Title: Book the Best ROMANTIC Hotels in Upcountry Maui, HI - 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) ![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 Romantic Hotels 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 Romantic Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top 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) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/afb5646c.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) ### Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views Kula 10/10 Exceptional (181) "Great place !!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) adrian p. CA $801 CA $1,622 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/1000/933/f8d26b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bungalow, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/1000000/10000/1000/933/2eaf6209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, free beach shuttle](https://images.trvl-media.com/lodging/1000000/10000/1000/933/165b99af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Suite, 1 King Bed, Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/1000/933/c9c38afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hana-Maui Resort, a Destination by Hyatt Residence Hana 9.0/10 Wonderful (1008) "Beautiful location, great ocean views, loved the food truck options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $619 CA $804 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Hana-Hotels-Hana-Maui-Resort.h933.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/f5d76f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/4dc6d156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Suite, 1 Bedroom, Non Smoking | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/30000/25900/25837/54ae0241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Maui Resort & Spa, Ka'anapali Lahaina 9.0/10 Wonderful (1009) "Pool area was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith CA $469 CA $635 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.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) ![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/1000000/20000/18600/18554/92e297af.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) ### Maui Beach Hotel Kahului 7.2/10 Good (1101) "Loved the local feel, clean, friendly staff and ocean front. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liana CA $261 CA $341 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.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) ![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/3000000/2280000/2273000/2272947/19738aaa.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 Paia 8.8/10 Excellent (336) "Lovely Inn close to the airport. Clean, quiet, decent amenities. We will be back. A wonderful place to kick- off a Maui vacation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $279 CA $373 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Paia-Hotels-Paia-Inn.h2272947.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/9c5769aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath Hana 9.6/10 Exceptional (189) "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 $301 CA $670 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.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) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/c11638c9.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) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/70f3f0eb.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 Hana 9.6/10 Exceptional (404) "Very clean, excellent directions and instructions, loved the lanai, fans helped keep one comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean J. CA $244 CA $496 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information) ![4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/0edd56a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/7880dbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 3 Bedrooms, Ocean View | Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/8aca803a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OUTRIGGER Honua Kai Resort & Spa Lahaina 8.8/10 Excellent (2859) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $409 CA $1,125 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.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) ![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) ![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) ### Royal Lahaina Resort & Bungalows Lahaina 8.4/10 Very good (1534) "Beautiful location and beach access is great. Would recommend !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $304 CA $433 total includes taxes & fees Dec 1 - Dec 2 [](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) ![Interior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/017bcdb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360538/4fe21145.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) ### Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens Hana 10/10 Exceptional (491) "This is a beautiful place to stay. You are in the forest so there may be a bug or two. It was perfect for privacy and close to everything Hana " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie H. CA $308 CA $566 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hana-Hotels-Paradise-Ocean-View-Cottage-Solar-Power-Tropical-Flower-Farm.h20360538.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=2025-11-17&endDate=2025-11-18®ionId=553248621593965869&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Upcountry Maui Hotel Reviews ![OUTRIGGER Kaanapali Beach Resort](//images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "The property is beautiful and quiet. " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "All of the above. Staff was extremely friendly and helpful. Housekeeping did a wonderful job with up keep in our room. To bringing water at night to our room, folding down our beds and having our slippers waiting. Always restocking the room. Our room view was breathtaking. Definitely would return " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg) ### Maui Seaside Hotel 10/10 Excellent "Clean room, staff is very friendly " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 "Absolutely loved it there! I wish we never had to leave. The resort was beautiful and super relaxing. The staff was genuinely nice and extremely helpful. 10/10 recommend!" [](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 "Great experience, service and cleanliness " [](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information) ![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg) ### Grand Wailea Maui, A Waldorf Astoria Resort 10/10 Excellent "Wonderful place can’t wait to go back great value" [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.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 "Nice and clean! Right at the beach!! The restaurant is fantastic, especially the blackened tuna dish. We enjoyed it and we will definitely be back. " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Maui Beach Hotel](//images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg) ### Maui Beach Hotel 10/10 Excellent "Staff was very courteous.The grounds are well kept and nice." [](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.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 "Room was great and clean…" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.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) - 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