Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 - $290
Per Night

$620 - $1320
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

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

$139 - $179
Per Night

$495 - $1095
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 - $525
Per Night

$1200 - $2300
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 - $515
Per Night

$1170 - $2470
Per Week

Anchorage 7486, 2 BRs, Lagoon View, Pool, Hot Tub, Sleeps 6

Hilton Head Island
7486 Anchorage, Shelter Cove. This 2 bedroom, 2 bath villa offers a unique split level floor plan f...
Villa 2 / 2 / 6

*
Online booking available

$119 - $179
Per Night

$595 - $1095
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 - $500
Per Night

$1100 - $2400
Per Week

Beach & Tennis Ar105, 1 BR, Ocean View, 2 Pools, Sleeps 6

Hilton Head Island
105 Admirals Row, Hilton Head Beach and Tennis, Folly Field Beach. The Island's Most Popular Famil...
Villa 1 / 1 / 6

*
Online booking available

$136 - $190
Per Night

$695 - $1250
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

"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

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

$205 - $430
Per Night

$1025 - $2150
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

$119 - $159
Per Night

$495 - $995
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

$205 - $430
Per Night

$1025 - $2150
Per Week

2112 Windsor Place II- 1st Floor, Overlooking Pool & Ocean

Hilton Head Island
This 1st floor 2 bedroom, 2 bath villa looks over the pool to the ocean in the wonderful Windsor Pla...
Villa 2 / 2 / 7

*
Online booking available

$895 - $2295
Per Week

2415 Seacrest-Wow Views! August Weeks Available

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

2419 Villamare - Beautiful 4th floor Villa - Book Now for...

Hilton Head Island
2419 Villamare - Beautiful 4th floor Villa - Book Now for 2016 All dressed up and ready for you! Th...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1995
Per Week

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Hilton Head Island
Courtside 97 is a favorite among repeat guests with it's close proximity to the pool and short walk ...
Condo 2 / 2 / 6

*
Online booking available

$125 - $215
Per Night

$625 - $1075
Per Week

Seaside Villa 152 - 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

$78 - $113
Per Night

$345 - $620
Per Week

107 Oceanwood-Pretty 3 Bedroom Home-Oceanfront Pool

Hilton Head Island
Tucked away in a charming oceanfront community in the North Forest Beach area this lovely 3 bedroom ...
Home 3 / 2 / 8

*
Online booking available

$995 - $2795
Per Week

452 Captains Walk-5 Bedroom Oceanfront Penthouse

Hilton Head Island
What a spectacular ocean view from this 5 bedroom/3 bath corner villa!! This coastal contemporary v...
Villa 5 / 3 / 12

*
Online booking available

$1195 - $3895
Per Week

Shorewood 437 - Fully Remodeled 2015 Ocean & Pool View

Hilton Head Island
Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, whe...
Condo 2 / 2 / 6

*
Online booking available

$195 - $390
Per Night

$975 - $1950
Per Week

6 Portside-Fully Renovated/Fantastic views of Braddock Co...

Hilton Head Island
6 Portside-Fully Renovated/Fantastic views of Braddock Cove & Marina 6 Portside is one of only six ...
Home 4 / 3 / 8

*
Online booking available

$1995 - $3895
Per Week

932 Cutter Court -Steps to Harbourtown & Trolley Ride to ...

Hilton Head Island
932 Cutter Court -Steps to Harbourtown & Trolley Ride to the Beach. LOCATION, LOCATION, LOCATION! T...
Villa 3 / 3.5 / 6

*
Online booking available

$695 - $5000
Per Week

1804 Bluff Villa - Fully Renovated and so much more! Step...

Hilton Head Island
1804 Bluff Villa - Fully Renovated and so much more! Steps to Beach & Marina This totally renovated...
Villa 2 / 2 / 5

*
Online booking available

$795 - $1495
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