Title: Book the Best Hotels with POOL in Kaupakulua in 2026 | Expedia.ca [Hotels in Kaupakulua](https://expedia.ca/Kaupakulua-Hotels.d11836.Travel-Guide-Hotels)[Vacation Rentals in Kaupakulua](https://expedia.ca/Kaupakulua-Vacation-Rentals.d11836.Travel-Guide-VacationRentals)[Kaupakulua Car Rentals](https://expedia.ca/Car-Rentals-In-Kaupakulua.d11836.Car-Rental-Guide)[Kaupakulua Vacation Packages](https://expedia.ca/Kaupakulua.d11836.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Kaupakulua, HI from CA $320 - ![](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 Kaupakulua Hotels with a Pool Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=11836&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kaupakulua hotels with a pool ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/0d333320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/5d185f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Queen Beds, Air conditioning, Ocean View](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/769e4e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/88e4e20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Signature Residences at Maui Banyan [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) South Kihei 10/10 Exceptional (4) "Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melinda CA $129 CA $842 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.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) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3836h2557x4y3-056aecc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Maui North Shore [](https://www.expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information) Kahului 9.2/10 Wonderful (156) "Pool was chilly but our stay was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $465 CA $589 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.Hotel-Information) ![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, 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/ff6d120c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Seaside Hotel [](https://www.expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) Kahului 9.0/10 Wonderful (1177) "The staff was very accommodating And the beds great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen CA $315 CA $406 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/64703131.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/1000000/20000/18600/18554/63ca0e46.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) ### Maui Beach Hotel [](https://www.expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) Kahului 7.2/10 Good (1106) "Convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yukie CA $256 CA $335 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.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) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/8e2df5a1.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) ### Maui Coast Hotel [](https://www.expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) South Kihei 9.6/10 Exceptional (2317) "Clean and spacious rooms, convenient location to restaurants and beaches!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $275 CA $390 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/64464823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Partial Ocean View](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/22d76089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/45f53a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/120000000/119850000/119845400/119845309/e13b0aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Kamaole Sands Resort [](https://www.expedia.ca/Kihei-Hotels-The-Residences-At-Kamaole-Sands-Resort.h119845309.Hotel-Information) South Kihei 10/10 Exceptional (1) "This spot was everything we needed and more. Super clean, stylish, and felt way more spacious than a typical hotel room. We had a full kitchen to cook, comfy beds for deep sleep, and the AC kept things cool after long beach days. The location couldn’t have been better—walking distance to great food, coffee, and beaches. It felt private and relaxed, but still close to the action. Honestly, it felt like home… just way better. Can’t wait to book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophie CA $163 CA $915 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Kihei-Hotels-The-Residences-At-Kamaole-Sands-Resort.h119845309.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) ![Suite, 1 King Bed, Kitchen, Pool View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/05531b97.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 [](https://www.expedia.ca/Kihei-Hotels-Kohea-Kai-Hotel-Maui.h1439959.Hotel-Information) North Kihei 8.6/10 Excellent (871) "Clean, simple and satisfied all our needs for a beautiful stay in Maui! Right on the beach, and close drive to plenty of other nearby beautiful beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Idan CA $237 CA $320 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Kihei-Hotels-Kohea-Kai-Hotel-Maui.h1439959.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/6bff2442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/dbf7bbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/e0441a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97090000/97086300/97086282/5efdef82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside condo, full kitchen, ocean view. Fully renovated 2023 [](https://www.expedia.ca/Kihei-Hotels-Oceanside-Condo.h97086282.Hotel-Information) Central Kihei 9.4/10 Exceptional (56) "Check in was very easy and this is a perfect location for ocean access. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tracy C. CA $155 CA $481 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Kihei-Hotels-Oceanside-Condo.h97086282.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/af4b8884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/291eb0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/8b711bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) North Kihei 10/10 Exceptional (266) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noah C. CA $123 CA $524 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/66a94c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/ca8c968b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/a922a6b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66270000/66269400/66269387/01b4a0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach [](https://www.expedia.ca/Kihei-Hotels-Beachfront-Condo.h66269387.Hotel-Information) North Kihei 10/10 Exceptional (125) "Very nice condo Nice furniture Comfortable and friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $123 CA $463 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kihei-Hotels-Beachfront-Condo.h66269387.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=2025-12-27&endDate=2025-12-28®ionId=11836&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Kaupakulua Hotel Reviews ![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 "It was a great place to stay with my family for my 4-year-old twin's birthday, and there were a lot of activities to do such as yoga, pilates, kids activities, and among all other things. Not to mention the road trip that we’ve taken to Hana, which was very nice and fun." [](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 "Honestly, one of the best hotel stays I’ve ever had! The amenities and service for the price point were outstanding. Every service member we encountered was helpful, kind, enthusiastic, and helpful. The staff was always very accommodating, the room was clean and spacious, and the view from the pool was great. Wonderful location, both in Kihei and also on the island as you have easy access to the north, east or west of the island. The hotel is directly across the street from the beach and has two grocery stores within walking distance. I would 100% recommend this hotel and will definitely stay again if I return." [](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 "The staff was very friendly and always ready to check your needs." [](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 "Friendly staff, good restaurant" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Residence Inn by Marriott Maui Wailea](https://images.trvl-media.com/lodging/13000000/12550000/12541900/12541875/c029e92e_y.jpg) ### Residence Inn by Marriott Maui Wailea 10/10 Excellent "good location, good breakfast and friendly staff" [](https://expedia.ca/Kihei-Hotels-Residence-Inn-By-Marriott-Maui-Wailea.h12541875.Hotel-Information) ![Days Inn by Wyndham Maui Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/25500/25435/069a3715_y.jpg) ### Days Inn by Wyndham Maui Oceanfront 10/10 Excellent "Clean rooms friendly staff " [](https://expedia.ca/Kihei-Hotels-Days-Inn-By-Wyndham-Maui-Oceanfront.h25435.Hotel-Information) ![Andaz Maui at Wailea Resort - a concept by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d_y.jpg) ### Andaz Maui at Wailea Resort - a concept by Hyatt 10/10 Excellent "Wonderful " [](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information) ![Mana Kai Maui- Official Onsite Rental](https://images.trvl-media.com/lodging/1000000/30000/27900/27810/931caeaa_y.jpg) ### Mana Kai Maui- Official Onsite Rental 10/10 Excellent "The rooms are small but clean, quiet and comfortable. The staff is friendly and there are quite a few amenities. There is a nice pool and a convenient little store at the site. It's a little off the beaten path, the parking is a little wonky, having to move cones if you want to park in the paved lot, otherwise you can park in the gravel parking lot. There are great views of the ocean and sunsets and an amazing sandy beach. These are privately owned rooms, if you're showing up after 5:30PM you need to make arrangements to get into your room." [](https://expedia.ca/Kihei-Hotels-Mana-Kai-Maui.h27810.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](https://images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Everything was great. We would totally stay again. " [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Kaupakulua? ### What is there to see and do in Kaupakulua? ### When is the best time to book a hotel with a pool in Kaupakulua? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [All Inclusive Resorts and in Haiku ](https://www.expedia.ca/Haiku-Haiku-Hotels-All-Inclusive-Hotel.0-n553248635976473011-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Haiku ](https://www.expedia.ca/Haiku-Haiku-Hotels-Lake-Hotels.0-n553248635976473011-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Haiku Hotels ](https://www.expedia.ca/Haiku-Haiku-Hotels.0-n553248635976473011-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Haiku ](https://www.expedia.ca/Haiku-Hotels-Adults-Only-Resorts.0-0-d7694-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Haiku ](https://www.expedia.ca/Haiku-Hotels-Business-Hotel.0-0-d7694-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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