Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $400
Per Night

$1100 - $2000
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental condo in Hilton Head SC... ...
Villa 2 / 2 / 5

$800 - $1250
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 Under Renovation 10/18/201...
Home 3 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Shorewood 539

Hilton Head Island
2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$250 - $350
Per Night

$1250 - $1750
Per Week

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$199 - $850
Per Night

$1395 - $3695
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

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Sandpiper 21

Hilton Head Island
6 BD/6.5 BA fifth row ocean home. Private Pool* & Hot Tub* (*can be heated for a fee) 3 Kings & 6 ...
Home 6 / 6.5 / 12

*
Online booking available

$500 - $1320
Per Night

$2500 - $6600
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

$199 - $419
Per Night

$995 - $2095
Per Week

Breakers 219

Hilton Head Island
1BD/1BA Pool & Ocean View Villa on Second floor. Queen bed plus SleepSofa. Sleep Sofa Linens availab...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
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 / 3.5 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
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

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
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 - $85
Per Night

$595 - $1395
Per Week

Evian 186

Hilton Head Island
2BD/2BA ground floor villa with golf & lagoon views. King, 2 Twin beds &Sleep Sofa. Sleep Sofa linen...
Villa 2 / 2 / 6

*
Online booking available

$180 - $230
Per Night

$900 - $1150
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

4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 B...

Hilton Head Island
4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Lake Forest 3336 - Sea Pines One Level Condo

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 6

*
Online booking available

$139 - $219
Per Night

$695 - $1095
Per Week

2407 Seacrest -4th Floor,Beautiful Ocean Views - Steps to...

Hilton Head Island
2407 Seacrest -4th Floor,Beautiful Ocean Views - Steps to the beach! This 1 bedroom, 1.5 bath OCEAN...
Villa 1 / 1.5 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$165 - $319
Per Night

$825 - $1595
Per Week

Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 409 - 2 BR 2 BA Oceanfront Flat Hilton Head Completely remodeled, 409 Ocean Dunes...
Condo 2 / 2 / 6

*
Online booking available

$200 - $335
Per Night

$1000 - $1675
Per Week

2 bedroom, 2 bath Seaside Villa, Newly renovated

Hilton Head Island
NEWLY RENOVATED in 2014 with many upgrades, including granite counter tops, stainless steel applianc...
Condo 2 / 2 / 6

*
Online booking available

$130 - $260
Per Night

$650 - $1300
Per Week

77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awe...

Hilton Head Island
77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awesome Views Whippoorwill Cove - This 6,000 ...
Home 6 / 6 / 14

*
Online booking available

$428 - $428
Per Night

$2995 - $7795
Per Week

Colonnade Club 196

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Gri...
Villa 3 / 3 / 6

*
Online booking available

$230 - $320
Per Night

$1150 - $1600
Per Week

11 Marsh Wren-2nd Row Ocean - Coastal Fun - Sleeps 12

Hilton Head Island
This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just steps to the beach! Located...
Home 5 / 3 / 14

*
Online booking available

$256 - $256
Per Night

$1795 - $4795
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