Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Hilton Head Cabana 65 - 2 BR 1 and 1/2 BA Poolside Townhome

Hilton Head Island
Located on South Forest Beach Drive just across the street from the beach, this two bedroom one and ...
Condo 2 / 2 / 6

*
Online booking available

$110 - $190
Per Night

$500 - $945
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 - $199
Per Night

$995 - $2795
Per Week

3 Port Au Prince - Lovely 5 BR Home with Golf Course Views

Hilton Head Island
Situated across from the Shipyard Club House, this 5 bedroom home has lovely furnishings and feature...
Home 5 / 4 / 10

*
Online booking available

$185 - $256
Per Night

$1295 - $3695
Per Week

1702 Bluff Villas - Fully Renovated and Beautiful 1st Flo...

Hilton Head Island
1702 Bluff Villas - Fully Renovated and Beautiful 1st Floor Villa! This charming two bedroom flat i...
Villa 2 / 2 / 6

*
Online booking available

$99 - $128
Per Night

$695 - $1495
Per Week

Sandpiper 21

Hilton Head Island
6 BD/6.5 BA fifth row ocean home. Private Pool* & Hot Tub* (*can be heated for a fee) 3 Kings & 6 ...
Home 6 / 7 / 12

*
Online booking available

$500 - $1320
Per Night

$2500 - $6600
Per Week

Courtside 46 - Forest Beach 1st Floor Flat

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

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

Ocean One 211 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

South Beach Villa 1402

Hilton Head Island
4 BD/ 3 BA townhouse with Screened Porch. King, 2 Twins, 2 Twins plus Trundle in bonus room. Walk to...
Villa 4 / 3 / 9

*
Online booking available

$220 - $440
Per Night

$1100 - $2000
Per Week

Walk to Beach, New Clean Interior, Pet Friendly, Free Bik...

Hilton Head Island
Walk to Beach, New Clean Interior, Pet Friendly, Free Bikes Pool and Tennis Escape to the Beach! L...
Villa 3 / 3 / 8

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Water Oak 33

Hilton Head Island
3BD/3BA home with Private Pool (can be heated for a fee) & Billiard Room.King, King, Queen,Twin & Tr...
Home 3 / 4 / 8

*
Online booking available

$330 - $600
Per Night

$1650 - $3000
Per Week

169 Mooring Buoy - 5th Row Low Country Beach Home w/ Pool...

Hilton Head Island
169 Mooring Buoy - 5th Row Low Country Beach Home w/ Pool & Spa This lovely 3 bedroom, 2.5 bath hom...
Home 3 / 3 / 10

*
Online booking available

$142 - $214
Per Night

$995 - $2995
Per Week

1502 Seacrest - 5th Floor, 2 BR Villa overlooking the poo...

Hilton Head Island
1502 Seacrest - 5th Floor, 2 BR Villa overlooking the pool & ocean. This pretty 5th floor Oceanview...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

233 Beachside Home-4 BR / renovated & additional 1000 sq ...

Hilton Head Island
233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 ...
Home 4 / 5 / 10

*
Online booking available

$171 - $228
Per Night

$1195 - $3195
Per Week

1B/1B Condo at 371 SeaSide Villas

Hilton Head Island
1B/1B Condo at 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, di...
Condo 1 / 1 / 6

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

21 Windjammer - Completely renovated and beautiful

Hilton Head Island
Overlooking the 10th tee of the Harbour Town Golf Links this wonderfully decorated 3 bedroom, 3.5 ba...
Home 3 / 4 / 8

*
Online booking available

$185 - $313
Per Night

$1295 - $15000
Per Week

12 Portside - Beautiful Braddock Cove Views - 4 BR Home.

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$171 - $228
Per Night

$1195 - $3195
Per Week

3507 Windsor Court South-Oceanfront 5th Floor 3 BR Pentho...

Hilton Head Island
3507 Windsor Court South-Oceanfront 5th Floor 3 BR Penthouse. Wow views This 5th floor OCEANFRONT p...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 7

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour T...

Hilton Head Island
189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour Town Golf Course This 2 bedroom, 2.5 bath T...
Villa 2 / 3 / 6

*
Online booking available

$85 - $128
Per Night

$595 - $5000
Per Week

77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awe...

Hilton Head Island
77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awesome Views Whippoorwill Cove - This 6,000 ...
Home 6 / 6 / 14

*
Online booking available

$428 - $428
Per Night

$2995 - $7795
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

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 / 8

*
Online booking available

$171 - $228
Per Night

$1195 - $3395
Per Week

Ocean Gate 9 - Forest Beach Townhouse

Hilton Head Island
This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

 

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