Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

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

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
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

$88 - $184
Per Night

$445 - $920
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 - $460
Per Night

$1000 - $2300
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$687 - $2207
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

$250 - $400
Per Night

$1100 - $2400
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 - $460
Per Night

$1000 - $2300
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

$270 - $475
Per Night

$1200 - $2500
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$132 - $284
Per Night

$745 - $1420
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 This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$478 - $1544
Per Week

3001 Turtle Lane- Spectacular Oceanfront Views with aweso...

Hilton Head Island
3001 Turtle Lane- Spectacular Oceanfront Views with awesome sunrises/sunsets 3001 Turtle Lane Club ...
Villa 4 / 4 / 11

*
Online booking available

$340 - $480
Per Night

$1695 - $4951
Per Week

238 Shorewood- 2nd Floor Landscape View steps to the beach.

Hilton Head Island
Wonderful 2-bedroom 2 bathroom condo that is a corner unit with beautiful landscaped courtyard views...
Villa 2 / 2 / 6

*
Online booking available

$140 - $200
Per Night

$695 - $1876
Per Week

503 Windsor Place-Oceanfront & Fully renovated and So Muc...

Hilton Head Island
503 Windsor Place-Oceanfront & Fully renovated and So Much More. This gorgeous 5th-floor villa with...
Villa 1 / 2 / 4

*
Online booking available

$180 - $200
Per Night

$895 - $2094
Per Week

2402 Seacrest - Oceanviews, Pool, Spa, Fitness and so muc...

Hilton Head Island
2402 Seacrest - Oceanviews, Pool, Spa, Fitness and so much more on-site. This attractive 3 bedroom,...
Villa 3 / 3 / 10

*
Online booking available

$260 - $360
Per Night

$1295 - $3632
Per Week

Courtside 27 - 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 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Ocean One 315 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 315 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$220 - $480
Per Night

$1100 - $2400
Per Week

403 Ocean Dunes Villas - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$83 - $170
Per Night

$445 - $905
Per Week

Harbour Town Club 1265

Hilton Head Island
Harbour Town Club 1265 is a four bedroom town home located in the heart of Harbour Town in Sea Pines...
Villa 4 / 4 / 10

*
Online booking available

$260 - $1510
Per Night

$1330 - $7560
Per Week

S. Sea Pines Dr. 97

Hilton Head Island
This beautifully appointed third row ocean home in Sea Pines is just steps away from the beach walk ...
Home 4 / 4 / 10

*
Online booking available

$575 - $1245
Per Night

$2870 - $6230
Per Week

Windsor Place 303

Hilton Head Island
Windsor Place 303 is an ocean view, four bedroom condo located in Palmetto Dunes. This condo is loca...
Condo 4 / 4 / 8

*
Online booking available

$540 - $1155
Per Night

$2695 - $5775
Per Week

Seaside Villa 113 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a queen size bed, ki...
Villa 1 / 1 / 4

*
Online booking available

$83 - $178
Per Night

$445 - $945
Per Week

Ocean One 106 - Beach-side 1st Floor Condo

Hilton Head Island
Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Gu...
Condo 3 / 3 / 10

*
Online booking available

$200 - $440
Per Night

$1000 - $2200
Per Week

Ocean One 504 -Must See!! Updated Beachside 5th Floor Condo

Hilton Head Island
This unit does not face the ocean, but is just steps to the beach. Guests staying in Ocean One 504 e...
Condo 2 / 2 / 8

*
Online booking available

$190 - $385
Per Night

$950 - $1925
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