Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pin...

Hilton Head Island
24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pines Beach Club Beautiful 2nd row ocean-orie...
Home 4 / 4.5 / 10

*
Online booking available

$2919 - $7828
Per Week

13 Mizzenmast Court-Golf Course View w/ Pool and Quick wa...

Hilton Head Island
13 Mizzenmast Court-Golf Course View w/ Pool and Quick walk to Harbourtown This beautifully decorat...
Home 3 / 2.5 / 7

*
Online booking available

$1774 - $12000
Per Week

25 Sandpiper Street

Hilton Head Island
25 Sandpiper is a beautiful Oceanside new construction offering a wonderful floor plan. The home is ...
Home 3 / 3 / 8

*
Online booking available

$475 - $795
Per Night

$3325 - $5565
Per Week

Shipmaster 306, 2 Bedrooms, Golf View, Tennis, Pool, Slee...

Hilton Head Island
306 Shipmaster in Shipyard Plantation is a bright 2 bedroom 2.5 bath townhome in Shipyard Plantation...
Condo 2 / 2.5 / 6

*
Online booking available

$107 - $259
Per Night

$645 - $1114
Per Week

North Sea Pines Drive 70, 6 Bedroom, Private Pool, Sleeps 16

Hilton Head Island
Talk about the ideal house for multiple families and you are talking about 70 North Sea Pines Drive....
Home 6 / 4.5 / 16

*
Online booking available

$449 - $1292
Per Night

$2662 - $5558
Per Week

4102 Windsor Court-Oceanviews and Coastal Chic Upgrades g...

Hilton Head Island
4102 Windsor Court-Oceanviews and Coastal Chic Upgrades galore Remodeled in 2011, this ground-floor...
Villa 2 / 2 / 6

*
Online booking available

$1044 - $2796
Per Week

Ocean One 106 - Beach-side 1st Floor Condo

Hilton Head Island
Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Gu...
Condo 3 / 3 / 10

*
Online booking available

$200 - $420
Per Night

$1000 - $2100
Per Week

Ocean One 402 - Beachside 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

$270 - $560
Per Night

$1350 - $2800
Per Week

1 Bedroom 1 Bathroom Oceanfront Flat at Ocean Dunes Villas

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 5

*
Online booking available

$114 - $215
Per Night

$560 - $1075
Per Week

2 BR Ocean View Villa with Spectacular Pool & Ocean Views!

Hilton Head Island
**Shorewood 536** This lovely villa offers all new furnishings, a top of the line Kitchen with Gr...
Villa 2 / 2 / 7

*
Online booking available

$240 - $350
Per Night

$1200 - $2500
Per Week

Fabulous Ocean Views from this 2 Bedroom Villa in Shorewood

Hilton Head Island
**Shorewood 539** This nicely appointed villa offers beautiful views of the Atlantic Ocean. Walk ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $300
Per Night

$1000 - $2100
Per Week

Heritage Villas 2249

Hilton Head Island
Heritage Villa 2249 is a three-bedroom, three-bathroom condo located a short walk from Harbour Town ...
Villa 3 / 3 / 6

*
Online booking available

$225 - $880
Per Night

$1120 - $4410
Per Week

Sound Villa 1458

Hilton Head Island
Sound Villa 1458 is a beautiful, five bedroom townhouse that overlooks the Calibogue Sound in Sea Pi...
Villa 5 / 5 / 10

*
Online booking available

$625 - $1345
Per Night

$3150 - $6755
Per Week

61 Dune Lane - Direct Oceanfront and Beautiful - Sleeps 12

Hilton Head Island
This beautiful 5 bedroom, 6.5 bath OCEANFRONT home with private *heated pool and elevator is ready f...
Home 5 / 6.5 / 12

*
Online booking available

$6256 - $16774
Per Week

606 Queens Grant

Hilton Head Island
Welcome to 606 Queens Grant located in Palmetto Dunes Plantation! The villa is a single story, an o...
Home 2 / 2 / 4

*
Online booking available

$135 - $180
Per Night

$945 - $1260
Per Week

Village House 101, 2 Bedrooms, Pet Friendly, Pool, Sleeps 8

Hilton Head Island
101 Village House in Port Royal Plantation. This beautiful 2BR/2BA pet-friendly villa, located just ...
Condo 2 / 2 / 8

*
Online booking available

$114 - $241
Per Night

$684 - $1242
Per Week

Anchorage 7416, 2 Bedroom, Lagoon View, Heated Pool, Hot ...

Hilton Head Island
Anchorage 7416, Our 2 Bedroom, second-floor villa offers exceptional views of the heated pool from t...
Condo 2 / 2 / 6

*
Online booking available

$107 - $259
Per Night

$645 - $1114
Per Week

Lighthouse Tennis 2395, 2 Bedroom, Lagoon View, Pool, Sle...

Hilton Head Island
2395 Lighthouse Tennis Villa in Sea Pines Plantation is a delightful 2 bedroom, 2 bath villa close t...
Condo 2 / 2 / 4

*
Online booking available

$99 - $339
Per Night

$598 - $1695
Per Week

Ocean One 124 - Beautiful 1st Floor Condo

Hilton Head Island
Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Gu...
Condo 3 / 3 / 10

*
Online booking available

$210 - $440
Per Night

$1050 - $2200
Per Week

Greenwood Forest - Seapines Plantation - 2 BR 2 BA Wooded...

Hilton Head Island
Greenwood Forest - Seapines Plantation - 2 BR 2 BA Wooded View Welcome to 10 Wildwood Road?This cha...
Home 2 / 2 / 6

*
Online booking available

$161 - $243
Per Night

$965 - $1215
Per Week

130 Dune Lane -2nd Row Ocean just steps to the beach.

Hilton Head Island
This 2nd row ocean 6 bedroom, 5 bath home with *heated pool and spa has all the ingredients for a fa...
Home 6 / 5 / 14

*
Online booking available

$3995 - $10891
Per Week

404 North Shore Place-Bright and airy 4th Floor Villa-100...

Hilton Head Island
404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2...
Villa 2 / 2 / 6

*
Online booking available

$944 - $2528
Per Week

13 Dune Lane - Oceanfront & Large Screened Porch

Hilton Head Island
Fabulous 5 bedroom, 4 bath oceanfront beach house with heated pool* has all the ingredients for a me...
Home 5 / 4 / 12

*
Online booking available

$4350 - $9548
Per Week

26 Ocean Club- Oceanfront Complex - Pool Side - Fully Ren...

Hilton Head Island
26 Ocean Club- Oceanfront Complex - Pool Side - Fully Renovated - Beautifully renovated and redecor...
Villa 2 / 2 / 8

*
Online booking available

$994 - $2664
Per Week

Beautiful Beachside Villa Overlooking Pool, Sound & Ocean...

Hilton Head Island
Beautiful Beachside Villa Overlooking Pool, Sound & Ocean. Walk to Salty Dog! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$220 - $400
Per Night

$1100 - $2750
Per Week

 

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