Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Breakers 109

Hilton Head Island
1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront...
Villa 1 / 1 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

1022 Caravel Ct-Wow! Views of Harbourtown Lighthouse and ...

Hilton Head Island
1022 Caravel Ct-Wow! Views of Harbourtown Lighthouse and so much more. Stunning views of the world ...
Villa 1 / 1 / 4

*
Online booking available

$99 - $128
Per Night

$695 - $1395
Per Week

1874 Beachside Tennis - Breathtaking waterfront views fro...

Hilton Head Island
1874 Beachside Tennis - Breathtaking waterfront views from every room. Situated on one of the most ...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the...

Hilton Head Island
458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. These 3 Bedroom, 3.5 Bath spacious...
Villa 3 / 3.5 / 9

*
Online booking available

$128 - $128
Per Night

$895 - $1695
Per Week

898 Ketch Court-Steps to Harbourtown, pool & dining, Shop...

Hilton Head Island
898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities Wow! This gorgeous 3 bed...
Villa 3 / 3.5 / 6

*
Online booking available

$128 - $1170
Per Night

$895 - $1695
Per Week

4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Flo...

Hilton Head Island
4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Floor Oceanview Villa. Remodeled in 2011, thi...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Courtside 95 - 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 / 7

*
Online booking available

$115 - $205
Per Night

$575 - $1025
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

$239 - $540
Per Night

$1195 - $2700
Per Week

Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bi...

Hilton Head Island
Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head Va...
Villa 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

89 Fairway Ln- 5 minute Walk to Beach! Aug dates available

Hilton Head Island
Spacious 2 bedroom, 2 bath villas on the Ocean Course Golf Course, Fairway Lane offers close acces...
Villa 2 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1395
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 / 3.5 / 8

*
Online booking available

$313 - $313
Per Night

$1295 - $3395
Per Week

198 Greens-Quick walk to the beach. Summer dates still av...

Hilton Head Island
198 Greens-Quick walk to the beach. Summer dates still available This 1 bedroom, 1.5 bath townhouse...
Villa 1 / 1.5 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1195
Per Week

Breakers 114

Hilton Head Island
1 Bd/1 Ba 1st floor Ocean Front Villa. Queen bed & Sleep Sofa. Sleep Sofa linens available for $25. ...
Villa 1 / 1 / 4

*
Online booking available

$170 - $170
Per Night

$850 - $850
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 - $375
Per Night

$875 - $1875
Per Week

107 Oceanwood-Pretty 3 Bedroom Home-Oceanfront Pool

Hilton Head Island
Tucked away in a charming oceanfront community in the North Forest Beach area this lovely 3 bedroom ...
Home 3 / 2 / 8

*
Online booking available

$995 - $2795
Per Week

Shorewood 305 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enj...
Condo 2 / 2 / 7

*
Online booking available

$210 - $450
Per Night

$1050 - $2250
Per Week

Kingston Cove 23

Hilton Head Island
3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon...
Home 3 / 2 / 7

*
Online booking available

Contact
Owner
Directly
For Rates

Surf Court 71 - Pet Friendly 2 bedroom Townhouse

Hilton Head Island
Surf Court is located in Forest Beach just 1 block to the ocean. Surf Court #71 is a ground floor e...
Condo 2 / 2.5 / 6

*
Online booking available

$115 - $205
Per Night

$575 - $1025
Per Week

77A Dune Ln- Brand New home w/ Ocean Views - Available Au...

Hilton Head Island
77A Dune Ln- Brand New home w/ Ocean Views - Available Aug/Sept Weeks Custom built and completed in...
Home 5 / 5.8 / 16

*
Online booking available

$3995 - $10295
Per Week

1752 Bluff Villa-Fully Renovated & Beach Chic. Summer Wee...

Hilton Head Island
1752 Bluff Villa-Fully Renovated & Beach Chic. Summer Week Avail -New to Vrbo This beautiful 2 bedr...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1495
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$165 - $330
Per Night

$825 - $1650
Per Week

Ocean Dunes Villas 204 - 2 Bedroom 2 Bathroom Oceanview Flat

Hilton Head Island
This nicely decorated villa has two bedrooms, two bathrooms, a full sized kitchen and a combined liv...
Condo 2 / 2 / 6

*
Online booking available

$112 - $162
Per Night

$635 - $885
Per Week

Planters Wood 49

Hilton Head Island
3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $2...
Home 3 / 2.5 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Water Oak 33

Hilton Head Island
3BD/3BA home with Private Pool & Billiard Room. King, King, Queen,Twin & Trundle. Multiple Flat Scre...
Home 3 / 3.5 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

190 Twin Oaks-Wow! View of the famous Harbour Town Golf L...

Hilton Head Island
190 Twin Oaks-Wow! View of the famous Harbour Town Golf Links/Fully Renovated Newly renovated and u...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $1795
Per Week

 

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