Title: Upcountry Maui Villas | 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) ![](https://mediaim.expedia.com/destination/9/01b28fa5aec642d0f16d83dbe59a5809.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Upcountry Maui Villa 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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upcountry Maui Villas ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/683887dd.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) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/29bbe892.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 stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter A. CA $749 CA $1,491 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/07081f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/50425cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/03d52885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/67feb87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4! Lahaina 9.8/10 Exceptional (50) "We had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan N. CA $302 CA $1,279 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Lahaina-Hotels-Villa.h76770420.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/4c9fe9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/93c7d56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/3b366f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/8a9f0d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4 Lahaina 9.6/10 Exceptional (40) "The condo was great, very clean and close to the beach and restaurants. Beautiful view of the ocean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Logan C. CA $331 CA $1,307 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Lahaina-Hotels-SPECIAL-Oceanfront.h72541441.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/8d9bf716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/80dc4fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/58767b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/8948478d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach! Lahaina 9.6/10 Exceptional (66) "Myself and my family had an amazing time staying at this property. The views were amazing and proximity to the beach was ideal. Will definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim N. CA $336 CA $1,329 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Lahaina-Hotels-NEW-Steps-To-Beach-Gated-Oceanfront-Kapalua-Bay-Villa-23G1.h72291170.Hotel-Information) ![Villa, 1 Bedroom | Outdoor dining](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541279/04e2ac36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Beach](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541279/522674e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Aerial view](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541279/b1a41bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541279/f24ac4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning Lahaina CA $450 CA $1,499 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Lahaina-Hotels-Kapalua-Bay-Villa-29b4-1-Bedroom-Villa.h72541279.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955301/f9809054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955301/f321b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955301/beb610ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955301/2ea1bbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach South Kihei 9.2/10 Wonderful (42) "Great Location, easy booking, unit is getting tired but would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph F. CA $301 CA $679 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kihei-Hotels-Villa-5-Exquisite-Ocean-View-Villa-With-Pool-Across-From-The-Beach.h18955301.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33670000/33660200/33660181/9525e420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33670000/33660200/33660181/60fcd579.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/34000000/33670000/33660200/33660181/52b1d5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/34000000/33670000/33660200/33660181/a5723b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NICELY RENOVATED OCEAN FRONT Villa- (25 G-5) ~ Save $ w/ REDUCED PRICING ~ Platinum Maui Vacations Lahaina 10/10 Exceptional (59) "Five star accommodations! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryanne B. CA $488 CA $1,086 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Lahaina-Hotels-2-Periods-Left-In-Feb-March-Nice-Clean-Ocean-Front-Relaxed-Cancel-Min-24-Hrs-Between-Stays.h33660181.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/c7ef6cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/33ce899f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/w1536h1001x0y0-08376109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/633ad11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rare Find! Ocean and Beach Front Cottage! South Kihei 9.2/10 Wonderful (5) "We stayed a week in this cute beach front cottage. It is central located with walking distance to restaurants, surfing lessons, groceries and shops. The owner/host was easily get in touch with and accommodated us with early check in since we had a very early flight in. The view is beautiful and we watched sunset every day from our lanai. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Na W. CA $466 CA $1,213 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kihei-Hotels-Rare-Find-Ocean-And-Beach-Front-Cottage.h112563063.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/6a95f2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/deccd3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/e0ba22d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/208eab21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas (2BR) Lahaina CA $1,047 CA $1,188 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98106895.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/1985f4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/9673d18c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/362d32fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/173f8ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas (1BR) Lahaina CA $750 CA $851 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98107323.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/3857e000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/e491204c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/007d43d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/f448243b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Kā‘anapali Ocean Resort Villas (Studio Premium) Lahaina CA $1,397 CA $1,605 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h98107275.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/3b87d8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/c73fad26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/ed4a7e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/0a4b280c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Maui Ocean Club, Lāhainā (1BR) Lahaina CA $796 CA $907 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98106885.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/84b06b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/007b5c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/90311d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/592b02dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Maui Ocean Club, Lāhainā (2BR) Lahaina 5.4/10 (3) "The property manager did not tell us we would have to change rooms part way through our trip. They also did not coordinate the move. They also did not communicate with the front desk on our arrival and our room was not clean. We were not able to use half the facility on the first night. The check in desk has the owner’s name on the reservation, and then added ours. The facility was great and staff was great, the host was hard to work with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie C. CA $1,025 CA $1,163 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98106883.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/a8c51f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/07e746b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/73f3bdba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/2b172185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas (3BR) Lahaina 4.0/10 (2) "On Christmas evening, I had just finished cleaning up after dinner and was preparing to pack my bag. We would be departing for the airport at 4:30am the next morning. I checked my email around 6:30pm and noticed an email from the host of this unit, that I had booked months before. The email stated that my booking (which was to start the next day) was being cancelled and I would get a refund in 8-10 days. I am 5 months pregnant, and was traveling with 4 children. My immediate thought was that... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. CA $1,864 CA $2,128 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98107317.Hotel-Information) ![Villa, 1 Bedroom | Aerial view](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/92d87eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Beach](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/d83b7ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/0c6d0ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/3c98633a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning Lahaina 8.0/10 Very good (1) CA $414 CA $1,443 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Kapalua-Hotels-Kapalua-Bay-Villa-32g4-1-Bedroom-Villa-By-RedAwning.h78332537.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/02cbd321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/61f37a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/fcf6ebf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/5667dd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Maui Ocean Club, Lāhainā (3BR) Lahaina 2.0/10 (1) "This was my Christmas present to my children this year and with just hours before our flight on Christmas Day, I got an email not a phone call an email telling me that our reservation was canceled with no explanation as to why. I spent three hours with four different managers, trying to figure out how to save Christmas for my kids as I was flying from Denver all the way over nonstop to Maui, Hawaii for our Christmas vacation. This was a disaster that VRBO allows owners to cancel with no... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy F. CA $1,537 CA $1,764 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98107313.Hotel-Information) ![Villa, 1 Bedroom | Pool](https://images.trvl-media.com/lodging/79000000/78340000/78332900/78332844/24645b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Beach](https://images.trvl-media.com/lodging/79000000/78340000/78332900/78332844/dba71d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/79000000/78340000/78332900/78332844/6145ca49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/79000000/78340000/78332900/78332844/9b164af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning Lahaina CA $467 CA $1,523 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Kapalua-Hotels-Kapalua-Bay-Vill-23g1-Ocean-Front-1-Bd1ba-1-Bedroom-Villa-By-RedAwning.h78332844.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=2025-11-11&endDate=2025-11-12®ionId=553248621593965869&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](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-Villas.d553248621593965869-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpcountry-Maui-Villas.d553248621593965869-aaVillas.Travel-Guide-Accommodation) ## Top Upcountry Maui Hotel Reviews ![Hilton Vacation Club Ka'anapali Beach Maui](//images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg) ### Hilton Vacation Club Ka'anapali Beach Maui 10/10 Excellent "Staff great, clean room. We didn’t eat at the hotel " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg) ### Maui Coast Hotel 10/10 Excellent "We loved our room. The bed was extremely comfortable. We had a great view of the ocean. Staff at the hotel and rhe restaurant were very nice. I would definitely stay here again." [](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information) ![Aston Kaanapali Shores](//images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg) ### Aston Kaanapali Shores 10/10 Excellent "Great stay and fun activities in the area" [](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.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 "Clean" [](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information) ![AC Hotel by Marriott Maui Wailea](//images.trvl-media.com/lodging/58000000/57340000/57338800/57338761/3541c3db_y.jpg) ### AC Hotel by Marriott Maui Wailea 10/10 Excellent "Amazing hotel. Conveniently located with wonderful amenities!" [](https://expedia.ca/Kihei-Hotels-AC-Hotel-By-Marriott-Maui-Wailea.h57338761.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 "Overall a great experience. Close to everything on the west side. Many shopping and dining options within a short walk. Exceptional staff!" [](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 "Room was a little out dated but it was well worth the convenience. Staff was really nice and helpful and Parking was a little frustrating " [](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 "Amazing. Our favourite hot on the planet! " [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.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 "Rooms were very clean. Housekeeping made sure we enjoyed our vacation. " [](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Villas information | Number of reviews | | | --- | --- | | Accommodation | Villas | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do villas in Upcountry Maui cost? > You can expect to pay between and per night for a villa in Upcountry Maui. No matter your budget, a perfect stay is just clicks 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. ### Why book your villa in Upcountry Maui with Expedia? > Booking a villa in Upcountry Maui is as easy as working out your travel dates and picking an option that has what you need. In search of something low cost or luxurious, or a stay that also has a kitchenette? Use Expedia's search filters to narrow your results and find the perfect pad. ### How can I find cheap villas in Upcountry Maui? > The quickest way to score cheap villas in Upcountry Maui is with Expedia's useful filter tool. Narrow your search by star rating, amenities and budget to nab unbeatable prices in only a few keystrokes. ## 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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