Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Shorewood 136

Hilton Head Island
2 BD / 2 BA ocean view villa. King, Queen & Twin bed. Sleep sofa. Pool, Hot Tub & Baby Pool on site....
Villa 2 / 2 / 7

*
Online booking available

$220 - $400
Per Night

$1100 - $2000
Per Week

South Beach Club 1905

Hilton Head Island
3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen, & 2 Twins. 1 HR/Day free tennis...
Villa 3 / 2 / 6

*
Online booking available

$260 - $530
Per Night

$1300 - $2650
Per Week

South Beach Lane 47

Hilton Head Island
4 BD/ 2 BA 5th Row Ocean home adjacent to the beach walk. King, King, Double & 2 Twin beds. Free Mem...
Home 4 / 2 / 8

*
Online booking available

$270 - $440
Per Night

$1350 - $2200
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
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Home 4 / 3 / 12

$1500 - $5800
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

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

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

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

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

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

207 The Breakers

Hilton Head Island
207 The Breakers Unit Description: Recently remodeled 1 bath unit with a living Room/eat-In kitchen...
Condo 1 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

792 Queens Grant

Hilton Head Island
792 Queens Grant Unit Description: This NON-SMOKING, two bedroom, 2 bath villa comes equipped with ...
Condo 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

1502 Seacrest - 5th Floor, 2 BR Villa overlooking the poo...

Hilton Head Island
1502 Seacrest - 5th Floor, 2 BR Villa overlooking the pool & ocean. This pretty 5th floor Oceanview...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

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

Dune Lane 29B

Hilton Head Island
5BD/4BA ocean front home with Private Pool (can be heated for add'l fee) Queen, Queen, Double, 2 Twi...
Home 5 / 4 / 12

*
Online booking available

$600 - $1200
Per Night

$3000 - $6000
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

9 Bald Eagle West-3 BR, 3.5 Bath Beach Home, 5 minute wal...

Hilton Head Island
9 Bald Eagle West-3 BR, 3.5 Bath Beach Home, 5 minute walk to the beach This DRAMATIC 3 bedroom, 3....
Home 3 / 4 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2895
Per Week

Colonnade Club 148

Hilton Head Island
2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep sofa (Sofa linens provided for a fee)....
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
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

433 Captains Walk-Oceanfront, walk right from your patio ...

Hilton Head Island
433 Captains Walk-Oceanfront, walk right from your patio to the pool & ocean. FROM THE 1st FLOOR, E...
Villa 2 / 2 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Beachwalk 174 - Shipyard Townhouse

Hilton Head Island
174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. Thi...
Condo 3 / 4 / 8

*
Online booking available

$200 - $299
Per Night

$995 - $1495
Per Week

2203 Seacrest - 2nd Floor 1 Bedroom, 1.5 Bath Villa. Pretty.

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 2 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Sandpiper 21

Hilton Head Island
6 BD/6.5 BA fifth row ocean home. Private Pool* & Hot Tub* (*can be heated for a fee) 2 Kings, 1 Q...
Home 6 / 7 / 12

*
Online booking available

$500 - $1320
Per Night

$2500 - $6600
Per Week

Surf Scoter 12

Hilton Head Island
4 BD/4 BA, 4th row ocean, two story home. Screened porch. 2 Kings, Queen, Queen & Twin bed. Sl...
Home 4 / 4 / 11

*
Online booking available

$420 - $920
Per Night

$2100 - $4600
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