Title: Book the Best Hotels with POOL in Maalaea in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/485000/485969-maalaea.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Maalaea, HI from CA $382 ![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 Maalaea Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Maalaea Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/7c53e9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/bf4df0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/09bc13c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Balcony, Pool View | Living area](https://images.trvl-media.com/lodging/120000000/119850000/119846200/119846199/8dbf1cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Champions Wailea CA $130 CA $661 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Kihei-Hotels-Grand-Champions.h119846199.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/976b16da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/14b0ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/93fd3fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/0dff2002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC Wailuku 9.6/10 Exceptional (153) "Cute place with great amenities and excellent location…highly recommend!!" CA $152 CA $508 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Spectacular-60-Ft-To-The-Water.h24033638.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357500/30357495/8297f15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/31000000/30360000/30357500/30357495/c8190453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/31000000/30360000/30357500/30357495/6340c481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30357500/30357495/d90147a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright, Beautiful, Remodeled Island Sands 505 Condo Wailuku 9.6/10 Exceptional (51) "Very cute and clean. Rooms do need to have the doors opens to get any air so privacy can be a problem. " CA $169 CA $1,047 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Wailuku-Hotels-Bright.h30357495.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/4370a47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/745537e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/7f627c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/ca62514f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean front condo at Ma'alaea just a few steps to the ocean and harbor. Wailuku 9.8/10 Exceptional (56) "Great, quiet, peaceful location for anyone looking to dive with one of the operators out of Ma’alaea! The host Diane was incredibly understanding and nice when I got sick on my trip and had to extend my stay. Expedia made the extension difficult, but she worked with me to figure it out." CA $232 CA $571 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Wailuku-Hotels-Ocean-Front-Complex.h82950935.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/1e4918bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/fac4b41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/d77d0268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5250000/5248500/5248443/9ba6e1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lumeria Maui Educational Retreat Center Makawao 8.6/10 Excellent (208) "Could not be happier. The staff were professional and accommodating. Excellent yoga sessions and lovely, relaxing massage services. The grounds and pool are absolutely stunning. Nice relaxing vacation. The breakfast is top notch. Highly recommend Lumeria. " CA $432 CA $625 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/524c86ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/03be5cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/73b3fd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/9308d08a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot Wailuku 8.6/10 Excellent (68) "We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction " CA $223 CA $662 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Wailuku-Hotels-Beachfront-Retreat-With-Lanai.h33660091.Hotel-Information) ![Kai Poolside King | View from room](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/8c6fd41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/52937132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/b90889ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Coast Hotel South Kihei 9.6/10 Exceptional (2200) "Good size room, friendly staff and clean " CA $269 CA $382 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33670000/33667700/33667663/w1975h1251x0y127-9506f6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33670000/33667700/33667663/13f8dd31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33670000/33667700/33667663/a26d0805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33670000/33667700/33667663/w2027h1266x0y174-6a9c38b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Ocean front condo overlooking Maalaea Bay Wailuku 8.6/10 Excellent (12) "Condo had everything you need for a wonderful time in Maui. Snorkle gear, beach chairs, cooler, we were able to grill and cook a couple of times. The harbor where most of the cruises depart is a 10 min walk and there is a small mall around there as well. 20 min from the airport and right in the middle of Maui . We love our stay there" CA $245 CA $749 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Wailuku-Hotels-Ocean-Front-Condo-Overlooking-Maalaea-Bay.h33667663.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/31000000/30080000/30076000/30075955/94ebe6cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30076000/30075955/efbb89ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30080000/30076000/30075955/fc4e07c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/31000000/30080000/30076000/30075955/94cf5131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front Wailuku 9.6/10 Exceptional (35) "Very impreseed with the amount of goods and supplies in this condo, and all ordered and labeled" CA $257 CA $716 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Condo-With-WiFi-Ground-Floor-Lanai-See-Turtles-Right-Out-Front.h30075955.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/91000000/90760000/90752300/90752203/7ab865b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/91000000/90760000/90752300/90752203/490e603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90760000/90752300/90752203/dc391d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90760000/90752300/90752203/a0929f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach Wailuku 10/10 Exceptional (1) "The unit is as advertised, with no exceptions, so no need to repeat that. Very nice. No problems. Host Joanne was great. This might be the nicest unit in the complex, being corner and ground floor, and the complex is also really nice. Great views, with one small caveat: there’s a hedge on the right side of the property that obstructs some of the view to the west. The sun rises directly over Haleakala crater in the morning, as viewed from the condo patio. Saw hundreds, maybe thousands of whales... CA $278 CA $662 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Wailuku-Hotels-Maalaea-Banyan-Oceanfront-1BR-20-Steps-To-Beach-BY-Betterstay.h90752203.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=2025-10-18&endDate=2025-10-19®ionId=10348&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Maalaea Hotel Reviews ![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 "Pool area was great! " [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.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 "Only complaint was our neighbors had a screaming child every morning and slamming doors and went in for an hour every morning around 5am" [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.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 "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) ![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Great" [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "They are in the process of renovating and initially I was placed in a king bed pool side room which had not been renovated. It was terrible and reminded me of a tiny cheap nasty motel room which had numerous issues. As a result they upgraded me free of charge to a renovated room which was like night and day in comparison and the reason I’m giving the hotel 5 stars. The staff were friendly and welcoming. The area itself isn’t the best but there are two very close restaurants (Tantes and Bistro Casanova) that provided great food and were reasonably priced." [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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) ![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "Large rooms really well appointed with thoughtful touches. Motion censor lighting, wireless charging, working fridges - woudl definitely come back." [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.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) ## Frequently asked questions ### What are some accommodations with pools in Maalaea? > [Aston Maui Kaanapali Villas](https://www.expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information): Aparthotel, 13-minute walk from Kaanapali Beach. Features 2 outdoor pools, a children's pool, and a full-service spa. [Royal Lahaina Resort & Bungalows](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information): Hotel, 8-minute walk from Kaanapali Beach. Offers a full-service spa, 2 outdoor pools, and 2 bars. [Aston Kaanapali Shores](https://www.expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information): Aparthotel located near Kaanapali Beach. Provides a full-service spa, 2 outdoor pools, and 2 hot tubs. [Maui Coast Hotel](https://www.expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information): Hotel located near Wailea Beach. Features 2 outdoor pools, a children's pool, and 3 hot tubs. [The Westin Maui Resort & Spa, Ka'anapali](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information): Hotel steps from Whalers Village. Offers 2 restaurants, 3 outdoor pools, and a full-service spa. ### What is there to see and do in Maalaea? > Explore places like Kaanapali Beach and Wailea Beach while you're in the area. Spend some time experiencing the great outdoors at Maalaea Beach. The seaside, whale watching, and snorkeling are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Maalaea? > Taking into account the local weather in Maalaea is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and January with an average of 73°F. 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