Hilton Head Island Vacation Rental Getaways


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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

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

$85 - $142
Per Night

$495 - $995
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 - $525
Per Night

$1200 - $2300
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 / 8

*
Online booking available

$205 - $430
Per Night

$1025 - $2150
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

$107 - $290
Per Night

$620 - $1320
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

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

Hilton Head Island
Welcome to “Makin Memrees”, a vacation rental villa in the Evian Resort area of Shipyard Plantation ...
Villa 2 / 2 / 5

$800 - $1250
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 - $1895
Per Week

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

$232 - $515
Per Night

$1170 - $2470
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

$85 - $156
Per Night

$495 - $1095
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 - $500
Per Night

$1100 - $2400
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

$205 - $430
Per Night

$1025 - $2150
Per Week

4 Fox Grape - Amazing 6 bedroom home close to the beach!

Hilton Head Island
This owner thought of EVERYTHING! This custom built 6 bedroom, 6 full bath, 3 half bath home is loca...
Home 6 / 9 / 19

*
Online booking available

$3095 - $7995
Per Week

Ocean Dunes Villa 209 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 209 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc Great oceanfront condo! Newly re...
Condo 2 / 2 / 6

*
Online booking available

$147 - $305
Per Night

$810 - $1410
Per Week

3422 Villamare- 4th Floor, Oceanfront Views, Fully Renovated

Hilton Head Island
3422 Villamare is located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on t...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2395
Per Week

8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free ...

Hilton Head Island
8 Beach Arbor, End Unit Villa, Pool, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head ...
Villa 2 / 2.5 / 6

*
Online booking available

$85 - $142
Per Night

$495 - $995
Per Week

617 Queen's Grant, New Interior! Walk to Beach, Shopping,...

Hilton Head Island
617 Queen's Grant, New Interior! Walk to Beach, Shopping, Pet Friendly Features: 2 bedrooms 2 ful...
Villa 2 / 2 / 6

*
Online booking available

$99 - $156
Per Night

$595 - $1095
Per Week

3 Townhouse Tennis - Beautiful 3 BR townhouse in Shipyard...

Hilton Head Island
3 Townhouse Tennis - Beautiful 3 BR townhouse in Shipyard Plantation! This beautiful 3 bedroom plus...
Villa 3 / 3 / 10

*
Online booking available

$745 - $1745
Per Week

2376 Lighthouse Tennis

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 2 / 2 / 6

*
Online booking available

$150 - $320
Per Night

$1050 - $2240
Per Week

18 Beachside - Just steps to the beach and The Salty Dog

Hilton Head Island
This lovely 4 bedroom Beachside home is just steps to the beach and right across the street from the...
Home 4 / 4 / 8

*
Online booking available

$1395 - $3595
Per Week

2 bedroom Forest Beach Townhouse - Surf Court 73

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

$120 - $205
Per Night

$600 - $1025
Per Week

Captain's Walk 467

Hilton Head Island
Please note these Check-in Day Requirements for this property: Jun 03 2016 - Aug 05 2016 : Saturday ...
Villa 2 / 2 / 8

*
Online booking available

$275 - $570
Per Night

$1400 - $2905
Per Week

St. George 29

Hilton Head Island
Please note these Check-in Day Requirements for this property: Apr 05 2017 - Apr 21 2017 : Saturday ...
Home 3 / 3 / 10

*
Online booking available

$275 - $570
Per Night

$1400 - $2940
Per Week

1029 Caravel Court- Harbour Town Lighthouse View

Hilton Head Island
This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view of the Harbour Town Lighthouse a...
Villa 1 / 1.5 / 3

*
Online booking available

$695 - $2400
Per Week

73-74 Moorings- Quick Walk to the Beach and Dunes House.

Hilton Head Island
This 1st floor 2 bedroom, 3 bath villa is located only a few steps away from the beach of the Atlant...
Villa 2 / 3 / 8

*
Online booking available

$695 - $1495
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