By Price: $1,500 - $2,000 Per Night

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POIPU PARADISE

Oceanfront Poipu , Kauai
  • 5
  • 6
  • Sleeps 10
  • 6,000 sq ft
  • Starts at $1,500
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MORNING WALK

Garden View Hualalai , Hawaii
  • 2
  • 2
  • Sleeps 4
  • 1,800 sq ft
  • Starts at $1,200
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PRINCESS TIDES

Oceanfront Puako , Hawaii
  • 4
  • 4.5
  • Sleeps 8
  • 5,000 sq ft
  • Starts at $1,950
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HALE PAU HANA PENTHOUSE

Oceanfront Kihei , Maui
  • 4
  • 4
  • Sleeps 10
  • 2,824 sq ft
  • Starts at $1,450
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BLUSHING SUNRISE

Oceanview Hualalai , Hawaii
  • 3
  • 3
  • Sleeps 6
  • 3,000 sq ft
  • Starts at $1,400
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CLOUDSCAPE

Oceanview Aina Haina , Hawaii
  • 3
  • 3.5
  • Sleeps 6
  • Starts at $1,500
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NATURAL BREEZE

Beachfront Lanikai , Oahu
  • 5
  • 4
  • Sleeps 14
  • 3,157 sq ft
  • Starts at $1,600
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SEA SHORE BUNGALOWS

Beachfront Laie , Oahu
  • 8
  • 6
  • Sleeps 24
  • 4,000 sq ft
  • Starts at $1,550
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DYNAMIC FALLS

Oceanfront Napili , Maui
  • 3
  • 3
  • Sleeps 6
  • 3,600 sq ft
  • Starts at $1,500
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WHALE VIEW

Oceanview Kaanapali , Maui
  • 4
  • 4
  • Sleeps 8-10
  • 4,500 sq ft
  • Starts at $1,650
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REST ASSURED

Beachfront Kailua , Oahu
  • 4
  • 3
  • Sleeps 12
  • 3,000 sq ft
  • Starts at $1,500
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OAHU CRUISING

Oceanview Lanikai , Oahu
  • 4
  • 4
  • Sleeps 10
  • 3,200 sq ft
  • Starts at $1,450
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FANTASY COAST

Oceanfront Hawaii Kai , Oahu
  • 4
  • 3
  • Sleeps 10
  • 2,800 sq ft
  • Starts at $1,450
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HUMU HUMU at the Montage

Oceanfront Kapalua , Maui
  • 3.5
  • 3.5
  • Sleeps 8
  • 3,500 sq ft
  • Starts at $1,500
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CITRINE

Oceanview Wailea , Maui
  • 3
  • 3.5
  • Sleeps 8
  • 3,500 sq ft
  • Starts at $1,388
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AQUA SURF VILLA AT MONTAGE

Garden View Kapalua , Maui
  • 3
  • 3.5
  • Sleeps 8
  • 3,500 sq ft
  • Starts at $1,000
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