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

Evian 185

Hilton Head Island
2 BD/2 BA second floor end unit villa overlooking lagoon and golf course. King + day bed, 2 Twin bed...
Villa 2 / 2 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
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...
Home 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Shorewood 507

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds and 2 Twin beds. Large Oceanfront Pool, Hot Tub & B...
Villa 3 / 3 / 6

*
Online booking available

$265 - $530
Per Night

$1325 - $2650
Per Week

Night Heron 14

Hilton Head Island
1 BD/ 1 BA freestanding villa with landscape views. Queen bed with TVplus Sleep Sofa (linens provide...
Villa 1 / 1 / 4

*
Online booking available

$125 - $165
Per Night

$625 - $825
Per Week

Shorewood 536

Hilton Head Island
2BD/2BA 5th Floor Pool & Ocean Front villa. King, Queen & Twin. Sleep Sofa (sofa linens for a fee) O...
Villa 2 / 2 / 6

*
Online booking available

$220 - $420
Per Night

$1100 - $2100
Per Week

Spotted Sandpiper 12

Hilton Head Island
4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. High Speed Internet. Multi...
Home 4 / 3 / 9

*
Online booking available

$500 - $1000
Per Night

$2500 - $5000
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

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

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

Ocean One 106 - Oceanside 1st Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$230 - $395
Per Night

$1150 - $1975
Per Week

Shorewood 139

Hilton Head Island
2BD/2BA first floor villa with Private Balcony. King, 2 Twins plus Sleep Sofa (linens for SS provide...
Villa 2 / 2 / 6

*
Online booking available

$190 - $310
Per Night

$950 - $1550
Per Week

2308 Seacrest - New to Vrbo - 3rd Floor 2 BR & Pretty Views.

Hilton Head Island
Just relax and enjoy the sound of rolling waves from this OCEANVIEW 2 Bedroom, 2 bath villa. This v...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Ocean One 424 - Beautiful Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 en...
Condo 3 / 3 / 8

*
Online booking available

$230 - $395
Per Night

$1150 - $1975
Per Week

Shorewood 302 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enj...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

1503 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved wal...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

6 bedroom, ocean front home located in North Forest Beach

Hilton Head Island
WINDOWS ON THE WORLD, DESIGNER LINEN DREAMS This gorgeous and just renovated in 2011 three-story OC...
Home 6 / 7 / 14

*
Online booking available

$7195 - $13295
Per Week

Singleton Beach 5

Hilton Head Island
6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa. Pool* ...
Home 6 / 7 / 16

*
Online booking available

$1000 - $2400
Per Night

$5000 - $12000
Per Week

1 bedroom ocean view villa

Hilton Head Island
1 bedroom ocean view villa Unit Description: This 1 bedroom, 1 bath ocean view efficiency offers a ...
Condo 1 / 1 / 5

*
Online booking available

$140 - $400
Per Night

$980 - $2800
Per Week

1101 Villamare - Views abound! 1st floor villa with pool/...

Hilton Head Island
1101 Villamare - Views abound! 1st floor villa with pool/ocean views. PLENTY OF FEATURES AND AMENIT...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

47 Mooring Buoy - 3 BR + Den Fully Renovated 5th Row Ocea...

Hilton Head Island
47 Mooring Buoy - 3 BR + Den Fully Renovated 5th Row Ocean Home. 3 Bedroom + Plus Den, 4th row oce...
Home 3 / 5 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3795
Per Week

Waterford C-1

Hilton Head Island
2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds plus Sleep Sofa. Larg...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

1505 Villamare - 2 BR, 2 bath villa has outstanding views...

Hilton Head Island
1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oce...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown &...

Hilton Head Island
9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 b...
Home 4 / 5 / 12

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
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