Seemor

Matteo's OsteriaB+Worth Trying

161 Wailea Ike Pl A107, Wailea, HI 96753 · Italian restaurant, Bar, Family restaurant · 4.4/5 Google (906 reviews)

Reservations · Takeout · Outdoor seating

Polished Italian in Wailea delivering standout pastas and short ribs, strong gluten-free options, and attentive service, with premium pricing and some reports of rushed seating and inconsistent hospitality.

Why it gets a B+ for overall quality

Matteo's Osteria delivers solid neighborhood Italian dining with strong food quality anchored by house-made pastas and braised short ribs that earn consistent praise. However, inconsistent execution during busy periods—occasional bland dishes and rushed pacing—prevents grade A territory. Attentive service and warm design are genuine strengths, but tight seating and Wailea-level pricing without exceptional distinction keep this a reliable but not exceptional choice for Maui Italian dining.

Restaurant Summary

The room feels warm and bustling with a polished wine wall and open kitchen, a spot where vacationers and regulars settle in for pasta and a bottle. Staff praise is common—“our server read our taste and nailed the wine”—though a few nights feel too rushed when the place is slammed. The cooking leans elevated Italian comfort: house-made tagliatelle bolognese, baked lasagna, and squid ink frutti di mare share the stage with espresso-braised short ribs. Execution is often confident and satisfying rather than showy; think rich sauces and good Maui sourcing over flash. Prices are Wailea-level, but many diners leave saying the flavors justify the splurge. Families are welcome, and a real Bambini menu (cheese or pepperoni pizza, simple pastas, chicken caprese) makes it easy on kids. Gluten-free pasta and bread are available for celiac diners, plus vegetarian standbys like eggplant and butternut ravioli. Portions skew adequate over huge, so plan accordingly.

At a Glance

What Sets It Apart

What People Love

Points of Concern

Service & Dining Experience

Service StyleTable Service Average Cost$70-95 per person ReservationsRecommended

What to Order

Perfect For

Location Insights

Area: Upscale resort district catering to visitors and special-occasion diners; polished but relaxed mall-adjacent setting.

Safety: Well-lit, high foot traffic from hotels; perceived safe and maintained.

Nearby: Near Wailea resorts, shopping centers, and Wailea Town Center parking; close to beaches and golf.

Wailea ResortThe Wailea Resort neighborhood is characterized by its high-end resorts, luxury condos, and fine dining establishments. The dining scene here caters mostly to tourists and resort guests, offering upscale and diverse culinary options in a relaxed, scenic environment with ocean views and resort amenities.
Wailea IkeWailea Ike is a micro-neighborhood within Wailea known for its condominium complexes and proximity to resort amenities and beaches. It offers a quieter, residential feel compared to the busier resort core, with easy access to upscale dining and recreational activities.

Practical Information

Opening Hours

Monday Tuesday16:45–20:30 Wednesday16:45–20:30 Thursday16:45–20:30 Friday16:45–20:30 Saturday16:45–20:30 Sunday

Available: Reservations, Takeout, Outdoor seating

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