Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$130 - $239
Per Night

$910 - $2115
Per Week

Crown Reef 2 bed 2 bath villa minutes from the beach.

Hilton Head Island
Our relaxing 2 bedroom, 2 bath Crown Reef villa is a first floor end unit in family-centered Port Ro...
Villa 2 / 2 / 8

$111 - $154
Per Night

$780 - $1080
Per Week

Seascape Villa 3088-Beautifully Decorated, Relaxing Atmos...

Hilton Head Island
Seascape Villa 3088-Beautifully Decorated, Relaxing Atmosphere This nicely decorated villa has all ...
Condo 3 / 2 / 8

*
Online booking available

$175 - $310
Per Night

$875 - $1550
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

$130 - $239
Per Night

$910 - $2275
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

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

Seaside Villa 268 - Nicely renovated oceanfront close to ...

Hilton Head Island
Seaside Villa 268 - Nicely renovated oceanfront close to dining & shopping Beautifully decorated, t...
Condo 1 / 1 / 6

*
Online booking available

$115 - $200
Per Night

$525 - $1000
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 - $220
Per Night

$895 - $2176
Per Week

105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club &...

Hilton Head Island
105 Beachwalk-Fully 1st Floor. Quick walk to Beach Club & Fido Friendly This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 6

*
Online booking available

$120 - $159
Per Night

$595 - $1628
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

$270 - $350
Per Night

$1200 - $2800
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

$250 - $360
Per Night

$1100 - $2750
Per Week

33 Dune Lane- Oceanfront & Beautiful!

Hilton Head Island
The very best of everything! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront...
Home 7 / 7.5 / 17

*
Online booking available

$5916 - $17899
Per Week

263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nat...

Hilton Head Island
263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nature Lovers. 263 Stoney Creek is a wonderfu...
Villa 2 / 2.5 / 6

*
Online booking available

$159 - $160
Per Night

$795 - $2500
Per Week

Courtside 115 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$100 - $132
Per Night

$700 - $1148
Per Week

Forest Beach Villa 303 - Forest Beach One Level Flat

Hilton Head Island
Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road t...
Condo 2 / 2 / 4

*
Online booking available

$100 - $119
Per Night

$644 - $1063
Per Week

Ocean One 321 - Oceanfront Condo - Renovated BAs in 2017

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 10

*
Online booking available

$170 - $343
Per Night

$1190 - $3105
Per Week

Fabulous 6 BR Home with Pool, Spa, 2 Master Suites & Easy...

Hilton Head Island
Fabulous 6 BR Home with Pool, Spa, 2 Master Suites & Easy Walk to Beach! **Sandpiper 21** Locate...
Home 6 / 6.5 / 12

*
Online booking available

$600 - $1000
Per Night

$3000 - $7800
Per Week

201 Windsor Place

Hilton Head Island
Oceanfront Complex Palmetto Dunes ResortOcean Views from Every RoomThe Perfect GetawayCentrally loca...
Villa 2 / 2 / 7

*
Online booking available

$280 - $675
Per Night

$1645 - $3150
Per Week

Villamare 3220

Hilton Head Island
Villamare 3220 is a two bedroom condo located in an oceanfront complex in Palmetto Dunes. This condo...
Condo 2 / 2 / 8

*
Online booking available

$170 - $395
Per Night

$840 - $1960
Per Week

Windsor Place 510

Hilton Head Island
Windsor Place 510 is an oceanfront, four bedroom condo located in Palmetto Dunes. This condo is loca...
Condo 4 / 4 / 8

*
Online booking available

$470 - $1175
Per Night

$2380 - $5880
Per Week

Seaside Villa 162-Nicely Decorated Oceanview Condo with B...

Hilton Head Island
Seaside Villa 162-Nicely Decorated Oceanview Condo with Beautiful view Seaside Villa 162 is a nicel...
Condo 1 / 1 / 6

*
Online booking available

$105 - $189
Per Night

$425 - $945
Per Week

95 Singleton Beach Road

Hilton Head Island
This home is located on Singleton Beach is a luxury, designer home featuring 4 bedrooms, 4.5 bathroo...
Home 4 / 4.5 / 10

*
Online booking available

$680 - $1100
Per Night

$2940 - $6860
Per Week

Seascape Villas 2Br/2Ba ? 2 Saltwater Pools & Beach Cabana

Hilton Head Island
PROPERTY OVERVIEW Breathe easy and have the perfect Hilton Head vacation in this 2BR/2BA condo acro...
Condo 2 / 2 / 6

*
Online booking available

$105 - $215
Per Night

$737 - $1508
Per Week

913 Cutter Ct- A Quick Trolley Ride to the Beach & Steps ...

Hilton Head Island
913 Cutter Ct- A Quick Trolley Ride to the Beach & Steps to Harbour Town 913 Cutter Court is a beau...
Villa 1 / 1 / 4

*
Online booking available

$160 - $179
Per Night

$762 - $2500
Per Week

Courtside 10 - Ground Floor - Short walk to the Beach

Hilton Head Island
Courtside 10 has been remodeled in 2018 with all new furniture, new flooring, new appliances, new be...
Condo 2 / 2 / 8

*
Online booking available

$100 - $132
Per Night

$700 - $1187
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