Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed & Day bed plus Sleep Sofa Linens available for ...
Villa 1 / 1 / 5

*
Online booking available

$125 - $135
Per Night

$625 - $675
Per Week

Schooner Court 704

Hilton Head Island
4BD/4.5BA Townhouse with breathtaking views of Calibogue Sound.Located in the Heart of Harbourtown, ...
Villa 4 / 5 / 8

*
Online booking available

$275 - $360
Per Night

$1375 - $1800
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 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

Beachside Tennis 1854

Hilton Head Island
2BD/2BA second floor villa overlooking pool & beach. King & 2 Queen beds.Multiple TV's & FREE WIFI. ...
Villa 2 / 2 / 6

*
Online booking available

$220 - $285
Per Night

$1100 - $1425
Per Week

Shorewood 136

Hilton Head Island
2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee...
Villa 2 / 2 / 7

*
Online booking available

$220 - $260
Per Night

$1100 - $1300
Per Week

South Beach Lane 47

Hilton Head Island
4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Mem...
Home 4 / 2 / 8

*
Online booking available

$270 - $300
Per Night

$1350 - $1500
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

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

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

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

3 Braddock Cove Club-Beautiful View of Braddock Cove.quic...

Hilton Head Island
3 Braddock Cove Club-Beautiful View of Braddock Cove.quick walk to the marina This 4 Bedroom, 3.5 b...
Villa 4 / 4 / 10

*
Online booking available

$142 - $314
Per Night

$995 - $2495
Per Week

6 Painted Bunting - 3rd Row Ocean - 4 BRs, 4.5 BAs and sp...

Hilton Head Island
6 Painted Bunting - 3rd Row Ocean - 4 BRs, 4.5 BAs and spacious. Wonderful 4 bedroom, 4.5 bath home...
Home 4 / 5 / 10

*
Online booking available

$228 - $385
Per Night

$1595 - $4295
Per Week

2 Sea Spray-New Owners & lots of Renovations, 2nd Row Oce...

Hilton Head Island
2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN bea...
Home 4 / 4 / 12

*
Online booking available

$256 - $513
Per Night

$1795 - $4995
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 - $271
Per Night

$995 - $2595
Per Week

Surf Court 66 - Charming Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

The Greens 204 - Shipyard Townhouse

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 2 / 2

*
Online booking available

$120 - $170
Per Night

$595 - $850
Per Week

Seaside Villa 360 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining are...
Condo 1 / 1 / 6

*
Online booking available

$105 - $115
Per Night

$400 - $575
Per Week

Ocean Dunes Villa 305 - Deluxe 2 BR 2 BA Oceanfront Flat

Hilton Head Island
NEWLY RENOVATED in 2011 with many upgrades, including walk-in shower, granite countertops, a king si...
Condo 2 / 2 / 6

*
Online booking available

$200 - $245
Per Night

$1000 - $1200
Per Week

11 Myrtle Lane-4 BRs/Quick Walk to Ocean. Fall dates stil...

Hilton Head Island
11 Myrtle Lane-4 BRs/Quick Walk to Ocean. Fall dates still available. Pretty 4 bedroom, 4 bath home...
Home 4 / 4 / 10

*
Online booking available

$156 - $285
Per Night

$1095 - $3195
Per Week

26 Canvasback - 4 BR Coastal Living inspired Fully Renova...

Hilton Head Island
26 Canvasback - 4 BR Coastal Living inspired Fully Renovated home. Located 3rd row from the ocean t...
Home 4 / 3 / 10

*
Online booking available

$285 - $542
Per Night

$1995 - $5395
Per Week

3503 Seacrest-Direct Oceanfront 5th Floor - 9/20 Week Ava...

Hilton Head Island
3503 Seacrest-Direct Oceanfront 5th Floor - 9/20 Week Available This attractive 5th floor PENTHOUSE...
Villa 3 / 3 / 8

*
Online booking available

$228 - $399
Per Night

$1595 - $4495
Per Week

50 Harleston Green

Hilton Head Island
Simply put this is a vacationer?s dream home. 5 bedrooms plus loft and a *PRIVATE POOL this has it a...
Home 5 / 6 / 12

*
Online booking available

$821 - $821
Per Night

$5750 - $12000
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