Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $242
Per Night

$910 - $2275
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

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

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

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 - $159
Per Night

$595 - $1631
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

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

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

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 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 - $242
Per Night

$910 - $2275
Per Week

Surf Court 55 -Charming Ground Floor 2 bedroom Condo!

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

*
Online booking available

$100 - $164
Per Night

$700 - $1225
Per Week

516 Plantation Club-Fully renovated .quick Walk to Beach ...

Hilton Head Island
516 Plantation Club-Fully renovated .quick Walk to Beach & Fido Friendly. Beautiful 2 bedroom, 2 ba...
Villa 2 / 2 / 6

*
Online booking available

$140 - $159
Per Night

$695 - $1725
Per Week

Oceanfront 1 Bedroom villa with Private Oceanfront Balcony!

Hilton Head Island
**Breakers 109** This cozy oceanfront villa is ideal for small families or a couple looking forwa...
Villa 1 / 1 / 4

*
Online booking available

$170 - $275
Per Night

$750 - $1250
Per Week

Island House 123, 2 Bedroom, Pool, Short Walk to Beach, S...

Hilton Head Island
With its close proximity to golf courses and the beach, Island House 123 is an ideal vacation headqu...
Condo 2 / 2 / 6

*
Online booking available

$149 - $297
Per Night

$1044 - $2076
Per Week

Seaside Villa 162-Nicely Decorated Oceanview Condo with B...

Hilton Head Island
Seaside Villa 162-Nicely Decorated Oceanview Condo with Beautiful view Seaside Villa 162 is a nicel...
Condo 1 / 1 / 6

*
Online booking available

$105 - $189
Per Night

$425 - $945
Per Week

Ocean Dunes Villas 212 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 4

*
Online booking available

$149 - $275
Per Night

$745 - $1375
Per Week

Hilton Head Beach & Tennis F21, 2 Bedrooms, Tennis, Pool,...

Hilton Head Island
When you stay at Hilton Head Beach & Tennis F21 you can enjoy the amenities of a luxury resort as we...
Condo 2 / 2 / 6

*
Online booking available

$125 - $236
Per Night

$875 - $1654
Per Week

Renovated 2Br Villa w/ Lagoon Views at Shipyard Plantatio...

Hilton Head Island
Renovated 2Br Villa w/ Lagoon Views at Shipyard Plantation?near Beach & Golf Your 2BR/2BA is nestle...
Villa 2 / 2 / 4

*
Online booking available

$116 - $227
Per Night

$814 - $1587
Per Week

1921 South Beach Club - Incredible Ocean Views

Hilton Head Island
Located on the 3rd floor, 1921 South Beach Club has stunning views of the Calibogue Sound and across...
Villa 3 / 2.5 / 6

*
Online booking available

$306 - $373
Per Night

$1528 - $3495
Per Week

3 BR, 3 Bath Lagoon View Townhouse. Bike easily to Beach ...

Hilton Head Island
3 BR, 3 Bath Lagoon View Townhouse. Bike easily to Beach & Dog Friendly! **Evian 288** Nestled w...
Condo 3 / 3 / 8

*
Online booking available

$230 - $450
Per Night

$1000 - $2000
Per Week

27 Mallard- 3rd row from the ocean - Less than 50 yards t...

Hilton Head Island
27 Mallard- 3rd row from the ocean - Less than 50 yards to the beach. This contemporary coastal hom...
Home 6 / 6 / 16

*
Online booking available

$560 - $760
Per Night

$2795 - $7641
Per Week

Shorewood 431 - Oceanview 4th Floor

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enj...
Condo 2 / 2 / 6

*
Online booking available

$125 - $229
Per Night

$875 - $2267
Per Week

Ocean Club 49 - Oceanfront Renovated 1st Floor Flat

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

*
Online booking available

$135 - $223
Per Night

$945 - $2172
Per Week

1203 Seacrest- Awesome Ocean Views of grounds, pool and b...

Hilton Head Island
1203 Seacrest- Awesome Ocean Views of grounds, pool and beach. Fabulous 2 bedroom, 2 bath villa is ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $279
Per Night

$995 - $3031
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