Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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

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

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

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

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

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

229 Beachside Homes -Quick Walk to the Beach & South Beac...

Hilton Head Island
229 Beachside Homes -Quick Walk to the Beach & South Beach Marina This 2-story, 4 bedroom, 4 bathro...
Home 4 / 4 / 10

*
Online booking available

$220 - $220
Per Night

$1146 - $3663
Per Week

11 Flotilla- Direct Oceanfront w/ Elevator

Hilton Head Island
Spectacular oceanfront home in Palmetto Dunes. This 5 bedroom, 5.5 bathroom home with *heated pool a...
Home 5 / 5.5 / 10

*
Online booking available

$880 - $880
Per Night

$4273 - $11880
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

$165 - $221
Per Night

$900 - $1180
Per Week

1468 Sound Villas- Calibogue Sound Views.

Hilton Head Island
You will enjoy being in the south beach area of Sea Pines Resort in this 4 bedroom, 4 bathroom townh...
Villa 4 / 4 / 10

*
Online booking available

$260 - $460
Per Night

$1227 - $3993
Per Week

5 Robin Street-3rd row ocean- Coastal Chic Beach Home!

Hilton Head Island
Remodeled in a chic beach cottage style; this home sets a new standard for vacation living! Fantasti...
Home 4 / 3.5 / 10

*
Online booking available

$460 - $460
Per Night

$2251 - $7447
Per Week

Nicely decorated 2 BR, 2 & 1/2 bath townhouse stye Tangle...

Hilton Head Island
Nicely decorated 2 BR, 2 & 1/2 bath townhouse stye Tanglewood Villa Tastefully furnished town home ...
Condo 2 / 2.5 / 4

*
Online booking available

$82 - $112
Per Night

$485 - $635
Per Week

21 Singleton Beach Place

Hilton Head Island
This 6 bedroom 7.5 bathroom extravagant home is newly constructed (just built in 2016) with amazing ...
Home 6 / 7.5 / 18

*
Online booking available

$935 - $2290
Per Night

$4305 - $16030
Per Week

Huntington 7629

Hilton Head Island
Huntington 7629 is a two bedroom condo located just a short walk from the beach in Palmetto Dunes. ...
Villa 2 / 2 / 6

*
Online booking available

$205 - $425
Per Night

$1015 - $2170
Per Week

Sea Lane 19

Hilton Head Island
This beautiful single level, five bedroom home, is only a short walk from the beach. Decorated in wi...
Home 5 / 4 / 12

*
Online booking available

$510 - $1110
Per Night

$2590 - $5565
Per Week

St. George 29

Hilton Head Island
This three bedroom home is located within walking distance to the beach and the George Fazio golf co...
Home 3 / 3 / 8

*
Online booking available

$260 - $560
Per Night

$1295 - $2800
Per Week

48 Hilton Head Cabana

Hilton Head Island
Welcome to 48 Hilton Head Cabana a beautiful ocean oriented 2 story townhome located in North Forest...
Home 2 / 2.5 / 4

*
Online booking available

$120 - $190
Per Night

$840 - $1330
Per Week

212 Shorewood - 3 Bedroom Ocean Front Villa!

Hilton Head Island
This elegantly updated 3 bedroom oceanfront villa is simply stunning and the view will take your bre...
Villa 3 / 3 / 8

*
Online booking available

$279 - $439
Per Night

$1453 - $4216
Per Week

6 bedroom, ocean front home located in North Forest Beach

Hilton Head Island
WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OC...
Home 6 / 6.5 / 14

*
Online booking available

$4095 - $21676
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