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Best Italian Restaurants in Upcountry

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3 restaurants available nearby

A photo of MATTEO'S OSTERIA restaurant
4.8
Exceptional(4550)
Price: Expensive
• Italian • Wailea
Booked 31 times today
Matteo's Osteria in Wailea is not just your typical Italian restaurant; it's a haven for lovers of exquisite Bar / Lounge / Bottle Service. Winning multiple 'Aipono Awards for Best Italian, Matteo's takes pride in its extensive and well-curated wine list that invites diners to tour the world one bottle at a time. Patrons rave about the "top-notch" bartenders and the "fabulous" cocktails, from classic old fashions to vibrant espresso martinis. The ambiance, paired with expertly suggested pairings by knowledgeable staff like Michael and Danita, ensures a memorable dining experience. Whether it's a lively evening out or a relaxed drink at the bar, Matteo's Osteria masters the art of exceptional service and atmosphere, making it a must-visit destination in Wailea.
A photo of Olivine restaurant
4.2
Awesome(369)
Price: Expensive
• Italian • Wailea
Booked 35 times today
Olivine, nestled in the picturesque Grand Wailea in Wailea, offers a unique culinary experience that artfully combines the essence of Maui with the sophisticated flavors of coastal Italian cuisine. Praised for its "exquisite" dishes and "outstanding" service, Olivine is a true gem where every meal is a delight. Guests rave about the "black truffle Mafalde pasta" and the "Wagyu Bolognese," describing them as "to die for." The ambiance, enhanced by stunning ocean views, complements the dining experience, making every visit memorable. One diner exclaimed it was the "best pasta dish of my life," highlighting the exceptional quality that Olivine consistently delivers. Perfect for special occasions or a luxurious meal out, Olivine promises an unforgettable dining experience where the food, view, and service are all top-notch.
A photo of Casanova Italian Restaurant restaurant
4.7
Exceptional(1661)
Price: Moderate
• Italian • Makawao
Booked 26 times today
At the heart of Makawao, Casanova Italian Restaurant shines as a beacon of authentic Pizzeria cuisine. Since 1986, this beloved spot has been dishing out some of the best Italian fare on Maui, highlighted by its pioneering wood-fired pizzas that have captured the hearts of locals and visitors alike. Awarded the Best Italian Restaurant in Hawaii by Open Table in 2017, Casanova's commitment to quality is evident. Guests rave about the "best pasta I have ever had" and commend the "amazing pizza" that even satisfies those from the pizza capital of Chicago. It's not just the food that makes Casanova a must-visit; the atmosphere and service are consistently praised, making every meal a memorable experience. Whether it's the fresh focaccia bread or the homemade gnocchi, Casanova ensures a delightful dining adventure right after a visit to Haleakala National Park.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • CarolVIP
    Seattle / Eastern Washington •14 reviews
    5.0
    Dined 2 days ago
    We enjoyed everything we ordered for dinner: salads, seafood risotto, pork chops, and chicken Alfredo. Desserts were totally wonderful: flan, brownie sundae, tres leches, and mango sorbet. Our waiter was attentive without hovering; bus staff cleaned our table promptly. We love to sit outside and admire the West Maui Mountain view as twilight comes on. We dine at Fuego about once a month and always look forward to it.
    More info
    Fuego Argentinean Steak HousePrice: Expensive• Steakhouse• Kahului
    4.4
  • SHERRIEVIP
    Las Vegas •14 reviews
    5.0
    Dined 3 days ago
    My husband & I dined with clients at Matteo’s. Our table was outside on the covered lanai, the ambiance & temperature were very enjoyable. Michelle, the hostess was exceptionally welcoming & hospitable upon our arrival. Kiana was our server, she was incredible! So friendly, helpful with the menu, she answered questions about recommendations & ingredients in the menu items. She allowed us time to visit with each other & review the menu, her timing was impeccable throughout our meal. The bruschetta al tonno, misto salad, lasagna, monchong fish special & bolognese were all divine. Great wine & drink menu, too! I would highly recommend Matteo’s in Wailea.
    More info
    MATTEO'S OSTERIAPrice: Expensive• Italian• Wailea
    4.8
  • David
    Hawaii •161 reviews
    5.0
    Dined 5 days ago
    We were here a couple of weeks ago and came back 2 nights in a row for more great dinners. Excellent service (Angela, Jerry, Daniel) and food, 2 nights in a row. We live on Maui and having a great staycation at Four Seasons Wailea. Hostesses Rachel and Abeer helpful and friendly. Manager Brianna delightful. We loved everything, not a single complaint. Great olive caponata amuse bouche/starter. The Festa menu is an excellent opportunity to try a variety of dishes. Calamari Fritti, Insalata Tricolore, Caprese Invernale, Pastas (with clams/Vongole; Tagliatelle Bolognese); Wagyu Bistecca with spuma, oyster mushrooms brocollini, smoked ricotta carrots. Excellent creative lemon yuzu dessert reminded us pleasantly of our many trips to Capri and the Amalfi Coast.
    More info
    Ferraro's Restaurant & BarPrice: Moderate• Italian• Wailea
    4.7
  • Paul
    Hawaii •1 review
    5.0
    Dined 7 days ago
    Great service from Karen. Great food presentation and food explanation from Ian. Ambiance was perfect. The Rosemary bread, grilled salad and the Kona shrimp was yummy. The fish Kampachi was super tasty. The salmon was perfectly done. The cauliflower steak was truly a "steak" well done and paired wonderful with the arugula salad
    More info
    OlivinePrice: Expensive• Italian• Wailea
    4.2
  • Lisa
    Hawaii •2 reviews
    5.0
    Dined 7 days ago
    We really enjoyed dining here. Everyone was so nice and atmosphere was calm. it took us out of the tourist restaurants to something peaceful and delicious
    More info
    Casanova Italian RestaurantPrice: Moderate• Italian• Makawao
    4.7
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