Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$88 - $184
Per Night

$445 - $920
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 - $2750
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

$220 - $460
Per Night

$1100 - $2300
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 - $2750
Per Week

Crown Reef 2 bed 2 bath villa minutes from the beach.

Hilton Head Island
Our relaxing 2 bedroom, 2 bath Crown Reef villa is a first floor end unit in family-centered Port Ro...
Villa 2 / 2 / 8

$111 - $154
Per Night

$780 - $1080
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

$220 - $460
Per Night

$1100 - $2300
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

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

$938 - $2254
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

$623 - $1578
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

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

2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot ...

Hilton Head Island
2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot Tub & Pool 2nd row from the ocean this lov...
Home 4 / 3.5 / 12

*
Online booking available

$1988 - $5538
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 7

*
Online booking available

$240 - $480
Per Night

$1200 - $2400
Per Week

Ocean Gate

Hilton Head Island
This self standing two bedroom, two and a half bath home is a great choice for your family vacation....
Cottage 2 / 2.5 / 6

*
Online booking available

$140 - $250
Per Night

$910 - $1750
Per Week

Wonderful Villa in South Beach of Sea Pines. Walk to the ...

Hilton Head Island
Wonderful Villa in South Beach of Sea Pines. Walk to the Salty Dog and Beach! **Bluff Villa 1796** ...
Villa 2 / 2 / 6

*
Online booking available

$190 - $300
Per Night

$825 - $1550
Per Week

Dune Lane 99

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) Dune Lane 99 is a direct oceanfron...
Home 4 / 2 / 12

*
Online booking available

$615 - $1425
Per Night

$3080 - $7140
Per Week

Harbourside 7123

Hilton Head Island
Harbourside 7123 is a one-bedroom condo located in Shelter Cove that offers a view of the harbour. T...
Villa 1 / 1 / 4

*
Online booking available

$115 - $270
Per Night

$595 - $1365
Per Week

Beachside Tennis 1893

Hilton Head Island
Beachside Tennis 1893 is a two-bedroom, two-bath condo offers views of both the ocean and Calibogue ...
Villa 2 / 2 / 8

*
Online booking available

$280 - $585
Per Night

$1400 - $2940
Per Week

Canvas Back 12

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This recently renovated home is on...
Home 5 / 4 / 14

*
Online booking available

$470 - $1210
Per Night

$2380 - $6055
Per Week

Plantation Club 425

Hilton Head Island
Plantation Club 425 is a recently updated two bedroom villa, finished with stylish furniture and tas...
Villa 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$770 - $1960
Per Week

Wren Drive 18

Hilton Head Island
This three-story modern home overlooks the marsh showcasing the beautiful low country views. A highl...
Home 5 / 3 / 13

*
Online booking available

$460 - $1175
Per Night

$2310 - $5880
Per Week

Village House 101, 2 Bedrooms, Pet Friendly, Pool, Sleeps 8

Hilton Head Island
101 Village House in Port Royal Plantation. This beautiful 2BR/2BA pet-friendly villa, located just ...
Condo 2 / 2 / 8

*
Online booking available

$125 - $236
Per Night

$875 - $1654
Per Week

Harbourside One 7129, 3 Bedroom, Marina View, Sleeps 6

Hilton Head Island
7129 Harbourside One in Shelter Cove Harbor is a 3 bedroom, 3 bath penthouse that has it all! With i...
Condo 3 / 3 / 6

*
Online booking available

$158 - $341
Per Night

$960 - $960
Per Week

Remodeled 2Br w/ Sea Views, Sun Room ? Walk to Beach, Poo...

Hilton Head Island
Remodeled 2Br w/ Sea Views, Sun Room ? Walk to Beach, Pool, Tennis Tucked away in a gated community...
Condo 2 / 2 / 4

*
Online booking available

$94 - $169
Per Night

$667 - $1185
Per Week

2 Turtle Lane, 3 Bedrooms, Canal View, Pool Access, Beach...

Hilton Head Island
This 3-bedroom condo has beautiful lagoon views from its private deck, and features a spacious layou...
Condo 3 / 3 / 6

*
Online booking available

$242 - $516
Per Night

$1692 - $3614
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