Title: Book the Best ROMANTIC Hotels in Upcountry Maui, HI from CA $376 - Upcountry Maui Romantic Getaways | 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) ![View over Haleakala crater, at 3000 ft. Make sure that the skies are clear before heading to Haleakala, otherwise this view could be totally blocked by clouds. #AboveItAll](https://images.trvl-media.com/place/507525/451f5c7a-2ae1-4683-8787-8d1827405b60.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Project Forever # Find Romantic Hotels in Upcountry Maui, HI from CA $376 - ![](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 Romantic Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Upcountry Maui romantic hotels ![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) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/29bbe892.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) ![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 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) Kula 10/10 Exceptional (185) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter A. CA $772 CA $1,575 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/812b5cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/621c8ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/3bb1e088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955700/18955617/c43912da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful! [](https://www.expedia.ca/Makawao-Hotels-PERMITTED-Charming-LOG-HOUSE-In-REAL-Upcountry-Maui-Magical-And-Peaceful.h18955617.Hotel-Information) Makawao 10/10 Exceptional (50) "Eve and her family were incredibly kind and welcoming. The property was better than we hoped with ample space for the kids to explore. We loved our stay and would come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica S. [](https://www.expedia.ca/Makawao-Hotels-PERMITTED-Charming-LOG-HOUSE-In-REAL-Upcountry-Maui-Magical-And-Peaceful.h18955617.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/f5a81ae5.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) ### Royal Lahaina Resort & Bungalows [](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) Lahaina 8.4/10 Very good (1597) "Excellent resort environment, Beautiful beach and nice staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) dewei CA $368 CA $509 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/4d656464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/aee3f558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/dd93f452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/017bcdb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens [](https://www.expedia.ca/Hana-Hotels-Paradise-Ocean-View-Cottage-Solar-Power-Tropical-Flower-Farm.h20360538.Hotel-Information) Hana 10/10 Exceptional (497) "My daughter and I stayed here and absolutely loved our experience! Terry greeted us and made sure we were comfortable and welcome! This is a beautiful property that we plan to come back to many times in the future. Very comfortable too!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lester CA $338 CA $604 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Hana-Hotels-Paradise-Ocean-View-Cottage-Solar-Power-Tropical-Flower-Farm.h20360538.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9.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) ![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) ### Maui Beach Hotel [](https://www.expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) Kahului 7.2/10 Good (1122) "Everything was great! The location, lawn, beach access, staff were all excellent." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jiaqiu CA $289 CA $376 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/51ee3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/a42f39cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/25e08687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/f7f2f5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher's Hana Bay Hale, Across from Hana Bay [](https://www.expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information) Hana Town Center 9.6/10 Exceptional (410) "Wonderful place to spend a few days in paradise! Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve K. CA $267 CA $546 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2280000/2273000/2272947/5fcb590b.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) ### Paia Inn [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.Hotel-Information) Paia 8.8/10 Excellent (347) "Very nice place and the stuffs are great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zhe CA $340 CA $447 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/530ff241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/55a71571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/2f01dccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/c11638c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) Hana Town Center 9.6/10 Exceptional (414) "Great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony A. CA $238 CA $481 total includes taxes & fees Jan 24 - Jan 25, 2026 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/606af9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/eeb50dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/be9ac5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/7c06baf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.Hotel-Information) Hana Town Center 9.6/10 Exceptional (192) "Super lovely place, I wish we were staying longer! Has everything you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $403 CA $800 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/b6438d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/fe7989e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/5dbccaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/w9528h2266x0y0-3f0b5a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Condo in Hana-Let the ocean lull you to sleep [](https://www.expedia.ca/Hana-Hotels-Oceanview-Condo-In-Hana-Let-The-Ocean-Lull-You-To-Sleep.h71595183.Hotel-Information) Hana Town Center 9.2/10 Wonderful (118) "A good place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xiaohong CA $342 CA $637 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Hana-Hotels-Oceanview-Condo-In-Hana-Let-The-Ocean-Lull-You-To-Sleep.h71595183.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=2026-01-11&endDate=2026-01-12®ionId=553248621593965869&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Upcountry Maui Hotel Reviews ![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 "Nice outdoor pool and easy public beach accessible " [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![Maui Beach Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Everything was great! The location, lawn, beach access, staff were all excellent." [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information) ![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 all so friendly and helpfull Just amazing group they have at the resort. The Maui Brewing company was a bit disapointing but there are options that i learned to go around them. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information) ![Hyatt Regency Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19300/19207/bd694b13_y.jpg) ### Hyatt Regency Maui Resort & Spa 10/10 Excellent "great staff, clean rooms and a lot of activities were available. " [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.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 "Excellent in every way! Stacy at the front desk did an especially great job and goes above and beyond for every guest. Perfect location and very clean hotel! Friendly staff! Will be back many times and recommend to all :) We have been here multiple times now and every time is excellent!" [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.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 view was absolutely amazing! Walking right to the beach is a great plus!" [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information) ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "Perfect hotel clean rooms and good customer service " [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.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 property all around (great pools, restaurants, location, stores, and flamingos). Surprisingly, they have a few exclusive bourbon bottles, with my favorite being the Knob Creek single barrel pick Westin exclusive at 120 proof, highly recommend for any bourbon aficionados (take advantageof their whiskey Wednesdays in their arcade)." [](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.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 "Room setup was great, pools and beach were excellent. Everyone had a great time" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ## 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) - [Mountain Hotels in Kaanapali ](https://www.expedia.ca/Kaanapali-Hotels-Mountain-Hotels.0-0-d800065-tMountainHotels.Travel-Guide-Filter-Hotels) - 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