Title: Book the Best HISTORIC Hotels in Kaanapali in 2026 | Expedia.ca [Kaanapali Travel Guide](https://expedia.ca/Kaanapali.dx800065)[Hotels in Kaanapali](https://expedia.ca/Kaanapali-Hotels.d800065.Travel-Guide-Hotels)[Vacation Rentals in Kaanapali](https://expedia.ca/Kaanapali-Vacation-Rentals.d800065.Travel-Guide-VacationRentals)[Flights to Kaanapali](https://expedia.ca/Cheap-Flights-To-Kaanapali.d800065.Travel-Guide-Flights)[Things to do in Kaanapali](https://expedia.ca/Things-To-Do-In-Kaanapali.d800065.Travel-Guide-Activities)[Kaanapali Car Rentals](https://expedia.ca/Car-Rentals-In-Kaanapali.d800065.Car-Rental-Guide)[Kaanapali Vacation Packages](https://expedia.ca/Kaanapali.d800065.Destination-Travel-Guides) ![Kaanapali Beach showing swimming, a sandy beach and general coastal views](https://images.trvl-media.com/place/6069111/7f1a98a4-975a-4677-9be1-6880199c9f18.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6069111/7f1a98a4-975a-4677-9be1-6880199c9f18.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 availability on Kaanapali Historic Hotels Tonight [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kaanapali historic hotels ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/ffd827a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/400b9a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/a5fa8c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/e0db919b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort [](https://www.expedia.ca/Kaanapali-Hotels-Ultimate-Luxury-Oceanfront-2-Bedroom-2-Bath-The-Kaanapali-Alii-Resort.h34334212.Hotel-Information) Lahaina 10/10 Exceptional (23 reviews) "Beautifully maintained property with a great location and views of the ocean. It was perfect for our family of four." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy J. CA $1,438 CA $2,829 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kaanapali-Hotels-Ultimate-Luxury-Oceanfront-2-Bedroom-2-Bath-The-Kaanapali-Alii-Resort.h34334212.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/1118a37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/0f9db29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/36f4f81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/253a42ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Ocean Front\~Kaanapali Beach\~West Maui Paradise Welcomes You! [](https://www.expedia.ca/Lahaina-Hotels-Direct-Ocean-Frontmaui-Kaanapalispectacular-Sunsets-Gorgeous-Views-Whales.h33508183.Hotel-Information) Lahaina 9.8/10 Exceptional (158 reviews) "The property was awesome and a great location. Love just sitting on the balcony and watching the water. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron S. CA $410 CA $869 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Ocean-Frontmaui-Kaanapalispectacular-Sunsets-Gorgeous-Views-Whales.h33508183.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18980000/18979000/18978945/d710304d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18980000/18979000/18978945/0e651183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18979000/18978945/9e68fead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979000/18978945/9533f6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Honua Kai Ground Floor huge yard \~ Konea 142 \~1 minute walk to Pools/Beach/BBQs! [](https://www.expedia.ca/Lahaina-Hotels-Ground-Floor-W-Yard-Flexible-Bookings-1-Minute-To-Poolsbeachbbqs-Konea-142.h18978945.Hotel-Information) Lahaina 9.8/10 Exceptional (136 reviews) "Excellent location. The resort has everything.Beds and pillows were very comfortable. Eating on the lanai was very relaxing. Recommend this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannie L. CA $586 CA $1,522 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Lahaina-Hotels-Ground-Floor-W-Yard-Flexible-Bookings-1-Minute-To-Poolsbeachbbqs-Konea-142.h18978945.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/c3a8c40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/78172713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/b487fbf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/c3399027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Host by Owner -Ocean-Golf-Pool Views - Kaanapali Beach - Family Vacation Home! [](https://www.expedia.ca/Kaanapali-Hotels-Family-Size-Condo-Perfect-For-Couples-Ocean-Golf-Views-J303-Host-By-Owner.h38289691.Hotel-Information) Lahaina 10/10 Exceptional (138 reviews) "We expected that this would be a pretty good place. It massively exceeded expectations. The owners are the best we have ever experienced with any VRBO. They are so helpful and respond to all questions quickly! 8 minute walk to shops and beach. Great toys and chairs and tons of space. I don’t do reviews often, but this one needed to be done. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) greg p. CA $569 CA $1,126 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kaanapali-Hotels-Family-Size-Condo-Perfect-For-Couples-Ocean-Golf-Views-J303-Host-By-Owner.h38289691.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/80a33da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/d2667433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/2fac63cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/88f67d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Time to Spoil Yourself! Deluxe Ocean Front and Steps to N. Kaanapali Beach \~ [](https://www.expedia.ca/Kaanapali-Hotels-Time-To-Spoil-Yourself-Deluxe-Ocean-Front-And-Steps-To-N-Kaanapali-Beach.h21654811.Hotel-Information) Lahaina 9.4/10 Exceptional (30 reviews) "Excellent location adjacent to the beach and pool. Loved our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve N. CA $719 CA $1,657 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Kaanapali-Hotels-Time-To-Spoil-Yourself-Deluxe-Ocean-Front-And-Steps-To-N-Kaanapali-Beach.h21654811.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33280000/33276500/33276474/05cc6693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/34000000/33280000/33276500/33276474/aa3b57c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33280000/33276500/33276474/42a3fc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33280000/33276500/33276474/20c1814f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 units back from Oceanfront, Views of Lanai Island and the beautiful courtyard [](https://www.expedia.ca/Kaanapali-Hotels-2-Units-Back-From-Oceanfront.h33276474.Hotel-Information) Lahaina 9.6/10 Exceptional (52 reviews) "The condo was very nice, great view from the lani. Pool area and beach were great. Many place to eat drink and shopwithin walking distance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike L. CA $651 CA $2,245 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kaanapali-Hotels-2-Units-Back-From-Oceanfront.h33276474.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/01db5dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/bbe51365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/95e8c60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/0bf26417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paia Inn - 3 Bedroom Ocean Front Beach House [](https://www.expedia.ca/Paia-Hotels-Paia-Inn-3-Bedroom-Ocean-Front-Beach-House.h64399140.Hotel-Information) Paia 10/10 Exceptional (1 review) "This is a beautiful property in an absolutely amazing location. We love love LOVED Paia - it is away from the more touristy areas of Maui, has great shops and restaurants, and it was so incredible to be directly on the beach while also being smack in the middle of town. When I booked, I did not realize that this house is part of a hotel, which made it a bit difficult to find at first, but it turned out to be great because we had the best of both worlds - our own house/space but with the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy F. CA $2,738 CA $3,658 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn-3-Bedroom-Ocean-Front-Beach-House.h64399140.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/0490cad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/w1170h877x0y2-81f58d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/3db46793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Memory foam beds, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/e0e05110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) North Kihei 9.6/10 Exceptional (288 reviews) "Great room, affordable, clean, sufficient, well maintained, easy access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. CA $147 CA $553 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/c8c5508b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/0f082a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/b107b938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/7116974b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.Hotel-Information) Central Kihei 9.2/10 Wonderful (21 reviews) "Nice place would stay there again. Close to beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen D. CA $129 CA $751 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/cc309286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/8f01bb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/b355457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) North Kihei 10/10 Exceptional (301 reviews) "Everything was exactly as promoted, we had a wonderful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominick T. CA $165 CA $578 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.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=2026-02-08&endDate=2026-02-09®ionId=800065&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kaanapali Hotel Reviews ![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 "Beautiful property " [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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 "Great view from the room" [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![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 "Great experience! Coming back soon! " [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "Best location " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "Room was clean, service excellent as always " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Aston Mahana at Kaanapali](https://images.trvl-media.com/lodging/1000000/20000/12900/12900/5b79233d_y.jpg) ### Aston Mahana at Kaanapali 10/10 Excellent "The room was spotless and well appointed. The view was amazing. Easy access to the boardwalk and multiple restaurants was terrific. Parking was a breeze. The staff was wonderful and helpful." [](https://expedia.ca/Lahaina-Hotels-Aston-Mahana-At-Kaanapali.h12900.Hotel-Information) ![Aston Maui Kaanapali Villas](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/6389d34f_y.jpg) ### Aston Maui Kaanapali Villas 10/10 Excellent "We had a one-bedroom condo with two king beds, full kitchen, living area, dining area with floor-to-ceiling windows on two sides. Spectacular. Very clean and comfortable. Pool was great! Beach was awesome!" [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information) ![Royal Lahaina Resort & Bungalows](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "Nice hotel Walk to shop and beach" [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.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 "Room was amazing. Friendly staff very helpful. Free lehi " [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Kaanapali? ### What's the best hotel in Kaanapali to absorb the local history? ### How many historically relevant hotels are there in Kaanapali? ### What are the most important historical sites and other places to visit in Kaanapali? ### What is a historic hotel like in Kaanapali? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Kaanapali have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with Waterslides in Downtown Honolulu ](https://www.expedia.ca/Downtown-Honolulu-Honolulu-Hotels-Hotels-With-Waterslides.0-n800085-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Downtown Honolulu ](https://www.expedia.ca/Downtown-Honolulu-Honolulu-Hotels-Mountain-Hotels.0-n800085-0-tMountainHotels.Travel-Guide-Filter-Hotels) - 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