Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Surf Court 74 - Forest Beach Townhouse

Hilton Head Island
Surf Court 74 is an ocean-oriented complex with first-floor entry. This property is a 3 story townh...
Condo 3 / 3 / 8

*
Online booking available

$165 - $230
Per Night

$825 - $1150
Per Week

The Cottages 38

Hilton Head Island
3 BD/ 3 BA Townhouse overlooking Lagoon. King, Queen & 2 Twin beds.Pool on site. Bike or drive to th...
Villa 3 / 3 / 6

*
Online booking available

$175 - $215
Per Night

$875 - $1075
Per Week

17 Beachside - 4 BR Home in South Beach, Pool On site. Te...

Hilton Head Island
17 Beachside - 4 BR Home in South Beach, Pool On site. Tennis nearby Warm and cozy is a great way t...
Home 4 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
Per Week

Shorewood 308

Hilton Head Island
2 BD/ 2BA oceanfront villa. King & 2 twin beds. Sleep Sofa ( sofa linens provided for $25 fee). Zero...
Villa 2 / 2 / 6

*
Online booking available

$240 - $300
Per Night

$1200 - $1500
Per Week

Deluxe one bedroom resortview condo

Hilton Head Island
Deluxe one bedroom resortview condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 6

*
Online booking available

$119 - $999
Per Night

$833 - $6993
Per Week

Courtside 105 - Charming Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton Head Rennovated in 2010!! This villa offe...
Condo 1 / 1 / 6

*
Online booking available

$120 - $135
Per Night

$550 - $700
Per Week

3427 Villamare - 4th Floor Oceanview- available weeks Aug...

Hilton Head Island
3427 Villamare - 4th Floor Oceanview- available weeks Aug & Sept. Beautiful 2 bedroom, 2 bath corne...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

47 Mooring Buoy - Renovated 5th Row Ocean Home. Fall date...

Hilton Head Island
47 Mooring Buoy - Renovated 5th Row Ocean Home. Fall dates still available. 3 Bedroom + Plus Den, ...
Home 3 / 5 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3795
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

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 - $285
Per Night

$1100 - $1425
Per Week

Windsor Place 107

Hilton Head Island
2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $...
Villa 2 / 2 / 6

*
Online booking available

$210 - $265
Per Night

$1050 - $1325
Per Week

Courtside 117 - 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 - $175
Per Night

$550 - $875
Per Week

17 Mizzenmast Court - 3 BRs In Harbourtown - Views and more.

Hilton Head Island
An incredible 3 bedroom, 4.5 bathroom villa near Hilton Head's famous Harbour Town Yacht Basin will ...
Home 3 / 5 / 6

*
Online booking available

$142 - $242
Per Night

$995 - $13000
Per Week

1505 Villamare - 2 BR, 2 bath villa has outstanding views...

Hilton Head Island
1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oce...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride ...

Hilton Head Island
223 Evian-2nd Floor Flat. Pool, Tennis a Quick Bike Ride to the Beach & more This lovely 2nd floor ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

707 Schooner Court-Located in Harbourtown looking over Ca...

Hilton Head Island
707 Schooner Court-Located in Harbourtown looking over Calibogue Sound-Pretty UNPARALLELED VIEWS OF...
Villa 3 / 4 / 7

*
Online booking available

$200 - $2199
Per Night

$1395 - $4500
Per Week

Ocean One 402 - Oceanside 4th 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 - $410
Per Night

$1250 - $2050
Per Week

27 Pelican-New custom built 3rd row ocean-Available 9/13-20

Hilton Head Island
27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean cust...
Home 6 / 6 / 20

*
Online booking available

$442 - $442
Per Night

$3295 - $8395
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

217 Breakers - 2nd Floor Oceanfront - What a view!

Hilton Head Island
EXTRA WINDOWS, EXTRAORDINARY VIEWS! This1 bedroom, 1 bath, 2nd floor OCEANFRONT END UNIT villa ren...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1195
Per Week

564 Ocean Course

Hilton Head Island
Spacious Sea Pines Villa. This wonderfully decorated villa features a great view of the golf course...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1395
Per Week

Colonnade Club 148

Hilton Head Island
2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep Sofa. Sofa linens available for $25. P...
Villa 2 / 2 / 6

*
Online booking available

$155 - $180
Per Night

$775 - $900
Per Week

Ocean One 411 - Stunning Ocean Views from 4th Floor

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$250 - $410
Per Night

$1250 - $2050
Per Week

Springwood 97 - Forest Beach 1st Floor Flat

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 97 is...
Apartment 3 / 3 / 8

*
Online booking available

$145 - $220
Per Night

$725 - $1095
Per Week

 

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