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.
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) + ʻAipono 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.
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.
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.
