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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(4519)
Price: Expensive
• Italian • Wailea
Booked 55 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
4.3
Awesome(345)
Price: Expensive
• Italian • Wailea
Booked 46 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(1650)
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
  • Dave
    Hawaii •1 review
    5.0
    Dined 1 day ago
    We live in island and this is our go-to place for a nice dinner and also when friends come from the mainland to visit. They have a big menu with lots of choices but I always get the Rib-eye steak. Its the best I’ve had on island and i think I have had them all. Nice atmosphere next to the golf course and not ridiculous island prices.
    More info
    Fuego Argentinean Steak HousePrice: Expensive• Steakhouse• Kahului
    4.4
  • Aliciavip
    Hawaii •94 reviews
    5.0
    Dined 1 day ago
    Holy moly! This place used to be a sad poolside restaurant like Chili’s. No more! It was absolutely amazing! I’m so glad they made this a fine dining (ish) restaurant with excellent food. Meatballs and charcoal pizza were phenomenal and the grilled salad was excellent. Yes, it’s touristy Maui prices but that’s what you expect. Lori was the best waitress!!!
    More info
    OlivinePrice: Expensive• Italian• Wailea
    4.3
  • Aaron
    Iowa •34 reviews
    5.0
    Dined 2 days ago
    So good - I just keep coming back - great cocktails- salad - specials - wine - dessert - and a port - the best-
    More info
    MATTEO'S OSTERIAPrice: Expensive• Italian• Wailea
    4.8
  • Christine
    Hawaii •8 reviews
    5.0
    Dined 5 days ago
    Casanova has been a favorite go-to dinner restaurant for my girlfriends and myself for many years. We start off with freshly baked focaccia bread, still warm from the oven, cut into easily manageable single serving cubes, served with a generous portion of olive oil and balsamic vinegar for dipping, and enjoyi our bread while we peruse both the wine offerings and dinner menu. Our choice of wine was a lovely Montepulciano from Italy. Although the antipasti (appetizers) called to us, we bypassed them to save room for the main course. Our entrees this evening included the Mediterranean salad, chock full of crispy fresh greens and veggies, flavorful feta cheese, and kalamata olives in a homemade lemon vinaigrette dressing; Tagliolini Alla Checca, a type of ribbon pasta mixed in with organic spinach, pine nuts, garlic, capers, and fresh Roma tomatoes with a touch of shaved parmesan cheese; and lastly, a classic Italian dish of Fettuccine in a rich creamy sauce—all three of them generous, satisfying servings, leaving no room for dessert. Our waiter Christopher was as charming and efficient as could be, appearing when needed, and leaving us to enjoy our time together without interrupting.
    More info
    Casanova Italian RestaurantPrice: Moderate• Italian• Makawao
    4.7
  • Jonathan
    San Francisco Bay Area •33 reviews
    5.0
    Dined on Nov 14, 2024
    We had another wonderful experience at Ferraro’s celebrating my wife’s birthday. The food was spectacular, and the service was world-class. We enjoyed ourselves so much that we lost track of time and were the last party to leave. Not once, did the team rush us out or make us feel uncomfortable. We always dine at Ferraro’s when we are on the Wailea side of the island.
    More info
    Ferraro's Restaurant & BarPrice: Moderate• Italian• Wailea
    4.7
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