Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 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

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

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

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

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

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

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

1108 Villamare - 1st floor renovated Oceanview Villamare ...

Hilton Head Island
1108 Villamare - 1st floor renovated Oceanview Villamare - Sleeps 6 A delightful renovated 1st floo...
Villa 2 / 2 / 6

*
Online booking available

$200 - $220
Per Night

$721 - $2312
Per Week

Ocean One 111 - 3 Bedroom Direct Ocean Front Condo

Hilton Head Island
Ocean One 111 is a 3 bedroom, 3 bath ground floor with no steps to navigate. The slider takes you s...
Condo 3 / 3 / 10

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

71 Springwood Villas

Hilton Head Island
Located just to the left of the entrance of Springwood Villas, 71 is a 2nd floor townhouse with newl...
Villa 2 / 2 / 6

*
Online booking available

$100 - $200
Per Night

$700 - $1400
Per Week

128 Dune Ln-Fully Renovated Beach Home, 2nd row ocean wit...

Hilton Head Island
128 Dune Ln-Fully Renovated Beach Home, 2nd row ocean with ocean glimpses. Completely renovated in ...
Home 3 / 3 / 8

*
Online booking available

$420 - $420
Per Night

$1771 - $5460
Per Week

Haul Away 18

Hilton Head Island
This spectacular, six bedroom home has been built with attention and offers lagoon views in Palmetto...
Home 6 / 6 / 15

*
Online booking available

$740 - $1590
Per Night

$3675 - $7945
Per Week

1206 Villamare Villas

Hilton Head Island
Completely Remodeled3 Bedrooms All with Ensuite Private BathsEach Bedroom has its own oceanside priv...
Condo 3 / 3 / 8

*
Online booking available

$495 - $880
Per Night

$3010 - $5705
Per Week

Evian 206

Hilton Head Island
Evian 206 is a two-bedroom, two-bath villa located in Shipyard Plantation. This villa is accessed by...
Villa 2 / 2 / 8

*
Online booking available

$135 - $295
Per Night

$665 - $1435
Per Week

Oceanwood 101

Hilton Head Island
This elevated, oceanfront home sits in a quaint North Forest Beach neighborhood and provides a commu...
Home 4 / 3 / 8

*
Online booking available

$370 - $985
Per Night

$1890 - $4935
Per Week

3 Braddock Cove Club-Beautiful View of Braddock Cove and ...

Hilton Head Island
3 Braddock Cove Club-Beautiful View of Braddock Cove and so much more..... Stunning views of Braddo...
Villa 4 / 3.5 / 10

*
Online booking available

$200 - $280
Per Night

$945 - $2765
Per Week

Ocean Dunes 206 - Exquisite Villa! Enjoy the Amazing Sunr...

Hilton Head Island
Ocean Dunes 206 - Exquisite Villa! Enjoy the Amazing Sunrises and Sunsets! With a spectacular view ...
Condo 1 / 1 / 4

*
Online booking available

$122 - $259
Per Night

$665 - $1295
Per Week

16 Piping Plover- Oceanfront and Beautiful.

Hilton Head Island
Amazing oceanfront home in Sea Pines with private *heated pool. Words hardly describe how lovely thi...
Home 5 / 4 / 12

*
Online booking available

$840 - $840
Per Night

$4195 - $12058
Per Week

Greens 146

Hilton Head Island
Greens 146 is a two-bedroom, two and a half bath condo located in Shipyard Plantation and overlooks ...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $295
Per Night

$665 - $1470
Per Week

Stoney Creek Villa 268

Hilton Head Island
Stoney Creek 268 is a one bedroom villa located just a short walk from Harbour Town in Sea Pines. T...
Villa 1 / 1 / 4

*
Online booking available

$115 - $370
Per Night

$560 - $1855
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