Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Tennismaster 1205, Luxury 3 Brs, 3.5 Ba, Pool, Tennis, Wa...

Hilton Head Island
Tennismaster 1205, Luxury 3 Brs, 3.5 Ba, Pool, Tennis, Walk to Beach Sleeps 6 1205 Tennismaster, Sh...
Villa 3 / 3.5 / 6

*
Online booking available

$219 - $279
Per Night

$1095 - $2365
Per Week

13 Dune Lane - Oceanfront & Large Screened Porch. Availab...

Hilton Head Island
13 Dune Lane - Oceanfront & Large Screened Porch. Available 8/27 Week This wonderfully decorated fa...
Home 4 / 4 / 10

*
Online booking available

$2295 - $6095
Per Week

Springwood 26 - Forest Beach Townhouse

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 26 is...
Condo 3 / 3.5 / 6

*
Online booking available

$155 - $265
Per Night

$775 - $1325
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

$202 - $470
Per Night

$1020 - $2245
Per Week

Ocean Dunes Villas 310 - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
Newly renovated in 2013 and beautifully decorated, this two bedroom, two bathroom villa has a full s...
Condo 2 / 2 / 6

*
Online booking available

$167 - $312
Per Night

$910 - $1635
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

523 Plantation Club, Beautifully Renovated, Free Bikes, P...

Hilton Head Island
523 Plantation Club, Beautifully Renovated, Free Bikes, Pool, Pet Friendly Plantation Club is locat...
Villa 2 / 2 / 8

*
Online booking available

$139 - $500
Per Night

$595 - $2000
Per Week

Breakers 110 - 1st Floor Updated Ocean Front

Hilton Head Island
This is a spectacular fully updated 1 bedroom Ocean Front Condo. The owners have decorated it beaut...
Condo 1 / 1 / 4

*
Online booking available

$145 - $245
Per Night

$725 - $1225
Per Week

Shorewood 508 Direct Ocean Front - 2 bedroom

Hilton Head Island
Shorewood 508 is a comfortable 2 bedroom 2 bath condo located on South Forest Beach. This direct oc...
Condo 2 / 2 / 8

*
Online booking available

$195 - $430
Per Night

$975 - $2150
Per Week

32 Singleton Beach: 50 yards to the Beach

Hilton Head Island
Please note these Check-in Day Requirements for this property: Aug 13 2016 - Aug 19 2016 : Saturday ...
Home 6 / 7.5 / 16

*
Online booking available

$775 - $1825
Per Night

$5180 - $12775
Per Week

Charming 4 BR Home with Private Pool & just 4 Houses from...

Hilton Head Island
Charming 4 BR Home with Private Pool & just 4 Houses from the Beach! **Mooring Buoy 115** This c...
Home 4 / 4 / 12

*
Online booking available

$550 - $1375
Per Night

$2750 - $6000
Per Week

Xanadu Villa A17 3 BR 2 and 1/2 BA Poolside Flat Hilton H...

Hilton Head Island
Xanadu Villa A17 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc Xanadu Villas consist of 72 condos...
Condo 3 / 2.5 / 8

*
Online booking available

$162 - $340
Per Night

$820 - $1570
Per Week

Captains Walk 484, 5th floor Oceanfront, 2 BRs, Large Poo...

Hilton Head Island
Captains Walk 484, 5th floor Oceanfront, 2 BRs, Large Pool, Sleeps 6 484 Captains Walk, Palmetto Du...
Villa 2 / 2 / 6

*
Online booking available

$279 - $410
Per Night

$1395 - $2750
Per Week

Yard Arm 1, 4 Bedrooms, Private Pool, Sleeps 12

Hilton Head Island
1 Yard Arm, Palmetto Dunes. This is a four bedroom four bath ranch style home with a huge pool and ...
Home 4 / 4 / 12

*
Online booking available

$299 - $479
Per Night

$1495 - $3971
Per Week

3121 Villamare - 1st Floor beautifully furnished w/ court...

Hilton Head Island
3121 Villamare - 1st Floor beautifully furnished w/ courtyard views. Located Oceanfront in Palmetto...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1995
Per Week

Ocean Dunes Villas 212 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 4

*
Online booking available

$179 - $234
Per Night

$895 - $1170
Per Week

26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, P...

Hilton Head Island
26 Gunnery, Nicely Updated, Free Internet Bikes Tennis, Pet Friendly NEAR BEACH & OCEAN LAGOON VIE...
Home 3 / 3.5 / 8

*
Online booking available

$199 - $500
Per Night

$895 - $2095
Per Week

31 Springwood Villa

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 2 / 2 / 6

*
Online booking available

$105 - $205
Per Night

$735 - $1435
Per Week

Wonderful Villa in South Beach of Sea Pines. Walk to the ...

Hilton Head Island
Wonderful Villa in South Beach of Sea Pines. Walk to the Salty Dog and Beach! **Bluff Villa 1796** ...
Villa 2 / 2 / 6

*
Online booking available

$165 - $290
Per Night

$825 - $1400
Per Week

8 Osprey - Only 25 Steps To The Beach!!

Hilton Head Island
Just steps to the beach! This newly updated home is located directly across the street to beach acce...
Home 5 / 4 / 11

*
Online booking available

$3095 - $6295
Per Week

Evian 288, 3 Bedrooms, Sleeps 8, Golf & Lagoon View

Hilton Head Island
288 Evian, Shipyard Plantation. This townhome is spacious and was recently renovated. Villa includes...
Villa 3 / 3 / 8

*
Online booking available

$179 - $250
Per Night

$895 - $1695
Per Week

Roadrunner 5, Oceanfront, 7 BRs, Private Pool, Spa, Eleva...

Hilton Head Island
Roadrunner 5, Oceanfront, 7 BRs, Private Pool, Spa, Elevator, Sleeps 20 5 Roadrunner, North Forest ...
Home 7 / 7.5 / 20

*
Online booking available

$1059 - $2157
Per Night

$5295 - $19239
Per Week

Cutter Court 922, 3rd Floor, 3 BR, Elevator, Golf Views i...

Hilton Head Island
Cutter Court 922, 3rd Floor, 3 BR, Elevator, Golf Views in Harbour Town 922 Cutter Court, Sea Pines...
Villa 3 / 3 / 8

*
Online booking available

$250 - $975
Per Night

$1250 - $4876
Per Week

Island Club 152, 2 BRs, Lagoon View, Large Pool, Tennis, ...

Hilton Head Island
Island Club 152, 2 BRs, Lagoon View, Large Pool, Tennis, Hot Tub This beautiful second floor, 2 bed...
Villa 2 / 2 / 4

*
Online booking available

$179 - $250
Per Night

$895 - $1797
Per Week

Sailmaster 37, 2 Bedrooms, Pool, Patio, Sleeps 6

Hilton Head Island
37 Sailmaster Commons, Shipyard. Located in the popular gated community of Shipyard Plantation, thi...
Villa 2 / 2.5 / 6

*
Online booking available

$119 - $190
Per Night

$625 - $1267
Per Week

 

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