Hilton Head Island Vacation Rental Getaways


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  • Pets Allowed
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  • Pool Access
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  • Smoking allowed
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  • Beach Front
  • Golf on site
  • Golf nearby
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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - ...

Hilton Head Island
18 Ibis Street - Wonderful Oceanfront Views. 7 BR Home - Sleeps 20 Magnificent 7 Bedroom, 7 Bath 2n...
Home 7 / 8 / 20

*
Online booking available

$4395 - $11595
Per Week

Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck

Hilton Head Island
With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in...
Condo 3 / 3 / 6

*
Online booking available

$230 - $455
Per Night

$1150 - $2275
Per Week

Ocean One 209 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 209 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $375
Per Night

$950 - $1875
Per Week

2 BR 2 BA Poolside Flat at Xanadu Villas, Hilton Head, Sc

Hilton Head Island
Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five...
Condo 2 / 2 / 6

*
Online booking available

$115 - $205
Per Night

$550 - $1025
Per Week

8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Poo...

Hilton Head Island
8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Pool - Pretty Villa! Hilton Head Beach Villas...
Villa 3 / 3 / 8

*
Online booking available

$156 - $214
Per Night

$1095 - $2695
Per Week

26 Canvasback - 4 BR Coastal Living inspired Fully Renova...

Hilton Head Island
26 Canvasback - 4 BR Coastal Living inspired Fully Renovated home. Located 3rd row from the ocean t...
Home 4 / 3 / 10

*
Online booking available

$285 - $399
Per Night

$1995 - $5395
Per Week

1809 Bluff Villas - Summer weeks available. Book Now.

Hilton Head Island
This spacious 2 bedroom, 2 bath flat with a pretty view of Braddock Cove and is beautifully furnishe...
Villa 2 / 2 / 6

*
Online booking available

$85 - $114
Per Night

$595 - $1395
Per Week

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep...
Home 3 / 2 / 8

*
Online booking available

$330 - $360
Per Night

$1650 - $1800
Per Week

Dune Lane 29B

Hilton Head Island
5BD/4BA ocean front home w/ Private Pool* (*can be heated for add'l fee) Queen, Queen, Double, 2 Twi...
Home 5 / 4 / 12

*
Online booking available

$600 - $700
Per Night

$3000 - $3500
Per Week

Ocean One 424 - Beautiful Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 en...
Condo 3 / 3 / 8

*
Online booking available

$195 - $375
Per Night

$975 - $1875
Per Week

Surf Court 69 - Forest Beach Townhouse

Hilton Head Island
Surf Court is located 1 block to the beach and 1 block to Van Der Meer Tennis center. Vacationers s...
Condo 3 / 3 / 6

*
Online booking available

$165 - $260
Per Night

$825 - $1300
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

$150 - $150
Per Night

$750 - $750
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$119 - $175
Per Night

$595 - $875
Per Week

Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 317 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERN...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

Beachwalk 174 - Shipyard Townhouse

Hilton Head Island
174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. Thi...
Condo 3 / 4 / 8

*
Online booking available

$170 - $270
Per Night

$850 - $1350
Per Week

New to rental market! Beautiful Renovated Plantation Club...

Hilton Head Island
New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is loc...
Villa 2 / 2 / 8

*
Online booking available

$71 - $500
Per Night

$495 - $2000
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 - $240
Per Night

$1200 - $1200
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

The Greens 167

Hilton Head Island
2 BD/ 2.5 BA townhouse with golf course view. King & 2 Twin beds plus Sleep Sofa ( Sofa linens avail...
Villa 2 / 3 / 6

*
Online booking available

$155 - $155
Per Night

$775 - $775
Per Week

Hilton Head Beach Villa 12 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-le...
Condo 3 / 3 / 8

*
Online booking available

$245 - $465
Per Night

$1150 - $2325
Per Week

130 Dune Lane - 2nd Row Ocean - Available 8/30-9/6 week -...

Hilton Head Island
130 Dune Lane - 2nd Row Ocean - Available 8/30-9/6 week -15% Off This 2nd row ocean 6 bedroom, 5 ba...
Home 6 / 5 / 14

*
Online booking available

$427 - $585
Per Night

$2995 - $7595
Per Week

17 Kingston Cove - Charming beach cottage and renovated!

Hilton Head Island
This cute beach cottage is just a quick bicycle ride to the beach. With 3 bedrooms and 2 baths this ...
Home 3 / 2 / 8

*
Online booking available

$85 - $128
Per Night

$595 - $1595
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

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

Courtside 113 - 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 / 6

*
Online booking available

$110 - $180
Per Night

$550 - $900
Per Week

 

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