Title: Book the Best ADVENTURE Hotels in Upcountry Maui in 2025 | Expedia.ca [Upcountry Maui Travel Guide](https://expedia.ca/Upcountry-Maui.dx553248621593965869)[Hotels in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Hotels.d553248621593965869.Travel-Guide-Hotels)[Vacation Rentals in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Vacation-Rentals.d553248621593965869.Travel-Guide-VacationRentals)[Flights to Upcountry Maui](https://expedia.ca/Cheap-Flights-To-Upcountry-Maui.d553248621593965869.Travel-Guide-Flights)[Upcountry Maui Car Rentals](https://expedia.ca/Car-Rentals-In-Upcountry-Maui.d553248621593965869.Car-Rental-Guide)[Upcountry Maui Vacation Packages](https://expedia.ca/Upcountry-Maui.d553248621593965869.Destination-Travel-Guides) ![Maui Island featuring landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/37000/37724-Maui.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Upcountry Maui, HI ![](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 Upcountry Maui Hotels & Resorts for Couples Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Upcountry Maui Hotels & Resorts for Couples ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1290h786x0y679-d85238ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1288h861x1y661-2ee01f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1283h957x1y611-ee2aed64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109560000/109553800/109553718/w1281h966x1y617-76083091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming bed & breakfast on the slopes of Haleakala with AC, WiFi. Makawao 9.2/10 Wonderful (29) "Great stay upcountry. Spacious and clean. Would definitely stay there again" CA $227 CA $578 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Makawao-Hotels-Charming-Bed-Breakfast-On-The-Slopes-Of-Haleakala-With-AC.h109553718.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/02fc15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/d096aa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/29bbe892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/41b2cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views Kula 10/10 Exceptional (180) "Luxury without all the people around" CA $752 CA $1,510 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5ff4e9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/2c9c4b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/w1500h995x0y0-69eaee97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/19738aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paia Inn Paia 8.8/10 Excellent (334) "I liked the privacy and also the decor" CA $420 CA $539 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27100000/27097300/27097226/fa17b256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/28000000/27100000/27097300/27097226/ab874db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27100000/27097300/27097226/b32a796c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27100000/27097300/27097226/3559d11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPECIAL DEALS! Honua Kai 8th Flr 134 REVIEWS! Remodeled Paradise ONE-OF-A-KIND Lahaina 9.8/10 Exceptional (135) "The unit was very clean, comfortable bed and sofa bed, well stocked with beach supplies, kitchen supplies/equipment. Very responsive property manager. Thank you!" CA $195 CA $967 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Lahaina-Hotels-REOPENING-OCT-8TH-Honua-Kai-8th-Floor-Suite-In-Paradise-ONE-OF-A-KIND.h27097226.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/0e84672f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/3bd64cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/4f26861d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1670000/1661500/1661500/w3837h2207x3y3-85d53f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ho‘olei Villas at Grand Wailea Wailea 9.6/10 Exceptional (43) "Perfect for Families. Quite spacious and great for a relaxing Family vacation." CA $2,809 CA $3,405 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Kihei-Hotels-Hoolei-At-Grand-Wailea.h1661500.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.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) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/af4b8884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/96d0f8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (258) "Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! " CA $139 CA $549 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/16913c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/442782b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/w3673h2447x0y3-e2302f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51850000/51848800/51848727/51661761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool! Central Kihei 9.4/10 Exceptional (83) "Beautifully furnished condo with lovely views. Great pool and bbq area, nice walking distance to the beach and a few local food establishments and businesses. " CA $181 CA $840 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront.h51848727.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/w905h683x60y0-4597b4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/w1016h683x4y0-db26ddd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/w1019h683x3y0-0a510844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, streaming services](https://images.trvl-media.com/lodging/84000000/83640000/83630900/83630857/b9c24671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View! North Kihei 10/10 Exceptional (26) "Great location and beaches around! Tracy was great with communication and letting us know all the the ins and the outs of the island. " CA $154 CA $549 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kihei-Hotels-This-Remodeled-Condo-Earned-Best-In-Kihei-4-Times-And-1-In-Maui-Ocean-View.h83630857.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/051693ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/5ed70ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/f6eae4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49020000/49010700/49010643/229f8380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets Central Kihei 10/10 Exceptional (188) "Host was accomodating of an early check in, unit was clean and well stocked. Excellent location!" CA $209 CA $633 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Kihei-Hotels-Oceanfront.h49010643.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/b38db57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/7fae3f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/6fd03e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96840000/96832500/96832491/7f323a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top Floor Beachfront Condo with Ocean view North Kihei 9.8/10 Exceptional (44) "Great stay - I would definitely recommend it" CA $203 CA $636 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Kihei-Hotels-Top-Floor-Beachfront-Condo-With-Ocean-View.h96832491.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=2025-10-29&endDate=2025-10-30®ionId=553248621593965869&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Upcountry Maui Hotel Reviews ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great location and beautiful beach. Some amenities outdated but overall great value and stay." [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information) ![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent " Staff friendly " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg) ### Fairmont Kea Lani Maui 10/10 Excellent "Very nice. Pools were all well staffed and they do not let people claim loungers all day, which i really appreciate." [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Wailea Beach Resort - Marriott, Maui](//images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg) ### Wailea Beach Resort - Marriott, Maui 10/10 Excellent "we came for a family trip and it couldnt have gone better. staff was great pool were awesome. highly recommend and would come back!" [](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.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 "We loved the location and how laid-back they were! " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.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 "It was an amazing property. Right on the ocean. Highly recommend it " [](https://expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.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 "." [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "This isnt one of the huge Maui resorts but evrything about this hotel is top shelf! It was my first time staying there with my 2 kids because we came out from Lahaina for the Kolohe Kai concert. Im so happy to have found this gem and I will defintely go back! " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 "Fabulous location with amazing views." [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Upcountry Maui cost? > Prices for hotels for couples in Upcountry Maui range between and per night. No matter your budget, you're sure to find the perfect place that'll make both your sweetheart and your wallet smile! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Why book your hotel for couples in Upcountry Maui with Expedia? > We think that a vacation with your sweetheart should be a piece of cake, so if you're seeking a hotel for couples in Upcountry Maui at a great price, Expedia can help. Keep costs down and choose a comfortable motel, or splurge and book an opulent hotel escape to treat the one you love the most. ### How can I find cheap hotels for couples in Upcountry Maui? > Expedia can help you look for cheap hotels for couples in Upcountry Maui. Make use of our filter tool to select amenities, budget and star rating to refine your search and reserve a terrific place to get away with your love in just a few clicks. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Haleakala Crater](https://www.expedia.ca/Haleakala-Crater-Hotels.0-l501684-0.Travel-Guide-Filter-Hotels) - [Hotels near Haleakala National Park](https://www.expedia.ca/Haleakala-National-Park-Hotels.0-l507525-0.Travel-Guide-Filter-Hotels) - [Hotels near Haleakalā Visitor Center](https://www.expedia.ca/Haleakala-Visitor-Center-Hotels.0-l553248621526965459-0.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) - 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