Title: Book the Best HISTORIC Hotels in Molokai in 2025 | Expedia.ca [Molokai Travel Guide](https://expedia.ca/Molokai.dx180076)[Hotels in Molokai](https://expedia.ca/Molokai-Hotels.d180076.Travel-Guide-Hotels)[Vacation Rentals in Molokai](https://expedia.ca/Molokai-Vacation-Rentals.d180076.Travel-Guide-VacationRentals)[Flights to Molokai](https://expedia.ca/Cheap-Flights-To-Molokai.d180076.Travel-Guide-Flights)[Things to do in Molokai](https://expedia.ca/Things-To-Do-In-Molokai.d180076.Travel-Guide-Activities)[Molokai Car Rentals](https://expedia.ca/Car-Rentals-In-Molokai.d180076.Car-Rental-Guide)[Molokai Vacation Packages](https://expedia.ca/Molokai.d180076.Destination-Travel-Guides) ![Molokai Island showing general coastal views and island views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175916-Molokai-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Molokai, HI ![](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 Molokai Historic Hotels Tonight [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=180076&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180076&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180076&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180076&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Molokai Historic Hotels ![Pool](https://images.trvl-media.com/lodging/34000000/33500000/33491300/33491232/96e29006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33491300/33491232/58b1a3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33491300/33491232/05e163fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33500000/33491300/33491232/ce8c504c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front-Unobstructed Views- Beautiful Upgraded Condo Maunaloa 10/10 Exceptional (79) "Amazing stay, fully stocked condo with anything you need! Fast communication with the host and the perfect getaway. " CA $170 CA $466 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Maunaloa-Hotels-Ocean-Front-Unobstructed-Views-Beautiful-Upgraded-Condo.h33491232.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/1b850541.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) ![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) ### Nov 16-Dec 15 199/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 $251 CA $736 total includes taxes & fees Oct 19 - Oct 20 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/e0952afa.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 $223 CA $734 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kahana-Hotels-Maui-Spring-Break-Deal-Stay-For-199Night.h30632594.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) ![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) ### 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 $181 CA $601 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Lahaina-Hotels-Oceanfrnt-Part-Ocean-View-WD-In-Unit-Clean.h66033029.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/948289a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/2e2e49f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/a2019278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21300000/21294100/21294019/418a3a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL Lahaina 10/10 Exceptional (175) "Great place to stay and within walking distance to the best beaches. Very clean and had everything we needed. " CA $529 CA $1,425 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Kapalua-Hotels-Luxury-Vacation-Rental-Napili-Gardens-3-Bedrooms.h21294019.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33720000/33713100/33713032/0fbe7883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33720000/33713100/33713032/4faa2e51.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 $283 CA $701 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Lahaina-Hotels-Kuleana-408-Oceanfront-Condo-Ground-Floor-5-Star-Reviews.h33713032.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) ![Outdoor dining](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384529/77447c6c.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) ### OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209 Lahaina 9.4/10 Exceptional (35) "we really enjoyed watching the whales off of the lanai! great location. nice updated condo. we had a great stay!" CA $172 CA $1,109 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Honokowai-Hotels-OCEANFRONT-1-Bdrm-Condo-Next-To-The-Water-Air-Conditioned-Kaleialoha-209.h60384529.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) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33490000/33488900/33488870/45825418.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33488900/33488870/f197d3e1.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) "We enjoyed Terry and Linda’s condo. It was clean and matches the representative photos. We loved the easy access to the beach and nearby restaurants. The view from the lanai was gorgeous. And the Napili Shores complex was in great shape - we didn’t use the pools or grills but they were clean and in use by others. We would definitely stay in this condo again. " CA $372 CA $774 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Napili-Hotels-Oceanfront-Maui-Condominium-Napili-Shores-Resort-H-264.h33488870.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/19000000/18960000/18955100/18955065/0949c876.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) ![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) ### Lana’i Oasis and Gem, The Artist's House Lanai 10/10 Exceptional (198) "This was our second stay at the Artist House. We returned there because of the spacious accomodations and cleanliness of the house. It is a place where you can relax and enjoy the uniqueness of Lanai. Beach chairs, coolers and BBQ grill are available for use. The large patio is perfect for grilling and entertaining.We will definitely stay there for our future trips to Lanai." CA $586 CA $1,090 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Lanai-City-Hotels-Lanai-Oasis-And-Gem.h18955065.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33320000/33313700/33313680/05306733.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 (158) "Beautiful and clean studio condo overlooking the ocean in a beautiful resort. Very comfortable king bed as well. Thank you Thomas." CA $208 CA $508 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) 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=2025-10-24&endDate=2025-10-25®ionId=180076&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Molokai Hotel Reviews ![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 "Nice staff, rooms were clean and I like the option to opt out of housecleaning for a refund. " [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.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 "I mostly go with family. I loved that it was specious " [](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 "Very clean and well kept facility. Attached beach access is amazing. Rooms spacious and comfortable beds. Parking limited in some areas but manageable to find a spot. Overall great experience. " [](https://expedia.ca/Lahaina-Hotels-Napili-Kai-Beach-Resort.h97621.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 "We would absolutely stay here again. I’ll recommend to anyone with small kiddos as having more of a condo with a stove and washer drier is huge! Wish we had more than one dining option on site but Dukes is great! Staff was always cleaning and the entire resort was spotless. Pools were amazing for the kiddos and with the beach walk everything is walkable. Would stay here again " [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.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 "Room and view were great. Staff was EXCELLENT. Pool outstanding." [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.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 "Yes. Higher floor would have been better but still the view was amazing." [](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 "excellent" [](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 "Early check ins are not an option. The staff sent mixed messages about checking in. Not pleased, the resort was really nice. " [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.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 "beautiful views and good location." 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