Title: Kaanapali Hillside Cottages from CA $1,288 | Expedia.ca [Kaanapali Hillside Travel Guide](https://expedia.ca/Kaanapali-Hillside.dx553248635976471188)[Hotels in Kaanapali Hillside](https://expedia.ca/Kaanapali-Hillside-Hotels.d553248635976471188.Travel-Guide-Hotels)[Vacation Rentals in Kaanapali Hillside](https://expedia.ca/Kaanapali-Hillside-Vacation-Rentals.d553248635976471188.Travel-Guide-VacationRentals)[Kaanapali Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Kaanapali-Hillside.d553248635976471188.Car-Rental-Guide)[Kaanapali Hillside Vacation Packages](https://expedia.ca/Kaanapali-Hillside.d553248635976471188.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kaanapali Hillside cottages ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99670000/99660400/99660356/57320977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99670000/99660400/99660356/abe22756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99670000/99660400/99660356/cb2c9be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99660400/99660356/8bfc0bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Bungalow - 6 min walk to Kaanapali beach [](https://www.expedia.ca/Kaanapali-Hotels-Beach-Bungalow-W-Cruiser-Bikes-Pickleball.h99660356.Hotel-Information) Lahaina 9.4/10 Exceptional (12 reviews) "The property is very clean and we loved having the lanai available with the bbq. Definitely comes in handy with a big family who doesnt want to go out every night. We'd absolutely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin M. CA $434 CA $1,288 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Kaanapali-Hotels-Beach-Bungalow-W-Cruiser-Bikes-Pickleball.h99660356.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123302700/123302611/7986ac3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123310000/123302700/123302611/2791ca88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123310000/123302700/123302611/df50a426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123310000/123302700/123302611/98befdfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic retreat with panoramic views at Pu'u O Hoku Ranch [](https://www.expedia.ca/Kaunakakai-Hotels-Rustic-Retreat-With-Panoramic-Views-At-Puu-O-Hoku-Ranch.h123302611.Hotel-Information) Kaunakakai CA $579 CA $1,082 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Kaunakakai-Hotels-Rustic-Retreat-With-Panoramic-Views-At-Puu-O-Hoku-Ranch.h123302611.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16®ionId=553248635976471188&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Condos [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Kaanapali+Hillside%2C+Hawaii%2C+United+States+of+America®ionId=553248635976471188&latLong=20.927729%2C-156.679902&adults=2&startDate=2026-05-02&d1=2026-05-02&endDate=2026-05-05&d2=2026-05-05&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKaanapali-Hillside-Cottages.d553248635976471188-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKaanapali-Hillside-Cottages.d553248635976471188-aaCottages.Travel-Guide-Accommodation) ## Top Kaanapali Hillside Hotel Reviews ![The Westin Maui Resort & Spa, Ka'anapali](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "Room was amazing but did not have their famous hotel scent. " [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Hyatt Regency Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19300/19207/bd694b13_y.jpg) ### Hyatt Regency Maui Resort & Spa 10/10 Excellent "Excellent " [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![Hilton Grand Vacations Club Maui Bay Villas](https://images.trvl-media.com/lodging/1000000/10000/3100/3001/a09d50ad_y.jpg) ### Hilton Grand Vacations Club Maui Bay Villas 10/10 Excellent "The room was spacious and well stocked for our 8-night stay. The staff was outstanding…friendly, efficient, and relaxed. Highly recommend this space. The beach club, adult pool space, and hot tubs were wonderful!! " [](https://expedia.ca/Kihei-Hotels-Maui-Bay-Villas-By-Hilton-Grand-Vacations.h3001.Hotel-Information) ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg) ### OUTRIGGER Honua Kai Resort & Spa 10/10 Excellent "Great place nice people very clean and great food" [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ![Sheraton Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "The views are amazing. The amenities were really nice. The staff were very kind and courteous." [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Everything we needed was provided. If it wasn’t already in the room they had it at the front desk. (Blender, laundry/ dish soap ect.) Facility was well kept, pool is beautiful, great snorkeling right at the hotel. " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Really clean rooms and friendly staff. The restaurant next door was amazing as well, definitely will stay here again. " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "The property was very nice. The free parking was definitely a nice touch. My only complaint was/is the early checkout. Although I do understand that they have to get the rooms cleaned for the next guest 10 AM is a bit early. The staff was very friendly and helpful. Anytime I had a question they were more than willing to help out. The Panoramic ocean view was a nice view. To be able to sleep with the door open falling asleep to the sounds of the ocean was an amazing experience. " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![The Whaler Resort Kaanapali Beach](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13_y.jpg) ### The Whaler Resort Kaanapali Beach 10/10 Excellent "Great place to stay! Has everything you need for great vacation, highly recommend ! 5 star!" [](https://expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information) ## Find out more about Kaanapali Hillside ## Kaanapali Hillside Cottages information | Number of reviews | 11 | | ----------------- | ----------- | | Accommodation | 11 Cottages | | Lowest Price | CA $1,288 | | Highest Price | CA $1,288 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Kaanapali ](https://www.expedia.ca/4Star-Kaanapali-Hotels.s40-0-d800065.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Kaanapali ](https://www.expedia.ca/5Star-Kaanapali-Hotels.s50-0-d800065.Travel-Guide-Filter-Hotels) - [Aparthotels in Honokowai ](https://www.expedia.ca/Honokowai-Apart-Hotels.d8303-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Honokowai ](https://www.expedia.ca/Honokowai-Apartments.d8303-aaApartments.Travel-Guide-Accommodation) - [B&B in Honokowai ](https://www.expedia.ca/Honokowai-Bed-And-Breakfast.d8303-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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