Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Battery 25

Hilton Head Island
4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be hea...
Home 4 / 4 / 8

*
Online booking available

$375 - $400
Per Night

$1875 - $2000
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

$199 - $419
Per Night

$995 - $2095
Per Week

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep...
Home 3 / 2 / 8

*
Online booking available

$330 - $360
Per Night

$1650 - $1800
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

Beautiful 6 Bedroom 2nd row w/Ocean view on Hilton Head

Hilton Head Island
Gracious in design, the home provides enough room and privacy for just about everything and everyone...
Home 6 / 5 / 14

$600 - $1000
Per Night

$4500 - $6695
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

Evian 185

Hilton Head Island
2 BD/2 BA second floor end unit villa overlooking lagoon & golf course. King + day bed, 2 Twin beds ...
Villa 2 / 2 / 6

*
Online booking available

$160 - $160
Per Night

$800 - $800
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 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
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

Ocean One 103

Hilton Head Island
3BD/3BA ground floor ocean front villa. 2 King beds, 2 Double beds plusSleep sofa. (Sofa bed linens ...
Villa 3 / 3 / 10

*
Online booking available

$265 - $265
Per Night

$1325 - $1325
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

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

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Sandpiper 30

Hilton Head Island
6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day B...
Home 6 / 4 / 16

*
Online booking available

$550 - $600
Per Night

$2750 - $3000
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

$99 - $142
Per Night

$695 - $1795
Per Week

8 Lark - Cute 3 Bedroom Home 2nd Row From The Ocean!

Hilton Head Island
Just second row from the ocean this wonderful 2 story beach home features and elevated deck and a pr...
Home 3 / 2 / 8

*
Online booking available

$185 - $256
Per Night

$1295 - $3495
Per Week

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1395 - $2600
Per Week

508 Windsor Place-Oceanfront 5Th Floor Penthouse!

Hilton Head Island
Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 bath villa is located...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

Fairway Lane 71

Hilton Head Island
2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Sofa linens available $25 fee.) ...
Villa 2 / 2 / 6

*
Online booking available

$155 - $155
Per Night

$775 - $775
Per Week

Ocean One 203 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

Surf Court 25 - 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 - $200
Per Night

$550 - $1000
Per Week

Surf Court 55 - 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 - $200
Per Night

$550 - $1000
Per Week

Surf Court 15 - Beautiful Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block ...
Condo 2 / 3 / 7

*
Online booking available

$110 - $215
Per Night

$550 - $1075
Per Week

Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - ...

Hilton Head Island
Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunni...
Villa 4 / 4 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
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