Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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 - $460
Per Night

$1000 - $2300
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

105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to ...

Hilton Head Island
105 Beachwalk-Fully-1st Floor & Renovated, Quick walk to Shipyard Beach Club This 1st floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$120 - $160
Per Night

$475 - $1554
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

$116 - $149
Per Night

$495 - $1095
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 - $460
Per Night

$1000 - $2300
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 - $167
Per Night

$620 - $920
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

$250 - $400
Per Night

$1100 - $2400
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

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

$180 - $180
Per Night

$682 - $2221
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

$270 - $350
Per Night

$1200 - $2500
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 - $128
Per Night

$445 - $695
Per Week

119 Beachwalk - Fully Renovated 3 BR Townhouse - Sleeps 8

Hilton Head Island
Lovely 3 bedroom, 3.5 bath Beachwalk villa which is close to the pool and just a short walk to the b...
Villa 3 / 3.5 / 8

*
Online booking available

$140 - $200
Per Night

$640 - $1890
Per Week

Courtside 117 - Forest Beach Townhouse Recently Updated

Hilton Head Island
"As soon as you drive up to 117 Courtside, you will be greeted with a warm Hilton Head Welcome! Afte...
Condo 2 / 2.5 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny...

Hilton Head Island
15 Avocet Street- Pool/Spa, Quick Walk to Beach & Coligny Plaza Lovely 4 bedroom, 3 bathroom home w...
Home 4 / 3 / 12

*
Online booking available

$320 - $320
Per Night

$1418 - $4657
Per Week

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head Island
Courtside 94 has been remodeled with all the modern amenities. New bathrooms, flooring and all new ...
Condo 2 / 2 / 8

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

32 Singleton Beach: 50 yards to the Beach

Hilton Head Island
Beautiful 32 Singleton Beach Place is conveniently located just steps away from Singleton Beach! Enj...
Home 6 / 7.5 / 16

*
Online booking available

$705 - $1780
Per Night

$4375 - $12460
Per Week

206 Shorewood -Direct Oceanfront & Fully Renovated. Beaut...

Hilton Head Island
206 Shorewood -Direct Oceanfront & Fully Renovated. Beautiful Oceanfront Pool This elegantly update...
Villa 3 / 3 / 6

*
Online booking available

$260 - $420
Per Night

$1355 - $3769
Per Week

Barrington Court 112

Hilton Head Island
Barrington Court 112 is a two-bedroom oceanfront condo located Palmetto Dunes. This condo is located...
Condo 2 / 2 / 7

*
Online booking available

$270 - $575
Per Night

$1365 - $2905
Per Week

Beachwalk 129

Hilton Head Island
Beachwalk 129 is a beautiful, two-bedroom villa located in Shipyard Plantation and is only a short w...
Villa 2 / 2 / 4

*
Online booking available

$170 - $360
Per Night

$840 - $1785
Per Week

Canvas Back 02

Hilton Head Island
Canvas Back 2 is a six bedroom home located in Sea Pines, just seven rows back from the beach. This ...
Home 6 / 6 / 15

*
Online booking available

$650 - $1415
Per Night

$3255 - $7070
Per Week

Inverness Village 901

Hilton Head Island
Inverness 901 is a two-bedroom, two-bath condo located in the Palmetto Dunes overlooking the golf co...
Villa 2 / 2 / 6

*
Online booking available

$125 - $260
Per Night

$630 - $1330
Per Week

Night Heron 51

Hilton Head Island
This recently renovated two bedroom villa is just a quick walk from the beach in Sea Pines. This is ...
Villa 2 / 2 / 6

*
Online booking available

$170 - $370
Per Night

$875 - $1855
Per Week

3 Sweet Gum Court

Hilton Head Island
Welcome to 3 Sweet Gum Court located in the heart of Sea Pine Plantation! This wonderfully update s...
Home 3 / 3 / 8

*
Online booking available

$240 - $325
Per Night

$1190 - $2275
Per Week

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

Hilton Head Island
1758 St. Andrews Common in Palmetto Dunes. This spacious 1st floor St. Andrews property with a priva...
Condo 2 / 2 / 7

*
Online booking available

$113 - $239
Per Night

$1028 - $1028
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