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

Palatial Sea Pines Home. Great Golf Views & Private Pool....

Hilton Head Island
Palatial Sea Pines Home. Great Golf Views & Private Pool. Free Tennis Dogs Ok Breathtaking Views of...
Home 4 / 5 / 10

*
Online booking available

$199 - $500
Per Night

$1395 - $3695
Per Week

New To Market! Beautiful Sea Pines Home. Private Pool, Go...

Hilton Head Island
New To Market! Beautiful Sea Pines Home. Private Pool, Golf Views, Free Bikes AVAILABLE NOW! CARRY ...
Home 3 / 2.5 / 8

*
Online booking available

$199 - $900
Per Night

$1395 - $3600
Per Week

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

Surf Court 60 - 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

$165 - $280
Per Night

$825 - $1400
Per Week

2308 Seacrest -3rd Floor & Pretty Views. Spring dates sti...

Hilton Head Island
2308 Seacrest -3rd Floor & Pretty Views. Spring dates still available. Just relax and enjoy the sou...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Beachside Tennis 1881

Hilton Head Island
2 BD/2 BA 5th floor villa with views of Ocean, Pool & Sound. King & 2 Queens. Vaulted ceiling in l...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

Waterford C-1

Hilton Head Island
2BD/2BA townhouse overlooking # 1 Fairway of Galleon Course. King & 2 Twinbeds + Sleep Sofa. (Sofa l...
Villa 2 / 2 / 6

*
Online booking available

$180 - $230
Per Night

$900 - $1150
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

Ketch Court 856

Hilton Head Island
3BD/2BA 3rd Floor Villa with Balocony overlooking Harbourtown Marina. King, Queen & 2 Twins.Located ...
Villa 3 / 2 / 6

*
Online booking available

$260 - $1000
Per Night

$1300 - $5000
Per Week

913 Cutter Court-Fully renovated 2nd floor villa & a quic...

Hilton Head Island
913 Cutter Court-Fully renovated 2nd floor villa & a quick walk to the Marina Quality, Comfort, Loc...
Villa 1 / 1 / 4

*
Online booking available

$100 - $100
Per Night

$700 - $2300
Per Week

6 Turtle Lane - Pretty Lagoon View Townhouse -

Hilton Head Island
Located in the Oceanfront complex of Turtle Lane Club, his lovely 3 bedroom, 3 bath Lagoon Villa is ...
Villa 3 / 3 / 6

*
Online booking available

$156 - $156
Per Night

$1095 - $2795
Per Week

Night Heron 16

Hilton Head Island
2BD/2BA freestanding villa with wooded view. Queen & 2 Twin beds Pool onsite. Walk easily to the be...
Villa 2 / 2 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

Courtside 10 - Ground Floor - 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 - $200
Per Night

$550 - $1000
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

Collier Beach 16

Hilton Head Island
5BD/5.5BA Oceanfront Home w/ Private Pool (heated for a fee) 4 King beds,1 Queen & Sleep Sofa. Sofa ...
Home 5 / 5.5 / 12

*
Online booking available

$1000 - $2200
Per Night

$5000 - $11000
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 / 6.5 / 14

*
Online booking available

$3795 - $9495
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 - $440
Per Night

$1100 - $2200
Per Week

3304 Seacrest -3rd Floor/Direct Oceanfront Views that are...

Hilton Head Island
3304 Seacrest -3rd Floor/Direct Oceanfront Views that are Outstanding Beautifully remodeled OCEANFR...
Villa 2 / 2 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
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 / 2.5 / 8

*
Online booking available

$205 - $340
Per Night

$950 - $1700
Per Week

Mooring Buoy 115

Hilton Head Island
4 BD/4 BA Fourth Row Ocean Home with Private Pool (can be heated for an add'l fee) Multiple Living A...
Home 4 / 4 / 12

*
Online booking available

$500 - $1100
Per Night

$2500 - $5500
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 - $228
Per Night

$1595 - $4295
Per Week

17 Beachside - 4 Bedroom Home in South Beach

Hilton Head Island
Warm and cozy is a great way to describe this 4 bedroom, 3 bath Beachside Home. This home is located...
Home 4 / 3 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $3395
Per Week

Courtside 65 - 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 / 5

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

Shorewood 130 - Oceanside

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

$159 - $319
Per Night

$795 - $1595
Per Week

Seaside Villa 182 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Beautifully Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped ...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

 

More Getaway Locations and Properties