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

Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bi...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bikes, Pet Friendly This beautiful unit come...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

New Listing! Beachfront Ocean Club Villa. Pool, Free Bike...

Hilton Head Island
New Listing! Beachfront Ocean Club Villa. Pool, Free Bikes, Wifi This Ocean Club villa is the jewel...
Villa 2 / 2 / 6

*
Online booking available

$114 - $171
Per Night

$795 - $1495
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

$120 - $210
Per Night

$600 - $1050
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 and u...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $1795
Per Week

7 Barrier Beach Cove - Brand New Custom Home - 5 mins wal...

Hilton Head Island
7 Barrier Beach Cove - Brand New Custom Home - 5 mins walk to the beach. This brand new custom buil...
Home 6 / 6.5 / 16

*
Online booking available

$2495 - $6495
Per Week

130 Dune Lane - 2nd Row Ocean - Available 8/22 & 8/29 weeks

Hilton Head Island
This 2nd row ocean 6 bedroom, 5 bath home with *heated pool and spa has all the ingredients for a fa...
Home 6 / 5 / 14

*
Online booking available

$2995 - $7595
Per Week

2201 Seacrest - 1 Bedroom, 2 Full Bath and Fully Renovated.

Hilton Head Island
This very cute 1 bedroom, 2 baths SeaCrest Villa is beautifully decorated in bright cheery colors. ...
Villa 1 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 404 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc This villa offers WIRELESSS INTERN...
Condo 2 / 2 / 6

*
Online booking available

$150 - $275
Per Night

$750 - $1375
Per Week

Wood Ibis 4

Hilton Head Island
4BD/3BA 6th row ocean home. King, King, 2 Twins, 2 Twins. SpaciousLiving Room and easy walk to beach...
Home 4 / 3 / 8

*
Online booking available

$360 - $720
Per Night

$1800 - $3600
Per Week

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 4.5 / 10

*
Online booking available

$2595 - $6995
Per Week

1503 Villamare - 5th Floor and pretty oceanviews.

Hilton Head Island
Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved wal...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

66 Kingston Dunes-Short Bike Ride to the Beach w/ Pool & ...

Hilton Head Island
66 Kingston Dunes-Short Bike Ride to the Beach w/ Pool & Lagoon View This wonderful 3 bedroom, 3 ba...
Home 3 / 3 / 8

*
Online booking available

$895 - $2495
Per Week

Ocean One 511 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$210 - $439
Per Night

$1050 - $2195
Per Week

Surf Court 85 - 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 / 2.5 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Port Villa 1612 - Townhouse near South Beach Marina

Hilton Head Island
Port Villas are adjacent to the South Beach Marina and the famous Salty Dog Cafe, a dockside bar and...
Condo 3 / 3.5 / 8

*
Online booking available

$195 - $339
Per Night

$975 - $1695
Per Week

3401 Seacrest- 3 BR Oceanfront and beautiful! Book Now fo...

Hilton Head Island
3401 Seacrest- 3 BR Oceanfront and beautiful! Book Now for Aug This gorgeous OCEANFRONT, 3 BR, 3 BA...
Villa 3 / 3 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

Seaside Villa 360 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining are...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

47 Mooring Buoy-5th Row Ocean Home/ 5 min. walk to the be...

Hilton Head Island
47 Mooring Buoy-5th Row Ocean Home/ 5 min. walk to the beach. 3 Bedroom + Plus Den, 4th row ocean ...
Home 3 / 4.5 / 8

*
Online booking available

$1495 - $4095
Per Week

Spacious Sea Pines Townhome, Free Bikes, Walk to Beach, P...

Hilton Head Island
Spacious Sea Pines Townhome, Free Bikes, Walk to Beach, Pool, Golfer's Dream THIS VILLA AVAILABLE F...
Villa 3 / 3.5 / 8

*
Online booking available

$600 - $600
Per Night

$795 - $2400
Per Week

72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the b...

Hilton Head Island
72 Dune Lane - 2nd Row Ocean (Less than 20 yards to the beach) Very Spacious This pretty 2nd row oc...
Home 5 / 4.5 / 12

*
Online booking available

$1995 - $5195
Per Week

Deluxe one bedroom oceanfront condo

Hilton Head Island
Deluxe one bedroom oceanfront condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 4

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

Surf Court 76 - Forest Beach 1st Floor Flat

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

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Hilton Head Beach Villa 4 - 3 BR 3 BA Oceanfront Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive, this oceanfront tri-level townhome offers three bed...
Condo 3 / 3 / 6

*
Online booking available

$583 - $700
Per Night

$3500 - $3500
Per Week

Beachwood 1G - Ocean View Forest Beach Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$155 - $299
Per Night

$775 - $1495
Per Week

564 Ocean Course

Hilton Head Island
Spacious Sea Pines Villa. This wonderfully decorated villa features a great view of the golf course...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $1395
Per Week

 

More Getaway Locations and Properties