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

Breakers 114

Hilton Head Island
1 Bd/1 Ba 1st floor villa with direct Ocean Front view. Queen bed & queensofa bed. Private balcony...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Fairway Lane 104

Hilton Head Island
2BD/2BA golf view villa . Queen & 2 Twins. Putting Green & Tennis on site. Sofa bed (sofa linens p...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min wa...

Hilton Head Island
62 Night Heron-Cute Beach Cottage, 3 BRs & Quick 5 min walk to the ocean These cozy, 3 bedroom, 2 b...
Villa 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

$330 - $600
Per Night

$1650 - $3000
Per Week

Collier Beach 16

Hilton Head Island
5BD/5.5BA Oceanfront Home with Private Pool (can be heated for a fee)4 King beds, 1 Queen plus Sleep...
Home 5 / 6 / 12

*
Online booking available

$1000 - $2200
Per Night

$5000 - $11000
Per Week

Tennismaster 203

Hilton Head Island
2 BD/2.5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (linens for SS provided fo...
Villa 2 / 3 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
Per Week

Feb 22 - Apr 26   **********20% ADVANCE BOOKING DISCOUNT... ************

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
<div id="TA_vrbadge310" class="TA_vrbadge"> <ul id="RQdGTS" class="TA_links vRfrSsjc"> &...
Home 4 / 3 / 12

$1500 - $5800
Per Week

105 Beachwalk - Fully Renovated and 5 minutes walk to the...

Hilton Head Island
105 Beachwalk - Fully Renovated and 5 minutes walk to the beach. Within earshot of the rolling surf...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Beach Villa 9 - Oceanside Townhouse-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

$235 - $395
Per Night

$1175 - $1975
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 e...
Condo 3 / 4 / 8

*
Online booking available

$235 - $395
Per Night

$1175 - $1975
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

1457 Sound Villas - This very spacious waterfront villa h...

Hilton Head Island
1457 Sound Villas - This very spacious waterfront villa has two living areas, This very spacious wa...
Villa 4 / 4 / 10

*
Online booking available

$242 - $242
Per Night

$1695 - $3795
Per Week

3204 Seacrest. - Direct Oceanfront -- Book Now!

Hilton Head Island
PANORAMIC VIEW OF THE ATLANTIC OCEAN from this 2nd floor, 2 bedroom, 2 bath, Forest Beach condo, wil...
Villa 2 / 2 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
Per Week

2 Sea Spray-New Owners & lots of Renovations, 2nd Row Oce...

Hilton Head Island
2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN bea...
Home 4 / 4 / 12

*
Online booking available

$256 - $256
Per Night

$1795 - $4695
Per Week

11 Gunnery Lane-5 BR beach home- 4 minute bike ride to th...

Hilton Head Island
11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ...
Home 5 / 6 / 12

*
Online booking available

$156 - $156
Per Night

$1095 - $2895
Per Week

17 Kingston Cove - Charming beach cottage and renovated!

Hilton Head Island
This cute beach cottage is just a quick bicycle ride to the beach. With 3 bedrooms and 2 baths this ...
Home 3 / 2 / 8

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

22 Surf Scoter - 3 Bedroom 3rd Row ocean beach home.

Hilton Head Island
This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the o...
Home 3 / 3 / 6

*
Online booking available

$142 - $142
Per Night

$995 - $2795
Per Week

1402 Seacrest - Fully renovated, 4th Floor Villa - Sleeps 8

Hilton Head Island
Completely Renovated - Just Beautiful!!! Incredible OCEANVIEWS from this 4th floor villa in Buildi...
Villa 2 / 2 / 8

*
Online booking available

$171 - $171
Per Night

$1200 - $2595
Per Week

303 Northshore - Pretty 3rd Floor Villa. Quick 100 yards ...

Hilton Head Island
303 Northshore - Pretty 3rd Floor Villa. Quick 100 yards walk to the beach. This new ocean-oriented...
Villa 2 / 2 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

459 Plantation Club - Quick walk to the Sea Pines Beach C...

Hilton Head Island
459 Plantation Club - Quick walk to the Sea Pines Beach Club - 3 BRs. These 3 Bedroom, 3.5 Bath spa...
Villa 3 / 4 / 9

*
Online booking available

$114 - $228
Per Night

$795 - $1795
Per Week

66 Kingston Dunes - 5 Minutes Walk to the Beach w/ Pool -...

Hilton Head Island
66 Kingston Dunes - 5 Minutes Walk to the Beach w/ Pool -3 BRs -Sleeps 8 This wonderful 3 bedroom, ...
Home 3 / 3 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2495
Per Week

1502 Villamare - 5th Floor Fully Renovated Villa and Beau...

Hilton Head Island
1502 Villamare - 5th Floor Fully Renovated Villa and Beautiful! This beautiful 5th floor Oceanfront...
Villa 2 / 2 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2695
Per Week

Ocean One 119 - Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 10

*
Online booking available

$285 - $515
Per Night

$1425 - $2575
Per Week

Surf Court 55 - Forest Beach 1st Floor Flat

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

*
Online booking available

$140 - $199
Per Night

$695 - $995
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