Title: Book the Best HISTORIC Hotels in Kaanapali in 2025 | 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 a luxury hotel or resort, tropical scenes and a beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37430-Kaanapali-Beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Kaanapali, HI from CA $534 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-09-26&endDate=2025-09-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaanapali Historic Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/b83b9690.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/65000000/64400000/64399200/64399140/26fd27e7.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 Paia 10/10 Exceptional (1) "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... CA $1,388 CA $1,844 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn-3-Bedroom-Ocean-Front-Beach-House.h64399140.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/ae12cddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/05306733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/96ef655e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/d863e6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️ Lahaina 10/10 Exceptional (154) "Beautiful and clean studio condo overlooking the ocean in a beautiful resort. Very comfortable king bed as well. Thank you Thomas." CA $229 CA $534 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Lahaina-Hotels-Gorgeous-Ocean-And-Sunset-Views-On-Kaanapali-Beach.h33313680.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/60000000/59650000/59647100/59647018/e4413c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59650000/59647100/59647018/a7e92cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/60000000/59650000/59647100/59647018/236a44cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59650000/59647100/59647018/291b53bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sep/Oct 2025 SPECIAL \*TOP FLOOR REMODELED OV 1BR \* A204 Kaanapali 10/10 Exceptional (28) "Highly recommend this condo to anyone visiting the Lahaina area. Nice amenities and great location." CA $215 CA $749 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Lahaina-Hotels-Newly-Remodelled-Ocean-View-Golf-Course-Front.h59647018.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/39187eb0.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/48d58248.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) ### Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You! Lahaina 9.8/10 Exceptional (147) "Beautiful! The balcony overlooking the ocean was amazing—clean and comfortable!" CA $249 CA $651 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Ocean-Frontmaui-Kaanapalispectacular-Sunsets-Gorgeous-Views-Whales.h33508183.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21730000/21725100/21725025/2a2186a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21730000/21725100/21725025/ce77f315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21730000/21725100/21725025/bfdae565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21730000/21725100/21725025/5e2184a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PREMIUM 5 STAR OV "J" UNIT - TOP FLOOR MODERN LUXURY J206 Kaanapali 9.8/10 Exceptional (64) "Clean and practically designed. Quiet relaxing home with a great view and short walk to BlackRock." CA $228 CA $764 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Lahaina-Hotels-Premium-5-Star-OV-J-Unit-TOP-Floor-Modern-Luxury-J206.h21725025.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/291a8ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/3a271af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/8ebded33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/7533baed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Time to Spoil Yourself! Deluxe Ocean Front and Steps to N. Kaanapali Beach ~ Lahaina 9.4/10 Exceptional (30) "Excellent location adjacent to the beach and pool. Loved our stay!!" CA $654 CA $1,550 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Kaanapali-Hotels-Time-To-Spoil-Yourself-Deluxe-Ocean-Front-And-Steps-To-N-Kaanapali-Beach.h21654811.Hotel-Information) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/c3a8c40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/ba0c1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/a59be245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect for Couples! Family Size - Ocean & Golf Views! Owner-Host - Not for Sale Lahaina 10/10 Exceptional (135) "Condo was clean & well stocked with everything we needed and more for our family vacation. A great location close to Whaler’s Village and plenty of space for all of us to spread out and enjoy Maui. Natalie was extremely helpful and responsive during our stay. " CA $646 CA $1,413 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Kaanapali-Hotels-Family-Size-Condo-Perfect-For-Couples-Ocean-Golf-Views-J303-Host-By-Owner.h38289691.Hotel-Information) ![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) ![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/ad17d856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/w5760h3507x0y0-a8002d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/99b66595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort Lahaina 10/10 Exceptional (23) "Beautifully maintained property with a great location and views of the ocean. It was perfect for our family of four." CA $1,453 CA $2,805 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Kaanapali-Hotels-Ultimate-Luxury-Oceanfront-2-Bedroom-2-Bath-The-Kaanapali-Alii-Resort.h34334212.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/79fb7e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/265e1013.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) ### 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! Kihei 9.8/10 Exceptional (292) "The condo was in a great location and everything we needed for a relaxing vacation. " CA $138 CA $543 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.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) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/66397b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/cfe209de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI Kihei 9.2/10 Wonderful (20) "Nice place would stay there again. Close to beach" CA $124 CA $755 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.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=2025-10-09&endDate=2025-10-10®ionId=800065&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kaanapali Hotel Reviews ![Royal Lahaina Resort & Bungalows](//images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "We had an AMAZING time on our stay, the room Was beautiful, view was spectacular, staff was so sweet and friendly. Can’t recommend it enough! Easy transportation via free shuttle the the nearby resorts and whalers village. Overall great place to stay!" [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![OUTRIGGER Kaanapali Beach Resort](//images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "I like the service but the cleaning could have been better. It was quite but charged for every little fees including sometimes credit card fees" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](//images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Great room great service employees were awesome overall it was a great quiet calm stay. No drunken people no drama just straight out great place to get away and relax." [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Sheraton Maui Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "Excellent service & stay!" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![Hyatt Regency Maui Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19300/19207/3102d1ec_y.jpg) ### Hyatt Regency Maui Resort & Spa 10/10 Excellent "Gael was a great help with getting our scuba diving all set up." [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![The Westin Maui Resort & Spa, Ka'anapali](//images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "Absolutely beautiful from the open lobby area with the waterfall to the koi ponds and the exotic birds to the extensive pool area and beyond. This hotel took our breath away when we walked in. We enjoyed the view from our garden view room. We went to 3 islands and this was our favorite hotel. Great restaurants, walking distance to a shopping center with more great restaurants, Starbucks onsite, and a convenient grab and go/made to order fast food type option. Beach was right beyond the pool area. Great valet - quick service. Highly recommend!" [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Everything is great" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Aston Mahana at Kaanapali](//images.trvl-media.com/lodging/1000000/20000/12900/12900/5b79233d_y.jpg) ### Aston Mahana at Kaanapali 10/10 Excellent "Love it and will be back " [](https://expedia.ca/Lahaina-Hotels-Aston-Mahana-At-Kaanapali.h12900.Hotel-Information) ![OUTRIGGER Honua Kai Resort & Spa](//images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg) ### OUTRIGGER Honua Kai Resort & Spa 10/10 Excellent "Great place. Easy access to groceries, Dukes, and other restaurants. Great snorkeling 5 minutes from the room. " [](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? > The historical places in Kaanapali are probably at the top of your travel itinerary. While you're here, you might want to visit the array of shops and relaxing spas. You can also take some time enjoying the popular beaches. ### How many historically relevant hotels are there in Kaanapali? > In Kaanapali, there are 3807 hotels and other lodging options bookable on Expedia, including 19 historic hotels or hotels close to historic sites. ### What are the most important historical sites and other places to visit in Kaanapali? > Favorite places to visit include Kaanapali Beach, Black Rock, and Whalers Village. A couple of additional sights to add to your agenda are Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses. ### What is a historic hotel like in Kaanapali? > A historic hotel gives guests the chance to stay in a place officially recognized with a national historic designation. Historic hotels throughout the world can be castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Kaanapali typically preserve original characteristics like traditional architecture and period features in their communal spaces or guestrooms. ### What is the difference between a historic hotel and a heritage hotel? > These are quite similar. "Historic hotel" is a term often used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to emphasize the architecture and building. Mainly heritage hotels draw meaning from the cultural value and how it influenced the community. ### Do historic hotels in Kaanapali have modern facilities? > Yes, every effort is made to preserve the historic aspects and traditions, but hotel interiors are fitted with modern conveniences and safety features. Visitors can expect the amenities you'd get from a hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. When you book a historic hotel in Kaanapali, it doesn't mean you're choosing a place that's rundown or uncomfortable for guests. ## 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) - [Adults Only Resorts & in Honokowai](https://www.expedia.ca/Honokowai-Hotels-Adults-Only-Resorts.0-0-d8303-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Honokowai](https://www.expedia.ca/Honokowai-Hotels-Beach-Hotel.0-0-d8303-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Honokowai](https://www.expedia.ca/Honokowai-Hotels-Cheap-Hotels.0-0-d8303-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Honokowai](https://www.expedia.ca/Honokowai-Hotels-Couples-Resorts-Hotels.0-0-d8303-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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