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 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-01-19&endDate=2026-01-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=800065&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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) ## 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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/e0db919b.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) ![Lobby](https://images.trvl-media.com/lodging/35000000/34340000/34334300/34334212/a5fa8c85.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 $1,461 CA $2,873 total includes taxes & fees Jan 20 - Jan 21 [](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/39000000/38290000/38289700/38289691/c3a8c40a.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) ![Beach](https://images.trvl-media.com/lodging/39000000/38290000/38289700/38289691/f6240f91.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 $577 CA $1,144 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) ![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) ![Lobby](https://images.trvl-media.com/lodging/19000000/18980000/18979000/18978945/675b95d3.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) ### 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 $661 CA $1,635 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) ![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/65000000/64400000/64399200/64399140/0bf26417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64400000/64399200/64399140/215f5bae.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 $2,781 CA $3,621 total includes taxes & fees Jan 26 - Jan 27 [](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) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/f5679aa8.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) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/w1170h877x0y2-81f58d29.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 $149 CA $562 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/22000000/21710000/21706900/21706810/f430cfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21710000/21706900/21706810/d0435920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/22000000/21710000/21706900/21706810/74dad68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/22000000/21710000/21706900/21706810/69b74c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lahaina Shores, Maui Oceanfront Resort. [](https://www.expedia.ca/Lahaina-Hotels-Lahaina-Shores-Maui-Oceanfront-Resort.h21706810.Hotel-Information) Lahaina 9.6/10 Exceptional (35 reviews) "Short walk to all of the action, but quiet, comfortable place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $277 CA $702 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Lahaina-Hotels-Lahaina-Shores-Maui-Oceanfront-Resort.h21706810.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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.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) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/4c799c5f.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 9.8/10 Exceptional (300 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 $168 CA $587 total includes taxes & fees Jan 21 - Jan 22 [](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) ![Exterior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/7116974b.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) ### 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 $188 CA $837 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) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/380917d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/955e9b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/0c3bf1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/33000000/32999500/32999423/f1e45bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🤙 Jan-Feb-March SPECIALS 🏝️ at the LIVE ALOHA SUITE [](https://www.expedia.ca/Kihei-Hotels-Welcome-Back-To-The-Clean-Live-Aloha-Suite.h32999423.Hotel-Information) North Kihei 10/10 Exceptional (138 reviews) "We stayed here for 3 nights. Location was great, view was breathtaking!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica v. CA $452 CA $1,060 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Kihei-Hotels-Welcome-Back-To-The-Clean-Live-Aloha-Suite.h32999423.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/7ac65615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/5a11fc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/4faa5508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/6e96bac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information) North Kihei 9.6/10 Exceptional (107 reviews) "Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael B. CA $369 CA $1,423 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.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=2026-02-02&endDate=2026-02-03®ionId=800065&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kaanapali 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 "Good location, comfortable, friendly stuff." [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.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 "Facility Lay out and service" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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 "Clean and relaxing " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.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 "EXCELLENT AS ALWAYS. THANK YOU SO MUCH !!" [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.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 "All the staff was super friendly and helpful. The propert was immaculate and very easy access to the beach!" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "Staff were all very friendly and accommodating " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Worth the beach front view. Saw whales from the balcony! Property was awesome. " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Outstanding hospitality, excellent location." [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.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 layout for the a large family with kids. Multiple beds and areas to hang out in the room with large balcony. " [](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? ### 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) - [Adults Only Resorts & in Honokowai ](https://www.expedia.ca/Honokowai-Hotels-Adults-Only-Resorts.0-0-d8303-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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