Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$249 - $319
Per Night

$1170 - $2570
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

$220 - $400
Per Night

$1100 - $2750
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

$595 - $1395
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

$200 - $440
Per Night

$1000 - $2200
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

$200 - $440
Per Night

$1000 - $2200
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

New To Market! Immaculate Shelter Cove Villa, Free Bikes,...

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

$240 - $380
Per Night

$1200 - $2750
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

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

*
Online booking available

$895 - $1995
Per Week

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely...

Hilton Head Island
3 BR, 2 bath Seascape Villa 3088 - courtyard view, nicely decorated This nicely decorate villa has ...
Condo 3 / 2 / 8

*
Online booking available

$124 - $184
Per Night

$620 - $1370
Per Week

Courtside 46 - Forest Beach 1st Floor Flat

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

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Surf Court 85 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$105 - $185
Per Night

$525 - $925
Per Week

Heritage Villas 2249

Hilton Head Island
Heritage Villa 2249 is a three-bedroom, three-bathroom condo located a short walk from Harbour Town ...
Villa 3 / 3 / 6

*
Online booking available

$195 - $845
Per Night

$1015 - $4235
Per Week

Whistling Swan 10

Hilton Head Island
This beautiful beach retreat is located 2nd row from the ocean, making it ideal for the beach-loving...
Home 4 / 3 / 10

*
Online booking available

$535 - $2150
Per Night

$2730 - $5705
Per Week

1425 South Beach Villa

Hilton Head Island
Welcome to 1425 South Beach Villa located in Sea Pines Plantation across from South Beach Marina! Th...
Villa 4 / 3 / 10

*
Online booking available

$230 - $475
Per Night

$1610 - $3325
Per Week

72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the b...

Hilton Head Island
72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the beach) Very Spacious This pretty 2nd row oc...
Home 5 / 4.5 / 12

*
Online booking available

$1995 - $5495
Per Week

Ocean Club 12 - Stunning Oceanside Townhouse

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$165 - $330
Per Night

$825 - $1650
Per Week

Ocean Dunes Villas 301 - 2 Bedroom 2 Bathroom Oceanview Flat

Hilton Head Island
Newly renovated in 2013 and beautifully decorated, this two bedroom, two bathroom villa has a full s...
Condo 2 / 2 / 6

*
Online booking available

$162 - $312
Per Night

$810 - $1560
Per Week

New to Market! Pet Friendly Evian Villa. Free Bikes, Tenn...

Hilton Head Island
New to Market! Pet Friendly Evian Villa. Free Bikes, Tennis, Pool Sleeps 6 2 Bedroom Evian Villa...
Villa 2 / 2.5 / 6

*
Online booking available

$116 - $166
Per Night

$595 - $1195
Per Week

Seaside Villa 283 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$89 - $165
Per Night

$345 - $825
Per Week

Brand New Luxurious Oceanfront Breakers Villa Sleeps 4, F...

Hilton Head Island
Brand New Luxurious Oceanfront Breakers Villa Sleeps 4, Free Bikes Beachfront Two words: The Beach....
Villa 1 / 1 / 4

*
Online booking available

$129 - $163
Per Night

$775 - $1250
Per Week

19 Singleton Beach Place

Hilton Head Island
19 Singleton Beach Place: 6 BR/ 6.5 BA, Sleeps 17, Steps to the Beach  This property also has acces...
Home 6 / 6.5 / 17

*
Online booking available

$825 - $2210
Per Night

$5775 - $15470
Per Week

3 BR Villa with Views of the Pool, Beach & Calibogue Soun...

Hilton Head Island
3 BR Villa with Views of the Pool, Beach & Calibogue Sound! Free Tennis! **South Beach Club 1905** ...
Villa 3 / 2.5 / 6

*
Online booking available

$270 - $400
Per Night

$1350 - $3000
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