Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 - $219
Per Night

$750 - $1095
Per Week

Shorewood 536

Hilton Head Island
2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a $25 fe...
Villa 2 / 2 / 6

*
Online booking available

$220 - $420
Per Night

$1100 - $2100
Per Week

Pelican 7

Hilton Head Island
4 BD/3 Ba Home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. (Sofa linens available for $25 fee) P...
Home 4 / 3 / 12

*
Online booking available

$400 - $880
Per Night

$2000 - $4400
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

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

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Tennismaster 203

Hilton Head Island
2 BD/2.5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (Sofa bed linens rentable ...
Villa 2 / 3 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
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 - $190
Per Night

$500 - $950
Per Week

105 Beachwalk-Fully Renovated & 5 Minutes walk to the oce...

Hilton Head Island
105 Beachwalk-Fully Renovated & 5 Minutes walk to the ocean,Avail 7/26-8/2 Within earshot of the ro...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
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 - $395
Per Night

$995 - $1975
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 - $395
Per Night

$995 - $1975
Per Week

Burns Court 2

Hilton Head Island
4 BD/4.5 BA home with Private Pool (cannot be heated) King, King,Queen, 2 Twins plus Sleep sofa. S...
Home 4 / 4 / 10

*
Online booking available

$385 - $770
Per Night

$1925 - $3850
Per Week

Bluff 1817

Hilton Head Island
2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
Per Week

Courtside 10 - Ground Floor - Short walk to the Beach

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 - $199
Per Night

$550 - $995
Per Week

Ocean One 106 - Oceanside 1st Floor Condo-10% off Aug 9-16

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$190 - $395
Per Night

$950 - $1975
Per Week

Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hi...

Hilton Head Island
Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hilton Head, Sc This villa is equipped with ...
Condo 1 / 1 / 6

*
Online booking available

$115 - $190
Per Night

$500 - $950
Per Week

Seaside Villa 343 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 4

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

452 Captains Walk-Rare oceanfront 5 BR Penthouse.august W...

Hilton Head Island
452 Captains Walk-Rare oceanfront 5 BR Penthouse.august Weeks Available What a spectacular ocean vi...
Villa 5 / 3 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

Colonnade Club 196

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Gri...
Villa 3 / 3 / 6

*
Online booking available

$190 - $320
Per Night

$950 - $1600
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 - $230
Per Night

$775 - $1150
Per Week

Knotts Way 30

Hilton Head Island
5 BD/5.5 BA 2nd row ocean home with oceanviews. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Private Poo...
Home 5 / 5 / 14

*
Online booking available

$700 - $1650
Per Night

$3500 - $8250
Per Week

4 Beachside Drive - Oceanside Home at South Beach Marina

Hilton Head Island
Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most ...
Home 4 / 4 / 10

*
Online booking available

$300 - $659
Per Night

$1500 - $3295
Per Week

Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilto...

Hilton Head Island
Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beaut...
Condo 2 / 2 / 6

*
Online booking available

$200 - $335
Per Night

$1000 - $1675
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