2023 Events and Festivities

The upcoming month of May has a calendar full of art, music, food, culture, and much more for upcoming visitors to the Island of Hawaii.

In the frenzy of planning a trip, it can be daunting for travelers to scour that calendar and try and pick out what they want and can attend while there. This article is a basic guide to some of the best Big Island events and festivals coming in May 2023.

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Kokua Kailua Village Stroll

This large outdoor market is held once a month on a Sunday. In May, it falls on the 15th.

The Kokua Kailua Village Stroll showcases local art, crafts, jewelry, food, and lots more in the scenic heart of the Big Island's most famous region. Visitors will also find live music and dance in front of Hulihe’e Palace.
When: Sunday, May 21st, 1 PM - 6 PM

Where: Ali’i Dr, Kailua

More Info: Kokua Kailua Village Stroll

Honokaa Western Week

Hawaii has a rich cultural history associated with ranching, boasting its unique brand of cowboy culture: Paniolo culture.

May on the Big Island marks an extraordinary period of celebration for this culture - and in 2023, that celebration is finally back in full force. During Western Week in the northern town of Honokaa, you’ll see restaurants and local businesses decorated in festive adornments and themed discounts/specials. You’ll also find locally crafted “photo stops” along the town’s main thoroughfare, Mamane Street. The same street also hosts a parade and block party on Saturday, May 20th. 

Western Week also includes a talent show, a silent auction, and more. We recommend checking the event website

When: May 19th - May 29th

Where: Honokaa

More Info: Honokaa Western Week

The West Hawaii County Band - Free Concert

An evening out in the historic town of Kailua-Kona is wonderful enough on its own. Add free live music from an extremely versatile and beloved local musical group, and it becomes a lifelong memory.

When: Sunday, May 28th, 4 PM - 5 PM

Where: 75-5760 Ali’i Dr, Kailua-Kona (Hale Halawai)

More Info: Email [email protected] or call (808 322-7085)

Robert Cazimero at the Kahilu Theatre

Grammy-nominated Robert Cazimero is a huge figure in the history of modern Hawaiian music. His intimate performance at the beautiful Kahilu Theatre this May is one any lover of Hawaiian culture should be sure not to miss.

When: Saturday, May 13th, 7 PM

Where: 67-1186 Lindsey Rd, Waimea (Parker Ranch Center)

More Info: Kahilu Theatre - Robert Cazimero

This May, you might witness a parade to celebrate Paniolo culture. Or, you might witness a performance from a legendary local musician. Or, you might roam an enticing outdoor market in one of the most gorgeous locations on Earth. Or, you’ll do all the above! In any case, we think you’ll find the month of May on the Big Island full of opportunities to have distinctively Hawaiian experiences for the whole family to enjoy.

Mahalo, and best wishes for your visit! 

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