Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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

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

$220 - $460
Per Night

$1100 - $2300
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

$260 - $280
Per Night

$623 - $1797
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 - $550
Per Night

$1100 - $2750
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

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

$88 - $184
Per Night

$445 - $920
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

$220 - $460
Per Night

$1100 - $2300
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 - $550
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

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

$199 - $400
Per Night

$938 - $1979
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

$132 - $267
Per Night

$745 - $1420
Per Week

1865 Beachside Tennis- Easy Access to Beach & Pool.

Hilton Head Island
Water views from every room! This beautiful 2 bedroom, 2 bath beachfront villa has an updated kitche...
Villa 2 / 2 / 6

*
Online booking available

$500 - $520
Per Night

$1395 - $3338
Per Week

3501 Seacrest - Oceanfront 5th Floor Penthouse. Wow views!

Hilton Head Island
This fabulous oceanfront 3 bedroom, 3 bath penthouse villa is located in building 3 on the fifth flo...
Villa 3 / 3 / 6

*
Online booking available

$960 - $980
Per Night

$2195 - $5844
Per Week

114 Beachwalk - 3 Minutes walk to the beach ,Tennis & Fid...

Hilton Head Island
114 Beachwalk - 3 Minutes walk to the beach ,Tennis & Fido Friendly Within earshot of the rolling s...
Villa 1 / 2 / 4

*
Online booking available

$220 - $240
Per Night

$518 - $1542
Per Week

48 Kingston Road - Cute & Renovated 3 BR Home w/ Pool - L...

Hilton Head Island
48 Kingston Road - Cute & Renovated 3 BR Home w/ Pool - Lagoon View Charming and spacious, this sec...
Home 3 / 3 / 6

*
Online booking available

$500 - $2559
Per Night

$1054 - $7813
Per Week

1303 Seacrest - 3rd Floor - Gorgeous Ocean Views & Walk t...

Hilton Head Island
1303 Seacrest - 3rd Floor - Gorgeous Ocean Views & Walk to Shopping & Dining Delightful 2 bedroom, ...
Villa 2 / 2 / 8

*
Online booking available

$500 - $520
Per Night

$1043 - $3157
Per Week

410 Captain's Walk

Hilton Head Island
Direct Oceanfront ViewsBeautifully Updated2 Bedroom / 2 BathKing and 2 DoublesAmazing Oceanfront Poo...
Villa 2 / 2 / 6

*
Online booking available

$280 - $485
Per Night

$1645 - $3395
Per Week

Moorings 0910

Hilton Head Island
This is a Pet Friendly Condo! (Dogs Only - Must Call for Details) Moorings 0910 is a resort view, t...
Villa 2 / 3 / 8

*
Online booking available

$145 - $315
Per Night

$770 - $1610
Per Week

Lagoon Road 29, 4 Bedroom, Wooded View, Close to Beach, S...

Hilton Head Island
This 2-level home has space for the whole family. With 4 bedrooms, multiple living spaces, and a wra...
Home 4 / 3 / 10

*
Online booking available

$192 - $464
Per Night

$1342 - $3247
Per Week

Narragansett, 4 Bedrooms, Wooded View, Sleeps 13, Close t...

Hilton Head Island
When it comes to planning a vacation, there are a truly endless number of hotels, resorts, motels, a...
Home 4 / 4 / 13

*
Online booking available

$179 - $484
Per Night

$1250 - $3389
Per Week

Seascape Villa 3004-Nicely furnished poolside villa - sho...

Hilton Head Island
Seascape Villa 3004-Nicely furnished poolside villa - short walk to beach Welcome to Seascape Villa...
Condo 1 / 1 / 4

*
Online booking available

$73 - $148
Per Night

$420 - $795
Per Week

2112 Windsor Place II- 1st Floor, Overlooking Pool & Ocean

Hilton Head Island
This 1st floor 2 bedroom, 2 bath villa looks over the pool to the ocean in the wonderful Windsor Pla...
Villa 2 / 2 / 7

*
Online booking available

$249 - $419
Per Night

$1743 - $2415
Per Week

Surf Court 66 - Charming Townhouse - 1 block to the Beach

Hilton Head Island
New Furniture, Lovely & Updated, New Windows & Slider. Gorgeous Brand New Kitchen in 2018 Surf Cour...
Condo 2 / 2.5 / 7

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Surf Court 70 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo!!

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 7

*
Online booking available

$240 - $480
Per Night

$1200 - $2400
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