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

Ocean Dunes Villa 316 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 316 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERN...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

1305 Seacrest - 3rd Floor and recently renovated

Hilton Head Island
This newly renovated 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1 on the 3rd floor....
Villa 2 / 2 / 8

*
Online booking available

$142 - $199
Per Night

$995 - $2595
Per Week

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Pool on site or walk easily to the ...
Villa 2 / 2 / 4

*
Online booking available

$150 - $150
Per Night

$750 - $750
Per Week

Courtside 18 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Poo...

Hilton Head Island
8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Pool - Pretty Villa! Hilton Head Beach Villas...
Villa 3 / 3 / 8

*
Online booking available

$156 - $214
Per Night

$1095 - $2695
Per Week

New Beach Gem. Tennis, Pool & Lagoon Views, Free Bikes

Hilton Head Island
Great Location in the heart of South Forest Beach Freshly painted, new carpet. 2 Bedroom Villa Te...
Villa 2 / 3 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
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 - $171
Per Night

$895 - $2295
Per Week

20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pr...

Hilton Head Island
20 Townhouse Tennis - 3 BRs plus a bonus kids BR. Very Pretty LUSH VIEWS, ON-SITE CLAY COURTS, SCEN...
Villa 3 / 3 / 8

*
Online booking available

$85 - $128
Per Night

$595 - $1595
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

3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk ...

Hilton Head Island
3 Scaup - Cute 3 BR Home, close to S. Beach & quick walk to the beach. This charming 3 bedroom, 3 b...
Home 3 / 3 / 6

*
Online booking available

$171 - $270
Per Night

$1195 - $3395
Per Week

Courtside 97 - 1st Floor Flat - Short walk to the Beach

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

*
Online booking available

$110 - $210
Per Night

$550 - $1050
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 - $200
Per Night

$550 - $1000
Per Week

Lake Forest 3336 - Sea Pines One Level Condo

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 6

*
Online booking available

$139 - $219
Per Night

$695 - $1095
Per Week

Shorewood 136

Hilton Head Island
2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee...
Villa 2 / 2 / 7

*
Online booking available

$220 - $220
Per Night

$1100 - $1100
Per Week

Ocean Dunes Villa 318 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 318 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERN...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

109 Oceanwood -Fully Upgraded - 125 yards to the Oceanfro...

Hilton Head Island
109 Oceanwood -Fully Upgraded - 125 yards to the Oceanfront Pool & Beach. 4 bedrooms, 4 bathrooms, ...
Home 4 / 4 / 10

*
Online booking available

$214 - $328
Per Night

$1495 - $3995
Per Week

2503 Seacrest - 5th Floor & pretty oceanviews! Avail Nov/...

Hilton Head Island
2503 Seacrest - 5th Floor & pretty oceanviews! Avail Nov/Dec Dates This 1 bedroom, 1.5 bath OCEANVI...
Villa 1 / 2 / 4

*
Online booking available

$114 - $156
Per Night

$795 - $1995
Per Week

Ocean Dunes Villa 307 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 307 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc " Newly renovated inside and out"...
Condo 1 / 1 / 6

*
Online booking available

$140 - $235
Per Night

$650 - $1175
Per Week

Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc "Newly renovated top to bottom." ...
Condo 3 / 3 / 8

*
Online booking available

$205 - $340
Per Night

$950 - $1700
Per Week

Gorgeous ocean views from this 2 bedroom Seacrest villa!

Hilton Head Island
Gorgeous ocean views from this 2 bedroom SeaCrest villa! Bedding Configuration: 1 King, 2 Queen, 1 ...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

229 Beachside Homes - 4 Bedroom South Beach home

Hilton Head Island
This 2-story, 4 bedroom, 4 bathroom home has been updated with bright furnishings, carpet, tile, har...
Home 4 / 4 / 12

*
Online booking available

$156 - $242
Per Night

$1095 - $2995
Per Week

Shorewood 507

Hilton Head Island
3 BD/3 BA oceanfront villa. King, 2 Twin beds & 2 Twin beds. Zero EntryOceanfront Pool, Hot Tub & Ba...
Villa 3 / 3 / 6

*
Online booking available

$265 - $265
Per Night

$1325 - $1325
Per Week

Ocean Club Villa 11 - 2 BR 2 BA Oceanside Townhome Hilton...

Hilton Head Island
Ocean Club Villa 11 - 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

107 Oceanwood-Pretty 3 BR Home-Oceanfront Pool -Location,...

Hilton Head Island
107 Oceanwood-Pretty 3 BR Home-Oceanfront Pool -Location, Location!!! Tucked away in a charming oce...
Home 3 / 2 / 8

*
Online booking available

$142 - $213
Per Night

$995 - $2795
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 - $765
Per Night

$1750 - $3825
Per Week

 

More Getaway Locations and Properties