Title: Book the Best Hotels with POOL in Kaanapali Hillside in 2025 | Expedia.ca [Kaanapali Hillside Travel Guide](https://expedia.ca/Kaanapali-Hillside.dx553248635976471188)[Hotels in Kaanapali Hillside](https://expedia.ca/Kaanapali-Hillside-Hotels.d553248635976471188.Travel-Guide-Hotels)[Vacation Rentals in Kaanapali Hillside](https://expedia.ca/Kaanapali-Hillside-Vacation-Rentals.d553248635976471188.Travel-Guide-VacationRentals)[Kaanapali Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Kaanapali-Hillside.d553248635976471188.Car-Rental-Guide)[Kaanapali Hillside Vacation Packages](https://expedia.ca/Kaanapali-Hillside.d553248635976471188.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Kaanapali Hillside, HI from CA $329 ![](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 Kaanapali Hillside Hotels with a Pool Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976471188&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaanapali Hillside Hotels with a Pool ![Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/68fd6782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ocean View, Tower (Makai Tower, Newly Renovated) | View from room](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/870234ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Garden View, Tower (Makai Tower, Newly Renovated)](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/06e5e7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Seaside Hotel Kahului 9.0/10 Wonderful (1176) "It was a great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mona CA $296 CA $382 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/f844108d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/743611fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/f5a81ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Lahaina Resort & Bungalows Lahaina 8.4/10 Very good (1505) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $254 CA $374 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3840h2556x0y3-56e27344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3837h2557x3y3-540cb919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/f790755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Bathtub (Mobility & Hearing)](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3836h2557x4y4-7cdaa822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Maui North Shore Kahului 9.2/10 Wonderful (124) "Amazing staff and amazing stay!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeremiah CA $452 CA $574 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/3c9723ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Oceanfront](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/604145df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/92e297af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Beach Hotel Kahului 7.2/10 Good (1102) "Loved the local feel, clean, friendly staff and ocean front. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liana CA $272 CA $354 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 3 Bedrooms, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/fa899b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/0edd56a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 3 Bedrooms, Ocean View | Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/8aca803a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OUTRIGGER Honua Kai Resort & Spa Lahaina 8.8/10 Excellent (2855) "Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alisha CA $409 CA $1,124 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/85e14a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/627bd007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Penthouse, Kitchen, Garden View](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/0142f7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/d56f083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kohea Kai Hotel Maui North Kihei 8.6/10 Excellent (854) "The beach view was incredible and the food nearby was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $244 CA $329 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Kohea-Kai-Hotel-Maui.h1439959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/6389d34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite (1 Bedroom Ocean View)](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/59889d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/ebc7e42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/77cc46dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Maui Kaanapali Villas Lahaina 8.8/10 Excellent (2481) "Must stay walkable to beach , beachfront cafe" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brittany CA $318 CA $499 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/ef7b2684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/e8978fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/8acb54e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119660000/119654000/119653908/9fdad0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuleana Club - 504 Lahaina CA $169 CA $489 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Kahana-Hotels-Kuleana-Club-504.h119653908.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5090000/5087800/5087798/b61d1cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5090000/5087800/5087798/0c89242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/6000000/5090000/5087800/5087798/4ceca7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5090000/5087800/5087798/04b763de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Maui Kahului Airport Kahului 9.0/10 Wonderful (1000) "Great location and clean property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leinell CA $492 CA $581 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Kahului-Hotels-Courtyard-Maui-Kahului-Airport.h5087798.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/d3a6a1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, snorkeling](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/4312f765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/w3837h2521x3y0-dacc39bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aston Kaanapali Shores Lahaina 8.6/10 Excellent (3817) "Awesome stay we loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody CA $335 CA $436 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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=2025-11-08&endDate=2025-11-09®ionId=553248635976471188&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kaanapali Hillside Hotel Reviews ![Napili Shores Maui by OUTRIGGER](//images.trvl-media.com/lodging/1000000/30000/27100/27045/222e71f4_y.jpg) ### Napili Shores Maui by OUTRIGGER 10/10 Excellent "Great property very peaceful and a perfect retreat after a long day of adventures! Will definitely be back as the area is amazing the beach is beautiful and food is ok. " [](https://expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.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 "Nice resort, not overly busy during our stay. Good location for west end of Maui. Would stay there again." [](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 "Great experience from check in to check out!" [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![Kahana Falls Maui by VRI Americas](//images.trvl-media.com/lodging/2000000/1800000/1797300/1797282/cc5dd277_y.jpg) ### Kahana Falls Maui by VRI Americas 10/10 Excellent "Property was nice and clean" [](https://expedia.ca/Lahaina-Hotels-Kahana-Falls-Maui.h1797282.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 "Property was beautiful definitely stay again, food options were ok definitely pricey.didn’t like that 3 of the restaurants had the same menu. We ate most the time outside due to our activities and excursion had us leaving the resort. But it’s Mauis and at a resort you expect to pay high price. Parking was not included was $40 a day. Keep that in mind due to you pay for parking any were in Maui. Last resort didn’t charge for parking. Great place would recommend" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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 "Clean room, polite and friendly staff, grounds well maintained " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.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 "All was great" [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "The Air Conditioner was not working for a night. We called and got it fixed quickly. AC stopped when we open the balcony doors. That was a bit inconvenient. " [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Maui Beach Hotel](//images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Great staff" [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Kaanapali Hillside? > [Royal Lahaina Resort & Bungalows](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information): Hotel, 8-minute walk from Kaanapali Beach. Features 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. Offers cabanas (surcharge), an outdoor pool, and a snack bar/deli. [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. Provides 2 restaurants, 3 outdoor pools, and a full-service spa. [Aston Kaanapali Shores](https://www.expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information): Aparthotel located near Kaanapali Beach. Features a full-service spa, 2 outdoor pools, and 2 hot tubs. [Hilton Vacation Club Ka'anapali Beach Maui](https://www.expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information): Hotel located near Kaanapali Beach. Offers a children's pool, an outdoor pool, and a snack bar/deli. ### What is there to see and do in Kaanapali Hillside? > Explore places like Kaanapali Beach while you're in the area. Make a point to visit attractions like Kahana Beach and Maui Nui Botanical Gardens. ### When is the best time to book a hotel with a pool in Kaanapali Hillside? > Taking into account the local weather in Kaanapali Hillside can help you maximize your time at the pool during your trip. The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. 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