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

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

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

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

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

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

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

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

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

$595 - $1395
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

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

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

Brand New 5 bedroom North Forest Beach home!

Hilton Head Island
This 5 bedroom, 5.5 bath home with private *heated pool is custom built and brand new. The homeowne...
Home 5 / 5.5 / 12

*
Online booking available

$2495 - $6595
Per Week

Ocean One 119 - Relaxing Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 10

*
Online booking available

$245 - $550
Per Night

$1225 - $2750
Per Week

6 Collier Beach Road: Oceanfront, Singleton Beach, Pool T...

Hilton Head Island
6 Collier Beach Road: 6 BR/ 6.75 BA, Sleeps 20, 50 feet to the beach  First Floor: Kitchen, Living,...
Home 6 / 6.5 / 20

*
Online booking available

$940 - $2020
Per Night

$5775 - $14140
Per Week

48 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
48 Crabline Court: 5 BR/ 5.5 BA, Sleeps 12, .6 miles to the beach  First Floor: Kitchen, Living (Sl...
Home 5 / 5.5 / 12

*
Online booking available

$425 - $765
Per Night

$2835 - $5355
Per Week

Hilton Head Beach Villa 28

Hilton Head Island
Hilton Head Beach Villa 28 is a three bedroom townhouse that offers a view of the ocean and is locat...
Villa 3 / 3 / 10

*
Online booking available

$325 - $670
Per Night

$1645 - $3430
Per Week

10 Knotts Way

Hilton Head Island
Welcome to 10 Knotts Way a beautifully appointed 3 story home in a gated community in North Forest B...
Home 6 / 6.5 / 16

*
Online booking available

$570 - $1440
Per Night

$3990 - $10080
Per Week

280 Evian Villa

Hilton Head Island
Welcome to unit 280 Evian in the heart of Shipyard Plantation! This unit is a flat, so there are no...
Home 2 / 2 / 6

*
Online booking available

$135 - $170
Per Night

$945 - $1190
Per Week

Hampton 6104, 1 Bedroom, Large Heated Pool, Spa, Sleeps 4

Hilton Head Island
6104 Hampton Place is a newly renovated, wonderful 1 bedroom, 2 full bath, first floor villa with li...
Condo 1 / 2 / 4

*
Online booking available

$210 - $419
Per Night

$1050 - $2095
Per Week

6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vaca...

Hilton Head Island
6 Laurel Lane - Spacious 5 Br, 5.5 Ba, 3rd Row Ocean Vacation Home Airy and private, this 5 bedroom...
Home 5 / 5.5 / 10

*
Online booking available

$1395 - $3795
Per Week

1106 Seacrest-Oceanviews, walk to dining, shopping & acti...

Hilton Head Island
1106 Seacrest-Oceanviews, walk to dining, shopping & activities. Located in building 1 this 3 bedro...
Villa 3 / 3 / 10

*
Online booking available

$1295 - $3295
Per Week

564 Ocean Course

Hilton Head Island
This property accesses the Harbour Town pool which is heated from 3/12 to 5/1, 2016! Spacious Sea P...
Villa 2 / 2 / 6

*
Online booking available

$895 - $1395
Per Week

898 Ketch Court-Steps to Harbourtown, pool & dining, Shop...

Hilton Head Island
898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities Wow! This gorgeous 3 bed...
Villa 3 / 3.5 / 6

*
Online booking available

$895 - $3600
Per Week

335 Shorewood- Zero Entry Pool & Kiddy Pool. Oceanfront V...

Hilton Head Island
335 Shorewood- Zero Entry Pool & Kiddy Pool. Oceanfront Views. Beautifully situated oceanfront in S...
Villa 3 / 3 / 6

*
Online booking available

$995 - $2595
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