Title: Book the Best Kihei WINERY Hotels in 2025 | Expedia.ca [Kihei Travel Guide](https://expedia.ca/Kihei.dx9304)[Hotels in Kihei](https://expedia.ca/Kihei-Hotels.d9304.Travel-Guide-Hotels)[Vacation Rentals in Kihei](https://expedia.ca/Kihei-Vacation-Rentals.d9304.Travel-Guide-VacationRentals)[Flights to Kihei](https://expedia.ca/Cheap-Flights-To-Kihei.d9304.Travel-Guide-Flights)[Things to do in Kihei](https://expedia.ca/Things-To-Do-In-Kihei.d9304.Travel-Guide-Activities)[Kihei Car Rentals](https://expedia.ca/Car-Rentals-In-Kihei.d9304.Car-Rental-Guide)[Kihei Vacation Packages](https://expedia.ca/Kihei.d9304.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/485000/485639-kihei.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Kihei, HI from CA $525 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Kihei Winery Hotels Tonight [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kihei Winery Hotels ## Our top choices for Kihei hotels with winery ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/96d0f8ca.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) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! Kihei 9.8/10 Exceptional (257) "Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! " CA $137 CA $541 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/a9c993e8.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) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/f74a7170.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! Kihei 9.8/10 Exceptional (292) "The condo was in a great location and everything we needed for a relaxing vacation. " CA $137 CA $540 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/a736eb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/858e3ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/0f920ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/e5fc580c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachy Ground Floor Getaway | 1BD/1BA Sleeps 4 | Pool Access + Walk to Beach Kihei 9.6/10 Exceptional (125) "Property exactly as described. Excellent location, walking distance to beaches and shops. Steps to pool and has everything needed to make your stay enjoyable and just like home. " CA $164 CA $814 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Kihei-Hotels-Beachy-Ground-Floor-Getaway-1BD1BA-Sleeps-4-Pool-Access-Walk-To-Beach.h117850883.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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30370000/30366800/30366711/620c8551.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) ### Haleakala Sunrise Home, Kula, Maui, Hawaii Kula 9.8/10 Exceptional (85) "All the comforts of home in a tropical paradise." CA $346 CA $641 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Kula-Hotels-Haleakala-Sunrise-Home.h30366711.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34170000/34161200/34161115/55cea4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34170000/34161200/34161115/fad92d22.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/35000000/34170000/34161200/34161115/791fbbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34170000/34161200/34161115/5af233d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire ocean view1 bedroom apt poolside Kihei 9.4/10 Exceptional (17) "Walkable to fabulous beaches and food trucks. We loved our stay" CA $166 CA $579 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Kihei-Hotels-Entire-Ocean-View1-Bedroom-Apt-Poolside.h34161115.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21720000/21716400/21716305/8283eca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/22000000/21720000/21716400/21716305/9d2eac17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21716400/21716305/1e499758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21720000/21716400/21716305/8a3e8a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT RESORT- Gorgeous 1Bed/1 Bath -Kihei Sands Beachfront Condo-A12 Kihei 9.2/10 Wonderful (69) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful" CA $206 CA $733 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Kihei-Hotels-OCEANFRONT-RESORT-Gorgeous-1Bed1-Bath-Kihei-Sands-Beachfront-Condo-A12.h21716305.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/120000000/119050000/119045600/119045594/f62a72c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/120000000/119050000/119045600/119045594/abe6b93b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119050000/119045600/119045594/903226f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119050000/119045600/119045594/97cbab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach Kihei CA $263 CA $736 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Kihei-Hotels-Sugar-Beach-106-Ground-Floor-Next-To-The-5-Miles-Of-Sandy-Beach.h119045594.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/22000000/21720000/21710100/21710079/50819fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21720000/21710100/21710079/56bab5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21710100/21710079/9cc39db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21720000/21710100/21710079/6430dea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OCEANFRONT PROPERTY- You can't get closer! Kihei Sands Beachfront Condo-A4 Kihei 9.6/10 Exceptional (80) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have been to Maui many times over the last several years, and we always choose Kihei Sands as our place to stay. The property is well kept and the location on Sugar Beach is perfect. Connie, Patrick and Sarah are always a pleasure to work with... CA $206 CA $733 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Kihei-Hotels-OCEANFRONT-PROPERTY-You-Cant-Get-Closer-Kihei-Sands-Beachfront-Condo-A4.h21710079.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/39cf954f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/ff0b27f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/f50cb647.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/34000000/33970000/33967000/33966981/a8c79e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Get spoiled in Kihei DLX unit/Low total price/golf clubs/bath/Best S. location Kihei, Maui 9.8/10 Exceptional (110) "Appreciated the great communications!" CA $135 CA $525 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Kihei-Hotels-Location-South-Maui-Avail-Feb-14-To-Mar-15Ground-Floorwashergolf-Clubs.h33966981.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704294/9907673a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704294/af221ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704294/85844a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704294/92e9b6cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi Kihei 8.8/10 Excellent (80) "It was a great place to stay! Good location, clean, safe area, and check in/out process was so easy! Everything went very smoothly! " CA $173 CA $551 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Kihei-Hotels-Great-Rates.h23704294.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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[Kalepolepo Beach Park](https://www.expedia.ca/Kalepolepo-Beach-Park-Kihei.d6069117.Vacation-Attraction) - [Kamaole Beach Park 2](https://www.expedia.ca/Kamaole-Beach-Park-2-Kihei.d6162879.Vacation-Attraction) - [Kamaole Beach Park](https://www.expedia.ca/Kamaole-Beach-Park-Kihei.d6162876.Vacation-Attraction) - [Visit Halama Street](https://www.expedia.ca/Kihei-Halama-Street.dx553248635976471922) - [Kihei Regional Park](https://www.expedia.ca/Kihei-Regional-Park-Kihei.d6292282.Vacation-Attraction) - [Kihei Town Center Shopping Center](https://www.expedia.ca/Kihei-Town-Center-Shopping-Center-Halama-Street.d553248621563218363.Vacation-Attraction) - [Lava Fields](https://www.expedia.ca/Lava-Fields-Kihei.d553248621555565510.Vacation-Attraction) - [Maui Fish Pipe](https://www.expedia.ca/Maui-Fish-Pipe-Kihei.d553248621532638970.Vacation-Attraction) - [Maui Nui Golf Club](https://www.expedia.ca/Maui-Nui-Golf-Club-Kihei.d6288833.Vacation-Attraction) - [Waipuilani Park](https://www.expedia.ca/Waipuilani-Park-Kihei.d6292275.Vacation-Attraction) - 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