Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

$113 - $155
Per Night

$495 - $1095
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

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

$99 - $139
Per Night

$445 - $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 Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$895 - $1995
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

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

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

$99 - $141
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

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

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

7627 Huntington-Quick150 yards walk to the beach.

Hilton Head Island
This expertly decorated 2nd floor flat at Huntington is a 2 bedroom, 2 bath villa with a beautiful l...
Villa 2 / 2 / 7

*
Online booking available

$795 - $1995
Per Week

258 Stoney Creek. Lovely 3 Bedroom Townhouse in Harbour Town

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright...
Villa 3 / 3 / 7

*
Online booking available

$895 - $3000
Per Week

2402 Seacrest - Pretty, 4th Floor Villa with Oceanviews.

Hilton Head Island
This 4th floor OCEANVIEW 3 bedroom, 3 bath villa is just perfect for your family vacation. Situated...
Villa 3 / 3 / 10

*
Online booking available

$1295 - $3295
Per Week

Ocean Gate 9 - Forest Beach Townhouse

Hilton Head Island
This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street...
Condo 2 / 2.5 / 6

*
Online booking available

$130 - $219
Per Night

$650 - $1095
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

2302 Seacrest-Fully Renovated and Beautiful Oceanviews

Hilton Head Island
Beautiful designer decorated 3 bedroom OCEANVIEW villa. This newly renovated villa is perfect for y...
Villa 3 / 3 / 8

*
Online booking available

$1295 - $3295
Per Week

6 Wanderer Lane-Pretty Renovated, 2nd Row Ocean beach hom...

Hilton Head Island
6 Wanderer Lane-Pretty Renovated, 2nd Row Ocean beach home w/ views of beach. Beautiful and newly u...
Home 5 / 3 / 10

*
Online booking available

$2195 - $5895
Per Week

5 Robin Street-Fully Renovated 3rd row ocean- Coastal Chic!

Hilton Head Island
Inspired from the pages of Coastal Living Magazine this fantastic 4 bedroom home is just steps to th...
Home 4 / 3.5 / 10

*
Online booking available

$2295 - $6195
Per Week

Ocean One 111 - 3 Bedroom Direct Ocean Front Condo

Hilton Head Island
Ocean One 111 is a 3 bedroom, 3 bath ground floor with no steps to navigate. The slider takes you s...
Condo 3 / 3 / 10

*
Online booking available

$250 - $550
Per Night

$1250 - $2750
Per Week

2 BR Oceanside Villa with Oceanfront Pool, Baby Pool & Po...

Hilton Head Island
2 BR Oceanside Villa with Oceanfront Pool, Baby Pool & Poolside Spa **Shorewood 139** This charm...
Villa 2 / 2 / 6

*
Online booking available

$190 - $360
Per Night

$950 - $2000
Per Week

2 BR Ocean View Villa with Oceanfront Pool, Baby Pool & H...

Hilton Head Island
2 BR Ocean View Villa with Oceanfront Pool, Baby Pool & Hot Tub! **Windsor Place 107** This hand...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2500
Per Week

Fazio 23

Hilton Head Island
This three-bedroom town house overlooks the Fazio golf course, in Palmetto Dunes. The spacious livi...
Villa 3 / 3 / 8

*
Online booking available

$225 - $480
Per Night

$1155 - $2380
Per Week

Lighthouse Tennis 2374

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Call for Details) Lighthouse Tennis 2374 is a one bedroo...
Villa 1 / 1 / 2

*
Online booking available

$130 - $270
Per Night

$665 - $1365
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