Kaanapali houses
We found 764 houses — enter your dates for availability
Explore Kaanapali house rentals
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Sleeps 26 · 11 bedrooms · 9 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
HALE NUI Luxury Retreat 5BD in Kaanapali Private Pool Hot Tub AC Expansive Views
Sleeps 10 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Sleeps 10 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Top rated house rentals - Kaanapali
Magical
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Beautiful Cottage, Amazing View
1010 out of 10
Exceptionalexceptional
196 reviews(196 reviews)
Family Vacation
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Fantastic!!!
1010 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Amazing property with endless views
1010 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
Fabulous Getaway in Maui!
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
We spent a lovely 11 days at the cottage. Everything you could need was provided.
1010 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
Excellent Experience
1010 out of 10
Exceptionalexceptional
149 reviews(149 reviews)
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Frequently asked questions
Are there any vacation home rentals in Kaanapali?
Stay in one of our 764 vacation home rentals in Kaanapali and you’ll have a perfect base for your next adventure. Napili, Plantation Estates and Launiupoko are among the city’s most popular areas.
How much does it cost to stay in a vacation rental house in Kaanapali?
Explore the diverse range of vacation home rentals in Kaanapali, where you’ll find prices to match every preference. From economical accommodations to luxurious properties, we make it easy to compare places and find the ideal stay for your trip.
Where can I rent a Kaanapali vacation house with great views?
Switching to getaway mode is a cinch when you book one of our Kaanapali houses with beach views. From adventure-seeking guests to those that want to simply sit back and unwind, Vrbo has vacation home rentals with vistas to impress all kinds of travelers.
Does Kaanapali have any weekend house rentals?
We’ve got a range of comfortable houses that are available for weekend rental. Simply enter your chosen travel dates and prepare for a fun-packed few days away. If you don’t find the perfect vacation home rental in Kaanapali right away, just play around with your dates and search again.
Are there any pet-friendly house rentals in Kaanapali?
Use our convenient filter tool to look for pet-friendly vacation home rentals in Kaanapali. To discover a house rental that features perks such as a fenced-in yard or pet bedding, just check the box marked “Pets allowed.”
What are the top things to do in Kaanapali?
It’s no surprise why many families love Kaanapali, with top attractions like Kaanapali Beach, Kapalua Golf Club Plantation Course and Iao Valley State Park to explore. Uncover this destination’s wonders together and then return to the cozy comforts of your vacation home rental.
Why should I book my vacation rental house with Vrbo?
We take the stress out of finding your ideal vacation home rental. Use our filters to fine-tune your search by property type, nightly price, features and more. Whatever your preference, you’ll always get the whole property for you and whoever you’re adventuring with. Plus, our cancellation policies offer peace of mind should your plans change. You’ll get a 100% refund if you cancel your booking within the timeframe specified by the property’s cancellation policy.