Title: Book the Best HISTORIC Hotels in Maalaea in 2026 | Expedia.ca [Hotels in Maalaea](https://expedia.ca/Maalaea-Hotels.d10348.Travel-Guide-Hotels)[Vacation Rentals in Maalaea](https://expedia.ca/Maalaea-Vacation-Rentals.d10348.Travel-Guide-VacationRentals)[Flights to Maalaea](https://expedia.ca/Cheap-Flights-To-Maalaea.d10348.Travel-Guide-Flights)[Things to do in Maalaea](https://expedia.ca/Things-To-Do-In-Maalaea.d10348.Travel-Guide-Activities)[Maalaea Car Rentals](https://expedia.ca/Car-Rentals-In-Maalaea.d10348.Car-Rental-Guide)[Maalaea Vacation Packages](https://expedia.ca/Maalaea.d10348.Destination-Travel-Guides) ![Maalaea](https://images.trvl-media.com/place/10348/443e18f2-1e46-4885-9e05-b3fee652622d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10348/443e18f2-1e46-4885-9e05-b3fee652622d.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 Maalaea Historic Hotels Tonight [Feb 11 - Feb 12](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Maalaea historic hotels ![On the beach](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/w6117h3844x5y7-76eb8504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/e555512e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/44ed2965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/9285d001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embark on a journey through Maui with Aloha Glamp [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) Haiku-Pauwela 9.6/10 Exceptional (38 reviews) "We booked this Jeep for our honeymoon stay on Maui. It was a wonderful drive, handled every road we were on beautiful, and provided a great place to sleep. Sebastian had all the necessities packed and it made for an easy trip. Couldn’t be happier. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sage B. [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/c4332c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/972eccb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/93574a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/3fdca3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16 [](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information) Makawao 10/10 Exceptional (73 reviews) "We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kari L. CA $1,946 CA $4,008 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.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) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/66397b46.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) ![Exterior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/7116974b.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 $213 CA $848 total includes taxes & fees Feb 16 - Feb 17 [](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/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) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18991900/18991875/w1170h877x0y2-81f58d29.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) ### 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 (291 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 $198 CA $618 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18991875.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/145dcb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/cc1c041a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/16a19c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video-game console, DVD player, books](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/56b3c4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental [](https://www.expedia.ca/Kihei-Hotels-Pacific-Shores-2bd-2bth-Kihei-MAUI-Condo-Kamaole-Beach-HAWAII-Vacation-Rental.h18993493.Hotel-Information) South Kihei 9.6/10 Exceptional (48 reviews) "Good location near beach with AC in each room, many beds were good for a larger group." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daniel C. CA $270 CA $723 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Kihei-Hotels-Pacific-Shores-2bd-2bth-Kihei-MAUI-Condo-Kamaole-Beach-HAWAII-Vacation-Rental.h18993493.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19100000/19091400/19091339/ae162938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19100000/19091400/19091339/d9a74486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19100000/19091400/19091339/827dddaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19100000/19091400/19091339/f5ed24b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MAUI LAHAINA SHORES #105 OCEAN-BEACH FRONT SUITE 1 BED, 2 BATH GROUND FLOOR [](https://www.expedia.ca/Lahaina-Hotels-PREMIER-LAHAINA-SHORES-CONDOOCEAN-FRONT-GROUND-FLOOR-NO-RESORT-FEES1BED-2BATH.h19091339.Hotel-Information) Lahaina 10/10 Exceptional (166 reviews) "Terrific jewel in Hawaii." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $316 CA $692 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Lahaina-Hotels-PREMIER-LAHAINA-SHORES-CONDOOCEAN-FRONT-GROUND-FLOOR-NO-RESORT-FEES1BED-2BATH.h19091339.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21870000/21866300/21866243/dc42857c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21870000/21866300/21866243/2aed9686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21870000/21866300/21866243/dc2bcda1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21870000/21866300/21866243/2ab22738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Ocean and Outer Island Views! See Whales in season! [](https://www.expedia.ca/Lahaina-Hotels-Beautiful-Oceanfront-Huge-Lanai-Great-Rates-Book-For-Winter-Free-Sunsets.h21866243.Hotel-Information) Lahaina 9.4/10 Exceptional (90 reviews) "This property is so clean, well maintained and quiet. This unit offers very good views. The unit is well stuffed with amenities. Only drawback: It is not on the beach but if thats not a big deal, it is outstanding ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prabaha CA $244 CA $688 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Lahaina-Hotels-Beautiful-Oceanfront-Huge-Lanai-Great-Rates-Book-For-Winter-Free-Sunsets.h21866243.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/21000000/20150000/20142700/20142662/cfc49025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/21000000/20150000/20142700/20142662/60b7c29b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20150000/20142700/20142662/0ebaab82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20142700/20142662/212b02d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Vista Condo in South Kihei- Only a 2 night minimum [](https://www.expedia.ca/Kihei-Hotels-Maui-Vista-Condo-In-South-Kihei-Only-A-2-Night-Minimum.h20142662.Hotel-Information) South Kihei 9.4/10 Exceptional (56 reviews) "Would definitely stay here again!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daniela K. CA $203 CA $499 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Kihei-Hotels-Maui-Vista-Condo-In-South-Kihei-Only-A-2-Night-Minimum.h20142662.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/b435b1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/263a92a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/7a5f9c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/58000000/57590000/57584900/57584863/a1d96665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100KContemporaryHawaiian Reno in Wailea-Beach/Golf [](https://www.expedia.ca/Kihei-Hotels-100KContemporaryHawaiian-Reno-In-Wailea-BeachGolf.h57584863.Hotel-Information) Wailea 10/10 Exceptional (39 reviews) "Great location and every detail was perfect." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Krista W. CA $271 CA $705 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Kihei-Hotels-100KContemporaryHawaiian-Reno-In-Wailea-BeachGolf.h57584863.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/261ae552.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) ### 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) "The property has a shared backyard with another rental. The BBQ, backyard, and hot tub are potentially shared with strangers and no notice is given of that in the listing or by the host during the stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patti M. CA $360 CA $1,367 total includes taxes & fees Feb 16 - Feb 17 [](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=2026-02-25&endDate=2026-02-26®ionId=10348&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Maalaea Hotel Reviews ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Perfect location. Central to everything. Friendy staff." [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Beautiful hotel. Amazing happy staff. Room was amazing. Had a great stay! " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Incredible ocean view, beautiful room, very clean, staff was kind and very helpful. Amazing location. " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "The updated rooms were lovely" [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 "Staff was extremely friendly and helpful. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "Wonderful vacation apot Everyone was amazing. " [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.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 "This was so perfect. We got stranded and flights were cancelled due to the blizzard back east, and we were able to extend our stay 2 days. Very beautiful ocean front room and beach access. The pool was very nice and the staff brought me supplemental soaps and shampoos, as I am allergic to coconut and can't use what was supplied. I was so impressed! " [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![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" [](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 "We had a room in the Moana building and it was amazing! The most beautiful view ever! The room was nice also, and kept extremely clean ! Loved it!!!" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Maalaea? ### How many historical hotels are there in Maalaea? ### What are the most important historical sites and other places in Maalaea? ### What is a historic hotel like in Maalaea? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Maalaea have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters ](https://www.expedia.ca/Hawaiian-Islands-Humpback-Whale-National-Marine-Sanctuary-Headquarters-Hotels.0-l553248621526965239-0.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Kaanapali ](https://www.expedia.ca/Kaanapali-Hotels-Couples-Resorts-Hotels.0-0-d800065-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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