Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

2 BR Oceanfront 2nd Floor Villa with Private Oceanfront B...

Hilton Head Island
2 BR Oceanfront 2nd Floor Villa with Private Oceanfront Balcony! **Shorewood 203** This lovely 2...
Villa 2 / 2 / 6

*
Online booking available

$270 - $350
Per Night

$1200 - $2800
Per Week

Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 3 / 8

*
Online booking available

$130 - $241
Per Night

$910 - $2275
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$175 - $310
Per Night

$875 - $1550
Per Week

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$115 - $200
Per Night

$525 - $1000
Per Week

Fabulous Top Floor Villa on the Beach with Sound/ Ocean V...

Hilton Head Island
Fabulous Top Floor Villa on the Beach with Sound/ Ocean Views at South Beach! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$250 - $400
Per Night

$1100 - $2750
Per Week

62 Night Heron-Fully renovated top/bottom, super Cute & Q...

Hilton Head Island
62 Night Heron-Fully renovated top/bottom, super Cute & Quick walk to beach Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $220
Per Night

$895 - $2261
Per Week

Hilton Head Island Villa

Hilton Head Island
Brigantine Quarters is located on the south end of Hilton Head Island in Shipyard Plantation with gr...
Villa 2 / 2 / 6

$700 - $900
Per Week

105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club &...

Hilton Head Island
105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club & Fido Friendly This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$595 - $1631
Per Week

Beach Villa 9 -3 bedrooms Oceanside-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

$130 - $241
Per Night

$910 - $2275
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

Crown Reef 2 bed 2 bath villa minutes from the beach.

Hilton Head Island
Our relaxing 2 bedroom, 2 bath Crown Reef villa is a first floor end unit in family-centered Port Ro...
Villa 2 / 2 / 8

$111 - $154
Per Night

$780 - $1080
Per Week

17 Mizzenmast Ct - Amazing Views

Hilton Head Island
This spectacular 3 Bedroom, 4.5 Bathroom townhouse overlooks the famed 18th tee of the Harbour Town ...
Home 3 / 4.5 / 6

*
Online booking available

$200 - $260
Per Night

$995 - $13000
Per Week

Surf Court 32 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$120 - $190
Per Night

$840 - $1750
Per Week

1746 Bluff Villas - Beautiful views. Quick walk to South ...

Hilton Head Island
1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. You can't beat the view...
Villa 3 / 2 / 6

*
Online booking available

$180 - $240
Per Night

$895 - $2086
Per Week

1103 Villamare-1st floor Oceanfront Villa just steps to t...

Hilton Head Island
1103 Villamare-1st floor Oceanfront Villa just steps to the beach! Comfortable 1st floor 2 bedroom,...
Villa 2 / 2 / 8

*
Online booking available

$160 - $200
Per Night

$795 - $2268
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 / 3.5 / 8

*
Online booking available

$125 - $193
Per Night

$875 - $1872
Per Week

537 Shorewood- 5th floor Oceanfront - Beautiful Oceanfron...

Hilton Head Island
537 Shorewood- 5th floor Oceanfront - Beautiful Oceanfront Views ? SHOREWOOD POOL WILL BE CLOSED OC...
Villa 2 / 2 / 7

*
Online booking available

$180 - $300
Per Night

$895 - $2648
Per Week

Evian 233

Hilton Head Island
Evian 233 is a two-bedroom villa located in Shipyard Plantation that overlooks the lagoon and golf c...
Villa 2 / 2 / 6

*
Online booking available

$135 - $295
Per Night

$700 - $1505
Per Week

Inverness Village 915

Hilton Head Island
Inverness 915 is a two-bedroom, two-bath villa located in the Palmetto Dunes overlooking the lagoon....
Villa 2 / 2 / 4

*
Online booking available

$125 - $260
Per Night

$630 - $1330
Per Week

Barrington Court 417, 1 Bedroom, Large Pool, Spa, Sleeps 4

Hilton Head Island
You’re just steps from the sandy shores of the Atlantic when you take your vacation at Barrington Co...
Condo 1 / 1.5 / 4

*
Online booking available

$125 - $227
Per Night

$875 - $1586
Per Week

Ocean Dunes Villa 321 - Re-decorated with all new furnish...

Hilton Head Island
Ocean Dunes Villa 321 - Re-decorated with all new furnishings and kitchen The best beach on HHI is ...
Condo 2 / 2 / 4

*
Online booking available

$225 - $395
Per Night

$1125 - $1975
Per Week

3402 Seacrest - Direct Oceanfront views!

Hilton Head Island
This exceptional 2 bedroom, 2 bath oceanfront villa is located in building 3 on the fourth floor at ...
Villa 2 / 2 / 8

*
Online booking available

$340 - $520
Per Night

$1695 - $4378
Per Week

2 BR Ground Floor Villa in Sea Pines. Walk or Bike to the...

Hilton Head Island
2 BR Ground Floor Villa in Sea Pines. Walk or Bike to the Beach! **159 Fairwood Villa** This gro...
Villa 2 / 2 / 8

*
Online booking available

$190 - $300
Per Night

$825 - $1600
Per Week

Carolina Place 3417, 3 Bedrooms, Sea Pines, Pool, Tennis,...

Hilton Head Island
If you are looking for a bright, airy floor plan and an end unit with a tranquil setting overlooking...
Condo 3 / 3 / 8

*
Online booking available

$158 - $341
Per Night

$1108 - $2389
Per Week

1457 Sound Villas-Calibogue Sound/Beachfront Views!

Hilton Head Island
Stunning remodel and stunning views, it just doesn?t get much better than this! Enjoy amazing views ...
Villa 4 / 4 / 10

*
Online booking available

$340 - $420
Per Night

$1695 - $4662
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