








Esters Fair Prospect
2050 Main St #1b, Wailuku, HI 96793, USA
Rating: 4.8
Rated count: 303
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When you think of the beautiful islands of Hawaii, visions of stunning beaches and lush landscapes often come to mind. However, tucked away in the heart of Wailuku, there’s a special spot that adds an extra layer of delightful charm to your Hawaiian experience — Esters Fair Prospect. Located at 2050 Main St #1b, Wailuku, HI 96793, USA, this bar is one you won’t want to miss during your island adventure.
From the moment you step inside Esters Fair Prospect, you’re greeted with a warm and inviting atmosphere that feels like a home away from home. The décor perfectly captures Hawaiian culture and spirit, featuring local artwork and decor that nods to the island’s rich history. The lighting is soft and intimate, creating a cozy feeling ideal for everything from casual after-work hangouts to fun evenings catching up with friends.
The bar is designed with comfort in mind. Whether you choose to sit at the polished wooden bar or one of the cozy booths, you’ll feel right at home. The friendly staff adds to the inviting atmosphere, always ready with a welcoming smile and personalized service. This is a place where you can unwind, kick back, and let go of your worries.
The name “Esters Fair Prospect” suggests an experience that’s as delightful as it is refreshing. While you’re there, expect a menu brimming with a diverse selection of drinks. Whether you’re in the mood for classic cocktails, local craft beers, or innovative house specials, they’ve got an option to suit everyone’s palate. Esters takes pride in using fresh, local ingredients, so you can savor a taste of Hawaii in every sip.
You can also look forward to a friendly atmosphere filled with laughter and genuine conversation. Live music nights often feature local talent, adding to the bar’s vibrant ambiance. It’s the kind of place that fosters community spirit, where students, locals, and visitors converge to enjoy great drinks and conversation alike.
If you’re searching for “bars” in the Wailuku area, Esters Fair Prospect should be at the top of your list for several compelling reasons. First and foremost, it’s a place that captures the essence of Hawaii — laid-back, friendly, and rich in culture.
The bar’s ability to cater to a wide variety of tastes is another reason to drop by. From island-inspired cocktails like the signature mai tai to unique concoctions you won’t find elsewhere, every drink offers something special. You might even discover your new favorite libation!
Moreover, Esters Fair Prospect is more than just a bar; it’s a community hub. It’s a space where you can reminisce over shared stories, new friendships, and, of course, the beautiful surroundings of Maui. The events hosted here, from trivia nights to themed parties, will keep you entertained and engaged, making it an ideal spot for both social interaction and relaxation.
Whether you’re navigating the bustling streets of Wailuku or winding down after a day of exploration, Esters Fair Prospect invites you to sit back, sip on something delightful, and soak in the breathtaking atmosphere.
In summary, if you’re looking for a bar that has it all — exceptional drinks, welcoming vibes, and a community-oriented spirit — look no further than Esters Fair Prospect. So why wait? Head over to 2050 Main St #1b, Wailuku, HI 96793, and let the good times roll!
+1 808-868-0056
http://estersmaui.com/
The Global Gourmand
April 29, 2026 at 3:18 amMan, this was a great way to spend just a touch of time in wailuku. The reviews are correct.This space is adorable.The bartenders are fantastic and the mixologists did a great job.Everything about these drinks are balanced and delicious. I’m super thrilled to find a cocktail anchor point like this.In maui, there are a few other spots that I found that are pretty good.But the overall experience and drinks here are tops. Also, the other reviews mentioning emily as a fantastic bartender are one hundred percent true
Helpful ReviewKristopher L
April 29, 2026 at 3:18 amBartender was attentive. Cocktail menu is sparse but I enjoyed the daquiri. Suprised they have 20+ rums and no real tiki cocktails on the menu.
Helpful Reviewjamie
April 29, 2026 at 3:18 amBest drinks on Maui.
Helpful ReviewEmily is a true artist and master, slinging drinks and serving jokes, I’ll come back just for her.
I would consider this place a well done classy tiki bar- everything we had hoped for in a cool Maui bar. There needs to be more places like this.
Thanks for a special evening, Emily. You were the cherry on top of this trip.
Jennifer Reynolds
April 29, 2026 at 3:18 amBest drink I had on the island by far! Most places just make sugar bombs for cocktails but this cute bar made well balanced and exciting cocktails. The vibe with all the art is also very fun. I’ll be back next time I’m in town.
Helpful ReviewRita Thompson
April 29, 2026 at 3:18 amLove the Christmas decorations! The drink menu is really good but the cider was a bit mediocre. Overall, I really love the vibe!
Helpful Review