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

South Beach Club 1905

Hilton Head Island
3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen & 2 Twins. 1 HR/Day free tennis...
Villa 3 / 2 / 6

*
Online booking available

$260 - $260
Per Night

$1300 - $1300
Per Week

Night Heron 16

Hilton Head Island
2BD/2BA freestanding villa with wooded view. Queen, 2 Twin beds & Sleep Sofa (Sleep Sofa linens rent...
Villa 2 / 2 / 6

*
Online booking available

$150 - $150
Per Night

$750 - $750
Per Week

Forest Beach Villa 303 - Forest Beach One Level Flat

Hilton Head Island
Forest Beach Villas 303 is 100 yards from the Coligny Beach Park with one pedestrian friendly road t...
Condo 2 / 2 / 4

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Hilton Head Beach Villa 23 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
23 Beach Villas is one of only 30 Villas in a complex situated on 6 acres of oceanfront property. Ex...
Condo 3 / 3 / 8

*
Online booking available

$245 - $465
Per Night

$1150 - $2325
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

$200 - $200
Per Night

$1000 - $1000
Per Week

Courtside 66 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with a large pool, and beautiful landscaped garden with lagoo...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Surf Court 64 - Stunning Beach Condo - Short Walk to the ...

Hilton Head Island
Surf Court 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented com...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Surf Court 66 - Charming Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 66 is a two-story townhouse, one flight above street level. These properties are within 1...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

2 Bedroom 2 Bathroom Resort View Flat at Shorewood Villas

Hilton Head Island
Nicely decorated, this spacious two bedroom, two bath flat style apartment with a view of the resort...
Condo 2 / 2 / 6

*
Online booking available

$205 - $355
Per Night

$950 - $1600
Per Week

Ocean One 105 - Wonderful Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 8

*
Online booking available

$230 - $380
Per Night

$1150 - $1895
Per Week

1508 Villamare -5th Floor with Beautiful Oceanviews

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this luxurious 5th floor villa is surrounded by lagoons and pa...
Villa 2 / 2 / 8

*
Online booking available

$142 - $271
Per Night

$995 - $2595
Per Week

Beautiful views from this lovely 2 bedroom ocean view villa!

Hilton Head Island
Beautiful angled ocean views from this lovely 2 bedroom ocean view villa! Decorated in light, bright...
Villa 2 / 2 / 6

*
Online booking available

$114 - $214
Per Night

$795 - $1995
Per Week

15-16 Moorings - Beautiful 2 Bedroom Palmetto Dunes Villa!

Hilton Head Island
Lovely 2 bedroom, 3 bath, elevated Palmetto Dunes villa! Recently redecorated, including furnishings...
Villa 2 / 3 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1495
Per Week

2 Sea Spray-New Owners & lots of Renovations, 2nd Row Oce...

Hilton Head Island
2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN bea...
Home 4 / 4 / 12

*
Online booking available

$256 - $413
Per Night

$1795 - $4995
Per Week

898 Ketch Court-Steps to Harbourtown, Shopping and so muc...

Hilton Head Island
898 Ketch Court-Steps to Harbourtown, Shopping and so much more Wow! This gorgeous 3 bedroom, 3 ½ b...
Villa 3 / 4 / 6

*
Online booking available

$99 - $1170
Per Night

$695 - $3600
Per Week

2 Bedroom Resort View Villa

Hilton Head Island
2 Bedroom Resort View Villa Unit Description: This resort view villa has two bedrooms and bathrooms...
Condo 2 / 2 / 10

*
Online booking available

$155 - $375
Per Night

$1085 - $2625
Per Week

1607 Port Villas - Gorgeous views of Braddock Cove

Hilton Head Island
This lovely 2 bedroom, 2.5 bath villa is located in the South Beach area of Sea Pines Plantation. ...
Villa 2 / 3 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

Ocean One 407

Hilton Head Island
2 BD/2 BA ocean front villa. King & 2 Twin beds, Sleep Sofa ( sofa linensprovided for additional $25...
Villa 2 / 2 / 6

*
Online booking available

$220 - $220
Per Night

$1100 - $1100
Per Week

Ocean One 106 - Oceanside 1st Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$190 - $305
Per Night

$950 - $1525
Per Week

2 Bedroom Ocean View Condo

Hilton Head Island
2 Bedroom Ocean View Condo Unit Description: This ocean view condo has two bedrooms and bathrooms, ...
Condo 2 / 2 / 8

*
Online booking available

$190 - $550
Per Night

$1330 - $3850
Per Week

Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recently renovated and beautifully de...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hi...

Hilton Head Island
Seaside Villa 225 - Direct Oceanfront 1 BR 1 bath flat Hilton Head, Sc This villa is equipped with ...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

231 Beachside Homes -4 BRs and close to every South Beach...

Hilton Head Island
231 Beachside Homes -4 BRs and close to every South Beach amenity! HILTON HEAD ISLAND AS IT WAS MEA...
Home 4 / 4 / 8

*
Online booking available

$156 - $242
Per Night

$1095 - $2995
Per Week

Shorewood 305 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enj...
Condo 2 / 2 / 7

*
Online booking available

$190 - $310
Per Night

$950 - $1550
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$350 - $510
Per Night

$1750 - $2550
Per Week

 

More Getaway Locations and Properties