Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $2750
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 - $2750
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 Under Renovation 10/18/...
Home 3 / 2 / 6

*
Online booking available

$895 - $1995
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 - $184
Per Night

$620 - $1370
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

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

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

$595 - $1395
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

$249 - $319
Per Night

$1170 - $2570
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

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

48 North Forest Beach- 5th Row Ocean, quick walk to the b...

Hilton Head Island
48 North Forest Beach- 5th Row Ocean, quick walk to the beach & Coligny WOW! Is all you can say whe...
Home 5 / 5.5 / 12

*
Online booking available

$1895 - $4995
Per Week

2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot ...

Hilton Head Island
2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot Tub & Pool 2nd row ocean FUN beach home ha...
Home 4 / 3.5 / 12

*
Online booking available

$1795 - $5195
Per Week

10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lot...

Hilton Head Island
10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lots of Great features 2ND ROW OCEAN, NEWLY R...
Home 7 / 7 / 18

*
Online booking available

$3795 - $9495
Per Week

6 Red Cardinal-4th Row & Steps to the beach.

Hilton Head Island
Location, location, location! This wonderful 5 bedroom, 5 bath, 4th row home with private *heated po...
Home 5 / 5 / 16

*
Online booking available

$2295 - $6800
Per Week

Ocean One 111 - 3 Bedroom Direct Ocean Front Condo

Hilton Head Island
Ocean One 111 is a 3 bedroom, 3 bath ground floor with no steps to navigate. The slider takes you s...
Condo 3 / 3 / 10

*
Online booking available

$245 - $550
Per Night

$1225 - $2750
Per Week

71 Springwood Villas

Hilton Head Island
Located just to the left of the entrance of Springwood Villas, 71 is a 2nd floor townhouse with newl...
Villa 2 / 2 / 6

*
Online booking available

$105 - $205
Per Night

$735 - $1435
Per Week

124 Windward Village - 2 Bedroom Villa -Shipyard Plantation

Hilton Head Island
124 Windward Village is located in the beautiful gated community of Shipyard. This 2 bedroom 2 1/2 ...
Condo 2 / 2.5 / 4

*
Online booking available

$140 - $225
Per Night

$700 - $1125
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 - $285
Per Night

$825 - $1500
Per Week

Baynard Cove 10

Hilton Head Island
Stay in the heart of Sea Pines at this recently renovated, ranch-style vacation home. With four bedr...
Home 4 / 3 / 12

*
Online booking available

$460 - $955
Per Night

$2310 - $4830
Per Week

St. Andrews Common 1758, End Unit, 2 Bedrooms, Pool, Slee...

Hilton Head Island
1758 St. Andrews Common in Palmetto Dunes. Spacious 1st floor St. Andrews property with private cour...
Condo 2 / 2 / 7

*
Online booking available

$150 - $259
Per Night

$750 - $1295
Per Week

Ocean Gate 5, 2 Bedroom, End Unit, Large Pool, Tennis, Sl...

Hilton Head Island
Just a short 3 minute walk to one of the most relaxing areas of beach on Hilton Head Island, this mo...
Condo 2 / 2.5 / 6

*
Online booking available

$139 - $259
Per Night

$695 - $1295
Per Week

5 Herjon - Brand New 5 bedroom North Forest Beach home!

Hilton Head Island
3 and 5 Heron Street are brand new custom built 5 bedroom, 5 full bath and 2 half bath homes with pr...
Home 5 / 5.5 / 12

*
Online booking available

$2495 - $6595
Per Week

104 Oceanwood - Beautiful Oceanfront 4 BR home w/ Hot Tub

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

*
Online booking available

$2595 - $7395
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