37 Rentals: Hawaii Big Island 5+ Bedrooms

Get help finding your rental: 808.650.3995

Spectacular Waimea Vacation Home with Tennis Court

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  • All Hawaii Big Island
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 6 Bathrooms

Luxury Hilo Vacation Estate Five Bedroom

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  • Hilo District
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Hawaii Luxury Six Bedroom Vacation Rental with Private Pool

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 8 Bathrooms

Ocean View Luxury Estate Sleeps 14 World Class Vacation Home

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 8 Bathrooms

Luxury Vacation Rental House in Maui with Six Bedrooms

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Luxury Six Bedroom Vacation Villa Sleeps 14 Guests with Pool

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 5 Bathrooms

Top Luxury Big Island Vacaton Rental

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Kohala Coast Home 896180

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 11
  • 5 Bedrooms
  • 5 Bathrooms

Views of the Ocean from this Luxury Private Villa-Sleeps 12

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Magnificent Five Bedroom Luxury Hawaii Retreat

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Five Bedroom Luxury Villa Pool Private Club Access

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 6 Bathrooms

10,000 Sq Ft of Luxury Ocean Front Living

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 8 Bedrooms
  • 5 Bathrooms

Amazing Five Bedroom Vacation Villa in Waimea

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 11
  • 5 Bedrooms
  • 7 Bathrooms

Luxury Vacation Estate with 8 Bedrooms in Waikoloa Village

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • 8 Bedrooms
  • 6 Bathrooms

Luxurious Modern Estate in Waimea

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Waimea Luxury Villa with Six Bedroom

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Luxury 5 Bedroom Home with Private Pool & Ocean Views

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Waimea Vacation Estate Sleeps 12 Guests

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  • Kohala Coast
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Kona Luxury Vacation Estate Private Pool Five Bedrooms.

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Gorgeous Vacation Rental Home with Private Pool & Hot Tub

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 7 Bathrooms

Gorgeous Vacation Rental Home with Private Pool & Hot Tub

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 7 Bedrooms
  • 5 Bathrooms

Gorgeous Kailua-Kona Vacation Home with Private Pool & Views

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Big Island Luxury Estate with Amazing Ocean and Bay Views

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 6 Bedrooms
  • 6 Bathrooms

Luxury 5 Bedroom Villa with Full Ocean Views

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

World Class Luxury Retreat Estate Big Island

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 13
  • 5 Bedrooms
  • 6 Bathrooms

Kailua-Kona Upscale Vacation Rental

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Kailua Kona Vacation Pool Estate Five Bedroom Walk to Beach

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Kailua Golf Course Luxury Five Bedroom Vacation Home

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Kailua-Kona Seven Bedroom Vacation Rental with Stunning Views

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  • Kailua-Kona
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Kohala Coast Luxury Villa with Amazing Views

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  • Kohala Coast
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 3 Bathrooms

Five Bedroom Luxury Rental In Waimea Sleeps 10 Private Pool

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  • Kohala Coast
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Kailua-Kona Vacation Home Rental Sleeps Eight Guests

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  • Kailua-Kona
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 5 Bedrooms
  • 3 Bathrooms

Holualoa Island Home with Hot Tub, Decks & Beach Nearby

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  • Kailua-Kona
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Kailua-Kona 5 Bedroom Vacation Home with Private Hot Tub

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  • Kailua-Kona
  • Gold
  • Hot Tub / No Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Kailua-Kona Six Bedroom Oceanfront Estate

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  • Kailua-Kona
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms

Ocean View Six Bedroom Estate in Kailua-Kona

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  • Kailua-Kona
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 4 Bathrooms

Oceanview Five Bedroom vacation Home in Kailua-Kona

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  • Kailua-Kona
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 5 Bedrooms
  • 5 Bathrooms