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

St. Andrews Common 1753, 2 Bedrooms, Pet Friendly, Sleeps 5

Hilton Head Island
Boasting the Atlantic Ocean on one side, the Intracoastal Waterway on another, and resort amenities ...
Condo 2 / 2 / 5

*
Online booking available

$118 - $227
Per Night

$827 - $1586
Per Week

Beachwalk 130, 1 Bedroom, Pool, Near Beach, Wifi, Sleeps 4

Hilton Head Island
You’ll be close to everything you love in Hilton Head Beach when you vacation at Beachwalk 130, an u...
Condo 1 / 2 / 4

*
Online booking available

$98 - $209
Per Night

$689 - $1464
Per Week

Ocean Dune Villa 221, 2 Bedroom, Ocean Front, Pool, Sleeps 6

Hilton Head Island
This nicely decorated, fully renovated two bedrooms, two bathrooms, the direct oceanfront villa has ...
Condo 2 / 2 / 6

*
Online booking available

$141 - $289
Per Night

$822 - $822
Per Week

101 Northshore - 2 BR Villa just 100 Yards to the Beach!

Hilton Head Island
Beautiful ocean-oriented 2 bedroom, 2 bath luxury villa just steps to the beach. Located on the 1st...
Villa 2 / 2 / 8

*
Online booking available

$159 - $239
Per Night

$633 - $1988
Per Week

209 Shorewood - Direct Oceanfront! Unbelievable views.

Hilton Head Island
Beautifully decorated with hardwood flooring and nautical blue and white furnishings, this 2 bedroom...
Villa 2 / 2 / 6

*
Online booking available

$220 - $300
Per Night

$1050 - $2602
Per Week

77 Mooring Buoy-5th Row Ocean w/ Large pool & Lagoon View.

Hilton Head Island
Large private lot with lagoon views and just a 3-minute walk to the beach! This spacious Palmetto Du...
Home 6 / 6 / 14

*
Online booking available

$600 - $600
Per Night

$3150 - $8792
Per Week

18 Ibis Street-Oceanfront Views

Hilton Head Island
This North Forest Beach rental is a magnificent modern 7 bedroom home with 7 full bathrooms, plus 3 ...
Home 7 / 7.5 / 20

*
Online booking available

$880 - $880
Per Night

$4550 - $12895
Per Week

Seaside Villa 152 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$85 - $169
Per Night

$345 - $865
Per Week

537 Shorewood- 5th floor Oceanfront - Beautiful Oceanfron...

Hilton Head Island
537 Shorewood- 5th floor Oceanfront - Beautiful Oceanfront Views This fully renovated beautiful 2 b...
Villa 2 / 2 / 7

*
Online booking available

$180 - $300
Per Night

$875 - $2459
Per Week

48 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
This beautiful new (built in 2015) Crabline home is a great choice for families, couples, and multi-...
Home 5 / 5.5 / 12

*
Online booking available

$390 - $800
Per Night

$2660 - $5180
Per Week

Kingston Dunes Road 80

Hilton Head Island
This three bedroom, three bath home offers plenty of space for a family vacation. While there is not...
Home 3 / 3 / 6

*
Online booking available

$180 - $380
Per Night

$910 - $1925
Per Week

St. Andrews Common 1774, 1 Bedroom, Pool, Pet Friendly, S...

Hilton Head Island
1774 St. Andrews in Palmetto Dunes. This totally redecorated beautiful 1BR/1.5 BA pet-friendly 1st-f...
Condo 1 / 1.5 / 4

*
Online booking available

$94 - $201
Per Night

$656 - $1409
Per Week

Waterford D-5, 2 Bedrooms, Pool, Golf View, Tennis, Sleeps 6

Hilton Head Island
Surround yourself with nature and fine furnishings in this 2-bedroom townhouse with gorgeous golf vi...
Condo 2 / 2 / 6

*
Online booking available

$109 - $219
Per Night

$766 - $1531
Per Week

189 Beachwalk - Fully Renovated and Just steps to the beach.

Hilton Head Island
This lovely 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the pool and short ...
Villa 3 / 3.5 / 8

*
Online booking available

$160 - $240
Per Night

$635 - $2063
Per Week

33 Ocean Club - 2 Bedrooms - steps to the beach!

Hilton Head Island
33 Ocean Club is a nicely decorated and updated 2 bedroom, 2 bath villa located just steps to the be...
Villa 2 / 2 / 5

*
Online booking available

$889 - $2499
Per Week

8 Night Harbour - 5 Bedroom Oceanfront Home!

Hilton Head Island
8 Night Harbour is a luxury oceanfront 5 bedroom home that offers stunning views in a prime location...
Home 5 / 5.5 / 12

*
Online booking available

$5495 - $12595
Per Week

3Br Condo Overlooking Golf Course ? 5-Minute Walk to Beac...

Hilton Head Island
3Br Condo Overlooking Golf Course ? 5-Minute Walk to Beach and Pool This modern 3BR/3BA Hilton Head...
Condo 3 / 3 / 8

*
Online booking available

$128 - $257
Per Night

$891 - $2441
Per Week

Hilton Head Beach Club - 3 Bedroom w/ a private patio!

Hilton Head Island
Located in the forest beach area 2 1/2 blocks to the beach. This is an end unit at the end of a cul...
Condo 3 / 2 / 8

*
Online booking available

$165 - $285
Per Night

$825 - $1425
Per Week

190 Twin Oaks-Wow! View of the famous Harbour Town Golf L...

Hilton Head Island
190 Twin Oaks-Wow! View of the famous Harbour Town Golf Links/Fully Renovated Newly renovated, this...
Villa 2 / 2 / 4

*
Online booking available

$240 - $300
Per Night

$700 - $4500
Per Week

Stoney Creek Villa 268

Hilton Head Island
Stoney Creek 268 is a one bedroom villa located just a short walk from Harbour Town in Sea Pines. T...
Villa 1 / 1 / 4

*
Online booking available

$115 - $370
Per Night

$560 - $1855
Per Week

Swing About 1, 3 Bedrooms, New Pool, Lagoon View, Sleeps 8

Hilton Head Island
Now with a brand new pool. 1 Swing About in Palmetto Dunes has been totally renovated into a beauti...
Home 3 / 2.5 / 8

*
Online booking available

$228 - $686
Per Night

$1595 - $4804
Per Week

Ocean Dunes Villas 119 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
The villa offers one bedroom, one bathroom, full size kitchen with dishwasher, living-dining area ar...
Condo 1 / 1 / 6

*
Online booking available

$108 - $210
Per Night

$560 - $1075
Per Week

Egret Lane 18 - North Forest Beach Home

Hilton Head Island
A fifth-row vacation property is ideal for a large family looking for a quiet neighborhood, a privat...
Home 4 / 3 / 10

*
Online booking available

$340 - $800
Per Night

$1700 - $4000
Per Week

Surf Court 68 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$185 - $325
Per Night

$925 - $1625
Per Week

Ocean Club 49 - Oceanfront Renovated 1st Floor Flat

Hilton Head Island
The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a priva...
Condo 2 / 2 / 6

*
Online booking available

$195 - $420
Per Night

$975 - $2100
Per Week

 

More Getaway Locations and Properties