Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Te...

Hilton Head Island
5403 Treetops, Renovated 2 BR Villa, Free Bikes, Pool, Tennis, Beach This newly renovated villa has...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
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

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

$107 - $274
Per Night

$620 - $1370
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 Within earshot of the ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $280
Per Night

$560 - $1952
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 - $440
Per Night

$1000 - $2200
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

$400 - $400
Per Night

$813 - $2799
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

$240 - $380
Per Night

$1200 - $1900
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 2 Bedrooms, 2 Bathrooms,...
Villa 2 / 2 / 8

*
Online booking available

$113 - $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

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 - $440
Per Night

$1000 - $2200
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

$220 - $400
Per Night

$1100 - $2000
Per Week

Hilton Head Beach Villa 18 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Beautifully Decorated!! Located oceanfront on South Forest Beach Drive this complex offers three be...
Condo 3 / 3 / 8

*
Online booking available

$232 - $514
Per Night

$1170 - $2570
Per Week

1746 Bluff Villas - Beautiful views. Quick walk to South ...

Hilton Head Island
1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. Perfectly positioned in...
Villa 3 / 2 / 6

*
Online booking available

$260 - $360
Per Night

$690 - $2378
Per Week

7634 Huntington-3 Bedroom w/ pretty canal views

Hilton Head Island
Beautifully updated and decorated villa with gorgeous lagoon views! This 3 bedroom, 3.5 bath villa i...
Villa 3 / 3.5 / 10

*
Online booking available

$320 - $440
Per Night

$880 - $3034
Per Week

Newly Updated, Private Back Deck. Free Bikes Pool Tennis ...

Hilton Head Island
Newly Updated, Private Back Deck. Free Bikes Pool Tennis Pet Friendly 21Ob Escape to the Beach! New...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

Beautiful 2 Bedroom Evian Villa overlooking Golf & Lagoon

Hilton Head Island
**Evian 185** This delightful 2nd story villa is nestled within the private community of Evian in...
Villa 2 / 2 / 7

*
Online booking available

$165 - $300
Per Night

$825 - $1400
Per Week

503 North Shore Place

Hilton Head Island
Welcome to the top floor of  North Shore Place unit 503 in North Forest Beach! This wonderful compl...
Villa 2 / 2 / 6

*
Online booking available

$155 - $305
Per Night

$1085 - $2135
Per Week

Beachwalk 171, 1 Br, Pool, Golf Views, Sleeps 6

Hilton Head Island
171 Beachwalk, Shipyard Plantation. This one bedroom, 2 bath villa is a 2nd-floor end unit featuring...
Condo 1 / 2 / 6

*
Online booking available

$98 - $219
Per Night

$942 - $942
Per Week

Breakers 318, 1 Bedroom, Ocean View, Pool, Sleeps 6

Hilton Head Island
318 The Breakers in North Forest Beach is an outstanding 1 bedroom, 1 bathroom villa decorated in a ...
Condo 1 / 1 / 6

*
Online booking available

$104 - $221
Per Night

$1088 - $1088
Per Week

Hickory Lane 1, 6 Bedroom, Heated Private Pool, Near Beac...

Hilton Head Island
You have found it: the jewel in Hilton Head's crown, a huge family house just a 3-minute walk from t...
Home 6 / 4 / 21

*
Online booking available

$434 - $1473
Per Night

$6333 - $6333
Per Week

2 Genoa Court- Hot Tub & Pool Access and Quick Walk to Ha...

Hilton Head Island
2 Genoa Court- Hot Tub & Pool Access and Quick Walk to Harbour Town This spacious 4 Bedroom, 4.5 ba...
Home 4 / 4.5 / 11

*
Online booking available

$620 - $2100
Per Night

$1149 - $10500
Per Week

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

Hilton Head Island
4102 Windsor Court-Oceanviews and Coastal Chic Upgrades galore Remodeled in 2011, this ground-floor...
Villa 2 / 2 / 6

*
Online booking available

$300 - $400
Per Night

$788 - $2769
Per Week

Surf Court 68 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$185 - $310
Per Night

$925 - $1550
Per Week

Lake Forest 3304 - Sea Pines One Level Condo

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 6

*
Online booking available

$150 - $225
Per Night

$750 - $1125
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