Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$107 - $268
Per Night

$620 - $1370
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

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

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

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

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

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

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 - $1895
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental villa in the Evian Resort area of Shipyard Plantation ...
Villa 2 / 2 / 5

$800 - $1250
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

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

$200 - $440
Per Night

$1000 - $2200
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 - $508
Per Night

$1170 - $2570
Per Week

2415 Seacrest-Wow Views! You can't beach these oceanviews.

Hilton Head Island
This beautiful 4th Floor 3 Bedroom, 3 Bath OCEANVIEW villa offers you a terrific view of the Atlanti...
Villa 3 / 3 / 9

*
Online booking available

$1395 - $3595
Per Week

6 Cassina-3rd Row Ocean, steps to the beach.

Hilton Head Island
Dramatic, Funky & Fun is the best way to describe this 4 bedroom, 4.5 bath house with private *HEAT...
Home 4 / 4.5 / 10

*
Online booking available

$1595 - $4295
Per Week

14 Genoa Court - Fabulous 4 bedroom house in Harbour Town!

Hilton Head Island
This fabulous 4 bedroom, 3.5 bath home with private pool sits right in the heart of world famous Har...
Home 4 / 3.5 / 8

*
Online booking available

$1495 - $3895
Per Week

124 Windward Village - 2 Bedroom Villa -Shipyard Plantation

Hilton Head Island
124 Windward Village is located in the beautiful gated community of Shipyard. This 2 bedroom 2 1/2 ...
Condo 2 / 2.5 / 4

*
Online booking available

$140 - $225
Per Night

$700 - $1125
Per Week

Beautiful Beachside Villa Overlooking Pool, Sound & Ocean...

Hilton Head Island
Beautiful Beachside Villa Overlooking Pool, Sound & Ocean. Walk to Salty Dog! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$220 - $400
Per Night

$1100 - $2750
Per Week

Lovely Ocean View 2 Bd/2Ba Villa with Pool & Poolside Spa!

Hilton Head Island
**Barrington Court 210** This lovely 2 Bedroom Villa is located on the second floor and offers be...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2500
Per Week

Great Vacation Home on Canal in Palmetto Dunes with Golf ...

Hilton Head Island
Great Vacation Home on Canal in Palmetto Dunes with Golf Views & Private Pool **Promontory Court 15...
Home 4 / 4 / 8

*
Online booking available

$550 - $700
Per Night

$2750 - $4750
Per Week

Direct Oceanfront Views, 339 Breakers. Sleeps 4-6

Hilton Head Island
The Atlantic Ocean at your Doorstep! This 3rd floor unit has some of the best views in all of the b...
Villa 1 / 1 / 6

*
Online booking available

$129 - $163
Per Night

$775 - $1250
Per Week

Sea Lane 19

Hilton Head Island
This beautiful single level, five bedroom home, is only a short walk from the beach. Decorated in wi...
Home 5 / 4 / 12

*
Online booking available

$535 - $1140
Per Night

$2730 - $5705
Per Week

Woodbine Place 28

Hilton Head Island
Golf Course Renovation through late spring 2016 – Call Office for Details. This spacious single lev...
Home 4 / 3 / 12

*
Online booking available

$460 - $970
Per Night

$2310 - $4865
Per Week

20 Knotts Way

Hilton Head Island
Welcome to 20 Knotts Way, a beautiful 3 story newer home on a private gated street in North Forest B...
Home 6 / 6.5 / 16

*
Online booking available

$570 - $1440
Per Night

$3990 - $10080
Per Week

40 Hilton Head Cabana

Hilton Head Island
Welcome to 40 Hilton Head Cabana, a nice condo complex located in South Forest Beach. This wonderful...
Home 2 / 1 / 6

*
Online booking available

$125 - $200
Per Night

$875 - $1400
Per Week

Surf Court 57 - 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 / 6

*
Online booking available

$105 - $185
Per Night

$525 - $925
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