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

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

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

$132 - $284
Per Night

$745 - $1420
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

$180 - $180
Per Night

$743 - $2234
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 7148H Call for Reservations - ...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

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

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

$510 - $1562
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

$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

$200 - $460
Per Night

$1000 - $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 - $475
Per Night

$1200 - $2500
Per Week

Ocean Dunes Villas 203 - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This nicely furnished one bedroom villa has a full kitchen, combined living room dining room area an...
Condo 1 / 1 / 6

*
Online booking available

$83 - $170
Per Night

$445 - $905
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

Hampton Place 6407

Hilton Head Island
Hampton Place 6407 is an ocean view, two-bedroom condo located in Palmetto Dunes; it is located on t...
Villa 2 / 2 / 6

*
Online booking available

$280 - $605
Per Night

$1400 - $3045
Per Week

Beach & Tennis A346, 1 Bedroom, Limited Ocean View, Free ...

Hilton Head Island
Bring your tennis racquet and your swimming suit when you choose Beach & Tennis A346 as your vacatio...
Condo 1 / 1 / 4

*
Online booking available

$104 - $208
Per Night

$730 - $1458
Per Week

St. Andrews Common 1658, 1 Bedroom, Large Pool, Ground Fl...

Hilton Head Island
This Palmetto Dunes 1 bedroom, 1.5 baths, 1st floor, spacious villa is convenient to everything on H...
Condo 1 / 1.5 / 4

*
Online booking available

$89 - $192
Per Night

$625 - $1342
Per Week

St. Andrews Common 1861, 2 Bedroom, Pet Friendly, Sleeps 6

Hilton Head Island
1861 St. Andrews in Palmetto Dunes. What a positively delightful, charming and whimsical 1BR, 1 Loft...
Condo 2 / 2 / 6

*
Online booking available

$98 - $199
Per Night

$683 - $1394
Per Week

Solace at South Forest Beach A, 2 Bedroom, Private Pool, ...

Hilton Head Island
Solace at South Forest Beach at 1A Myrtle Lane in South Forest Beach is a terrific 2 bedroom 1.5 bat...
Home 2 / 2 / 6

*
Online booking available

$203 - $472
Per Night

$1418 - $3301
Per Week

Seaside Villa 176 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 176 is a nicely furnished one bedroom, one bathroom Oceanside villa on the first floor of an...
Condo 1 / 1 / 6

*
Online booking available

$83 - $178
Per Night

$445 - $945
Per Week

4102 Windsor Court-Oceanviews and Coastal Chic Upgrades g...

Hilton Head Island
4102 Windsor Court-Oceanviews and Coastal Chic Upgrades galore This beautiful 2 bedroom oceanfront ...
Villa 2 / 2 / 6

*
Online booking available

$160 - $220
Per Night

$752 - $2228
Per Week

2 Quail- 5th row ocean. Beautiful home!

Hilton Head Island
Magnificent custom built 5th row ocean home in North Forest Beach perfect for large family vacations...
Home 7 / 5.5 / 17

*
Online booking available

$680 - $680
Per Night

$3395 - $10726
Per Week

31 Singleton Beach Place: Direct Oceanfront Luxury Home -...

Hilton Head Island
This home is luxury at its finest! With over 5,500 sq.ft. of living space, this 6 bedroom 9 bathroom...
Home 6 / 9 / 20

*
Online booking available

$1425 - $2680
Per Night

$6825 - $18760
Per Week

Great Vacation Home in Sea Pines with Private Pool & Spa ...

Hilton Head Island
Great Vacation Home in Sea Pines with Private Pool & Spa & 4th Row Ocean **Surf Scoter 12** This...
Home 4 / 4 / 9

*
Online booking available

$700 - $750
Per Night

$2200 - $5000
Per Week

Collier Ct 6

Hilton Head Island
This ocean view, Singleton Beach home is impeccable, spacious and one of the most well-appointed hom...
Home 4 / 4 / 16

*
Online booking available

$515 - $1335
Per Night

$2590 - $6685
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