September settles into Maui like a long exhale. The kids are back in school, the visitor crowds thin out just enough to notice, and the island seems to trade its summer hustle for something quieter and more local. It's the kind of month when a Friday night in Kīhei or a Saturday morning in Keokea feels less like an event and more like a homecoming. Here's where to find the aloha this September.

Sunset Tunes ft. Ron Kuala'au

Friday, September 4, 2026 · 6:30–8:00 pm

Kalama Park Bandstand, Kīhei

Maui County's free live music series closes out its short 2026 run with local musician Ron Kuala'au taking the south-end bandstand as the sky over Kīhei fades to pikake pink. Bring your low-back chairs, a blanket, and something cold to sip, and

August on Maui moves at its own unhurried pace — obon drums echo from Lahaina to Lānaʻi, Upcountry ropers dust off their saddles, and our own Island Sotheby's International Realty Kapalua office has a new artist in residence filling the space with color. Here's where to find the month's best gatherings, from a Friday night town party to an evening with a Grammy-winning songwriter.

Jules Trowbridge, Artist in Residence at Island Sotheby's Kapalua

Mondays 9:00 am – 1:00 pm & Fridays 2:00 – 5:00 pm, throughout August

Island Sotheby's International Realty, Kapalua office

Our Island Sotheby's International Realty Kapalua office has a new artist in residence this month: Maui fine artist Jules Trowbridge, known for bold, emotionally

July on Maui moves in two speeds: full tilt over the Fourth of July weekend, then a slower, more local rhythm for the rest of the month. Between upcountry rodeo dust, a long-awaited blessing on Front Street, and a steady run of live music in Kihei, there's a reason to get out most nights. Here's what's worth circling on the calendar.

Blessing for Front Street Railing & Walkway Project

Wed, Jul 1, 2026, 3–4pm

700 block of Front Street, Lahaina (between Lahainaluna Rd & Dickenson St)

Lahaina marks another milestone in its wildfire recovery with a community blessing for the newly completed Front Street Railing and Walkway Project. The work rebuilt roughly 1,450 feet of sidewalk and 700 feet of stainless-steel, ipe-topped railing along the

June on Maui is a sweet spot — the island is lush from spring rains, the ocean has settled into its clearest summer blue, and the trade winds keep things comfortable well into the evening. It is also one of the busiest months on the cultural calendar, with free outdoor films, a royal parade, world-class concerts, and festivals that have been drawing locals and visitors alike for decades. Whatever brings you to the Valley Isle this month, there is something worth showing up for.

Starry Night Cinema: Zootopia 2 & Lilo and Stitch

Fri June 5 & Sat June 6, 2026 · Gates 6:00 pm, Film 7:30 pm each night

A&B Amphitheater Lawn / Castle Theater, MACC, Kahului

The MACC's Starry Night Cinema series kicks off the month with two back-to-back