Title: Book the Best Kihei WINERY Hotels in 2026 | 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://images.trvl-media.com/place/9304/018aa25b-d371-4d07-8718-2f367ed3de17.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9304/018aa25b-d371-4d07-8718-2f367ed3de17.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Kihei Winery Hotels Tonight [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=9304&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kihei hotels with winery ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/1beb230d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/a1f7d567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/w1170h877x0y5-51fd63d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18990000/18980100/18980054/247dca1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.Hotel-Information) North Kihei 10/10 Exceptional (269 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noah C. CA $200 CA $625 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18980054.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) ![Exterior](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/7116974b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41540000/41534600/41534563/66397b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 200ft from the Beach & Restaurants - King & Twin Beds Pool WIFI [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.Hotel-Information) Central Kihei 9.2/10 Wonderful (21 reviews) "Nice place would stay there again. Close to beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen D. CA $136 CA $758 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Kihei-Hotels-200ft-From-The-Beach-Restaurants-King-Twin-Beds-Pool-WIFI.h41534563.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119040000/119036300/119036207/5b6c2709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119040000/119036300/119036207/60b67bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119040000/119036300/119036207/9b4fc9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/120000000/119040000/119036300/119036207/aa48600f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KBS A106 - Updated Studio next to Beach [](https://www.expedia.ca/Kihei-Hotels-KBS-A106-Updated-Studio-Next-To-Beach.h119036207.Hotel-Information) North Kihei CA $264 CA $694 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Kihei-Hotels-KBS-A106-Updated-Studio-Next-To-Beach.h119036207.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117130000/117123100/117123036/02e35f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117130000/117123100/117123036/42b76425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117130000/117123100/117123036/d5cefb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117130000/117123100/117123036/19674c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Oceanfront Condo with Ocean Views, Steps to Beach Pool & More! [](https://www.expedia.ca/Kihei-Hotels-Beautiful-Groundfloor-Condo-With-Ocean-Views.h117123036.Hotel-Information) Central Kihei 10/10 Exceptional (5 reviews) "We loved the ground floor location, pool was super clean and room super comfy. The location was easy to get to and the service desk helped with a lot of good recommendations. The beach was clean and the sunsets amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abel K. CA $279 CA $1,062 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Kihei-Hotels-Beautiful-Groundfloor-Condo-With-Ocean-Views.h117123036.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/a1bbf2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/04afea1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/703589ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/72000000/71640000/71633200/71633156/a9e105ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 130K Hawaiian Reno on Wailea Blue Golf \*Ocean View [](https://www.expedia.ca/Kihei-Hotels-100KContemp-Hawaiian-RenoGrand-Champions-On-Wailea-Blue-Golf-CourceOcean-Views.h71633156.Hotel-Information) Wailea 10/10 Exceptional (34 reviews) "We loved our stay at this condo in Wailea!! The golf course and property were meticulously maintained and it was such a peaceful location. We wish we could’ve stayed longer and would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie G. CA $342 CA $808 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Kihei-Hotels-100KContemp-Hawaiian-RenoGrand-Champions-On-Wailea-Blue-Golf-CourceOcean-Views.h71633156.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/37155c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/9a925123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/3951d592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33967000/33966981/d92fdc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KKN-Get spoiled DLX Gr. Floor unit. Jan 29- Feb 4th-Golf clubs, washer and bath [](https://www.expedia.ca/Kihei-Hotels-Location-South-Maui-Avail-Feb-14-To-Mar-15Ground-Floorwashergolf-Clubs.h33966981.Hotel-Information) South Kihei 9.8/10 Exceptional (116 reviews) "Very clean, great location to the beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill A. CA $277 CA $689 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kihei-Hotels-Location-South-Maui-Avail-Feb-14-To-Mar-15Ground-Floorwashergolf-Clubs.h33966981.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/cc309286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/4c799c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18978200/18978176/8f01bb32.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! [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) North Kihei 10/10 Exceptional (301 reviews) "Everything was exactly as promoted, we had a wonderful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominick T. CA $165 CA $576 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Kihei-Hotels-Reviews-Say-Clean.h18978176.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/a59883b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/009ddd03.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/118000000/117860000/117850900/117850883/dd9c97bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117860000/117850900/117850883/919bc32e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachy Ground Floor Getaway | 1BD/1BA Sleeps 4 | Pool Access + Walk to Beach [](https://www.expedia.ca/Kihei-Hotels-Beachy-Ground-Floor-Getaway-1BD1BA-Sleeps-4-Pool-Access-Walk-To-Beach.h117850883.Hotel-Information) South Kihei 9.6/10 Exceptional (130 reviews) "Loved the condo next time we visit Maui we would love to stay at your condo again. We come once a year because my daughter and her family live in Maui. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn S. CA $163 CA $739 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Kihei-Hotels-Beachy-Ground-Floor-Getaway-1BD1BA-Sleeps-4-Pool-Access-Walk-To-Beach.h117850883.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/6b4f2998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/bf872cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/23f8f5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/43000000/42520000/42514000/42513921/224d4ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet [](https://www.expedia.ca/Kihei-Hotels-Maui-Vista-3210-Wonderful-Unit-With-New-Split-AC.h42513921.Hotel-Information) Wailea 8.6/10 Excellent (37 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan W. CA $271 CA $742 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Kihei-Hotels-Maui-Vista-3210-Wonderful-Unit-With-New-Split-AC.h42513921.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74210000/74206600/74206548/c51e8292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74210000/74206600/74206548/fdacfeed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/75000000/74210000/74206600/74206548/5a50a044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74210000/74206600/74206548/5da2a4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet condo with lanai, pools & hot tubs - walk to the beach [](https://www.expedia.ca/Kihei-Hotels-Quiet-Condo-With-Lanai.h74206548.Hotel-Information) South Kihei 9.2/10 Wonderful (14 reviews) "Location, gorgeous grounds, comfortable condo, and beautiful pools." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kleone D. CA $284 CA $948 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Kihei-Hotels-Quiet-Condo-With-Lanai.h74206548.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=2026-02-09&endDate=2026-02-10®ionId=9304&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Kihei Hotel Reviews ## Frequently asked questions ### How much does a winery hotel in Kihei cost? ### Which area of Kihei is best to stay in for vineyards and wineries? > For couples planning a romantic escape, the South Kihei area is ideal. With its picturesque beaches, such as Keawakapu Beach, it's great for sunset strolls and intimate dinners at oceanfront restaurants. After a day of beach lounging, consider a scenic drive to the upcountry, where you can explore the lush landscapes of wineries like MauiWine. Here, you can savour exquisite wines while soaking in the breathtaking views of the mountains. > > > Families seeking a fun yet educational getaway will appreciate the variety of activities available in Kihei. The beaches offer safe swimming and snorkelling opportunities, while nearby attractions like the Maui Ocean Centre provide engaging experiences for children. Plus, a family outing to a local winery can be enjoyable for all; many offer tours and tastings, allowing everyone to discover the winemaking process while enjoying the beautiful surroundings. ### Does Kihei host any wine festivals or events? > For couples seeking a romantic day out, the Maui Food and Wine Festival often showcases exquisite pairings that highlight the island's culinary prowess. Held in various locations around Maui, including Kihei, this festival offers a delightful opportunity to sample fine wines alongside delicious dishes crafted by renowned chefs. The picturesque backdrop of Kihei's beaches adds an extra layer of romance to the experience, making it great for couples looking to create lasting memories. > > > Families visiting Kihei can also enjoy local events that feature wine tastings, often accompanied by food trucks and live music, making for a fun-filled day. While the adults are sampling various wines, children can partake in activities designed for their enjoyment, ensuring that everyone has a memorable day out. ### How can I save on a winery hotel in Kihei with Expedia? ### Is it cheaper to book flights and a winery hotel in Kihei as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Coast Guard Beach ](https://www.expedia.ca/Coast-Guard-Beach-Hotels.0-l553248635976197814-0.Travel-Guide-Filter-Hotels) - [Hotels near Cove Park ](https://www.expedia.ca/Cove-Park-Hotels.0-l553248621563218362-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Halama Street ](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Cheap-Hotels.0-n553248635976471922-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Halama Street ](https://www.expedia.ca/Halama-Street-Kihei-Hotels-Oceanfront-Hotels.0-n553248635976471922-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - 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