Title: Upcountry Maui Cottages | 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) ![Haleakala National Park showing desert views](https://images.trvl-media.com/place/507525/6807006c-364a-44df-b5bd-8190e41c30e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Upcountry Maui Cottage Rentals - ![](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 prices for these dates In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upcountry Maui Cottages ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/1445314f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/6d936835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/8208c275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/1d77cd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Cabin located on Organic Coffee Farm with Hiking Trails Makawao 10/10 Exceptional (89) "The property is very beautiful, the cabin is clean and cozy, and the property owner is very kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy J. CA $444 CA $872 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Haiku-Hotels-Ocean-View-Cabin-Located-On-Organic-Coffee-Farm-With-Hiking-Trails.h29742446.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/7c06baf0.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) ![Beach](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/606af9b0.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) ### Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath Hana Town Center 9.6/10 Exceptional (190) "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 $227 CA $571 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/w851h563x0y1-545b8881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/0a266b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/6dac1305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/376222a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui Hana 10/10 Exceptional (89) "Very unique property near Hana. Great experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith R. CA $437 CA $765 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hana-Hotels-Tropical-Romance-Lush-Gardens-In-Heavenly-Hana.h33506788.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/5fd97c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/4807a545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/0e7693c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/2e690804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded cottage on Tropical flower farm Kaʻeleku 9.4/10 Exceptional (278) "This was a great location, comfortable cute little cottage." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Briana B. CA $416 CA $783 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hana-Hotels-Secluded-Cottage-On-Tropical-Flower-Farm.h33498605.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23290000/23288900/23288864/f09219be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23290000/23288900/23288864/3f084244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23290000/23288900/23288864/52aa9d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23290000/23288900/23288864/37118a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops Central Kihei 10/10 Exceptional (73) "We came here for a week and it was amazing. Great location and the outdoor space is perfect. Great spot for two people, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean C. CA $494 CA $901 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Kihei-Hotels-Honeymoon-Cottage-Luxury.h23288864.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=2025-12-07&endDate=2025-12-08®ionId=553248621593965869&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_553248621593965869) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America®ionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Cottages.d553248621593965869-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Cottages.d553248621593965869-aaCottages.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![Maui Coast Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "We had a wonderful one night stay! The staff was terrific, we loved the pool and the beautiful balcony!" [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.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.ca/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.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ![Hilton Vacation Club Ka'anapali Beach Maui](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Grast stay! " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.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.ca/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.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 "Nice room. Clean. AC worked well." [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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.ca/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.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do cottages in Upcountry Maui cost? > You'll pay between and per night for cottages in Upcountry Maui. No matter your budget, a terrific stay is only a click or two away on Expedia. 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. ### How many cottages are there in Upcountry Maui? > Upcountry Maui has cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today. ### Why book your cottage in Upcountry Maui with Expedia? > Booking a cottage in Upcountry Maui is as simple as deciding on your travel dates and choosing an ideal place for a vacation in nature. From chic retreats to affordable stays and cottages that include perks like a pool, Expedia has something for all tastes and styles. As for the best offers around? We've got you covered! ### How can I find cheap cottages in Upcountry Maui? > A wonderful way to track down cheap cottages in Upcountry Maui is with Expedia's user-friendly filter tool. Refine your search results by star rating, amenities and budget to access unbeatable rates in a couple of clicks. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Maui](https://www.expedia.ca/5Star-Maui-Hotels.s50-0-d180073.Travel-Guide-Filter-Hotels) - [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) - [Condo Rentals in Kahakuloa](https://www.expedia.ca/Kahakuloa-Condos.d11822-aaCondos.Travel-Guide-Accommodation) - [Houseboats in Kahakuloa](https://www.expedia.ca/Kahakuloa-Houseboats.d11822-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Kahakuloa](https://www.expedia.ca/Kahakuloa-Inns.d11822-aaInns.Travel-Guide-Accommodation) - 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