Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

$89 - $133
Per Night

$495 - $995
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

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

Hilton Head Island
New To Market! Immaculate Shelter Cove Villa, Free Bikes, Pool, Wifi 7148H 2 Bedrooms, 2 Bathrooms,...
Villa 2 / 2 / 8

*
Online booking available

$104 - $149
Per Night

$495 - $1095
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

$88 - $184
Per Night

$445 - $920
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 - $2400
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 - $167
Per Night

$620 - $920
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 Ideally located for a s...
Home 3 / 2 / 6

*
Online booking available

$180 - $180
Per Night

$731 - $2414
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

$120 - $160
Per Night

$511 - $1689
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 - $350
Per Night

$1200 - $2500
Per Week

3 Beachside- 50 yards to the beach and 150 yards to South...

Hilton Head Island
3 Beachside- 50 yards to the beach and 150 yards to South Beach Marina. New upgrades including an e...
Home 5 / 5 / 10

*
Online booking available

$540 - $540
Per Night

$1780 - $5295
Per Week

10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lot...

Hilton Head Island
10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lots of Great features Fantastic 2nd row ocea...
Home 7 / 7 / 18

*
Online booking available

$760 - $760
Per Night

$3438 - $10530
Per Week

Sand Dollar 32

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) Welcome to your new vacation getaw...
Home 4 / 4 / 10

*
Online booking available

$720 - $1545
Per Night

$3570 - $7735
Per Week

Hilton Head Beach Villa 7 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
This villa has been completely remodeled and is a true sure you'll agree!! 3 bedroom, 3 full baths,...
Condo 3 / 3 / 8

*
Online booking available

$232 - $312
Per Night

$1170 - $1595
Per Week

Golfmaster O2, 3 Bedrooms, Large Pool, Tennis, Sleeps 6

Hilton Head Island
This charming 2nd floor 3 bedrooms, 3 bath villa at Golfmaster O2 has a great golf course view. Loc...
Condo 3 / 3 / 6

*
Online booking available

$113 - $270
Per Night

$1161 - $1161
Per Week

Carolina Place 3417, 3 Bedrooms, Sea Pines, Pool, Tennis,...

Hilton Head Island
If you are looking for a bright, airy floor plan and an end unit with a tranquil setting overlooking...
Condo 3 / 3 / 8

*
Online booking available

$143 - $359
Per Night

$1544 - $1544
Per Week

3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head ...

Hilton Head Island
3 BR 2 bath Seascape Villa S Forest Beach Dr Hilton Head Island More pictures coming soon... This c...
Condo 3 / 2 / 8

*
Online booking available

$107 - $167
Per Night

$620 - $920
Per Week

Seaside Villa 112 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed and 22 inch flat screen tv, fully equipp...
Condo 1 / 1 / 6

*
Online booking available

$78 - $154
Per Night

$345 - $825
Per Week

Charming 3 bedroom home in Sea Pines with Private Pool

Hilton Head Island
**Water Oak 33** This lovely 3 Bedroom home is situated within the Sea Pines Resort and features ...
Home 3 / 3 / 8

*
Online booking available

$350 - $700
Per Night

$1750 - $3500
Per Week

Xanadu Villa A17 3 BR 2 and 1/2 BA Poolside Flat Hilton H...

Hilton Head Island
Xanadu Villa A17 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc Xanadu Villas consist of 72 condos...
Condo 3 / 2.5 / 8

*
Online booking available

$162 - $202
Per Night

$820 - $1020
Per Week

Evian 208

Hilton Head Island
Evian 208 is a two-bedroom villa located Shipyard Plantation that overlooks the golf course. This vi...
Villa 2 / 2 / 8

*
Online booking available

$135 - $295
Per Night

$700 - $1470
Per Week

Mooring Buoy 155

Hilton Head Island
Mooring Buoy 155 is located in the community of Palmetto Dunes on Hilton Head Island. This five bedr...
Home 5 / 5 / 12

*
Online booking available

$685 - $1480
Per Night

$3430 - $7385
Per Week

222 Shorewood-Oceanfront Complex, Landscape View & Fully ...

Hilton Head Island
222 Shorewood-Oceanfront Complex, Landscape View & Fully Renovated. Beautifully renovated 3 bedroom...
Villa 3 / 3 / 8

*
Online booking available

$200 - $340
Per Night

$1042 - $3107
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