Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Shorewood 203

Hilton Head Island
2 BD/2 BA oceanfront villa. King and 2 Twin beds. Sleep Sofa (linens provided for add'l fee) Large...
Villa 2 / 2 / 6

*
Online booking available

$240 - $460
Per Night

$1200 - $2300
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

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

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

Breakers 102

Hilton Head Island
1 BD/1 BA first floor villa on the beach. Queen bed. (Sofa linens provided for additional fee) Poo...
Villa 1 / 1 / 4

*
Online booking available

$125 - $180
Per Night

$625 - $900
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. (sofa linens provided for a...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
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

Gadwall 3

Hilton Head Island
4 BD/ 4 BA 2nd Row Ocean. King, King, Queen & Trundle, Queen & Trundle. Private Pool (can b...
Home 4 / 4 / 12

*
Online booking available

$500 - $1200
Per Night

$2500 - $6000
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...
Home 3 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
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

28 Sandpiper

Hilton Head Island
Sandpiper's Flight ? This beautiful new VIP Oceanside home in North Forest Beach is stunning. Brigh...
Home 5 / 6 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$405 - $750
Per Night

$2025 - $3750
Per Week

Waterford D-4

Hilton Head Island
2 BD/2BA Golf Course view villa on # 1 Fairway of Galleon Course. King & 2 Twin beds plus sleep sof...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 5 / 10

*
Online booking available

$371 - $371
Per Night

$2595 - $6695
Per Week

20 Egret Street-6 BRs/Sleeps 14-Rent as 4,5,6 BR March/Ap...

Hilton Head Island
20 Egret Street-6 BRs/Sleeps 14-Rent as 4,5,6 BR March/April May Stunning 6 bedroom, 6.5 bath home ...
Home 6 / 7 / 14

*
Online booking available

$442 - $442
Per Night

$3095 - $7995
Per Week

120 Ocean Dunes - 1st Floor Oceanfront pretty villa.

Hilton Head Island
This is a totally renovated, freshly painted and professionally decorated 1 bedroom, 1 bath 1st-floo...
Villa 1 / 1 / 6

*
Online booking available

$71 - $71
Per Night

$495 - $1125
Per Week

Seacrest 1105

Hilton Head Island
2 BD/2 BA first floor villa with beautiful ocean views. King, 2 Doubles & Sleep Sofa (SS linens for ...
Villa 2 / 2 / 8

*
Online booking available

$240 - $480
Per Night

$1200 - $2400
Per Week

Ocean Club 29 - Oceanside 1st Floor Flat

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$190 - $295
Per Night

$950 - $1475
Per Week

823 Ketch Court - Sea Pines is Beautiful in the Fall - Bo...

Hilton Head Island
823 Ketch Court - Sea Pines is Beautiful in the Fall - Book Now NEWLY RENOVATED - UNBELIEVABLE LOCA...
Villa 2 / 3 / 4

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

198 Greens - 1 BR, 2 story townhouse. 7 minutes walk to t...

Hilton Head Island
198 Greens - 1 BR, 2 story townhouse. 7 minutes walk to the beach. This 1 bedroom, 1.5 bath townhou...
Villa 1 / 2 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
Per Week

2519 Villamare - 5th Floor upgraded 2 BR villa - Sleeps 8.

Hilton Head Island
This 2 Bedroom, 2 bath villa is located on the 5th floor and has an Oceanview, the complex is locate...
Villa 2 / 2 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Ocean One 322 - Oceanside 3rd Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$230 - $395
Per Night

$1150 - $1975
Per Week

Ocean One 521 - Oceanfront 5th Floor Spectacular Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 521 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$235 - $419
Per Night

$1175 - $2095
Per Week

Twin Oaks 205 - Harbour Town Area Townhouse

Hilton Head Island
Twin Oaks is named for the specimen live oak trees that adorn this community. The complex is surroun...
Condo 3 / 3 / 8

*
Online booking available

$195 - $275
Per Night

$975 - $1375
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