Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

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

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

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

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

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

3503 Seacrest -Direct Oceanfront 5th Floor & quick walk t...

Hilton Head Island
3503 Seacrest -Direct Oceanfront 5th Floor & quick walk to Coligny. This attractive 5th floor PENTH...
Villa 3 / 3 / 8

*
Online booking available

$1995 - $4795
Per Week

412 Captains Walk-Oceanfront Views,Heated Pool & Spa - Pr...

Hilton Head Island
412 Captains Walk-Oceanfront Views,Heated Pool & Spa - Pretty! We cannot overstate the feeling of c...
Villa 3 / 3 / 8

*
Online booking available

$1395 - $2995
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

$185 - $380
Per Night

$925 - $1900
Per Week

Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton He...

Hilton Head Island
Ocean Club Villa 41 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This direct oceanfront villa on Sou...
Condo 2 / 2 / 6

*
Online booking available

$202 - $257
Per Night

$935 - $1635
Per Week

Deluxe 2 bedroom, 2 bath Ocean View Ocean Dunes 101

Hilton Head Island
Renovated in 2009 and beautifully decorated, this villa has two bedrooms, two bathrooms, a full size...
Condo 2 / 2 / 6

*
Online booking available

$180 - $236
Per Night

$900 - $1560
Per Week

2 Bedroom 2 Bathroom Resort View Flat at Shorewood Villas

Hilton Head Island
Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort...
Condo 2 / 2 / 6

*
Online booking available

$182 - $227
Per Night

$835 - $1485
Per Week

Direct Oceanfront with panoramic view of beach. Cozy and ...

Hilton Head Island
Direct Oceanfront with panoramic view of beach. Cozy and nicely appointed. Panoramic view and dire...
Condo 1 / 1 / 5

*
Online booking available

$99 - $139
Per Night

$445 - $920
Per Week

4 Collier Beach Road: Singleton Beach Oceanfront

Hilton Head Island
4 Collier Beach Road: 6 BR/ 6.5 BA, Sleeps 18, 50 feet to the beach  First Floor: Kitchen, Living, ...
Home 6 / 6.5 / 18

*
Online booking available

$940 - $2020
Per Night

$5775 - $14140
Per Week

3rd Row Ocean Home with Private Pool & Limited Ocean View...

Hilton Head Island
3rd Row Ocean Home with Private Pool & Limited Ocean Views from Decks **Sandpiper 30** * 3rd R...
Home 6 / 4 / 16

*
Online booking available

$600 - $1200
Per Night

$3000 - $8500
Per Week

Huntington 7645

Hilton Head Island
Huntington 7645 is a two bedroom, single level villa located just a short walk from the beach. The ...
Villa 2 / 2 / 6

*
Online booking available

$255 - $485
Per Night

$1295 - $2450
Per Week

108 North Shore Place

Hilton Head Island
Welcome to 108 North Shore Place located directly across the street from the beach in North Forest B...
Home 2 / 2 / 6

*
Online booking available

$155 - $305
Per Night

$1085 - $2135
Per Week

Cutter Court 922, 3 Bedroom, Elevator, Golf Views, Sleeps 8

Hilton Head Island
922 Cutter Court is a premier condo located in the heart of world famous Harbour Town! Modern from t...
Condo 3 / 3 / 8

*
Online booking available

$239 - $893
Per Night

$1195 - $4466
Per Week

104 Northshore Place- 2 BR Villa just 100 Yards to the Be...

Hilton Head Island
104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! Beautiful, ocean-oriented, 2 bedroom...
Villa 2 / 2 / 6

*
Online booking available

$695 - $1795
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