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) ![Maalaea](https://images.trvl-media.com/place/10348/443e18f2-1e46-4885-9e05-b3fee652622d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Maalaea, HI from CA $472 - ![](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 Hotels with a Pool Tonight [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-11-20&endDate=2025-11-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-11-21&endDate=2025-11-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10348&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Maalaea Hotels with a Pool ![Property grounds](https://images.trvl-media.com/lodging/25000000/24130000/24127100/24127051/18d87b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24130000/24127100/24127051/w3840h2505x0y0-ec825edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/25000000/24130000/24127100/24127051/33573713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24130000/24127100/24127051/9c01f296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!! Wailuku 9.4/10 Exceptional (58) "This is our second time staying here. Loved this condo. The location can’t be beat!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy P. CA $181 CA $760 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Wailuku-Hotels-Beachfront-Condo-In-Maalaea-2-Bedroom-2-Bath-Ground-Floor.h24127051.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) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/1a6d293c.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) ![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) ### OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC Wailuku 9.6/10 Exceptional (157) "Everything was great. Kitchen well stocked, beautiful view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $125 CA $472 total includes taxes & fees Nov 23 - Nov 24 [](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, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30360000/30357500/30357495/c8190453.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) ![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) ### Bright, Beautiful, Remodeled Island Sands 505 Condo Wailuku 9.6/10 Exceptional (51) "Very clean, quiet, nice people all around. Good location." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Betty T. CA $170 CA $1,044 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Wailuku-Hotels-Bright.h30357495.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/47000000/46330000/46321400/46321325/088d4a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/47000000/46330000/46321400/46321325/f0582cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46330000/46321400/46321325/4d86a62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46330000/46321400/46321325/5ec9cc39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 50 steps to the Ocean! Great Maui Location! Wailuku 9.0/10 Wonderful (39) "A good accommodation for the price. Good location - right on the beach - not necessarily good for swimming, but great for long walks with very few people around. The air conditioner worked well and there were ceiling fans in every room. The glass door to the bathroom was a little weird, but we made do. If you plan on cooking much during your stay, note that the sink has no garbage disposal, and there is no salt, pepper or other condiments, so bring your own or plan on buying them." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $119 CA $622 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Wailuku-Hotels-Vrbo-Property.h46321325.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115980000/115973600/115973512/d88cdd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/116000000/115980000/115973600/115973512/e3845efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115980000/115973600/115973512/4d5574b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115980000/115973600/115973512/47c6c398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cool 1BD Entire Condo On The Beach in Maalaea Harbor Wailuku 10/10 Exceptional (1) "Great spot. Host was very helpful with information on what to do etc. Location was nice and right on beach. Just wish there was more to do walking distance like restaurants etc. Not much but the harbor. But still a great location. Condo had everything you needed for house and beach which was nice. Made it comfy for 9 days. The lock to get in was tricky but she assisted when needed. Overall great spot and friendly host and people. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia T. CA $160 CA $583 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Wailuku-Hotels-Cozy-1BD-Entire-Condo-1-Minute-Walk-To-Beach-Out-Front-In-Maalaea-Harbor.h115973512.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) ![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) ![TV](https://images.trvl-media.com/lodging/34000000/33670000/33660100/33660091/3372e14d.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan R. CA $225 CA $667 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Wailuku-Hotels-Beachfront-Retreat-With-Lanai.h33660091.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) ![TV, stereo](https://images.trvl-media.com/lodging/31000000/30080000/30076000/30075955/50f8ce41.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30076000/30075955/efbb89ce.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) "We loved everything about this property!! The view, the location, the beach equipment, the amenities and decor were all very much appreciated. It was a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darren H. CA $236 CA $682 total includes taxes & fees Nov 21 - Nov 22 [](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/23000000/22610000/22603000/22602980/w850h564x0y1-0cd2c7a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22610000/22603000/22602980/w849h564x1y1-004f3b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/23000000/22610000/22603000/22602980/9e4611ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22610000/22603000/22602980/731b6596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Beachfront Getaway Maalaea Bay 9.6/10 Exceptional (39) "We were rarely there except to sleep but the apartment has everything we needed. It’s walking distance to the harbor and ocean center. The beach is literally steps outside. The owner was very quickly responsive to our questions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy S. CA $259 CA $670 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Wailuku-Hotels-Romantic-Beachfront-Getaway.h22602980.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/1a8a8a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/0a31a8e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/969748d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/23000000/22250000/22245100/22245029/461351e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront condo with pool & balcony - walk to dining, activities, and more Wailuku 9.4/10 Exceptional (131) "The view is amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos A. CA $256 CA $866 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Condo-With-Pool-Balcony-Walk-To-Dining.h22245029.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33670000/33667700/33667663/1b8f0dbf.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) ![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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ericka CA $246 CA $753 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Wailuku-Hotels-Ocean-Front-Condo-Overlooking-Maalaea-Bay.h33667663.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=2025-12-04&endDate=2025-12-05®ionId=10348&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_10348) ## Top Maalaea Hotel Reviews ![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 "A good variety for breakfast and stores in lobby. The only negative was no beach area." [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "Our stay was great in the sun deck garden room, with the most relaxing outdoor space. All the staff had the spirit of aloha. The grounds and amenities were top notch. " [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "The staff was all great! Loved the pools, the shuttle service, and laundry facilities. Great location right across the beach. " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Very clean rooms, and great property." [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Fairmont Kea Lani Maui](https://images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Amazing hotel and spa" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.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 "Loved our experience " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Was a great place to stay" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Got an upgraded room at no charge right on the beach. Bigger room , big shower , balcony. Comfortable bed too Friendly staff and beautiful beach. Close to whalers village for food and shopping. Pool in middle of resort with snack bar next to it. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Napili Shores Maui by OUTRIGGER](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/222e71f4_y.jpg) ### Napili Shores Maui by OUTRIGGER 10/10 Excellent "Very clean and a well equipped kitchen. Will return " [](https://expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Maalaea? > [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. [Royal Lahaina Resort & Bungalows](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information): Hotel, 8-minute walk from Kaanapali Beach. Provides a full-service spa, 2 outdoor pools, and 2 bars. [OUTRIGGER Kaanapali Beach Resort](https://www.expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information): Resort, 6-minute walk from Kaanapali Beach. Features cabanas (surcharge), an outdoor pool, and a snack bar/deli. [Grand Wailea Maui, A Waldorf Astoria Resort](https://www.expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information): Resort, 9-minute walk from Wailea Beach. Offers 9 outdoor pools, a children's pool, and a lazy river. ### What is there to see and do in Maalaea? > Explore places like Kaanapali Beach and Wailea Beach while you're in the area. Enjoy a stroll along the shore at Maalaea Beach and Maalaea Bay Beaches. 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. Average annual precipitation for Maalaea is 11 inches. ## 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) - [Hotels with Early Check-in in Kaanapali](https://www.expedia.ca/Kaanapali-Hotels-Hotel-With-Early-Check-In.0-0-d800065-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Kaanapali](https://www.expedia.ca/Kaanapali-Hotels-Mountain-Hotels.0-0-d800065-tMountainHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Kaanapali](https://www.expedia.ca/Kaanapali-Hotels-Romantic-Hotel.0-0-d800065-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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