Title: Book the Best HISTORIC Hotels in Lanai in 2025 | Expedia.ca [Lanai Travel Guide](https://expedia.ca/Lanai.dx180078)[Hotels in Lanai](https://expedia.ca/Lanai-Hotels.d180078.Travel-Guide-Hotels)[Vacation Rentals in Lanai](https://expedia.ca/Lanai-Vacation-Rentals.d180078.Travel-Guide-VacationRentals)[Flights to Lanai](https://expedia.ca/Cheap-Flights-To-Lanai.d180078.Travel-Guide-Flights)[Things to do in Lanai](https://expedia.ca/Things-To-Do-In-Lanai.d180078.Travel-Guide-Activities)[Lanai Car Rentals](https://expedia.ca/Car-Rentals-In-Lanai.d180078.Car-Rental-Guide)[Lanai Vacation Packages](https://expedia.ca/Lanai.d180078.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/9cf9c639b92f5190783b006c199d58c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Lanai, HI ![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 Lanai Historic Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=180078&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=180078&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=180078&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180078&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lanai Historic Hotels ![Interior](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/0949c876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/74e11f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/2b2fb2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/ec4be31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lana’i Oasis and Gem, The Artist's House Lanai 10/10 Exceptional (196) "The Artists House was perfect for our needs and the location was ideal. And those tranquil mornings and evenings in Hawaii on the lana'i were unbelievably refreshing. Absolutely would recommend. We will be looking to stay here again " CA $585 CA $1,088 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Lanai-City-Hotels-Lanai-Oasis-And-Gem.h18955065.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/227580c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player, books, video library](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/81c1ffca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/93001e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/0337786b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nov 16-Dec 15 239/day OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool,lawn & beach. Lahaina 9.8/10 Exceptional (121) "Very relaxing perfect for leaving the crowds behind and just being still." CA $319 CA $831 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Lahaina-Hotels-SeptOct-250day-OCEANFRONT-Walkout.h33947210.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) ![A heated pool](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/df93a7e4.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) ### Maui STRs Are Legal – Book Your Winter Maui Escape! Lahaina 10/10 Exceptional (33) "Everything was as advirtised & the hosts couldn't have been more accomodating. Perfect location. We will definitley be back!" CA $221 CA $724 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Kahana-Hotels-Maui-Spring-Break-Deal-Stay-For-199Night.h30632594.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) ![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) ![Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384529/66fa97b0.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 (34) "we really enjoyed watching the whales off of the lanai! great location. nice updated condo. we had a great stay!" CA $168 CA $1,099 total includes taxes & fees Oct 2 - Oct 3 [](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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033029/7d850f75.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) ### 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!" CA $221 CA $653 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Lahaina-Hotels-Oceanfrnt-Part-Ocean-View-WD-In-Unit-Clean.h66033029.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) ![Pool](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/2f9facb8.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/96ef655e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Ocean View High-Rise in Ka’anapali 🌴😎⛵️ Lahaina 10/10 Exceptional (155) "Beautiful and clean studio condo overlooking the ocean in a beautiful resort. Very comfortable king bed as well. Thank you Thomas." CA $230 CA $535 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) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33720000/33713100/33713032/21f5cf56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33720000/33713100/33713032/w3200h2101x0y0-c729e156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33713100/33713032/0fbe7883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33720000/33713100/33713032/121cf5a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuleana 408 Oceanfront Condo - Ground Floor - 5 Star Reviews Lahaina 10/10 Exceptional (202) "Had everything we needed and wonderful setting!" CA $282 CA $699 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Lahaina-Hotels-Kuleana-408-Oceanfront-Condo-Ground-Floor-5-Star-Reviews.h33713032.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033033/8a13d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033033/36601e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033033/feb8a3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033033/5f26b9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Perfect Family Ocean & Sunset Vw Pool & Spa Lahaina 8.8/10 Excellent (15) "The room had everything we needed for our small family to enjoy our vacation in Maui. Great access to beach and pool" CA $313 CA $916 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Lahaina-Hotels-2-Bd2-Bth-Oceanfront-View-Families-And-Groups.h66033033.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33508200/33508183/b0fd0dc9.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 $652 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Lahaina-Hotels-Direct-Ocean-Frontmaui-Kaanapalispectacular-Sunsets-Gorgeous-Views-Whales.h33508183.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33488900/33488870/6f52547f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33488900/33488870/f197d3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33490000/33488900/33488870/c8a4c243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33488900/33488870/7ec67fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'Oceanfront Maui Condominium' Napili Shores Resort- H-264 Napili Bay, Lahaina 9.8/10 Exceptional (136) "This is our third time staying in this unit. We've never had a bad experience. We intend to stay here on our next trip to Maui." CA $370 CA $768 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Napili-Hotels-Oceanfront-Maui-Condominium-Napili-Shores-Resort-H-264.h33488870.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=2025-10-15&endDate=2025-10-16®ionId=180078&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Lanai 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 "Staff was excellent. Be sure to get breakfast and luau show package definitely worth it. Rented a car and parking was 40. Per day and taxes at the end were a few hundred more. We had incredible pictures and memories, overall worth every penny" [](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 "We enjoyed having the pool and the beach a few steps away from our room. That was particularly nice given we traveled with our 4 year old daughter. The towel service and outdoor showers also made the beach experience pleasant. I noticed many resorts in Kaanapali are in front of the beach but the beach has little or no sand. This outrigger hotel has a long sandy beach and a relatively short walk from black rock for snorkeling. There are a lot of dining options walking distance and also within a short drive. I was a bit price shocked from Maui prices compra red to Southern California where I come from. Once I got over the price shock I was really happy. Lastly, this hotel offers daily cultural activities for free! Very knowledgeable and experienced professional facilitators helped us learn about Hawaiian culture. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away" [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.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 "Very calm and secluded resort but still very close to many things to do if you wanted to venture out. Will be returning for sure." [](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 "We were given a stunning upper corner unit with a huge lanai overlooking beautiful Kaanapali beach. Thank you!" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![The Ritz-Carlton Maui, Kapalua](//images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg) ### The Ritz-Carlton Maui, Kapalua 10/10 Excellent "5-star service at a 5-star hotel. Outstanding. We will not hesitate to return again. Magnificent experience. They delivered beyond expectations. Thanks, Ritz-Carlton Kapalua! Well done." [](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.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 "Quiet, clean, comfortable!" [](https://expedia.ca/Lahaina-Hotels-Aston-Mahana-At-Kaanapali.h12900.Hotel-Information) ![Napili Kai Beach Resort](//images.trvl-media.com/lodging/1000000/100000/97700/97621/00a8d749_y.jpg) ### Napili Kai Beach Resort 10/10 Excellent "Loved the stunning views! The bay is perfect for young children. 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