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

1503 Villamare

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

Ocean Club Villa 22 - 2 BR 2 BA Oceanside Townhome Hilton...

Hilton Head Island
Ocean Club Villa 22 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc This oceanfront complex on South...
Condo 2 / 2 / 6

*
Online booking available

$170 - $280
Per Night

$850 - $1400
Per Week

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

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

*
Online booking available

$185 - $185
Per Night

$1295 - $3295
Per Week

707 Schooner Court-Located in Harbourtown looking over Ca...

Hilton Head Island
707 Schooner Court-Located in Harbourtown looking over Calibogue Sound-Pretty UNPARALLELED VIEWS OF...
Villa 3 / 4 / 7

*
Online booking available

$364 - $364
Per Night

$2550 - $4500
Per Week

Surf Court 25 - 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

$110 - $200
Per Night

$550 - $1000
Per Week

Shorewood 431 - Oceanview 4th Floor

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enj...
Condo 2 / 2 / 6

*
Online booking available

$170 - $365
Per Night

$850 - $1825
Per Week

Shorewood 430 - New Unit - Stunning Oceanview 4th Floor C...

Hilton Head Island
Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible ...
Condo 2 / 2 / 6

*
Online booking available

$180 - $379
Per Night

$900 - $1895
Per Week

2 BR 1 BA Oceanside Flat at Seaside Villas, Hilton Head, Sc

Hilton Head Island
Totally Remodeled in 2009!! This two bedroom, one bath villa offers internet access and a nice oce...
Apartment 2 / 1 / 6

*
Online booking available

$130 - $260
Per Night

$650 - $1300
Per Week

23 West Beach Lagoon - 3rd Row Ocean with Pretty Lagoon V...

Hilton Head Island
23 West Beach Lagoon - 3rd Row Ocean with Pretty Lagoon Views What a great beach home! Located in ...
Home 3 / 4 / 8

*
Online booking available

$171 - $242
Per Night

$1195 - $3295
Per Week

Pelican 7

Hilton Head Island
4 BD/3 Ba Home. King, Queen, 2 Fulls & 2 Twins. Sleep sofa. (Sofa linens available for $25 fee) P...
Home 4 / 3 / 12

*
Online booking available

$400 - $440
Per Night

$2000 - $2200
Per Week

18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - ...

Hilton Head Island
18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - Sleeps 20 Magnificent 7 Bedroom, 7 Bath 2n...
Home 7 / 8 / 20

*
Online booking available

$4395 - $11595
Per Week

119 Beachwalk - Fully Renovated 3 BR Townhouse - Sleeps 8

Hilton Head Island
The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the po...
Villa 3 / 3 / 8

*
Online booking available

$99 - $142
Per Night

$695 - $1895
Per Week

7636 Huntington - 5 Bedrooms and All new kitchen - Book Now!

Hilton Head Island
Start destressing the moment you walk in on the main floor and see the shaded lagoon view through si...
Villa 5 / 4 / 12

*
Online booking available

$199 - $228
Per Night

$1395 - $3095
Per Week

2 BR 2 BA Oceanfront Flat at Beachwood Place, Hilton Head...

Hilton Head Island
2 BR 2 BA Oceanfront Flat at Beachwood Place, Hilton Head, Sc Located on South Forest Beach Drive, ...
Condo 2 / 2 / 6

*
Online booking available

$195 - $300
Per Night

$900 - $1425
Per Week

The Greens 200 - New Unit 2 bedroom Shipyard Townhouse

Hilton Head Island
The Greens 200 is a spacious 2 bedroom, 2 1/2 bath townhouse. The complex is just 3 blocks from the...
Condo 2 / 3 / 6

*
Online booking available

$139 - $225
Per Night

$695 - $1125
Per Week

Beautiful 3 bedroom home with gorgeous lagoon views!

Hilton Head Island
This pretty 3 bedroom home in Night Heron Lakeside is nestled among the oak trees and has lovely, se...
Home 3 / 3 / 8

*
Online booking available

$156 - $185
Per Night

$1095 - $2500
Per Week

124 N. Forest Beach Ct-Oceanfront, Spacious with Pool & H...

Hilton Head Island
124 N. Forest Beach Ct-Oceanfront, Spacious with Pool & Hot Tub and Lots More Beautiful is the onl...
Home 6 / 7 / 14

*
Online booking available

$3795 - $9495
Per Week

204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Hilton Head Island
This beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnish...
Villa 3 / 3 / 6

*
Online booking available

$85 - $128
Per Night

$595 - $1595
Per Week

508 Windsor Place-Oceanfront 5Th Floor Penthouse!

Hilton Head Island
Wow! Is all you can say when you enter this 5th floor OCEANFRONT 3 bedroom, 3 bath villa is located...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

21 Heron Street- Oceanfront/Sleeps14 - Expansive Oceanfro...

Hilton Head Island
21 Heron Street- Oceanfront/Sleeps14 - Expansive Oceanfront Views and More This updated 6 bedroom, ...
Home 6 / 7 / 14

*
Online booking available

$3695 - $9495
Per Week

# 5 Beachside Homes-50 yards to the beach. Book now for 2015

Hilton Head Island
LIVE OUT LOUD WITH YOUR FAMILY in this great 4 bedroom, 4 bathroom beach getaway, closest to the oce...
Home 4 / 4 / 10

*
Online booking available

$199 - $285
Per Night

$1395 - $3795
Per Week

5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to ...

Hilton Head Island
5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to the Beach. Gorgeous 5 bedroom house with *...
Home 5 / 4 / 10

*
Online booking available

$228 - $314
Per Night

$1595 - $4295
Per Week

Crabline Court 34

Hilton Head Island
5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King...
Home 5 / 4 / 12

*
Online booking available

$385 - $420
Per Night

$1925 - $2100
Per Week

Ocean One 409 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 409 enjoy panoramic v...
Condo 2 / 2 / 7

*
Online booking available

$200 - $439
Per Night

$1000 - $2195
Per Week

Ocean One 415 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy panoramic v...
Condo 2 / 2 / 4

*
Online booking available

$200 - $439
Per Night

$1000 - $2195
Per Week

 

More Getaway Locations and Properties