Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Shorewood 310

Hilton Head Island
2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa line...
Villa 2 / 2 / 7

*
Online booking available

$300 - $460
Per Night

$1500 - $2300
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

Barrington Court 210

Hilton Head Island
2 BD/2 BA Oceanview Villa on 2nd Floor. King, 2 Twins, Sleep Sofa linensavailable for $25. Pool, H...
Villa 2 / 2 / 6

*
Online booking available

$285 - $400
Per Night

$1425 - $2000
Per Week

Mooring Buoy 121

Hilton Head Island
4BD/4.5BA Home with Private Pool & Poolside Spa (can be heated for a fee)King, King, 2 Queens, Queen...
Home 4 / 4.5 / 10

*
Online booking available

$600 - $1300
Per Night

$3000 - $6500
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 - $85
Per Night

$595 - $1395
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 - $660
Per Night

$1650 - $3300
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 / 3.5 / 8

*
Online booking available

$199 - $419
Per Night

$995 - $2095
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

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

Hilton Head Island
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Home 4 / 3 / 12

$1500 - $5800
Per Week

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentabl...
Villa 1 / 1 / 4

*
Online booking available

$135 - $165
Per Night

$675 - $825
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
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

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 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
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

$128 - $128
Per Night

$895 - $1895
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

Beach Villa 9 - Oceanside-Gated Community-Take $100 Off A...

Hilton Head Island
Beach Villa 9 - Oceanside-Gated Community-Take $100 Off All Summer Weeks Stay ocean-side and enjoy ...
Condo 3 / 3 / 7

*
Online booking available

$199 - $419
Per Night

$995 - $2095
Per Week

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

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

*
Online booking available

$85 - $142
Per Night

$595 - $1195
Per Week

1503 Villamare - 5th Floor and pretty oceanviews.

Hilton Head Island
Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved wal...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

Captains Walk 468

Hilton Head Island
3 BD/3 BA second floor oceanfront villa. King, Queen and 2 Twin beds.Large oceanfront pool and baby ...
Villa 3 / 3 / 6

*
Online booking available

$345 - $530
Per Night

$1725 - $2650
Per Week

Beachwalk 109 - Shipyard Townhouse

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2.5 / 6

*
Online booking available

$145 - $225
Per Night

$725 - $1125
Per Week

1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, ...

Hilton Head Island
1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches eve...
Villa 4 / 3.5 / 8

*
Online booking available

$1295 - $2395
Per Week

Ocean Dunes Villas 221 - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

2 Bed/2 Bath Villa at 217 Ocean One

Hilton Head Island
2 Bed/2 Bath Villa at 217 Ocean One Unit Description: Minutes away from Coligny Beach Park, restaur...
Condo 2 / 2 / 6

*
Online booking available

$199 - $319
Per Night

$1393 - $2233
Per Week

504 Barrington Arms- 5th Floor Oceanfront Villa!

Hilton Head Island
Enjoy a fabulous vacation in the luxurious Barrington Villas. This 3 bedroom, 3 baths oceanfront vi...
Villa 3 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $2995
Per Week

3507 Windsor Court South-Oceanfront 5th Floor 3 BR Pentho...

Hilton Head Island
3507 Windsor Court South-Oceanfront 5th Floor 3 BR Penthouse. Wow views This 5th floor OCEANFRONT p...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
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