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

Heritage Villas 2221

Hilton Head Island
3BD/3BA townhouse situated on #1 Green of Harbour Town Golf Links. King, 2 Queens & 2 Twins. Pool o...
Villa 3 / 3 / 8

*
Online booking available

$235 - $1000
Per Night

$1175 - $5000
Per Week

66 Kingston Dunes - 5 Minutes Walk to the Beach w/ Pool -...

Hilton Head Island
66 Kingston Dunes - 5 Minutes Walk to the Beach w/ Pool -3 BRs -Sleeps 8 This wonderful 3 bedroom, ...
Home 3 / 3 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2495
Per Week

Shorewood 202 - Direct Oceanfront Beautiful Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 202 enj...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

Lake Forest 3304 - 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

The Greens 204 - Shipyard Townhouse

Hilton Head Island
The Greens condominiums are within Shipyard Plantation, a private residental and resort community. T...
Condo 1 / 2 / 2

*
Online booking available

$119 - $195
Per Night

$595 - $975
Per Week

Ocean Dunes Villas 213 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

1BR 1Bath Newly renovated Xanadu Villa S. Forest Beach Dr...

Hilton Head Island
1BR 1Bath Newly renovated Xanadu Villa S. Forest Beach Dr. Hilton Head Newly renovated one bedroom ...
Condo 1 / 1 / 4

*
Online booking available

$100 - $155
Per Night

$500 - $775
Per Week

2366 Racquet Club- Updated 1st floor villa, quick walk to...

Hilton Head Island
2366 Racquet Club- Updated 1st floor villa, quick walk to Harbourtown This lovely 1 bedroom villa i...
Villa 1 / 1 / 4

*
Online booking available

$100 - $100
Per Night

$700 - $2300
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

3503 Seacrest -Direct Oceanfront 5th Floor - You Can't Be...

Hilton Head Island
3503 Seacrest -Direct Oceanfront 5th Floor - You Can't Beat The View This attractive 5th floor PENT...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $4495
Per Week

Bluff 1817

Hilton Head Island
2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$185 - $250
Per Night

$925 - $1250
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

$120 - $210
Per Night

$600 - $1050
Per Week

Sandpiper 30

Hilton Head Island
6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day B...
Home 6 / 4 / 16

*
Online booking available

$550 - $1500
Per Night

$2750 - $7500
Per Week

6304 Hampton Place-Beautiful Oceanfront Villa! 4/11-18 we...

Hilton Head Island
6304 Hampton Place-Beautiful Oceanfront Villa! 4/11-18 week now available Romantic 3rd floor, 1 bed...
Villa 1 / 2 / 4

*
Online booking available

$142 - $142
Per Night

$995 - $1995
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

$260 - $400
Per Night

$1300 - $2000
Per Week

6 Red Cardinal-Quick 50 yards walk to the Beach. Free Poo...

Hilton Head Island
6 Red Cardinal-Quick 50 yards walk to the Beach. Free Pool/Spa Heat This wonderful 5 bedroom, 5 bat...
Home 5 / 5 / 16

*
Online booking available

$371 - $371
Per Night

$2600 - $6800
Per Week

Walk to Beach, New Interior, Pet Friendly, Free Bikes, Po...

Hilton Head Island
Walk to Beach, New Interior, Pet Friendly, Free Bikes, Pool & Tennis Escape to the Beach! Looking ...
Condo 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

18 Spinnaker Court - Gorgeous Harbour Town Home Quick Wal...

Hilton Head Island
18 Spinnaker Court - Gorgeous Harbour Town Home Quick Walk to the Marina. Beautiful remodeled 3 bed...
Home 3 / 3.5 / 6

*
Online booking available

$156 - $156
Per Night

$1095 - $6800
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

Surf Court 46 - Updated 3 BR Townhouse - 1 block to the B...

Hilton Head Island
Surf Court 46 - Updated 3 BR Townhouse - 1 block to the Beach Surf Court is an ocean-oriented compl...
Condo 3 / 2.5 / 8

*
Online booking available

$165 - $290
Per Night

$825 - $1450
Per Week

Ocean One 522 - Outstanding Beachside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. ...
Condo 2 / 2 / 5

*
Online booking available

$179 - $365
Per Night

$895 - $1825
Per Week

11 Gunnery Lane-5 BR beach home- 4 minute bike ride to th...

Hilton Head Island
11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ...
Home 5 / 5.5 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $3595
Per Week

Hilton Head Beach Villa 27 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
This villa is very close to the ocean with a beautiful view and it opens out onto the courtyard and ...
Condo 3 / 3 / 8

*
Online booking available

$245 - $465
Per Night

$1150 - $2325
Per Week

6 Wanderer Lane- 2nd Row Ocean & renovated. Available 3/2...

Hilton Head Island
6 Wanderer Lane- 2nd Row Ocean & renovated. Available 3/28-4/4 week -$500 Off Beautiful and newly u...
Home 5 / 3 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
Per Week

14 Braddock Cove Club - Unbeatable views of South Beach M...

Hilton Head Island
14 Braddock Cove Club - Unbeatable views of South Beach Marina Located within a small and exclusive...
Villa 3 / 3.5 / 8

*
Online booking available

$126 - $126
Per Night

$885 - $2295
Per Week

 

More Getaway Locations and Properties