What to do in Kailua-Kona in October 2026

Friday, October 16, 2026

• Visual arts

  until Dec 12

  Revisiting Kealakekua Bay, Reworking the Captain Cook Monument

  Gaye Chan · Kaili Chun · Sean Connelly · Dan Taulapapa McMullin · Lawrence Seward · Cory Kamehanaokalā Holt…

  Donkey Mill Art Center · Holualoa

  • Visual arts

  Free

• Cinema

  6 PM

  Kona Surf Film Fest – small kine edition

  Kona Elks Lodge (Elks Theater) · Kailua-Kona (Hualālai Center)

  • Cinema

  $13.58 Tickets ↗

• Comedy

  7 PM

  Tomáš Kubínek: Certified Lunatic

  Tomáš Kubínek

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Comedy
  • Theatre

  Tickets ↗

Saturday, October 17, 2026

• Comedy

  7 PM

  The HI Line

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Comedy

  Tickets ↗

• Comedy

  7 PM

  Tomáš Kubínek – Certified Lunatic and Master of the Impossible

  Tomáš Kubínek

  Kahilu Theatre · Waimea (Kamuela)

  • Comedy
  • Theatre

  $45–$55 Tickets ↗

Sunday, October 18, 2026

• Cabaret

  12 PM

  Drag Brunch: Scary Movie Edition

  My Bar + Pizza and More · Kailua-Kona (Old Industrial Area)

  • Cabaret

  $20 Tickets ↗

• Music

  1 PM

  29th Annual Hawaiian Slack Key Guitar Festival – Kona Style

  Outrigger Kona Resort & Spa · Keauhou

  • Music

  $33.85 Tickets ↗

• Music

  2 PM

  Makana in Concert

  Makana

  Kahilu Theatre · Waimea (Kamuela)

  • Music

  $30–$100 Tickets ↗

Friday, October 23, 2026

• Music

  7:30 PM

  The Rocky Horror Show

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Music
  • Theatre

  Tickets ↗

Saturday, October 24, 2026

• Music

  7 PM

  Dark Side of the Beach

  Kahilu Theatre · Waimea (Kamuela)

  • Music
  • Rock

  $40–$75 Tickets ↗

• Music

  7:30 PM

  The Rocky Horror Show

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Music
  • Theatre

  Tickets ↗

Sunday, October 25, 2026

• Cabaret

  3 PM

  Drag Bingo: PATH

  Liv Lively

  My Bar + Pizza and More · Kailua-Kona (Old Industrial Area)

  • Cabaret

  Free Tickets ↗

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Tuesday, October 27, 2026

• Literature

  6 PM

  Just the Facts Book Club

  Kona Stories Book Store · Keauhou

  • Literature

  $5

Wednesday, October 28, 2026

• Literature

  10:30 AM

  Keiki Stories (preschool story time)

  Kona Stories Book Store · Keauhou

  • Literature

  Free

Thursday, October 29, 2026

• Cinema

  6 PM

  Architecture Film Night: Bawa’s Garden

  Donkey Mill Art Center · Holualoa

  • Cinema

  Free

• Music

  6 PM

  The Rockaways Live in Kona

  The Rockaways

  Kona Elks Lodge (Elks Theater) · Kailua-Kona (Hualālai Center)

  • Music
  • Punk

  $18.65 Tickets ↗

• Music

  7:30 PM

  The Rocky Horror Show

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Music
  • Theatre

  Tickets ↗

Friday, October 30, 2026

• Theatre

  7 PM

  The Land Has Spoken: Tales of Indigenous Horrors

  Kahilu Theatre · Waimea (Kamuela)

  • Theatre

  $40–$75 Tickets ↗

• Music

  7:30 PM

  The Rocky Horror Show

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Music
  • Theatre

  Tickets ↗

Saturday, October 31, 2026

• Music

  7:30 PM

  The Rocky Horror Show

  Aloha Theatre · Kainaliu / Kealakekua (South Kona)

  • Music
  • Theatre

  Tickets ↗

Everything on in Kailua-Kona