Top Holiday homes in Hawaii

Find the Top Holiday homes in Hawaii – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 20 holiday homes
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Sort by: high popularity
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From   US$ 1 512 /nightSelect
  • Hot tub with mountain views
  • Outdoor dining on private terrace
  • Spacious 5-bedroom luxury home
8.4
Great73 reviews
6 adults
3 bedrooms
4 beds
From   US$ 269 /nightSelect
  • Authentic heritage plantation cottages
  • Two-mile black-sand beach access
  • Oceanfront pool with stunning views
Holiday home
8.2
Great9 reviews
  • Outdoor pool
  • Sea views
  • Private garden
From   US$ 299 /nightSelect
  • Private entrance to beachside apartments
  • Outdoor pool with mountain views
  • Activities like kayaking and fishing available
8.6
Great39 reviews
  • Shared Kitchen
  • Outdoor Barbecue
  • Private Garden
From   US$ 370 /nightSelect
  • Steps from world-class surf breaks
  • Diverse accommodation for families or groups
  • Private outdoor gardens and barbecue areas
Holiday home
9.2
Perfect10 reviews
  • Mountain views
  • Private terrace
  • Outdoor dining
From   US$ 190 /nightSelect
  • Private terrace with mountain views
  • Adults-only accommodation with garden
  • Barbecue facilities for outdoor dining
8.0
Great63 reviews
  • Garden
  • Flat-screen TV
  • Kitchenette
From   US$ 91 /nightSelect
  • Rooms with unique rainforest views
  • Individually designed and crafted accommodations
  • On-site hiking areas for exploration
Holiday home
9.2
Perfect7 reviews
  • Craftsman Pavilion
  • Private Garden
  • Gas Fireplace
From   US$ 195 /nightSelect
  • Botanical garden setting for relaxation
  • Craftsman style pavilion for gatherings
  • Vintage decor with local art throughout
Holiday home
9.2
Perfect10 reviews
  • Outdoor terrace
  • Garden
  • Car hire
From   US$ 99 /nightSelect
  • Air-conditioned with outdoor dining area
  • Fully equipped kitchenette for self-catering
  • Barbecue facilities and garden access
  • Sea views
  • Hot tub
  • Private entrance
From   US$ 418 /nightSelect
  • Private kitchen and living area
  • Barbecue facilities for outdoor cooking
  • Diving, snorkeling, and fishing options
Lodge
  • Private Bathroom
  • Garden Views
  • Golf Course
From   US$ 137 /nightSelect
  • Cycling and hiking in lush gardens
  • Flat-screen TVs in private rooms
  • On-site golf course available
  • Private Beach
  • Picnic Area
  • Barbecue Facilities
From   US$ 394 /nightSelect
  • Beachfront access with beautiful sea views
  • Fully equipped kitchen for family meals
  • Diverse activities like snorkeling and hiking
  • Equipped Kitchen
  • Outdoor Terrace
  • Private Entrance
From   US$ 345 /nightSelect
  • Private garden and outdoor dining area
  • Equipped kitchen for home-cooked meals
  • Mountain views from the terrace
  • Shared Hot Tub
  • Outdoor Fireplace
  • Picnic Area
From   US$ 159 /nightSelect
  • Private patio with outdoor dining area
  • Shared hot tub with garden views
  • Outdoor fireplace for cozy evenings
8.4
Great31 reviews
  • Oceanfront Pool
  • BBQ Area
  • Garden Lounge
From   US$ 159 /nightSelect
  • Stunning ocean view from private lanai
  • Direct access to Sugar Beach
  • Heated pool surrounded by lush gardens
  • Garden
  • Flat-screen TV
  • Air conditioning
From   US$ 535 /nightSelect
  • Outdoor dining area with mountain views
  • Access to Waimea Bay Beach
  • Modern property with full kitchen
  • Barbecue area
  • Tennis court
  • Fully equipped kitchen
From   US$ 126 /nightSelect
  • Patio with barbecue facilities
  • Air-conditioned two-bedroom holiday home
  • Tennis court access on-site
8.4
Great21 reviews
  • Equipped Kitchen
  • Outdoor Dining
  • Free Parking
From   US$ 185 /nightSelect
  • Fully equipped kitchen with garden views
  • On-site activities include hiking and diving
  • Private bathroom with free toiletries
  • Hot tub
  • Golf course
  • Outdoor dining
From   US$ 205 /nightSelect
  • Relaxing hot tub and jacuzzi
  • Access to scenic walking tours
  • Outdoor dining area with views
8.6
Great21 reviews
  • Wellness Spa
  • Outdoor Yoga
  • Saltwater Pool
From   US$ 298 /nightSelect
  • Innovative wellness and educational retreats
  • Farm-to-table dining at The Wooden Crate
  • Historic renovated estate lodging
7.8
Very good46 reviews
  • Mountain Views
  • Flat-screen TV
  • Kitchenette
From   US$ 151 /nightSelect
  • Mountain views from lodge rooms
  • Private bathrooms in guest units
  • Kitchenette options available