Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$1052 - $3604
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

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

$736 - $2513
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 2 Bedrooms, 2 Bathrooms, Elev...
Villa 2 / 2 / 8

*
Online booking available

$116 - $149
Per Night

$495 - $1095
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

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

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

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

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

$124 - $274
Per Night

$620 - $1370
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 - $550
Per Night

$1100 - $2765
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 - $550
Per Night

$1200 - $2765
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

$99 - $184
Per Night

$445 - $920
Per Week

Courtside 51 - Updated Delightful Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$130 - $219
Per Night

$650 - $1095
Per Week

Ocean One 106 - Beach-side 1st Floor Condo

Hilton Head Island
Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Gu...
Condo 3 / 3 / 10

*
Online booking available

$200 - $420
Per Night

$1000 - $2100
Per Week

Courtside 105 - Charming Updated Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 7

*
Online booking available

$130 - $219
Per Night

$650 - $1095
Per Week

Ocean Dunes Villa 206 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps t...
Condo 1 / 1 / 4

*
Online booking available

$134 - $259
Per Night

$665 - $1295
Per Week

Ocean Dunes Villas 315 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$114 - $215
Per Night

$560 - $1075
Per Week

2366 Racquet Club-1st floor, Pretty & a Quick Walk to Har...

Hilton Head Island
2366 Racquet Club-1st floor, Pretty & a Quick Walk to Harbourtown This lovely 1 bedroom villa is lo...
Villa 1 / 1 / 4

*
Online booking available

$645 - $2300
Per Week

31 Crabline Court: Singleton Beach, Near Ocean, Pet Friendly

Hilton Head Island
First Floor: Kitchen, Living (Sleeper Sofa), Dining (table seats 10 and bar seats 3), TV, Half Bath,...
Home 5 / 4.5 / 14

*
Online booking available

$430 - $735
Per Night

$2275 - $5145
Per Week

3 BR Villa with Views of the Pool, Beach & Calibogue Soun...

Hilton Head Island
3 BR Villa with Views of the Pool, Beach & Calibogue Sound! Free Tennis! **South Beach Club 1905** ...
Villa 3 / 2.5 / 6

*
Online booking available

$270 - $600
Per Night

$1350 - $3010
Per Week

2 BR Oceanfront 3rd Floor Villa with Panoramic Oceanfront...

Hilton Head Island
2 BR Oceanfront 3rd Floor Villa with Panoramic Oceanfront Views! **Shorewood 310** Ideal for bea...
Villa 2 / 2 / 5

*
Online booking available

$260 - $550
Per Night

$1300 - $2765
Per Week

128 Dune Ln- 2nd row ocean, get a glimpse of the ocean fr...

Hilton Head Island
128 Dune Ln- 2nd row ocean, get a glimpse of the ocean from the porch. Completely renovated in spri...
Home 3 / 3 / 8

*
Online booking available

$2865 - $9807
Per Week

Shell Ring Road 63

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) This spacious ranch-style home off...
Home 3 / 3 / 8

*
Online booking available

$360 - $770
Per Night

$1820 - $3850
Per Week

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

Hilton Head Island
This 6 bedroom, 4 bathroom home near the ocean has a heated, oversized pool and provides spacious li...
Home 6 / 4 / 21

*
Online booking available

$483 - $1473
Per Night

$5447 - $5447
Per Week

Beachside Tennis 1895, 2 Bedrooms, Large Pool

Hilton Head Island
Beachside Tennis 1895 - The Ultimate Place for Vacation and Lovely Timeouts. Are you looking forwar...
Condo 2 / 2 / 6

*
Online booking available

$193 - $530
Per Night

$1960 - $1960
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