Title: Book the Best Hotels with POOL 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 Hotels with a Pool in Kaunakakai, HI from CA $367 ![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 Kaunakakai Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=9813&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=9813&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=9813&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=9813&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kaunakakai Hotels with a Pool ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/37200/37170/fc9dc0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37200/37170/cf6ab0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/37200/37170/6b142c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/37200/37170/d728b739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Moloka'i Kaunakakai 8.2/10 Very good (631) "The beds were super comfortable and the pool temperature was amazing!" CA $276 CA $367 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kaunakakai-Hotels-Hotel-Molokai.h37170.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/75000000/74170000/74160600/74160577/8c13b95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74170000/74160600/74160577/w1437h959x1y1-efd5463e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74170000/74160600/74160577/c6340123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74170000/74160600/74160577/e8b34a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Molokai Island Retreat - Amazing Summer Deals! Kaunakakai 10/10 Exceptional (14) "Definitely recommend! The hosts were simply amazing and provided such a beautiful place! " CA $160 CA $439 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kaunakakai-Hotels-Relaxing-Retreat-With-Pool.h74160577.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38120000/38119600/38119559/e13f6f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38120000/38119600/38119559/a441bfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38120000/38119600/38119559/544e900d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38120000/38119600/38119559/f2344c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COCONUT COVE CONDO–Molokai Shores 303 Kaunakakai 8.8/10 Excellent (20) "Excellent" CA $209 CA $513 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kaunakakai-Hotels-COCONUT-COVE-CONDOMolokai-Shores-303.h38119559.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78750000/78746700/78746657/15e87e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78750000/78746700/78746657/caadae9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78750000/78746700/78746657/85c8ebee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78750000/78746700/78746657/1b958445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Hawaii w/Lanai, Cable TV, WiFi-#221 Kaunakakai 8.0/10 Very good (3) "Staff excellent Amenities satisfactory. Would stay again on the next work visit" CA $194 CA $565 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kaunakakai-Hotels-Modern-Hawaii-WLanai.h78746657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96440000/96436800/96436743/8dbc99de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96440000/96436800/96436743/30f6039d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96440000/96436800/96436743/e91f2c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96440000/96436800/96436743/7c182f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front Retreat W/Kitchen-Molokai Shores A308 Kaunakakai 8.0/10 Very good (3) "Very nice stay!" CA $264 CA $656 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kaunakakai-Hotels-Ocean-Front-Retreat-WKitchen-Molokai-Shores-A308.h96436743.Hotel-Information) ![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/19000000/19000000/18997200/18997160/b808395a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18997200/18997160/f42d2c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/19000000/19000000/18997200/18997160/34d59b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/19000000/19000000/18997200/18997160/eac190c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Kahana 220 - 2Br Condo Lahaina 9.0/10 Wonderful (2) "Nice pool." CA $268 CA $1,429 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lahaina-Hotels-Royal-Kahana-220-2Br-Condo.h18997160.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90780000/90770500/90770466/4c55a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/91000000/90780000/90770500/90770466/09db771c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90780000/90770500/90770466/b44189b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/91000000/90780000/90770500/90770466/df28629e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated OF W/Lanai and Kitchen - Molokai Shores #332 Kaunakakai 8.6/10 Excellent (4) "This was the perfect location for traveling any direction we desired. We were centrally located, the waters were calm and the view was stunning. Overall, just a wonderful stay!" CA $264 CA $656 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kaunakakai-Hotels-Renovated-OF-WLanai-And-Kitchen-Molokai-Shores-332.h90770466.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/180000/171200/171120/0e881162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/180000/171200/171120/5717a371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/180000/171200/171120/0e55439d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/180000/171200/171120/01a67a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mauian - Boutique Beach Studios on Napili Bay Lahaina 9.2/10 Wonderful (966) "Beautiful location with beach access. Rooms are a bit dated and they should put tvs in the rooms,people just go on their phones anyway. Wifi spotty " CA $422 CA $498 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Lahaina-Hotels-The-Mauian-Boutique-Beach-Studios-On-Napili-Bay.h171120.Hotel-Information) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/1c3bc056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/045c74a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/bf25450e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/ba214ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OUTRIGGER Kaanapali Beach Resort Lahaina 9.0/10 Wonderful (1364) "Beautiful Hawaiian hotel Great area to visit with nice beaches " CA $350 CA $487 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23360000/23360000/23359998/5d2c484f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23360000/23360000/23359998/2c9070c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23360000/23360000/23359998/3d9fd71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/24000000/23360000/23360000/23359998/a6acba07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Style w/OF Lanai, Flat Screen, WiFi–#229 KAUNAKAKAI 7.0/10 Good (8) "This is a nice place well kept." CA $226 CA $608 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kaunakakai-Hotels-Tropical-Style-WOF-Lanai.h23359998.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=2025-10-19&endDate=2025-10-20®ionId=9813&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kaunakakai Hotel Reviews ![OUTRIGGER Honua Kai Resort & Spa](//images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg) ### OUTRIGGER Honua Kai Resort & Spa 10/10 Excellent "The parking garage was wonderful. The property was gorgeous and very well maintained. We loved having so many options for outdoor and indoor activities. The staff were very friendly and extremely helpful. Our room had amazing views and was well furnished. We loved having a washer, dryer, full kitchen, complete with supplies. Checking in and out was a breeze. Would highly recommend to all friends and family. We hope to come back again. " [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.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 "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) ![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) ![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) ![Sheraton Maui Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "We were given a stunning upper corner unit with a huge lanai overlooking beautiful Kaanapali beach. Thank you!" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Kaunakakai? > [Hotel Moloka'i](https://www.expedia.ca/Kaunakakai-Hotels-Hotel-Molokai.h37170.Hotel-Information): Features free self parking, an outdoor pool, and complimentary wireless internet access. [Castle at Moloka'i Shores](https://www.expedia.ca/Kaunakakai-Hotels-Castle-Molokai-Shores.h14275.Hotel-Information): Offers complimentary wireless internet access, an outdoor pool, and kitchens. [MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!](https://www.expedia.ca/Kaunakakai-Hotels-MOLOKAI-ISLAND-Two-Bedroom-Oceanfront-Top-End-Unit.h31875427.Hotel-Information): Provides sun loungers, a pool, and kitchens. [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. [Aston Maui Kaanapali Villas](https://www.expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information): Aparthotel, 13-minute walk from Kaanapali Beach. Offers 2 outdoor pools, a children's pool, and a full-service spa. ### What is there to see and do in Kaunakakai? > Spend some time experiencing the great outdoors at Molokai Harbor and Wailau Beach. During your stay, check out sights such as Halawa Bay Beach, Kapuaiwa Coconut Grove, and Kaunakakai Wharf. The island views, beaches, and bars 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 Kaunakakai? > Taking into account the local weather in Kaunakakai 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 74°F. 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