Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Fairway Lane 71

Hilton Head Island
2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) ...
Villa 2 / 2 / 6

*
Online booking available

$155 - $180
Per Night

$775 - $900
Per Week

Sandpiper 21

Hilton Head Island
6 BD/6.5 BA fifth row ocean home. Private Pool* & Hot Tub* (*can be heated for a fee) 2 Kings, 1 Q...
Home 6 / 7 / 12

*
Online booking available

$500 - $550
Per Night

$2500 - $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 / 4 / 8

*
Online booking available

$200 - $310
Per Night

$995 - $1550
Per Week

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Beach Villa 9 - Oceanside Townhouse-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 - $310
Per Night

$995 - $1550
Per Week

Singleton Beach 5

Hilton Head Island
6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa (Sofa li...
Home 6 / 7 / 16

*
Online booking available

$1000 - $1100
Per Night

$5000 - $5500
Per Week

Huntington 7632

Hilton Head Island
3 Bd/ 3.5 Ba townhouse with lagoon view. King, Queen & 2 Twin beds. Walk easily to the Beach. Pool &...
Villa 3 / 4 / 6

*
Online booking available

$270 - $325
Per Night

$1350 - $1625
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

$115 - $130
Per Night

$500 - $650
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

Ocean One 103

Hilton Head Island
3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens ...
Villa 3 / 3 / 10

*
Online booking available

$265 - $345
Per Night

$1325 - $1725
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront 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

$120 - $135
Per Night

$550 - $700
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

$85 - $114
Per Night

$595 - $1395
Per Week

62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min wa...

Hilton Head Island
62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 b...
Home 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1395 - $2500
Per Week

119 Beachwalk - Fully Renovated 3 BR Townhouse - Sleeps 8

Hilton Head Island
The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the po...
Villa 3 / 3 / 8

*
Online booking available

$99 - $142
Per Night

$695 - $1895
Per Week

4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Flo...

Hilton Head Island
4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Floor Oceanview Villa. Remodeled in 2011, thi...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - ...

Hilton Head Island
Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunni...
Villa 4 / 4 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
Per Week

Beautiful 1 bedroom Deluxe Oceanview Seaside Villa 313

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 4

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

# 13 Ocean Club - Fully Renovated 2 story townhouse

Hilton Head Island
You can't beat the location in South Forest Beach of this completely renovated 2 bedroom, 2 bath tow...
Villa 2 / 2 / 6

*
Online booking available

$150 - $150
Per Night

$995 - $1695
Per Week

73-74 Moorings-Pretty 2 BR villa just a quick 2 mins. wal...

Hilton Head Island
73-74 Moorings-Pretty 2 BR villa just a quick 2 mins. walk to the beach This 1st floor 2 bedroom, 3...
Villa 2 / 3 / 8

*
Online booking available

$85 - $114
Per Night

$595 - $1495
Per Week

17 Beachside - 4 BR Home in South Beach, Pool On site. Te...

Hilton Head Island
17 Beachside - 4 BR Home in South Beach, Pool On site. Tennis nearby Warm and cozy is a great way t...
Home 4 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
Per Week

3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk ...

Hilton Head Island
3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk to the beach. This charming 3 bedroom, 3 b...
Home 3 / 3 / 6

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
Per Week

2403 Seacrest - Pretty Ocean Views- Available August/Sept...

Hilton Head Island
2403 Seacrest - Pretty Ocean Views- Available August/Sept Dates - Book Now 2403 SEACREST - Incredi...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1795
Per Week

Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc Beautifully Decorated!!! This vi...
Condo 2 / 2 / 6

*
Online booking available

$195 - $225
Per Night

$900 - $1050
Per Week

Ocean Dunes Villa 307 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 307 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc " Newly renovated inside and out"...
Condo 1 / 1 / 6

*
Online booking available

$140 - $160
Per Night

$650 - $850
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