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

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 - $400
Per Night

$1100 - $2400
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 This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$451 - $1519
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 - $284
Per Night

$745 - $1420
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 - $475
Per Night

$1200 - $2500
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

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

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach Call for Reservations - Brad: ...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
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 - $460
Per Night

$1000 - $2300
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 - $460
Per Night

$1000 - $2300
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 - $180
Per Night

$647 - $2171
Per Week

805 Clipper Court Harbour Town Views, Bike to Beach, Pet ...

Hilton Head Island
805 Clipper Court Harbour Town Views, Bike to Beach, Pet Friendly, Free Bikes Call for Reservations...
Villa 3 / 3 / 6

*
Online booking available

$149 - $800
Per Night

$795 - $3200
Per Week

4 Sandy Beach Trail

Hilton Head Island
This third row, 6 bedroom/6.5 bathroom pet friendly home features a spacious deck and private pool!....
Home 6 / 6.5 / 16

*
Online booking available

$570 - $1210
Per Night

$2380 - $8470
Per Week

2 Collier Beach Road

Hilton Head Island
This home in Singleton Beach is a wonderful oceanfront 5 Bedroom/5.5 Bathroom home with an oceanfron...
Home 5 / 5.5 / 14

*
Online booking available

$710 - $1965
Per Night

$3045 - $13755
Per Week

204 Tennis Master

Hilton Head Island
Welcome to 204 Tennis Master. 204 Tennis Master is a wonderful house with 2 Bedrooms and  2 Baths. 2...
Home 2 / 2 / 6

*
Online booking available

$140 - $255
Per Night

$840 - $1785
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

Queens Grant 640

Hilton Head Island
Drift away to this beautiful pet friendly, two bedroom villa located close to everything Palmetto Du...
Villa 3 / 2 / 8

*
Online booking available

$145 - $360
Per Night

$735 - $1785
Per Week

Sunswept

Hilton Head Island
Sunswept is a beautifully renovated, 2 BR/2 BA condo within Captain's Walk in Palmetto Dunes.  With ...
Apartment 2 / 2 / 7

*
Online booking available

$190 - $610
Per Night

$1155 - $3710
Per Week

20 Sandpiper

Hilton Head Island
20 Sandpiper in North Forest Beach7 Bedrooms6 Full & 2 Half Baths1st Floor Master Suite with King an...
Home 7 / 6 / 23

*
Online booking available

$970 - $2110
Per Night

$5635 - $14770
Per Week

508 Windsor Place-Oceanfront 5Th Floor Penthouse!

Hilton Head Island
Wow is all you can say when you enter this 5th-floor oceanfront 3 bedroom, 3 bath villa. Located in ...
Villa 3 / 3 / 8

*
Online booking available

$320 - $420
Per Night

$1400 - $4185
Per Week

503 Windsor Place-Oceanfront & Fully renovated and So Muc...

Hilton Head Island
503 Windsor Place-Oceanfront & Fully renovated and So Much More. This gorgeous 5th-floor villa with...
Villa 1 / 2 / 4

*
Online booking available

$180 - $200
Per Night

$945 - $2061
Per Week

116 Breakers-Oceanfront with Pool & Kiddy Pool. Steps to ...

Hilton Head Island
116 Breakers-Oceanfront with Pool & Kiddy Pool. Steps to Dining & Shopping Adorable oceanfront 1 be...
Villa 1 / 1 / 4

*
Online booking available

$100 - $140
Per Night

$525 - $1412
Per Week

Fantastic Sunset Vews of the Calibogue Sound from this Be...

Hilton Head Island
Fantastic Sunset Vews of the Calibogue Sound from this Beautiful Townhouse **Schooner Court 704** ...
Villa 4 / 4.5 / 8

*
Online booking available

$330 - $1000
Per Night

$1500 - $5000
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

Island Club 6106, 2 Bedrooms, Lagoon View, Large Pool, Ho...

Hilton Head Island
6106 Island Club, Folly Beach is totally renovated and refurbished; an impeccable and beautifully de...
Condo 2 / 2 / 5

*
Online booking available

$158 - $324
Per Night

$1108 - $2266
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