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 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

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 / 2.5 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

313 Breakers

Hilton Head Island
Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
Per Week

57 Dune Lane

Hilton Head Island
Dune's Perch - in a league of its own. 7 bedrooms, 7.5 baths with *PRIVATE HEATED POOL AND SPA and p...
Home 7 / 7.5 / 16

*
Online booking available

$5695 - $14450
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 / 6

*
Online booking available

$179 - $409
Per Night

$1253 - $2863
Per Week

Full Sweep 16

Hilton Head Island
4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heate...
Home 4 / 4 / 10

*
Online booking available

$700 - $1200
Per Night

$3500 - $6000
Per Week

Ocean One 502 - Oceanside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$250 - $530
Per Night

$1250 - $2650
Per Week

Shorewood 103 - Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from an oceanfront ground floor condo in South Forest Beach. With a private ...
Condo 2 / 2 / 6

*
Online booking available

$175 - $365
Per Night

$875 - $1825
Per Week

Hilton Head Beach Villa 16 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
This ocean view villa is designed onthree levels with wall-to-wall and floor-to-ceiling glass door u...
Condo 3 / 3 / 8

*
Online booking available

$275 - $510
Per Night

$1300 - $2550
Per Week

Xanadu Villa D14 - 1 BR 1 BA Poolside Flat Hilton Head, Sc

Hilton Head Island
Newly renovated one bedroom condo located on the 4th floor overlooking the pool. This elegantly rem...
Condo 1 / 1 / 4

*
Online booking available

$100 - $155
Per Night

$500 - $775
Per Week

Seaside Villa 240 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 5

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

452 Captains Walk - 5 Bedroom Oceanfront Penthouse!

Hilton Head Island
What a spectacular ocean view from this 5 bedroom/3 bath corner villa!! This coastal contemporary v...
Villa 5 / 3 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

Shorewood 437 - 4th Floor Ocean View

Hilton Head Island
Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, whe...
Condo 2 / 2 / 5

*
Online booking available

$180 - $379
Per Night

$900 - $1895
Per Week

Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Po...

Hilton Head Island
Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is located...
Villa 2 / 3 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Surf Court 69 - Forest Beach Townhouse

Hilton Head Island
Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers s...
Condo 3 / 3 / 6

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

6 Cassina-3rd Row Ocean, spacious and cute! The Beach is ...

Hilton Head Island
6 Cassina-3rd Row Ocean, spacious and cute! The Beach is beautiful in fall. Dramatic, Funky & Fun i...
Home 4 / 4.5 / 10

*
Online booking available

$227 - $227
Per Night

$1595 - $4295
Per Week

Ocean One 307 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 307 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

Sea Pines Home near the Pool & Action, Free Bikes, Tennis...

Hilton Head Island
Sea Pines Home near the Pool & Action, Free Bikes, Tennis, Pet Friendly In the heart of all the act...
Home 3 / 2 / 8

*
Online booking available

$128 - $750
Per Night

$895 - $3000
Per Week

3 Townhouse Tennis - Beautiful 3 BR townhouse in Shipyard...

Hilton Head Island
3 Townhouse Tennis - Beautiful 3 BR townhouse in Shipyard Plantation! This beautiful 3 bedroom plus...
Villa 3 / 3 / 10

*
Online booking available

$106 - $106
Per Night

$745 - $1745
Per Week

9 Bald Eagle West-3 BR, 3.5 Bath Beach Home, 5 minute wal...

Hilton Head Island
9 Bald Eagle West-3 BR, 3.5 Bath Beach Home, 5 minute walk to the beach This DRAMATIC 3 bedroom, 3....
Home 3 / 3.5 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3395
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

1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, ...

Hilton Head Island
1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches eve...
Villa 4 / 3.5 / 8

*
Online booking available

$1295 - $2395
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

4506 Windsor Court - Beautiful Oceanfront Palmetto Dunes ...

Hilton Head Island
4506 Windsor Court - Beautiful Oceanfront Palmetto Dunes Villa! Beautiful 2 bedroom, 2 bath ocean f...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $2395
Per Week

Courtside 53 - 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 - $210
Per Night

$550 - $1050
Per Week

 

More Getaway Locations and Properties