Table of Contents
Today brings a Medicare information session in Kāneʻohe, Kailua library storytime and music tonight, with Halloween activities and Sunday markets ahead. These listings cover Oct. 28 through Nov. 3; a Flood Watch remains in effect, so check organizer updates before traveling.
Today in Kailua and Windward
Keiki Storytime & Whatevahs!
Wednesday, October 28 | 10:00–10:30 AM
Kailua Public Library, 239 Kuulei Rd
Stories and activities for children ages 5 and under, accompanied by a parent or adult caregiver. Program schedules are subject to change. (Organizer details)
Hauntopia at Da Dream Lab
Wednesday, October 28 | See event page
Da Dream Lab, 905 Kalanianaʻole Hwy, Suite 3304
Honolulu Magazine lists the remaining Hauntopia dates as Oct. 28–31. Check ticket details for session times, availability and age suitability before going. (Organizer details)
Medicare Open Enrollment: What to Know for 2027
Wednesday, October 28 | 9:00 AM–noon
Windward Community College, ʻĀkoakoa Room, 45-720 Keaahala Rd, Kāneʻohe
AARP and Hawaiʻi SHIP offer a free, public educational session on eligibility, costs, benefits and 2027 updates, followed by optional individual counseling. AARP membership is not required; register by 9 AM today online (an AARP login is required) or call 1-877-926-8300. Check with the organizer for weather-related changes. (Organizer details)
Halloween Seek & Treat: Monster Mayhem
Wednesday, October 28 | 10:00 AM–6:00 PM (or store closing)
Start at Lau Hala Shops entrance, below UFC Gym
Collect merchant stamps and clues, then return the completed map to Classic Waves Boutique at 600 Kailua Rd, Suite 118. This free self-guided activity runs daily; the organizer’s date field ends Oct. 30 but its description says Oct. 31, so confirm the final day and any weather changes. (Organizer details)
Tonight in Kailua
Denny Ono live
Wednesday, October 28 | 6:00–8:00 PM
Maui Brewing Co. Kailua, 573 Kailua Rd, Suite 105
The venue lists Denny Ono for Wednesday evening. Check its current calendar before you go. (Organizer details)
Jesse Kaawa live
Wednesday, October 28 | 6:00–8:00 PM
Nico’s Kailua, 970 North Kalaheo Ave
Nico’s current music calendar lists Jesse Kaawa from 6 to 8 PM. Admission and reservation conditions are not stated on the calendar; confirm directly with the restaurant, including any weather-related changes. (Organizer details)
Wednesday live music
Wednesday, October 28 | 6:00 PM
The Garden, 44 Kainehe St
The Garden’s weekly schedule lists Wednesday live music at 6 PM. Admission is free with food and drink purchase; no performer is named, and the partially covered outdoor venue may change plans with the weather. (Organizer details)
Coming Up This Week
Kailua Farmers Market
Thursday, October 29 | 4:00–7:00 PM
Kailua Town Center parking lot, by Longs/CVS
The weekly Hawaii Farm Bureau market brings farmers, food producers and small businesses together on Thursday evenings. Confirm organizer updates before attending. (Organizer details)
Jack Forster live
Thursday, October 29 | 6:00–8:00 PM
Maui Brewing Co. Kailua, 573 Kailua Rd, Suite 105
Jack Forster is listed for Thursday evening. Check for any schedule changes before heading over. (Organizer details)
Greg and Darrel live
Thursday, October 29 | 6:00–8:00 PM
Nico’s Kailua, 970 North Kalaheo Ave
Nico’s current music calendar lists Greg and Darrel from 6 to 8 PM. Admission and reservation conditions are not stated on the calendar; confirm directly with the restaurant, including any weather-related changes. (Organizer details)
Keiki Jams
Friday, October 30 | 9:00 AM
The Garden, 44 Kainehe St
The Garden lists Friday morning Keiki Jams at 9 AM. Check with the venue for program details. (Organizer details)
Denny Ono live
Friday, October 30 | 7:00–9:00 PM
Maui Brewing Co. Kailua, 573 Kailua Rd, Suite 105
Denny Ono is listed for Friday evening. Confirm the venue calendar before heading out. (Organizer details)
Kama Kakaio live
Friday, October 30 | 6:00–8:00 PM
Nico’s Kailua, 970 North Kalaheo Ave
Nico’s current music calendar lists Kama Kakaio from 6 to 8 PM. Admission and reservation conditions are not stated on the calendar; confirm directly with the restaurant, including any weather-related changes. (Organizer details)
Candy Carnival by Storybook Hawaii
Friday, October 30 | 5:00–8:00 PM
Windward Mall Center Court, 46-056 Kamehameha Hwy, Kāneʻohe
Bring the keiki for carnival games, face painting, balloons, a photo booth and candy prizes. Confirm any changes with the mall before traveling. (Organizer details)
Boogie live
Saturday, October 31 | 6:00–8:00 PM
Maui Brewing Co. Kailua, 573 Kailua Rd, Suite 105
Boogie is listed for Saturday evening. Check the venue for any Halloween-night schedule changes. (Organizer details)
Windward Mall Trick-or-Treating
Saturday, October 31 | 5:30–7:30 PM
Windward Mall, 46-056 Kamehameha Hwy, Kāneʻohe
Participating stores will distribute treats indoors; nonparticipating stores will display signs. Only children age 12 and under may wear masks during the event; masks are not permitted on adults or before or after trick-or-treating. (Organizer details)
KailuaTown Farmers Market
Sunday, November 1 | 8:00 AM–noon
640 Ulukahiki St, adjacent to Adventist Health Castle
FarmLovers lists its KailuaTown market every Sunday morning. Browse local farm products and food vendors; this is a separate market from Lōkahi on Uluniu Street. (Organizer details)
Lōkahi Kailua Market
Sunday, November 1 | 9:00 AM–1:00 PM
340 Uluniu St
The Sunday market brings food vendors, crafts, farm goods, music and keiki activities together. Check organizer updates before going. (Organizer details)
Monday live music
Monday, November 2 | 6:00 PM
The Garden, 44 Kainehe St
The Garden lists Monday live music at 6 PM. Admission is free with food and drink purchase; the weekly page does not name the performer. (Organizer details)
Tuesday Trivia
Tuesday, November 3 | 6:00 PM
The Garden, 44 Kainehe St
The Garden’s weekly schedule lists Tuesday Trivia at 6 PM. Check the venue for participation details and any schedule changes. (Organizer details)
Have an event, restaurant special, live music announcement, community notice, or story tip? Email us at news@kailuatoday.com
