Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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 - $2750
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

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

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

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

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

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

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$249 - $319
Per Night

$1170 - $2570
Per Week

258 Evian-Quick bike ride to beach. Pool & Tennis on-site

Hilton Head Island
This lovely 2nd floor townhouse is located in beautiful Shipyard Plantation. Newly updated with a br...
Villa 2 / 2 / 6

*
Online booking available

$595 - $1395
Per Week

Ocean One 511 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic v...
Condo 2 / 2 / 8

*
Online booking available

$220 - $460
Per Night

$1100 - $2300
Per Week

Ocean One 520 - Beachside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. T...
Condo 2 / 2 / 6

*
Online booking available

$175 - $330
Per Night

$875 - $1650
Per Week

Shorewood 430 - Stunning Oceanview 4th Floor Condo

Hilton Head Island
With an oversized balcony accessible to by the living room, guests staying in Shorewood 430 enjoy a ...
Condo 2 / 2 / 6

*
Online booking available

$200 - $400
Per Night

$1000 - $2000
Per Week

5 Juniper Lane-Pretty 3rd Row Ocean.

Hilton Head Island
Coastal chic, this newly renovated and updated 5 bedroom home with elevator located 3rd row from the...
Home 5 / 3 / 14

*
Online booking available

$1995 - $5295
Per Week

6 Portside- Fully Renovated / Fantastic views of Braddock...

Hilton Head Island
6 Portside- Fully Renovated / Fantastic views of Braddock Cove & Marina 6 Portside is one of only s...
Home 4 / 3 / 8

*
Online booking available

$1995 - $3895
Per Week

Seascape Villa 3089, 2 bedroom, 2 bath, resort view

Hilton Head Island
Relax and enjoy this inviting, newly renovated 2 bedroom, 2 bathroom town home villa located in the ...
Condo 2 / 2 / 6

*
Online booking available

$97 - $127
Per Night

$485 - $960
Per Week

417 Ocean dune Villas

Hilton Head Island
Beautiful direct ocean front villa. This villa is 2 bedroom, 2 bathroom on the 4th floor. The master...
Villa 2 / 2 / 6

*
Online booking available

$155 - $290
Per Night

$1085 - $2030
Per Week

128 Dune Ln- 2nd row ocean, get a glimpse of the ocean fr...

Hilton Head Island
128 Dune Ln- 2nd row ocean, get a glimpse of the ocean from the porch. Completely renovated in spri...
Home 3 / 3 / 8

*
Online booking available

$2095 - $5495
Per Week

1804 Bluff Villa - Fully Renovated and so much more! Step...

Hilton Head Island
1804 Bluff Villa - Fully Renovated and so much more! Steps to Beach & Marina This totally renovated...
Villa 2 / 2 / 5

*
Online booking available

$795 - $1495
Per Week

Racquet Club Villas 2330

Hilton Head Island
Racquet Club Villa 2330 is a one bedroom condo located just a short walk from Harbour Town in Sea Pi...
Condo 1 / 1 / 4

*
Online booking available

$130 - $355
Per Night

$700 - $1820
Per Week

Haul Away 18

Hilton Head Island
This spectacular, six bedroom home has been built with attention and offers lagoon views in Palmetto...
Home 6 / 6 / 15

*
Online booking available

$785 - $1670
Per Night

$3955 - $8365
Per Week

Night Heron 51

Hilton Head Island
This recently renovated two bedroom villa is just a quick walk from the beach in Sea Pines. This is ...
Villa 2 / 2 / 6

*
Online booking available

$205 - $400
Per Night

$1085 - $2030
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