Title: Book the Best HISTORIC Hotels in Kaunakakai in 2025 | Expedia.ca [Hotels in Kaunakakai](https://expedia.ca/Kaunakakai-Hotels.d9813.Travel-Guide-Hotels)[Vacation Rentals in Kaunakakai](https://expedia.ca/Kaunakakai-Vacation-Rentals.d9813.Travel-Guide-VacationRentals)[Flights to Kaunakakai](https://expedia.ca/Cheap-Flights-To-Kaunakakai.d9813.Travel-Guide-Flights)[Kaunakakai Car Rentals](https://expedia.ca/Car-Rentals-In-Kaunakakai.d9813.Car-Rental-Guide)[Kaunakakai Vacation Packages](https://expedia.ca/Kaunakakai.d9813.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/cde0808a17cb9a35906fd020e273dfa1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Kaunakakai, HI from CA $466 - ![](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 Kaunakakai Historic Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=9813&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=9813&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9813&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=9813&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaunakakai Historic Hotels ![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 (35) "Heavenly place with a spectacular view, very well equipped and decorated, I highly recommend" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mayra G. CA $169 CA $1,104 total includes taxes & fees Nov 2 - Nov 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) ![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 have stayed on this property before and love old school Maui on the west side. We came for work and love all the local businesses! We were bummed to hear about the market and the farmers market not open anymore! However, found great places to find what we love! Eating fish and great fruit! Awesome place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clint G. CA $166 CA $583 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Exterior](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/0945b095.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) ### 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 $708 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kahana-Hotels-Maui-Spring-Break-Deal-Stay-For-199Night.h30632594.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33500000/33491300/33491232/96e29006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33491300/33491232/7fbc31a8.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) ### Ocean Front-Unobstructed Views- Beautiful Upgraded Condo Maunaloa 10/10 Exceptional (80) "Once again a return to paradise this place is fantastic from the rear Lanai we were able to whale watch and were just steps away from the beach again incredibly comfortable and relaxing vacation thanks again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary P. CA $170 CA $466 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Maunaloa-Hotels-Ocean-Front-Unobstructed-Views-Beautiful-Upgraded-Condo.h33491232.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033032/62800d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033032/3958e904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033032/85aeefc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033032/f8b09128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful Direct Ocean Vw! Pool & Spa Lahaina 9.4/10 Exceptional (29) "The view was spectacular! Lots of whales, beautiful water and surrounding vistas. Good food within a short walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri CA $166 CA $583 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Lahaina-Hotels-Wonderful-Direct-Ocean-View-1bed-1bath.h66033032.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/05fb65e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/93001e3a.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) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33950000/33947300/33947210/d9eea1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nov 10-Dec 20 199/day OCEANFRONT walkout 1bdrm 2ba sleeps 4, pool,lawn & beach. Lahaina 9.8/10 Exceptional (121) "The condo was perfect. Inside was very clean and organized. The outside was gorgeous. The staff was helpful and there when we needed them. Beach and pool access couldn’t have been better, all I had to do was open the door and I was there. This is the only place I’ll stay in Lahaina from now on." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) danette l. CA $250 CA $747 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lahaina-Hotels-SeptOct-250day-OCEANFRONT-Walkout.h33947210.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) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033033/5f26b9f4.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) ![Exterior](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033033/36601e33.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) "It had a great location, close to everything we enjoy doing as a family. Great sunsets." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim G. CA $266 CA $857 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lahaina-Hotels-2-Bd2-Bth-Oceanfront-View-Families-And-Groups.h66033033.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) ![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) ![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) ![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) ### 'Oceanfront Maui Condominium' Napili Shores Resort- H-264 Napili Bay, Lahaina 9.8/10 Exceptional (140) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth F. CA $371 CA $772 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Napili-Hotels-Oceanfront-Maui-Condominium-Napili-Shores-Resort-H-264.h33488870.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033023/347ffa20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033023/a6037ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033023/25e28f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66040000/66033100/66033023/ea8f9846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Family Unit - Lanai View! 2bd/1bth Lahaina 9.6/10 Exceptional (44) "Close to beach and amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond H. CA $306 CA $889 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lahaina-Hotels-Ocean-View-Condo-Perfect-For-Family-Pool-Ocean-Access-1bd-For-2-Bd-Unit.h66033023.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/34000000/33720000/33713100/33713032/4faa2e51.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) ![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) "Friends called us and we ended up in this room on vacation this beautiful room with an ocean view. Nearby is the location of everything you need a swimming pool ocean, barbecue area and also a beautiful beach for snorkeling and just for swimming We are delighted. Thank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yana K. CA $283 CA $703 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Lahaina-Hotels-Kuleana-408-Oceanfront-Condo-Ground-Floor-5-Star-Reviews.h33713032.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=2025-11-15&endDate=2025-11-16®ionId=9813&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Kaunakakai Hotel Reviews ![Napili Kai Beach Resort](//images.trvl-media.com/lodging/1000000/100000/97700/97621/00a8d749_y.jpg) ### Napili Kai Beach Resort 10/10 Excellent "Sparkling clean, comfortable beds, very quiet, private with a great view, loved having a little fridge, microwave & sink set up with dishes and silverware, coffee maker & kettle. Also liked the fitness center, access to the beach, towels and chairs for the beach. The onsite restaurant is great, the grounds are lovely, the small putting course was fun too. Pool was a little cold if we had a small complaint, but all else were wonderful. Easy parking too." [](https://expedia.ca/Lahaina-Hotels-Napili-Kai-Beach-Resort.h97621.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 "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) ![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 "Really nice property with excellent amenities. " [](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Kaunakakai? > Significant historical sites in Kaunakakai are probably at the top of your travel itinerary. During your visit, why not check out the live music and beaches? You can also discover the entertainment venues during your vacation in this relaxing area. ### How many historical hotels are located in Kaunakakai? > In Kaunakakai, there are 93 hotel accommodations bookable on Expedia but not many designated as historic hotels. ### What are the most important historical places and other sights to visit in Kaunakakai? > Kaunakakai is notable for landmarks like Smith and Bronte Landing Site, Hokukano-Ualapue Complex, and Our Lady of Seven Sorrows. Natural beauty is on display at Molokai Harbor, Moloka'i Beaches, and Halawa Bay Beach. A couple of additional sights to add to your agenda are Kapuaiwa Coconut Grove and Kaunakakai Wharf. ### What is a historic hotel like in Kaunakakai? > Guests who choose a historic hotel can stay someplace that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of such hotels in Kaunakakai, bringing the history to life. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value as well as how it shaped the community. ### Do historic hotels in Kaunakakai have modern facilities? > Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the amenities found at a contemporary hotel will be available in a historic hotel. Rest assured that when you choose a historic hotel in Kaunakakai, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown. ## 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) - [Hotels & Resorts for Couples in Honolulu](https://www.expedia.ca/Honolulu-Hotels-Couples-Resorts-Hotels.0-0-d1488-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Honolulu](https://www.expedia.ca/Honolulu-Hotels-Green-Sustainable.0-0-d1488-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Honolulu](https://www.expedia.ca/Honolulu-Hotels-Historic-Hotel.0-0-d1488-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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