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 $541 ![](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 [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaanapali Historic Hotels ![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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/48d58248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/b0fd0dc9.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) ### Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You! Lahaina 9.8/10 Exceptional (149) "Beautiful views! Great snorkeling spots nearby!! So much to do and see in the area, but the temptation to spend the week on the lanai is real!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kay F. CA $225 CA $619 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Ocean-Frontmaui-Kaanapalispectacular-Sunsets-Gorgeous-Views-Whales.h33508183.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) ![Beach](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/ba0c1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/ef675d45.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) ### Perfect for Couples! Family Size - Ocean & Golf Views! Owner-Host - Not for Sale Lahaina 10/10 Exceptional (136) "Great location and beautiful property! Owner was GREAT with communication. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaimie S. CA $551 CA $1,288 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/ffd827a8.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) ![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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy J. CA $1,464 CA $2,827 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Kaanapali-Hotels-Ultimate-Luxury-Oceanfront-2-Bedroom-2-Bath-The-Kaanapali-Alii-Resort.h34334212.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) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21660000/21654900/21654811/7533baed.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) ### 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!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve N. CA $659 CA $1,562 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Kaanapali-Hotels-Time-To-Spoil-Yourself-Deluxe-Ocean-Front-And-Steps-To-N-Kaanapali-Beach.h21654811.Hotel-Information) ![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... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy F. CA $1,811 CA $2,378 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn-3-Bedroom-Ocean-Front-Beach-House.h64399140.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/w1170h877x0y2-81f58d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/67a48cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/24d26a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/f758a270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.6/10 Exceptional (285) "Convenient great location for the price" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giovanni B. CA $138 CA $541 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/89e2225f.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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/265e1013.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) ### 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (295) "Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $153 CA $566 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384529/35c80de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384529/66fa97b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384529/39eff767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384529/d1e78ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209 Lahaina 9.4/10 Exceptional (35) "We had a great time staying here! Quiet, not crowded, tucked away from the resorts but still very close to everything. The hosts responded quickly when we had questions. We spent most evenings on the balcony watching the waves. Would recommend to anyone wanting to visit the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley M. CA $169 CA $1,101 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Honokowai-Hotels-OCEANFRONT-1-Bdrm-Condo-Next-To-The-Water-Air-Conditioned-Kaleialoha-209.h60384529.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033029/4368c9c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033029/638e2681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033029/7b8d2d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033029/dbbc71e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfrnt Prop - Lanai Vw! 1bd/1bth Lahaina 9.4/10 Exceptional (16) "We enjoyed our stay at Maui Sands. The little extras (a nicely stocked kitchen for example) were much appreciated. Great to have a washer / dryer. Very cleaned and cared for. Convenient location for activities around Maui. Mere steps from a lovely little section of beach. We hope to return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara L. CA $166 CA $581 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Lahaina-Hotels-Oceanfrnt-Part-Ocean-View-WD-In-Unit-Clean.h66033029.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/0bc107c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/e0952afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/e51dda86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/0945b095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui Lahaina 10/10 Exceptional (34) "Everything was as advirtised & the hosts couldn't have been more accomodating. Perfect location. We will definitley be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trina G. CA $208 CA $711 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kahana-Hotels-Maui-Spring-Break-Deal-Stay-For-199Night.h30632594.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=2025-11-13&endDate=2025-11-14®ionId=800065&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kaanapali Hotel Reviews ![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 "Staff great, clean room. We didn’t eat at the hotel " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great stay and fun activities in the area" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Clean" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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 "Overall a great experience. Close to everything on the west side. Many shopping and dining options within a short walk. Exceptional staff!" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Royal Lahaina Resort & Bungalows](//images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg) ### Royal Lahaina Resort & Bungalows 10/10 Excellent "Rooms were very clean. Housekeeping made sure we enjoyed our vacation. " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.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 "Beautiful all around. Good restaurants " [](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 "The room was clean, staff always responded to needs. Outdoor pools clean, towels available. " [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Aston Maui Kaanapali Villas](//images.trvl-media.com/lodging/1000000/20000/18800/18735/6389d34f_y.jpg) ### Aston Maui Kaanapali Villas 10/10 Excellent "Staff was excellent. " [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.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 "A beautiful property with scenic views and a very accommodating staff. The property is huge and has direct beach access. There’s about 20 dining options within a 3 mile radius and a grocery store within that same distance. If we ever came back to Maui, we would stay here without a doubt. " [](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 3787 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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