Title: TOP Hotels with Pools in Upcountry Maui, HI for 2025 - Upcountry Maui Hotels with a Pool | Expedia.co.uk [Upcountry Maui Travel Guide](https://expedia.co.uk/Upcountry-Maui.dx553248621593965869)[Hotels in Upcountry Maui](https://expedia.co.uk/Upcountry-Maui-Hotels.d553248621593965869.Travel-Guide-Hotels)[Holiday Rentals in Upcountry Maui](https://expedia.co.uk/Upcountry-Maui-Holiday-Rentals.d553248621593965869.Travel-Guide-HolidayRentals)[Flights to Upcountry Maui](https://expedia.co.uk/Cheap-Flights-To-Upcountry-Maui.d553248621593965869.Travel-Guide-Flights)[Upcountry Maui Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upcountry-Maui.d553248621593965869.Car-Hire-Guide)[Upcountry Maui Holidays](https://expedia.co.uk/Upcountry-Maui.d553248621593965869.Holidays-City-Breaks) ![Haleakala National Park featuring desert views](https://images.trvl-media.com/place/507525/6807006c-364a-44df-b5bd-8190e41c30e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Upcountry Maui, HI - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Upcountry Maui Hotels with Pool Tonight [24 Nov - 25 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621593965869&startDate=2025-11-24&endDate=2025-11-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [25 Nov - 26 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621593965869&startDate=2025-11-25&endDate=2025-11-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248621593965869&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248621593965869&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Upcountry Maui Hotels with Pool ![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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda £422 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Makawao-Hotels-Lumeria-Maui-Educational-Retreat-Center.h5248443.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/972eccb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/c4332c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/606a40d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/93574a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16 Makawao 10/10 Exceptional (70) "This property was indescribable! Our stay was amazing and the host was so very accommodating! Check-in was a breeze and every room was meticulously cleaned, arranged, and ready for our group. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James B. £2,310 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.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) ![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) ![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) ![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 (2281) "Amazing staff, super clean, incredible value, would highly recommend and decided next visit exactly where we will stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew £221 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Outdoor pool, pool 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) ![Sun deck](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/d56f083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Kitchen, Pool View | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439959/05531b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kohea Kai Hotel Maui North Kihei 8.6/10 Excellent (863) "Very nice room and beautiful ocean view. Very friendly and helpful staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Miroslaw £179 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Kihei-Hotels-Kohea-Kai-Hotel-Maui.h1439959.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) ![On the beach, white sand, beach cabanas, sun-loungers](https://images.trvl-media.com/lodging/1000000/40000/34800/34767/4bd12a57.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) ![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 (1576) "The stay was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jadyn Ciana £219 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool 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) ![Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/be0e51c3.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 South Kihei 10/10 Exceptional (3) "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 £444 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information) ![Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab.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) ![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) | Desk, laptop workspace, blackout curtains, iron/ironing board](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 (1184) "Very clean rooms, and great property." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jordan £201 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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) | Premium bedding, blackout curtains, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737554/w3836h2557x4y4-7cdaa822.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) ### Hampton Inn & Suites Maui North Shore Kahului 9.2/10 Wonderful (141) "Excellent staffing, neat rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darin £291 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Kahului-Hotels-Hampton-Inn-Suites-Maui-North-Shore.h112737554.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/63ca0e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Oceanfront | Desk, laptop workspace, blackout curtains, iron/ironing board](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) ### Maui Beach Hotel Kahului 7.2/10 Good (1107) "The staff were wonderful 👏" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louise £186 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Kahului-Hotels-Maui-Beach-Hotel.h18554.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) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/045c74a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OUTRIGGER Kaanapali Beach Resort Lahaina 9.0/10 Wonderful (1482) "Amazing resort location and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen £249 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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.co.uk/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09®ionId=553248621593965869&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_BF_PROMO_553248621593965869) ## Top Upcountry Maui Hotel Reviews ![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "The staff were really friendly and welcoming. Our room was clean and the cleaning staff visited and refreshed our room every day. Our kids loved the breakfast buffet, and we enjoyed the close proximity to the beach and restaurants. " [](https://expedia.co.uk/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "Great hotel" [](https://expedia.co.uk/Kihei-Hotels-Grand-Wailea-Maui.h7867.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 "Great location " [](https://expedia.co.uk/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.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 "The hotel is great in every respect. Direct access to sandy beach which is very swimmable. Food at restaurants very good with several options. Staff is friendly and helpful. The facility earns the high cost." [](https://expedia.co.uk/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![The Westin Maui Resort & Spa, Ka'anapali](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg) ### The Westin Maui Resort & Spa, Ka'anapali 10/10 Excellent "Great stay! Paid for ocean front because love to hear the ocean waves at night. on the ninth floor and music from the restaurant on the ground floor was so loud we couldn't enjoy being on the oceanfront. Talked to front desk about and they were indifferent snd said they knew it was a problem. Very disappointing response! Other than that our experience was very good.Don't pay the extra for oceanfront!" [](https://expedia.co.uk/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "It was comfortable." [](https://expedia.co.uk/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg) ### The Ritz-Carlton Maui, Kapalua 10/10 Excellent "yes" [](https://expedia.co.uk/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information) ![Sheraton Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg) ### Sheraton Maui Resort & Spa 10/10 Excellent "Staff was very welcoming and hotel was made ce and very clean!" [](https://expedia.co.uk/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![Maui Seaside Hotel](https://images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Great spot " [](https://expedia.co.uk/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Maui](https://www.expedia.co.uk/3Star-Maui-Hotels.s30-0-d180073.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Maui](https://www.expedia.co.uk/4Star-Maui-Hotels.s40-0-d180073.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Maui](https://www.expedia.co.uk/5Star-Maui-Hotels.s50-0-d180073.Travel-Guide-Filter-Hotels) - [Hotels near Haleakala National Park](https://www.expedia.co.uk/Haleakala-National-Park-Hotels.0-l507525-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Kula](https://www.expedia.co.uk/Kula-Hotels-Gay-Friendly-Hotel.0-0-d11587-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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