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

4br -Direct Oceanfront Home..Private Pool and Spa

Hilton Head Island
<div id="TA_vrbadge310" class="TA_vrbadge"> <ul id="RQdGTS" class="TA_links vRfrSsjc"> &...
Home 4 / 3 / 12

$1500 - $5800
Per Week

New Listing! Renovated 2 BR Treetops Villa, Free Bikes, P...

Hilton Head Island
New Listing! Renovated 2 BR Treetops Villa, Free Bikes, Pool, Tennis This newly renovated villa has...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Luxurious Beachfront Villa, Water Views Free Bikes Wifi T...

Hilton Head Island
Luxurious Beachfront Villa, Water Views Free Bikes Wifi Tennis Pet Friendly BEACHFRONT TOWNHOUSE wi...
Villa 4 / 4 / 8

*
Online booking available

$199 - $850
Per Night

$1395 - $3695
Per Week

Red Maple 20

Hilton Head Island
4 BD/4 BA two story home with Private Pool* & Spa* (*can be heated for a fee). Golf & Lagoon Views. ...
Home 4 / 4 / 12

*
Online booking available

$330 - $350
Per Night

$1650 - $1750
Per Week

Walk to Beach, New Clean Interior, Pet Friendly, Free Bik...

Hilton Head Island
Walk to Beach, New Clean Interior, Pet Friendly, Free Bikes Pool and Tennis Escape to the Beach! L...
Villa 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Surf Court 58 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 3 / 6

*
Online booking available

$110 - $180
Per Night

$550 - $900
Per Week

New Renovation Sea Pines Home, Free Internet Bikes Tennis...

Hilton Head Island
New Renovation Sea Pines Home, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON ...
Home 3 / 4 / 8

*
Online booking available

$128 - $800
Per Night

$895 - $3200
Per Week

Genoa Court 3

Hilton Head Island
5 BD/ 5 BA home with Private Pool* & Spa* (*can be heated for a fee) King,King, King, Queen & 3 Twin...
Home 5 / 5 / 11

*
Online booking available

$500 - $550
Per Night

$2500 - $2750
Per Week

Comfortable First Floor End Unit. Walk to the Beach, Pool...

Hilton Head Island
Comfortable First Floor End Unit. Walk to the Beach, Poolside, Pet Friendly Setting The Price, Amen...
Villa 2 / 2 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

426 Carolina Beach Club - 2 Bedroom Villa Oceanview Condo

Hilton Head Island
Newly Refurbished!! This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size ki...
Condo 2 / 2 / 6

*
Online booking available

$120 - $240
Per Night

$600 - $1200
Per Week

Regal Sea Pines Home, Free Pool Bikes Tennis Pet Friendly

Hilton Head Island
LARGE PRIVATE SEA PINES HOME WITH FENCED YARD 4 Bedroom, 4 Bath Home. 5 Minute Drive To The Beach ...
Home 4 / 4 / 10

*
Online booking available

$128 - $800
Per Night

$895 - $3200
Per Week

New to Market! Ocean Club Villa. Pool, Free Bikes, Wifi. ...

Hilton Head Island
New to Market! Ocean Club Villa. Pool, Free Bikes, Wifi. Steps to the beach. Location, Location, Lo...
Villa 2 / 2 / 5

*
Online booking available

$114 - $171
Per Night

$795 - $1495
Per Week

Luxurious Renovated Sea Pines Home. Everything is new! Fr...

Hilton Head Island
Luxurious Renovated Sea Pines Home. Everything is new! Free Bikes & Tennis Lagoon Views Short ride...
Home 3 / 2 / 8

*
Online booking available

$128 - $800
Per Night

$895 - $3200
Per Week

Painted Bunting 1

Hilton Head Island
3 BD/3 BA 4th row ocean home. 2 Kings, Queen & Twin plus Sleep Sofa.(Sofa linens available for $25 f...
Home 3 / 3 / 9

*
Online booking available

$350 - $420
Per Night

$1750 - $2100
Per Week

Comfortable Beach Townhome In The Heart of all the Hilton...

Hilton Head Island
Comfortable Beach Townhome In The Heart of all the Hilton Head Action! Escape to the Beach! First ...
Villa 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Colonnade Club 196

Hilton Head Island
3BD/3BA 2nd Floor Villa with Golf & Lagoon Views. King, Queen & 2 Twin Pool & Hot Tub on site. Gri...
Villa 3 / 3 / 6

*
Online booking available

$190 - $190
Per Night

$950 - $950
Per Week

Battery 21

Hilton Head Island
4BD/4BA home on 5th Fairway of Harbour Town Golf Links. King, King, Queen & 2 Twins. Sleep Sofa line...
Home 4 / 4 / 10

*
Online booking available

$375 - $400
Per Night

$1875 - $2000
Per Week

New Rental! 5 BR Sea Pines Home, Free Bikes and Tennis, Pool

Hilton Head Island
In the heart of all the action in Sea Pines. 23 Wildwood Rd, Greenwood Forest, Sea Pines Home Feat...
Home 5 / 3 / 12

*
Online booking available

$156 - $1125
Per Night

$1095 - $4500
Per Week

Tennismaster 203

Hilton Head Island
2 BD/2.5 BA townhouse overlooking pool. King, 2 Twin beds plus Sleep Sofa (Sofa bed linens rentable ...
Villa 2 / 3 / 6

*
Online booking available

$160 - $160
Per Night

$800 - $800
Per Week

Night Heron 10

Hilton Head Island
1 BD/1 BA freestanding villa with landscape view. Queen bed plus SleepSofa. (Sofa bed linens rentabl...
Villa 1 / 1 / 4

*
Online booking available

$125 - $125
Per Night

$625 - $625
Per Week

Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, 20 yds to Pool, Free Bikes, Pet Friendly Queens Grant 671 is a...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

New Beach Treasure, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island
This townhome is located just steps from the main pool (one of three on the resort) and a short walk...
Condo 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Peaceful Townhouse, Walk to Beach, Pet Friendly Pool, Ten...

Hilton Head Island
Peaceful Townhouse, Walk to Beach, Pet Friendly Pool, Tennis, Free Bikes This Fabulous 3 Bedroom 3 ...
Villa 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bi...

Hilton Head Island
Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head Va...
Villa 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Upscale Harbour Town Home, Private Pool, Free Bikes & Ten...

Hilton Head Island
Upscale Harbour Town Home, Private Pool, Free Bikes & Tennis, Pet Friendly Bike to Beach, Vacation ...
Home 4 / 4 / 8

*
Online booking available

$199 - $1750
Per Night

$1395 - $7000
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