Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Haul Away 33

Hilton Head Island
4 BD/3.5 BA elevated home with golf course view. 2 Kings & 4 Twins. Private Pool (can be heated fo...
Home 4 / 4 / 10

*
Online booking available

$295 - $295
Per Night

$1475 - $1475
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

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentabl...
Villa 1 / 1 / 4

*
Online booking available

$125 - $135
Per Night

$625 - $675
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 - $142
Per Night

$595 - $1595
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

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

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

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

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

Barrington Court 210

Hilton Head Island
2 BD/2 BA Oceanview Villa on 2nd Floor. King, 2 Twins, Sleep Sofa linensavailable for $25. Pool, H...
Villa 2 / 2 / 6

*
Online booking available

$220 - $285
Per Night

$1100 - $1425
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

3528 Villamare - Oceanview 2 bedrooms 5th Floor Villa.

Hilton Head Island
This Ocean view 2 bedroom, 2 bath villa is located on the 5th floor in Palmetto Dunes, this beautifu...
Villa 2 / 2 / 8

*
Online booking available

$142 - $256
Per Night

$995 - $2395
Per Week

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 5 / 10

*
Online booking available

$371 - $371
Per Night

$2595 - $6995
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

2 Braddock Cove Club - View, Views, Views.

Hilton Head Island
Beautifully renovated 4 bedroom townhouse with stunning views of Braddock Cove! This 3 story villa h...
Villa 4 / 4 / 12

*
Online booking available

$142 - $314
Per Night

$995 - $2495
Per Week

Courtside 86 - 3 Bedroom Townhouse- New Unit

Hilton Head Island
Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool ...
Condo 3 / 4 / 8

*
Online booking available

$165 - $230
Per Night

$825 - $1150
Per Week

Waterford D-4

Hilton Head Island
2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sof...
Villa 2 / 2 / 6

*
Online booking available

$155 - $180
Per Night

$775 - $900
Per Week

Ocean One 315 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 315 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $310
Per Night

$950 - $1550
Per Week

Shorewood 103 - Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from an oceanfront ground floor condo in South Forest Beach. With a private ...
Condo 2 / 2 / 6

*
Online booking available

$180 - $295
Per Night

$895 - $1475
Per Week

Shorewood 205 - Great Views Oceanfront 2nd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 205 enj...
Condo 2 / 2 / 7

*
Online booking available

$190 - $310
Per Night

$950 - $1550
Per Week

2 Bedroom 3 Bathroom Oceanview Townhome at Beach Villas

Hilton Head Island
The Hilton Head Beach Villas are located oceanfront in a complex with only 29 other units. Each unit...
Condo 2 / 3 / 6

*
Online booking available

$220 - $275
Per Night

$1025 - $1300
Per Week

503 Windsor Place-Oceanfront 5th Floor Book now for late ...

Hilton Head Island
503 Windsor Place-Oceanfront 5th Floor Book now for late Summer & Fall This gorgeous 5th floor vill...
Villa 1 / 2 / 4

*
Online booking available

$128 - $199
Per Night

$895 - $1895
Per Week

Surf Court 14 - Impressive Must See!! Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
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