Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 Under Renovation 10/18/201...
Home 3 / 2 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1795
Per Week

Shorewood 310

Hilton Head Island
2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa line...
Villa 2 / 2 / 7

*
Online booking available

$240 - $240
Per Night

$1200 - $1200
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. Sleep Sofa Linens available...
Villa 1 / 1 / 4

*
Online booking available

$150 - $150
Per Night

$750 - $750
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 - $220
Per Night

$1100 - $1100
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 - $198
Per Night

$500 - $990
Per Week

Bluff 1796

Hilton Head Island
2 BD/2 BA 1st floor villa with Private patio. King & 2 Twin beds. Sleep Sofa Linens available fo...
Villa 2 / 2 / 6

*
Online booking available

$160 - $160
Per Night

$800 - $800
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 - $205
Per Night

$550 - $1025
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

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

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

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 - $125
Per Night

$625 - $625
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

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride ...

Hilton Head Island
223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride to the Beach & more This lovely 2nd floor ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

Within earshot of the rolling surf

Hilton Head Island
Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard ...
Villa 1 / 2 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1195
Per Week

Captains Walk 468

Hilton Head Island
3 BD/3 BA second floor oceanfront villa. King, Queen and 2 Twin beds.Large oceanfront pool and baby ...
Villa 3 / 3 / 6

*
Online booking available

$265 - $265
Per Night

$1325 - $1325
Per Week

16 Painted Bunting - 4 Bedroom Oceanfront Home!

Hilton Head Island
This lovely 2 story oceanfront home with private *Heated Pool & Spa is located in Sea Pines Plantati...
Home 4 / 3 / 10

*
Online booking available

$2195 - $5595
Per Week

Seaside Villa 309 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
WIRELESS INTERNET!!!! This villa offers a separate bedroom with a queen size bed, fully equipped ki...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESSS INTERN...
Condo 2 / 2 / 6

*
Online booking available

$150 - $275
Per Night

$750 - $1375
Per Week

# 5 Beachside Homes-50 yards to the beach.august Weeks Av...

Hilton Head Island
# 5 Beachside Homes-50 yards to the beach.august Weeks Available LIVE OUT LOUD WITH YOUR FAMILY in ...
Home 4 / 4 / 10

*
Online booking available

$199 - $300
Per Night

$1395 - $3795
Per Week

2-E Golfmaster - 3 BR Villa. Pool and tennis courts on site!

Hilton Head Island
This charming 2nd floor 3 bedroom, 3 bath villa at Golfmaster has a great golf course view. Tucked ...
Villa 3 / 3 / 8

*
Online booking available

$85 - $128
Per Night

$595 - $1595
Per Week

6 bedroom, ocean front home located in North Forest Beach

Hilton Head Island
WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OC...
Home 6 / 7 / 14

*
Online booking available

$742 - $742
Per Night

$5195 - $13295
Per Week

Battery 21

Hilton Head Island
4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa line...
Home 4 / 4 / 10

*
Online booking available

$375 - $400
Per Night

$1875 - $2000
Per Week

Surf Court 76 - Forest Beach 1st Floor Flat

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

$110 - $175
Per Night

$550 - $875
Per Week

Shorewood 302 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $270
Per Night

$850 - $1350
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