Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Evian 185

Hilton Head Island
2 BD/2 BA second floor end unit villa overlooking lagoon & golf course. King + day bed, 2 Twin beds ...
Villa 2 / 2 / 6

*
Online booking available

$160 - $185
Per Night

$800 - $925
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

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
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

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

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

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

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

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 109

Hilton Head Island
1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront...
Villa 1 / 1 / 4

*
Online booking available

$150 - $170
Per Night

$750 - $850
Per Week

Seacrest 1105

Hilton Head Island
2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (Sofa bed linen...
Villa 2 / 2 / 8

*
Online booking available

$240 - $310
Per Night

$1200 - $1550
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

Beachwalk 175

Hilton Head Island
2BD/2.5BA Townhouse with Golf Course View. King, 2 Double beds plusSleep Sofa. Sleep Sofa Linens ava...
Villa 2 / 3 / 8

*
Online booking available

$155 - $155
Per Night

$775 - $775
Per Week

Mooring Buoy 121

Hilton Head Island
4BD/4.5BA Home with Private Pool & Poolside Spa (can be heated for a fee)King, King, 2 Queens, Queen...
Home 4 / 5 / 10

*
Online booking available

$550 - $600
Per Night

$2750 - $3000
Per Week

6 Turtle Lane - Pretty Lagoon View Townhouse -

Hilton Head Island
Located in the Oceanfront complex of Turtle Lane Club, his lovely 3 bedroom, 3 bath Lagoon Villa is ...
Villa 3 / 3 / 6

*
Online booking available

$156 - $156
Per Night

$1095 - $2795
Per Week

3501 Seacrest - Oceanfront 5th Floor Penthouse. Wow views!

Hilton Head Island
This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Isla...
Villa 3 / 3 / 6

*
Online booking available

$228 - $228
Per Night

$1595 - $4495
Per Week

508 Windsor Place-Oceanfront 5Th Floor Penthouse!

Hilton Head Island
Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 bath villa is located...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$220 - $285
Per Night

$1100 - $1425
Per Week

Ocean Club Villa 18 - 3 BR 3 BA Oceanside Townhome

Hilton Head Island
Internet oceanfront complex on South Forest Beach Drive offers three bedrooms, three bath oceanside...
Condo 3 / 3 / 8

*
Online booking available

$235 - $285
Per Night

$1100 - $1350
Per Week

Ocean Dunes Villa 209 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 209 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERN...
Condo 2 / 2 / 6

*
Online booking available

$195 - $225
Per Night

$900 - $1050
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$350 - $510
Per Night

$1750 - $2550
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

2519 Villamare - 5th Floor upgraded 2 BR villa - Sleeps 8.

Hilton Head Island
This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Oceanview, the complex is locate...
Villa 2 / 2 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

48 Dune Lane-2nd Row Ocean & Beautifully Renovated- 100 y...

Hilton Head Island
48 Dune Lane-2nd Row Ocean & Beautifully Renovated- 100 yards to the beach This 2nd row ocean home ...
Home 5 / 4 / 14

*
Online booking available

$328 - $328
Per Night

$2295 - $5895
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