Title: Book the Best Wailuku Heights WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Wailuku](https://expedia.ca/Wailuku-Vacation-Rentals.d11585.Travel-Guide-VacationRentals)[Flights to Wailuku](https://expedia.ca/Cheap-Flights-To-Wailuku.d11585.Travel-Guide-Flights)[Things to do in Wailuku](https://expedia.ca/Things-To-Do-In-Wailuku.d11585.Travel-Guide-Activities)[Wailuku Heights Car Rentals](https://expedia.ca/Car-Rentals-In-Wailuku-Heights.d553248635976480488.Car-Rental-Guide)[Wailuku Heights Vacations](https://expedia.ca/Wailuku-Heights.d553248635976480488.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Wailuku Heights, HI from CA $423 ![](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 Wailuku Heights Winery Hotels Tonight [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976480488&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976480488&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976480488&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976480488&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wailuku Heights Winery Hotels ![On the beach](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/w1675h1055x0y0-6392a616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/2ccbc532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/2db77916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/28000000/27450000/27441600/27441539/44ed2965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embark on a journey through Maui with Aloha Glamp Haiku-Pauwela 9.6/10 Exceptional (38) "He had everything for our camping, great experience " CA $182 CA $423 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Haiku-Hotels-Embark-On-A-Journey-Through-Maui-With-Aloha-Glamp.h27441539.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/c8c5508b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/0f082a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/28d5f716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/cfe209de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI Central Kihei 9.2/10 Wonderful (20) "Nice place would stay there again. Close to beach" CA $125 CA $759 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/33364465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/1d7fda21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/118e956a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/3a2415af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haleakala Sunrise Home, Kula, Maui, Hawaii Kula 9.8/10 Exceptional (85) "Great hosts, beautiful views on the balconies, and an unbeatably comfortable room and bed. Easily our best stay in the two weeks we spent in Maui and Kauai." CA $351 CA $652 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/8b711bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/291eb0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/af4b8884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (259) "Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! " CA $139 CA $549 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/ebfe7d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/1686aab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/9a1e044e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110760000/110755200/110755108/9fb2ae54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit Central Kihei 10/10 Exceptional (42) "we loved this condo and beach " CA $197 CA $616 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Kihei-Hotels-Ocean-Front.h110755108.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/f530e78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/2d457516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/16a19c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video-game console, DVD player, books](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993493/ab35817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental South Kihei 9.6/10 Exceptional (47) "Good location near beach with AC in each room, many beds were good for a larger group." CA $279 CA $745 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Kihei-Hotels-Pacific-Shores-2bd-2bth-Kihei-MAUI-Condo-Kamaole-Beach-HAWAII-Vacation-Rental.h18993493.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/0bc107c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/0945b095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/df93a7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30640000/30632600/30632594/e0952afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui STRs Are Legal – Book Your Winter Maui Escape! Lahaina 10/10 Exceptional (33) "Everything was as advirtised & the hosts couldn't have been more accomodating. Perfect location. We will definitley be back!" CA $223 CA $731 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kahana-Hotels-Maui-Spring-Break-Deal-Stay-For-199Night.h30632594.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21714000/21713913/51c68230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21720000/21714000/21713913/6ca35a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21720000/21714000/21713913/e40f0808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/22000000/21720000/21714000/21713913/20512af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14 North Kihei 9.8/10 Exceptional (104) "Great spot and the property was fantastic!" CA $322 CA $953 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Kihei-Hotels-OCEANFRONT-RESORT-2x2-Spring-Pricing-Kihei-Sands-Beachfront-Condo-B14.h21713913.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/89e2225f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/b355457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/265e1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles! North Kihei 9.8/10 Exceptional (294) "Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. " CA $140 CA $551 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497787/5b745b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497787/16c2aafc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497787/4dda9146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33497800/33497787/589b1080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking North Kihei 9.6/10 Exceptional (163) "The property is conveniently located with one block to the beach and marine research center. We had everything we needed for our stay. The bedroom doesn't have an A/C so we kept the door open to let living room AC provide some cool air. " CA $164 CA $611 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Kihei-Hotels-Clean-Comfortable-Condo-That-Is-Steps-To-The-Beach.h33497787.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. 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