Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Spotted Sandpiper 12

Hilton Head Island
4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. FREE WIFI. Multiple TV & D...
Home 4 / 3 / 9

*
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

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Surf Scoter 12

Hilton Head Island
4 BD/4 BA, 4th row ocean, two story home. Screened porch. King, Queen, Queen, Queen & Twin beds. ...
Home 4 / 4 / 11

*
Online booking available

$420 - $480
Per Night

$2100 - $2400
Per Week

Dune Lane 116

Hilton Head Island
4BD/3.5Ba 2nd row oceanview home with Private Pool (can be heatedfor add'l fee) 2 Kings, Queen, 2 Tw...
Home 4 / 4 / 10

*
Online booking available

$550 - $600
Per Night

$2750 - $3000
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 - $142
Per Night

$595 - $1595
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

Evian 113

Hilton Head Island
3 BD/3 BA Freestanding Townhouse with Golf Course Views. King, Queen & 2 Twin beds. Pool on Site. Fr...
Villa 3 / 3 / 6

*
Online booking available

$190 - $235
Per Night

$950 - $1175
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

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

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

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

115 Mooring Buoy-4th Row Ocean & Beautiful. Avail for Mon...

Hilton Head Island
115 Mooring Buoy-4th Row Ocean & Beautiful. Avail for Monthly Dec, Jan & Feb This 4 bedroom, 4 bath...
Home 4 / 4 / 12

*
Online booking available

$256 - $471
Per Night

$1795 - $4695
Per Week

15-16 Moorings - Beautiful 2 Bedroom Palmetto Dunes Villa!

Hilton Head Island
Lovely 2 bedroom, 3 bath, elevated Palmetto Dunes villa! Recently redecorated, including furnishings...
Villa 2 / 3 / 6

*
Online booking available

$85 - $185
Per Night

$595 - $1495
Per Week

Ocean Club 29 - Oceanside 1st Floor Flat

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$750 - $1095
Per Week

Ocean Club 10 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side at Ocean Club Villas. You will enjoy a lanscaped courtyard and pool view, while bei...
Condo 2 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$750 - $1095
Per Week

A hop, skip and a jump to the beach and across the street...

Hilton Head Island
A hop, skip and a jump to the beach and across the street from Coligny Plaza. This adorable 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$199 - $385
Per Night

$1395 - $3795
Per Week

3204 Seacrest - Beautiful Oceanfront Views!

Hilton Head Island
Beautiful views of the ocean from this 2nd floor, 2 bedroom, 2 bath SeaCrest villa! Newly updated w...
Villa 2 / 2 / 8

*
Online booking available

$185 - $342
Per Night

$1295 - $3495
Per Week

3221 Villamare - Sunny & Bright 2nd Floor Courtyard View ...

Hilton Head Island
3221 Villamare - Sunny & Bright 2nd Floor Courtyard View Villa. Sleeps 8 Villamare condo in Palmett...
Villa 2 / 2 / 8

*
Online booking available

$114 - $214
Per Night

$795 - $1995
Per Week

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

Hilton Head Island
6 Wanderer Lane - 2nd Row Ocean - New to Vrbo - Fall weeks Available. Beautiful and newly updated 5...
Home 5 / 3 / 10

*
Online booking available

$314 - $585
Per Night

$2195 - $5695
Per Week

104 Northshore Place- 2 BR Villa just 100 Yards to the Be...

Hilton Head Island
104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! Beautiful, ocean-oriented, 2 bedroom...
Villa 2 / 2 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

Courtside 43 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Courtside 117 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 367 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Completely remodeled in 2006, this vi...
Condo 1 / 1 / 6

*
Online booking available

$115 - $130
Per Night

$500 - $650
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