Top Holiday rentals in Hawaii

Find the Top Holiday rentals in Hawaii – 40+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 47 holiday rentals
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From   US$ 856 /nightSelect
  • Hot tub with mountain views
  • Outdoor dining on private terrace
  • Spacious 5-bedroom luxury home
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
From   US$ 172 /nightSelect
Kamakahonu National Historic Landmark is set 0.8 km from the Kalani Kai#104 Villa.
Holiday home
  • 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
  • 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
  • Rooftop Pool
  • Tennis Court
  • Hot Tub
From   US$ 79 /nightSelect
  • Rooftop pool with panoramic ocean views
  • On-site tennis court and fishing activities
  • Family-friendly restaurant and picnic area
  • Hot tub
  • Beach access
  • Picnic area
From   US$ 123 /nightSelect
  • Hot tub with sea views
  • Direct access to beach activities
  • Outdoor picnic area available
  • Saltwater Pool
  • Games Room
  • Beach Access
From   US$ 100 /nightSelect
  • Beachfront property with stunning sea views
  • Heated saltwater pool and jacuzzi available
  • Tennis court and games room on-site
Holiday home
  • 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
From   US$ 139 /nightSelect
Featuring 8 rooms with views of the ocean, the West Kauai Lodging Villa is set a 15-minute stroll from Waimea Canyon State Park.
  • 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
  • Outdoor Pool
  • Shared Lounge
  • Kitchenette
From   US$ 135 /nightSelect
  • Outdoor swimming pool and shared lounge
  • Fully equipped kitchenette available
  • Free private parking for guests
Homestay
  • Saltwater Pool
  • Hot Tub
  • Private Terrace
From   US$ 175 /nightSelect
  • Beachfront access with private terrace
  • Saltwater pool with stunning views
  • Relaxing hot tub for guests
Lodge
  • Private Bathroom
  • Garden Views
  • Golf Course
From   US$ 164 /nightSelect
  • Cycling and hiking in lush gardens
  • Flat-screen TVs in private rooms
  • On-site golf course available
Holiday home
  • 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
  • Outdoor Pool
  • Tennis Court
  • Picnic Area
From   US$ 225 /nightSelect
  • Mountain view patio with outdoor dining
  • Access to multiple nearby beaches
  • Outdoor swimming pool with sun loungers
  • Fitness centre
  • Outdoor pool
  • BBQ facilities
From   US$ 149 /nightSelect
  • City and mountain view balconies
  • Outdoor swimming pool year-round
  • On-site fitness centre available
Holiday home
  • 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$ 426 /nightSelect
  • Private kitchen and living area
  • Barbecue facilities for outdoor cooking
  • Diving, snorkeling, and fishing options
  • 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