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Kailua·Wine Bar
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Kailua may be better known for its beaches than its bar scene, but this windward-side town has more going on after sunset than you might expect. We pulled together the 9 bars and nightlife spots in Kailua worth knowing, combining the area's best-rated places into one easy guide.
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The lineup runs the gamut: Maui Brewing Co. Kailua brings island-brewed beer to the neighborhood, Kailua Town Pub and Grill is known for its wood-paneled bar, weekly live music, and televised sports, and Mānoa Chocolate & Wine Bar offers something different — a tasting room pairing high-end chocolate with wine.
This guide ranks the area's spots by first-party visitor feedback and local reputation.The rankings come from ratings real visitors leave right here on NateEatsHawaii — never borrowed Google numbers — so the order reflects genuine experiences.
FAQ
It depends on the vibe you're after. Kailua Town Pub and Grill is a go-to for live music and sports, Maui Brewing Co. Kailua is popular for local craft beer, and Mānoa Chocolate & Wine Bar offers a more refined chocolate-and-wine tasting experience.
Kailua is quieter than Waikiki or Chinatown, but there's a solid handful of options — 9 bars and nightlife spots qualify for this guide, ranging from no-frills neighborhood bars like Creekside to brewpubs and wine bars.
Yes. This guide is refreshed as visitor ratings on NateEatsHawaii change and as our editors visit more spots, so the lineup reflects the current scene in Kailua.
Bars & Nightlife
Kailua
The experiences I actually send visitors on.
Editor's Pick Free cancellationCircle the island
Best single day on Oahu if you've got wheels-envy: turtles, the North Shore shrimp trucks, the lookouts — all in one guided loop.
Free cancellationHonolulu tasting walk
If you like eating your way through a neighborhood, this off-the-beaten-path Honolulu tasting walk hits spots you'd never find solo. Come hungry.
Free cancellationOahu luau night
The eating doesn't stop at dinner — a real luau is the one Waikiki night out worth booking ahead. Kalua pig, fire knife, the whole thing.
Editor's Pick Free cancellationWaikiki sunset sail
After happy hour, get on the water. A sunset cocktail sail off Waikiki is the move — drinks aboard, Diamond Head glowing behind you.
Editor's Pick Free cancellationDiamond Head + breakfast
Earn the breakfast plate: hike Diamond Head first, then eat. Shuttle + reservation ticket included, so the morning's sorted before you refuel in Waikiki.
