Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

New Renovation Sea Pines Home, Free Internet Bikes Tennis...

Hilton Head Island
New Renovation Sea Pines Home, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON ...
Home 3 / 4 / 8

*
Online booking available

$128 - $800
Per Night

$895 - $3200
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

184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. wal...

Hilton Head Island
184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. walk to the beach. Within earshot of the roll...
Villa 1 / 2 / 4

*
Online booking available

$85 - $99
Per Night

$595 - $1195
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 - $256
Per Night

$1195 - $3195
Per Week

3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks...

Hilton Head Island
3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks Available This OCEANFRONT 3 bedroom, 3 ba...
Villa 3 / 3 / 10

*
Online booking available

$228 - $314
Per Night

$1595 - $4395
Per Week

Singleton Beach 5

Hilton Head Island
6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa (Sofa li...
Home 6 / 7 / 16

*
Online booking available

$1000 - $1100
Per Night

$5000 - $5500
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 - $800
Per Night

$3500 - $4000
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 - $180
Per Night

$550 - $900
Per Week

Ocean One 504 - Oceanside 5th Floor Condo

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

$160 - $279
Per Night

$795 - $1395
Per Week

Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedt...

Hilton Head Island
Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedtownhouse Beachwalk condominiums are within...
Condo 3 / 4 / 8

*
Online booking available

$170 - $270
Per Night

$850 - $1350
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

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

16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home....

Hilton Head Island
16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home. Sleeps 12 Amazing oceanfront home in Sea ...
Home 5 / 4 / 12

*
Online booking available

$4195 - $10595
Per Week

2 Braddock Cove Club - View, Views, Views.

Hilton Head Island
Beautifully renovated 4 bedroom townhouse with stunning views of Braddock Cove! This 3 story villa h...
Villa 4 / 4 / 12

*
Online booking available

$142 - $199
Per Night

$995 - $2495
Per Week

2112 Windsor Place II - Beautiful Villa with Beautiful La...

Hilton Head Island
2112 Windsor Place II - Beautiful Villa with Beautiful Landscape Views! This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 7

*
Online booking available

$128 - $171
Per Night

$895 - $2295
Per Week

9 Lands End Road - 4 BRs & Waterfront (Calibogue Sound Vi...

Hilton Head Island
9 Lands End Road - 4 BRs & Waterfront (Calibogue Sound Views). This lovely 4 bedroom, 3 bathroom vi...
Home 4 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $3095
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 - $240
Per Night

$1100 - $1200
Per Week

Courtside 61 - Ground Floor Flat - Easy Access to the Pool

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 - $190
Per Night

$550 - $950
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

$140 - $200
Per Night

$695 - $995
Per Week

Ocean Dunes Villa 217 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 217 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESSS INTER...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

1746 Bluff Villas - Beautiful views. Quick walk to South ...

Hilton Head Island
1746 Bluff Villas - Beautiful views. Quick walk to South Beach Marina Area. This is a lovely 3 bedr...
Villa 3 / 2 / 6

*
Online booking available

$142 - $142
Per Night

$995 - $1695
Per Week

77A Dune Lane - Gorgeous New 5 BR 2nd row Forest Beach home!

Hilton Head Island
This custom built home located 2nd row ocean in North Forest Beach boasts 5 bedrooms, 5 full baths a...
Home 5 / 6 / 16

*
Online booking available

$571 - $785
Per Night

$3995 - $10295
Per Week

33 Dune Lane-Oceanfront-Available weeks Sept. 13 & 20.

Hilton Head Island
The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *H...
Home 7 / 8 / 17

*
Online booking available

$5595 - $15195
Per Week

9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown &...

Hilton Head Island
9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 b...
Home 4 / 5 / 12

*
Online booking available

$171 - $256
Per Night

$1195 - $3195
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 - $185
Per Night

$995 - $2395
Per Week

 

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