Our story began with a passion for authentic Italian cuisine & a desire to create a warm & inviting space for our guests. We take pride in offering a menu filled with traditional dishes made from the freshest ingredients, as well as our homemade pasta that's prepared with love & care. At Matteo's Osteria, we strive to provide an unforgettable dining experience that reflects the true essence of Italian hospitality.
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Over the years, our dedication has earned us recognition such as Maui’s Best Italian Restaurant (2025), Maui’s Best Chef "Matteo Mistura", Best Italian Restaurant & Best Service "Michael Russomanno" (2016) + Ê»Aipono Silver Medal for Best Italian. We were also honored to be featured on Food Network’s Diners, Drive-Ins and Dives with Guy Fieri, a moment that showcased our passion to a national audience.
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From the moment you are greeted by our warm, friendly hospitality specialist to our engaging wait staff to seeing our live kitchen; we ask you to please join us & let us tantalize your senses with a memorable dining experience like no other here in the heart of beautiful Wailea.
Our Founders
Chef Matteo Mistura, originally from Italy, brings his heritage & culinary expertise to every dish, blending traditional recipes with a fresh, local touch. Alongside him, his wife Gianna Mistura shares her warmth & dedication to hospitality, making guests feel like part of the family from the moment they arrive. Together, Matteo & Gianna have created a restaurant that not only celebrates Italian flavors, but also embodies the spirit of aloha here in Maui.
Crafting Culinary Delights
Born & raised on Maui, Executive Chef Jayven Jacalne-Bonilla leads the kitchen at Matteo’s Osteria with passion, dedication & artistry. Inspired by his early experiences cooking alongside his father & competing in local culinary programs; Chef Jayven has built his career through hard work, creativity & a deep respect for local ingredients.
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Blending time-honored Italian recipes with bold, modern techniques, he brings out the rich flavors & aromas that define our cuisine. From handcrafted pastas to fresh island seafood & premium meats, every dish reflects his commitment to excellence & his connection to the community that makes it all possible.
Curating the Perfect Pairing
At Matteo’s Osteria, Operations Manager & Wine Director Michael Russomanno ensures that every guest feels welcome & cared for from the moment they arrive.
With a refined knowledge of wine & an intuitive sense of hospitality; Michael curates pairings that elevate our dishes & enhance the dining experience. His guidance in selecting from our award-winning wine list transforms each meal into a celebration of fun, flavor, balance & discovery. Both in service & in spirit, Michael embodies the warmth & elegance that define Matteo’s Osteria.
