Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Beachside Tennis 1881

Hilton Head Island
2 BD/2 BA 5th floor villa with views of Ocean, Pool & Sound. King & 2 Queens. Vaulted ceiling in l...
Villa 2 / 2 / 6

*
Online booking available

$220 - $285
Per Night

$1100 - $1425
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

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

Evian 240

Hilton Head Island
3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. W...
Villa 3 / 3 / 8

*
Online booking available

$190 - $235
Per Night

$950 - $1175
Per Week

Singleton Beach 5

Hilton Head Island
6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa (Sofa li...
Home 6 / 7 / 16

*
Online booking available

$1000 - $1100
Per Night

$5000 - $5500
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

Planters Wood 49

Hilton Head Island
3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $2...
Home 3 / 3 / 10

*
Online booking available

$280 - $300
Per Night

$1400 - $1500
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

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

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

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 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

Beachwalk 174 - Shipyard Townhouse

Hilton Head Island
174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. Thi...
Condo 3 / 4 / 8

*
Online booking available

$170 - $260
Per Night

$850 - $1295
Per Week

12 Portside - Beautiful Braddock Cove Views - 4 BR Home.

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
Per Week

20 Egret Street- 4th Row Ocean- Available: 8/23-30 - $500...

Hilton Head Island
20 Egret Street- 4th Row Ocean- Available: 8/23-30 - $5000 + taxes per wk Stunning 6 bedroom, 6.5 b...
Home 6 / 7 / 14

*
Online booking available

$442 - $442
Per Night

$3095 - $7995
Per Week

Seaside Villa 273 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroo...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

Ocean Club 31 - Updated 1st Floor Flat

Hilton Head Island
Stay Oceanside steps to the beach at Ocean Club. Guests staying at Ocean Club enjoy a beautifully l...
Condo 2 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$750 - $1095
Per Week

3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks...

Hilton Head Island
3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks Available This OCEANFRONT 3 bedroom, 3 ba...
Villa 3 / 3 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

17 Beachside - 4 BR Home in South Beach, Pool On site. Te...

Hilton Head Island
17 Beachside - 4 BR Home in South Beach, Pool On site. Tennis nearby Warm and cozy is a great way t...
Home 4 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
Per Week

Ocean Dunes Villa 118 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
Newly renovated! Everything brand new. This villa offers WIRELESS INTERNET, a separate bedroom wit...
Condo 1 / 1 / 6

*
Online booking available

$120 - $135
Per Night

$550 - $700
Per Week

Battery 25

Hilton Head Island
4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be hea...
Home 4 / 4 / 8

*
Online booking available

$375 - $400
Per Night

$1875 - $2000
Per Week

Waterford C-1

Hilton Head Island
2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds + Sleep Sofa. (Sofa l...
Villa 2 / 2 / 6

*
Online booking available

$155 - $180
Per Night

$775 - $900
Per Week

1402 Seacrest - Fully renovated, 4th Floor Villa - Sleeps 8

Hilton Head Island
Completely Renovated - Just Beautiful!!! Incredible OCEANVIEWS from this 4th floor villa in Buildi...
Villa 2 / 2 / 8

*
Online booking available

$171 - $171
Per Night

$1200 - $2595
Per Week

1508 Villamare -5th Floor with Beautiful Oceanviews

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this luxurious 5th floor villa is surrounded by lagoons and pa...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
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