Title: Upcountry Maui Villas from CA $891 | 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 # Search Upcountry Maui Villa Rentals from CA $891 - ![](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 [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/31854e5f.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 $801 CA $1,622 total includes taxes & fees Jan 15 - Jan 16, 2026 [](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/b699e434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/2d3e969b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76780000/76770500/76770420/36c3bcfb.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) ### OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4! [](https://www.expedia.ca/Lahaina-Hotels-Villa.h76770420.Hotel-Information) 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 $388 CA $1,387 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Lahaina-Hotels-Villa.h76770420.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68160000/68156200/68156189/6c299d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68156200/68156189/4411f32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/69000000/68160000/68156200/68156189/5ace2ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68156200/68156189/c47b9437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Ocean View at Kapalua Bay Villas [](https://www.expedia.ca/Kapalua-Hotels-Stunning-Ocean-View-At-Kapalua-Bay-Villas.h68156189.Hotel-Information) Kapalua 10/10 Exceptional (68) "What a beautiful place! We loved the area, the views, and the comfortable unit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie M. CA $419 CA $947 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Kapalua-Hotels-Stunning-Ocean-View-At-Kapalua-Bay-Villas.h68156189.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/93c7d56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/9c087448.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) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72550000/72541500/72541441/943d3633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4 [](https://www.expedia.ca/Lahaina-Hotels-SPECIAL-Oceanfront.h72541441.Hotel-Information) Lahaina 9.6/10 Exceptional (43) "Beautiful location and views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie G. CA $494 CA $1,543 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Lahaina-Hotels-SPECIAL-Oceanfront.h72541441.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/w1280h854x0y2-2a77b893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/688003d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/c38863d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33220000/33213100/33213090/e21b0d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 \~ [](https://www.expedia.ca/Kihei-Hotels-This-Is-Wailea-Living.h33213090.Hotel-Information) Wailea 10/10 Exceptional (135) "Super easy to get to, great location, plenty of room, good A/C—superb communication in advance from owner to make arrival a breeze! Enjoyed it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher B. CA $413 CA $913 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Kihei-Hotels-This-Is-Wailea-Living.h33213090.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 | Living area](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541279/384195bc.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 | Aerial view](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541279/dd02dad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning [](https://www.expedia.ca/Lahaina-Hotels-Kapalua-Bay-Villa-29b4-1-Bedroom-Villa.h72541279.Hotel-Information) Lahaina CA $625 CA $1,760 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Lahaina-Hotels-Kapalua-Bay-Villa-29b4-1-Bedroom-Villa.h72541279.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/28b81776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/9da035f1.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/73000000/72300000/72291200/72291170/7372aded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/73000000/72300000/72291200/72291170/902e2774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT gated Kapalua Bay Villa 23G1\. Steps to beach! [](https://www.expedia.ca/Lahaina-Hotels-NEW-Steps-To-Beach-Gated-Oceanfront-Kapalua-Bay-Villa-23G1.h72291170.Hotel-Information) Lahaina 9.6/10 Exceptional (70) "Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin B. CA $494 CA $1,511 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Lahaina-Hotels-NEW-Steps-To-Beach-Gated-Oceanfront-Kapalua-Bay-Villa-23G1.h72291170.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) ![TV, stereo](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955301/9507b5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955301/2787e9ba.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) ### Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach [](https://www.expedia.ca/Kihei-Hotels-Villa-5-Exquisite-Ocean-View-Villa-With-Pool-Across-From-The-Beach.h18955301.Hotel-Information) 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 $547 CA $999 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Kihei-Hotels-Villa-5-Exquisite-Ocean-View-Villa-With-Pool-Across-From-The-Beach.h18955301.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/94501d9c.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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/021d522e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/113000000/112570000/112563100/112563063/e6c54814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rare Find! Ocean and Beach Front Cottage! [](https://www.expedia.ca/Kihei-Hotels-Rare-Find-Ocean-And-Beach-Front-Cottage.h112563063.Hotel-Information) South Kihei 9.4/10 Exceptional (6) "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 $857 CA $1,717 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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/f8fefd02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/00a6d451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/ffe833a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106895/d53af575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas (2BR) [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98106895.Hotel-Information) Lahaina CA $1,045 CA $1,177 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98106895.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/ca790f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/e7439d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/6db14db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18960000/18956800/18956757/a48b8a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach [](https://www.expedia.ca/Kihei-Hotels-Villas-By-The-Cove.h18956757.Hotel-Information) South Kihei 9.8/10 Exceptional (72) "Had a nice time, close to beach and restraunts." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jessica M. CA $532 CA $978 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Kihei-Hotels-Villas-By-The-Cove.h18956757.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/af8bf6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/e4bac3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/19b8a6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/116000000/115230000/115220600/115220592/f8490863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Oceanview Wailea Retreat with Sunset Views [](https://www.expedia.ca/Kihei-Hotels-Luxury-Oceanview-Wailea-Retreat-Hoku-Hale.h115220592.Hotel-Information) Wailea CA $990 CA $1,866 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Kihei-Hotels-Luxury-Oceanview-Wailea-Retreat-Hoku-Hale.h115220592.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/d62e38d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/ffbd92aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/7807db84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107300/98107275/22087885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Kā‘anapali Ocean Resort Villas (Studio Premium) [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h98107275.Hotel-Information) Lahaina CA $1,374 CA $1,556 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h98107275.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/2f6fb95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/0932c663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/568dba0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106885/b8644492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Maui Ocean Club, Lāhainā (1BR) [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98106885.Hotel-Information) Lahaina CA $785 CA $891 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98106885.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/d74e7981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/0b1ac153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/3ce6a2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107323/69a5d8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas (1BR) [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98107323.Hotel-Information) Lahaina CA $1,034 CA $1,181 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98107323.Hotel-Information) ![Villa, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/dbd58eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Living room](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/36dbff9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom | Living room](https://images.trvl-media.com/lodging/79000000/78340000/78332600/78332537/73e80e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning [](https://www.expedia.ca/Kapalua-Hotels-Kapalua-Bay-Villa-32g4-1-Bedroom-Villa-By-RedAwning.h78332537.Hotel-Information) Lahaina 8.0/10 Very good (1) CA $531 CA $1,617 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Kapalua-Hotels-Kapalua-Bay-Villa-32g4-1-Bedroom-Villa-By-RedAwning.h78332537.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/34b85ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/6713a66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98106900/98106883/0ddf3247.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/ceed160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Maui Ocean Club, Lāhainā (2BR) [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98106883.Hotel-Information) 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 $1,057 CA $1,199 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98106883.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/8a321dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/73ce456e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/9be07230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107317/b6b09112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Nanea Ocean Villas (3BR) [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98107317.Hotel-Information) Lahaina 4.0/10 (2) "We had booked a 3 bedroom VRBO way in advance for my husband and adult daughter and son. We wanted to stay togerther in one unit. 3 days before we were traveling from the states to Hawaii, we were informed by the host that "the owner was being difficult" and we were not allowed to stay in the unit we booked! They wanted us to cram into a 2 bedroom villa which meant one of the adults would have to sleep on a pull out couch! NOT acceptable. After much discussion, the best they were able to do was... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue H. CA $1,836 CA $2,080 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-The-Westin-Nanea-Ocean-Villas.h98107317.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/f08a4002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/2cb04a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/37dd36c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98107400/98107313/e9a79caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott's Maui Ocean Club, Lāhainā (3BR) [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98107313.Hotel-Information) 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 $1,689 CA $1,940 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Kaanapali-Hotels-Marriotts-Maui-Ocean-Club.h98107313.Hotel-Information) ![Villa, 1 Bedroom | Outdoor dining](https://images.trvl-media.com/lodging/79000000/78340000/78332900/78332844/2fbe3d6f.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/79000000/78340000/78332900/78332844/3dee037b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom](https://images.trvl-media.com/lodging/79000000/78340000/78332900/78332844/b83df2e5.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 [](https://www.expedia.ca/Kapalua-Hotels-Kapalua-Bay-Vill-23g1-Ocean-Front-1-Bd1ba-1-Bedroom-Villa-By-RedAwning.h78332844.Hotel-Information) Lahaina CA $664 CA $1,808 total includes taxes & fees Dec 24 - Dec 25 [](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=2026-01-06&endDate=2026-01-07®ionId=553248621593965869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=COTTAGE) 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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CABIN) 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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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-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 ![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) ![OUTRIGGER Kaanapali Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg) ### OUTRIGGER Kaanapali Beach Resort 10/10 Excellent "Was an amazing resort " [](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.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 "The room was amazing, very clean " [](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information) ![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg) ### OUTRIGGER Honua Kai Resort & Spa 10/10 Excellent "Yes. Great stay as always " [](https://expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.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 "Unbelievable experience." [](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.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 "Great service" [](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information) ## Find out more about Upcountry Maui ## Upcountry Maui Villas information | Number of reviews | 510 | | ----------------- | --------- | | Accommodation | 60 Villas | | Lowest Price | CA $891 | | Highest Price | CA $2,080 | ## Frequently asked questions ### How much do villas in Upcountry Maui cost? ### Why book your villa in Upcountry Maui with Expedia? ### How can I find cheap villas in Upcountry Maui? ## 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) - 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