Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Shorewood 310

Hilton Head Island
2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa line...
Villa 2 / 2 / 7

*
Online booking available

$240 - $460
Per Night

$1200 - $2300
Per Week

Bluff 1796

Hilton Head Island
2 BD/2 BA 1st floor villa with Private patio. King & 2 Twin beds. Sleep Sofa Linens available fo...
Villa 2 / 2 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
Per Week

Battery 21

Hilton Head Island
4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa line...
Home 4 / 4 / 10

*
Online booking available

$375 - $1200
Per Night

$1875 - $6000
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 - $190
Per Night

$500 - $950
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

Gadwall 3

Hilton Head Island
4 BD/ 4 BA 2nd Row Ocean. King, King, Queen & Trundle, Queen & Trundle. Private Pool (can b...
Home 4 / 4 / 12

*
Online booking available

$500 - $1200
Per Night

$2500 - $6000
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 - $171
Per Night

$595 - $1395
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

Dune Lane 29B

Hilton Head Island
5BD/4BA ocean front home w/ Private Pool (can be heated for add'l fee) Queen, Queen, Double, 2 Twins...
Home 5 / 4 / 12

*
Online booking available

$600 - $1200
Per Night

$3000 - $6000
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 - $195
Per Night

$550 - $975
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

72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March t...

Hilton Head Island
72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March thru May This pretty 2nd row ocean Low Coun...
Home 5 / 5 / 12

*
Online booking available

$285 - $285
Per Night

$1995 - $5195
Per Week

1874 Beachside Tennis: Breathtaking waterfront views from...

Hilton Head Island
1874 Beachside Tennis: Breathtaking waterfront views from every room. Situated on one of the most b...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off ...

Hilton Head Island
2407 Seacrest -4th Floor,Beautiful Ocean Views - 20% off Aug weeks This 1 bedroom, 1.5 bath OCEANVI...
Villa 1 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Windsor Place 107

Hilton Head Island
2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $...
Villa 2 / 2 / 6

*
Online booking available

$210 - $410
Per Night

$1050 - $2050
Per Week

Seaside Villa 309 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
WIRELESS INTERNET!!!! This villa offers a separate bedroom with a queen size bed, fully equipped ki...
Condo 1 / 1 / 6

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

189 Twin Oaks - Completely Renovated 2 Bedroom Townhouse

Hilton Head Island
This 2 bedroom, 2.5 bath Twin Oaks Villas has an outstanding view of the 10th Fairway of the Harbour...
Villa 2 / 3 / 6

*
Online booking available

$85 - $128
Per Night

$595 - $5000
Per Week

Ocean One 503 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $310
Per Night

$950 - $1550
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen si...
Condo 1 / 1 / 4

*
Online booking available

$140 - $225
Per Night

$650 - $1125
Per Week

Seaside Villa 112 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed and 22 inch flat screen tv, fully equipp...
Condo 1 / 1 / 6

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

1504 Seacrest - 5th Floor Oceanfront & Renovated. Stunnin...

Hilton Head Island
1504 Seacrest - 5th Floor Oceanfront & Renovated. Stunning Views. SOAK UP THE INCREDIBLE SEASCAPE F...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Ocean Club Villa 26 - 2 BR 2 BA Oceanside Townhome Hilton...

Hilton Head Island
Ocean Club Villa 26 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc This oceanfront complex on South...
Condo 2 / 2 / 6

*
Online booking available

$170 - $280
Per Night

$850 - $1400
Per Week

6 Wanderer Lane - 2nd Row Ocean - New to Vrbo - Available...

Hilton Head Island
6 Wanderer Lane - 2nd Row Ocean - New to Vrbo - Available August/Sept Weeks Beautiful and newly upd...
Home 5 / 3 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
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