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

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

Contact
Owner
Directly
For Rates

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

$85 - $85
Per Night

$595 - $1395
Per Week

Spotted Sandpiper 12

Hilton Head Island
5 BD/ 3 BA 2nd Row Ocean View home. King, Queen, Full & Twin, 2 Twins, 2 Twins. FREE WIFI. Multiple ...
Home 5 / 3 / 11

*
Online booking available

Contact
Owner
Directly
For Rates

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

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

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

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

$199 - $430
Per Night

$995 - $2150
Per Week

"Makin Memrees" at Evian in Shipyard Plantation, Hilton Head

Hilton Head Island
Our rates do not reflect Fall discounts presently in effect. After Checking Our Availability Calenda...
Villa 2 / 2 / 5

$800 - $1250
Per Week

Shorewood 539

Hilton Head Island
2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$250 - $250
Per Night

$1250 - $1250
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 - $1895
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 - $625
Per Night

$1395 - $3695
Per Week

Beach Villa 13 - Oceanside Townhouse - Recently Updated

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

$199 - $430
Per Night

$995 - $2150
Per Week

Shorewood 310

Hilton Head Island
2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (Sofa line...
Villa 2 / 2 / 7

*
Online booking available

$300 - $300
Per Night

$1500 - $1500
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

$90 - $125
Per Night

$425 - $675
Per Week

Ocean Dunes Villa 106 - 1 Bedroom 1 Bathroom 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

$95 - $135
Per Night

$475 - $725
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 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 B...

Hilton Head Island
4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

1423 South Beach Villa - Steps to the Beach -

Hilton Head Island
BRIGHT, FAMILY FUN AT 1423 SOUTH BEACH VILLA. OCEAN VIEWS, BEACH TOYS, & BONUS ROOM! A brightly-d...
Villa 4 / 3 / 10

*
Online booking available

$142 - $142
Per Night

$995 - $2895
Per Week

24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pin...

Hilton Head Island
24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pines Beach Club Beautiful 2nd row ocean-orie...
Home 4 / 4.5 / 10

*
Online booking available

$2195 - $5395
Per Week

Ocean One 402 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$259 - $545
Per Night

$1295 - $2725
Per Week

Seaside Villa 373 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Completely remodeled and beautifully decorated in a Tommy Bahamas tropical style, this One Bedroom, ...
Condo 1 / 1 / 4

*
Online booking available

$85 - $125
Per Night

$400 - $675
Per Week

Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 302 - 1 BR 1 BA Oceanview Flat Hilton Head, Sc This nicely furnished one bedroom ...
Condo 1 / 1 / 6

*
Online booking available

$80 - $115
Per Night

$375 - $625
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

1874 Beachside Tennis - Breathtaking waterfront views fro...

Hilton Head Island
1874 Beachside Tennis - Breathtaking waterfront views from every room. Situated on one of the most ...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2295
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

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