Hilton Head Island
This beautifully decorated 1 bedroom, 1 bath Cutter Court villa was recently renovated . This vill...
Villa 1 / 1 / 4

*
Online booking available

$695 - $695
Per Week

1BR 1 BA Oceanfront Seaside Villa newly renovated S Fores...

Hilton Head Island
1BR 1 BA Oceanfront Seaside Villa newly renovated S Forest Beach **Weekly rentals only Saturday to ...
Condo 1 / 1 / 4

*
Online booking available

$109 - $159
Per Night

$520 - $1070
Per Week

1752 Bluff Villa-Fully Renovated & Beach Chic

Hilton Head Island
This beautiful 2 bedroom, 2 bath first floor corner unit has just been totally renovated and decorat...
Villa 2 / 2 / 6

*
Online booking available

$795 - $1495
Per Week

Fabulous Ocean Views from this 2 Bedroom Villa in Shorewood

Hilton Head Island
**Shorewood 433** Situated on the 4th floor this charming villa looks directly out to the Oceanfr...
Villa 2 / 2 / 6

*
Online booking available

$200 - $300
Per Night

$1000 - $2000
Per Week

Breakers 105

Hilton Head Island
The Breakers is an oceanfront complex that offers both a complex pool and children’s pool. These con...
Villa 1 / 1 / 4

*
Online booking available

$145 - $290
Per Night

$805 - $1470
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