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

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

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

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

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

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

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

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

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

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

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

New Rental! 4th Row Ocean, 4 Bd, 2.5 Ba Pet Friendly, Pri...

Hilton Head Island
New Rental! 4th Row Ocean, 4 Bd, 2.5 Ba Pet Friendly, Private Pool! Nighthawk * 4th Row Ocean Home ...
Home 4 / 2.5 / 9

*
Online booking available

$299 - $449
Per Night

$1395 - $3995
Per Week

209 Shorewood - Direct Oceanfront! Unbelievable views.

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$1095 - $2395
Per Week

1 Quail Street- 5th Row Ocean Steps to Beach. Spring Week...

Hilton Head Island
1 Quail Street- 5th Row Ocean Steps to Beach. Spring Weeks Available. This 5 bedroom, 4.5 bath hom...
Home 5 / 4.5 / 12

*
Online booking available

$1995 - $5595
Per Week

Courtside 95 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 7

*
Online booking available

$130 - $219
Per Night

$650 - $1095
Per Week

Ocean Dunes Villas 111 - 1 BR 1 BA 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

$114 - $215
Per Night

$560 - $1075
Per Week

3 Surf Watch Way: Singleton Beach, Near Ocean

Hilton Head Island
3 Surfwatch Way: 6 BR/ 6.5 BA, Sleeps 18, .2 miles to the beach   First Floor: Kitchen, Living, Din...
Home 6 / 6.5 / 18

*
Online booking available

$510 - $1160
Per Night

$3185 - $8120
Per Week

Villamare 3231

Hilton Head Island
This recently remodeled two bedroom condo has been upgraded from floor to ceiling. The renovations i...
Villa 2 / 2 / 8

*
Online booking available

$310 - $585
Per Night

$1575 - $2975
Per Week

Sand Dollar 31, 4 Bedrooms, Large Private Pool, Sleeps 12

Hilton Head Island
31 Sand Dollar Road in Folly Field is a Beach House with private pool only a 2 minute walk to the be...
Home 4 / 2 / 12

*
Online booking available

$319 - $784
Per Night

$1595 - $3921
Per Week

Hampton 6104, 1 Bedroom, Large Heated Pool, Spa, Sleeps 4

Hilton Head Island
6104 Hampton Place is a newly renovated, wonderful 1 bedroom, 2 full bath, first floor villa with li...
Condo 1 / 2 / 4

*
Online booking available

$210 - $419
Per Night

$1050 - $2095
Per Week

Tennismaster 1205, Luxury 3 Br, 3.5 Ba, Pool, Sleeps 6

Hilton Head Island
1205 Tennismaster in Shipyard is absolutely “over the top” describes this luxury villa like no other...
Condo 3 / 3.5 / 6

*
Online booking available

$156 - $300
Per Night

$1095 - $2300
Per Week

37 St. George - 5 minute walk to the beach!

Hilton Head Island
This wonderful 4 bedroom, 4.5 bath home with private *heated pool is located just a 5 minute walk to...
Home 4 / 4.5 / 12

*
Online booking available

$1895 - $4995
Per Week

Island House 123, 2 Bedroom, Pool, Short Walk to Beach, S...

Hilton Head Island
New to our program as of February 2017. 123 Island House is located in the heart of South Forest Bea...
Condo 2 / 2 / 6

*
Online booking available

$179 - $339
Per Night

$895 - $1695
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

$995 - $2395
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