Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Genoa Court 3

Hilton Head Island
5 BD/ 5 BA home with Private Pool* & Spa* (*can be heated for a fee) King,King, King, Queen & 3 Twin...
Home 5 / 5 / 11

*
Online booking available

$500 - $550
Per Night

$2500 - $2750
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

The Cottages 38

Hilton Head Island
3 BD/ 3 BA Townhouse overlooking Lagoon. King, Queen & 2 Twin beds.Pool on site. Bike or drive to th...
Villa 3 / 3 / 6

*
Online booking available

$175 - $215
Per Night

$875 - $1075
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

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

Breakers 114

Hilton Head Island
1 Bd/1 Ba 1st floor Ocean Front Villa. Queen bed & Sleep Sofa. Sleep Sofa linens available for $25. ...
Villa 1 / 1 / 4

*
Online booking available

$150 - $170
Per Night

$750 - $850
Per Week

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

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

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

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

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

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

Shorewood 433

Hilton Head Island
2 Bd/ 2 Ba 4th floor villa with Pool & Oceanfront views. King, 2 Twins & Sofa bed (sofa linens rent...
Villa 2 / 2 / 6

*
Online booking available

$200 - $250
Per Night

$1000 - $1250
Per Week

204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yar...

Hilton Head Island
204 Northshore Place- Beautiful 2nd Floor Villa - 100 Yards to the beach. WHAT A GREAT NEW BEACH-OR...
Villa 2 / 2 / 4

*
Online booking available

$85 - $128
Per Night

$595 - $1595
Per Week

Deluxe one bedroom resortview condo

Hilton Head Island
Deluxe one bedroom resortview condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 6

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

2 Bedroom 3 Bathroom Oceanview Townhome at Beach Villas

Hilton Head Island
The Hilton Head Beach Villas are located oceanfront in a complex with only 29 other units. Each unit...
Condo 2 / 3 / 6

*
Online booking available

$220 - $275
Per Night

$1025 - $1300
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

27 Pelican-New custom built 3rd row ocean-Available 9/13-20

Hilton Head Island
27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean cust...
Home 6 / 6 / 20

*
Online booking available

$442 - $442
Per Night

$3295 - $8395
Per Week

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

$360 - $380
Per Night

$1800 - $1900
Per Week

2415 Seacrest - 4th Floor,Ocean View. Available 8/23 & Se...

Hilton Head Island
2415 Seacrest - 4th Floor,Ocean View. Available 8/23 & Sept weeks This beautiful 4th Floor 3 Bedroo...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

77 Plantation Drive-Beautiful 4 BR Home and a Quick walk ...

Hilton Head Island
77 Plantation Drive-Beautiful 4 BR Home and a Quick walk to Harbourtown Beautifully decorated 4 bed...
Home 4 / 5 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $14000
Per Week

Egret Lane 18 - North Forest Beach Home

Hilton Head Island
A fifth-row vacation property is ideal for a large family looking for a quiet neighborhood, a privat...
Home 4 / 3 / 10

*
Online booking available

$310 - $550
Per Night

$1550 - $2750
Per Week

Ocean Club 43 - Oceanfront 1st Floor Flat

Hilton Head Island
The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a privat...
Condo 2 / 2 / 6

*
Online booking available

$180 - $295
Per Night

$895 - $1475
Per Week

Shorewood 136

Hilton Head Island
2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee...
Villa 2 / 2 / 7

*
Online booking available

$220 - $260
Per Night

$1100 - $1300
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