This is it: the last four nights of Halloween week, and Kailua is the place to be. Hauntopia runs its final nights (Oct 28–31) at Da Dream Lab, the Kailua Town Seek & Treat scavenger hunt wraps Oct 31, and Saturday night is full trick-or-treating across town and at Windward Mall. If you have only one Halloween plan, make it Saturday — costumes on, buckets out, and the whole town in on it.
The free self-guided riddle quest through Kailua Town wraps this Saturday: pick up a map at the Lau Hala Shops entrance (below UFC Gym), collect 8 stamps and treats at shops around town, and turn in the finished map at Classic Waves for a prize. Grown-ups get a 25%-off savings pass for participating businesses. Note the hours: Kailua Town's own listing says 10 AM–6 PM daily, an hour later than some roundups — go by the town listing.
Kailua's own Halloween adventure, ages 3–12, guided 60–90 minute tours with trick-or-treating, hands-on art and science activities, games, music and photo ops. Rated 2 ghosts out of 10 — built for littles, not nightmares. Timed entries sell fast; book ahead for the final nights.
Two freebies at the mall: Friday's Candy Carnival (5–8 PM) with Storybook Hawaiʻi, then indoor trick-or-treating at participating merchants on Halloween itself (5:30–7:30 PM).
Free trunk-or-treating in the Waimānalo School parking lot with a best-decorated-trunk contest and food vendors — the windward Friday-night plan before Halloween.
A short library talk for older keiki and grown-ups on the Nisei soldiers' story. Libraries are closed Tue Nov 3 (Election Day) and Wed Nov 11 (Veterans Day) — plan around those days.
The midweek reset: stories, crafts and movement for ages 5 and under with a caregiver. Check the branch calendar for the week's theme before heading out.
Last call on spooky season, then a softer November.
Saturday, Oct 31 · 5–10 PM
The Haunted Boardroom — Kailua
Halloween night without the drive to town: a haunted speakeasy at The Boardroom Kailua with live music, a costume contest, eerie décor and spooky cocktails. 21+; reservations recommended — and pricing wasn't listed, so confirm before going.
Oʻahu's most intense haunted walkthrough: 60+ scare actors and movie-quality makeup at Hawaiʻi's Plantation Village. Ages 13+; under 16 with an adult. Timed entry, no late admission — reserve ahead. After Halloween night, it's gone for the year.
Last call on the downtown Halloween pop-up: spooky cocktails ($18–20) delivered via the signature mailbox wall. Wed–Thu 5–11 PM, Fri–Sat 5 PM–midnight; reservations via OpenTable.
Stephen King's horror story as an opera at Blaisdell Concert Hall, with a costume contest and giveaways — peak Halloween date night. Also Sun Nov 1, 4 PM.
The festival's Oʻahu finale: evening tastings and chef dinners around Waikīkī and Honolulu. Very much a date-night (or grandparents'-night) lineup — each event ticketed separately, so browse the official schedule before buying.
Everest: The Other Side (IMAX documentary), The Mongoose (Liam Neeson action), Christmas at the Kringles, and the Hell House LLC re-release (from Oct 29). Kailua Cinemas' site lists ticket prices but not which openers they're picking up — check kailuacinemas.com or the Regal app for Windward showtimes.
The Cat in the Hat (animated, Bill Hader — the family pick), Godzilla Minus Zero, Wild Horse Nine (Sam Rockwell, John Malkovich), and Club Kid (A24). Check local showtimes before heading out — wide-release lineups at windward screens vary.
170 films across the islands — the Oʻahu run wraps Nov 5, with neighbor-island screenings Nov 6–15. A Made in Hawaiʻi shorts program worth catching: STAINED screens Fri Oct 30, 5:45 PM at Consolidated Kāhala, Sun Nov 1, 10:30 AM at Kāhala, and Thu Nov 5, 7 PM at Kapolei.
A spooky-season shorts program inside HIFF46's final week — $18 general, $14.50–$15.50 discounted tiers per the festival listing. Check the HIFF program for the venue before heading out.
No UH football home game in this window (bye Oct 31; Nov 7 at UTEP, away). The home action is Rainbow Wahine volleyball: Thu Nov 5 and Sat Nov 7, both 7 PM vs Nevada at Stan Sheriff Center. The Wahine soccer team hosted UNLV on Wed Oct 28 (free, Lower Campus Field).
Saturday, Oct 31 · Doors 5 PM and 8 PM (two shows)
Kailua Moon Monster Mash — Halloween night
Kailua's own Danny and Nani Carvalho bring retro soul, 60s/70s singalongs and Halloween mischief to Kapono's at the Lounge, with special guests Henry Kapono and Lo Wolf. Costumes, contests, cocktails, and a chance at VIP experiences.
Maui Brewing Co. Kailua (573 Kailua Rd) — live music Tue–Thu 6–8 PM, Fri–Sat 7–9 PM · Koʻolau Distillery — trivia Thursdays 7 PM, live music Fri & Sat 5–8 PM · Big City Diner Kailua — free live music every Friday · Lōkahi Kailua Market — live music every Sunday 9 AM–1 PM.
Fall 6U–19U is underway and closed, but 4U ($50) and 5U ($70) registration stays open through Dec 31. No confirmed spring window yet — we'll flag it the week it opens.
The Oct–Dec session runs at the Kailua branch, ages 6 months and up — about $27/class non-member, $21.60 member. Also ask about the free Safety Around Water program (ages 5–15).
Five-week fall sessions for ages 7–17 began the week of Oct 12, and the LPGA*USGA Girls Golf fall season is also going. Sign up at firstteehawaii.org and confirm the Oʻahu site when you register.
Verified on the official sites in prior issues; confirm at the door if a promo has rotated.
Every Thursday
Big City Diner — kids eat free Thursdays
Every Thursday, all day: one free keiki dine-in meal (ages 10 & under) with an $18+ adult entrée, up to two per table. Plus pau-hana happy hour Mon–Fri 3–6 PM ($5 pints, half-price patio pupus) and half-price wine Wednesdays.
Happy hour Mon–Fri 3:30–5:30 PM: $2 off all beers, $3 off craft cocktails, $14 pizzas, half off select apps. Their early holiday gift-card promo runs through November.
UH Rainbow Wahine soccer — free home finale stretch
The inaugural Mountain West season's home stretch — free admission, family-friendly afternoon soccer at Lower Campus Field. Check the UH schedule for the November home dates before planning a Mānoa trip.
Pro surf season on the North Shore: the Sunset Pro runs on the best wave days through Nov 2, then the Haleʻiwa Pro (plus Longboard Pro) takes over Nov 5–14 at Haleʻiwa Aliʻi Beach Park. Free to watch from the beach — check the day's heat schedule before driving up, since contests run only when the surf cooperates.
The patch runs through Nov 11, and the final day is Wednesday, Nov 11 — after that, it's Thanksgiving season. Sunflower fields, tractor rides, the country market, pumpkins $2–$30. Weekday afternoons are still the quietest time to go. One honest note: we couldn't confirm a petting zoo for 2026, so set expectations with the littles.
41-225 Lupe St, Waimānalo · Mon–Thu $12/$10 kamaʻāina-military · Fri–Sun $15/$12 · Under 2 free · 3.5% card fee, bring cashFarm site · Add to Google Calendar
The first humpbacks of the season were spotted off Haleʻiwa on Oct 19. Peak viewing is still months out (Jan–Mar), but calm mornings are already worth a scan from the Kalanianaʻole Hwy lookouts. Heads-up: the Makapuʻu upper viewing area was closed Oct 21–Nov 4 for repairs — it should be back open from Nov 5, but check before promising the littles the top lookout.
The real Kalauao event this week (not the Texas Pearl listing that floated around earlier): 80+ vendors, a costume contest and keiki trick-or-treating, free admission and parking.
Indoor trick-or-treating through the Mauka and Wai Makai wings, treats sponsored by Longs, and a keiki costume contest. Free — a weeknight gift for working parents that keeps Halloween night itself open.
Trick-or-treating at participating merchants with a passport for treasure, carnival games, face painting, a petting zoo, and a free Pumpkin Pāʻina tote bag for keiki 12 and under while supplies last. Free.
November plans worth putting on the family calendar now.
Sunday, Nov 1
Día de Muertos Family Festival
A family Día de Muertos festival at Calvary by the Sea Lutheran Church — ofrendas, music and family activities. Confirm times on the listing before going, as details vary by source.
Arbor Day Tree Giveaway at Waimea Valley (8 AM–12 PM, Cullen Lot) — 200 free plants across 17 varieties, one per household, first-come first-served. Hanahauʻoli Children's Fair (10 AM–3 PM, Hanahauʻoli School) — pony rides, games, face painting, haku lei, silent disco, country store; free admission. Walk to End Alzheimer's — Oʻahu (Ala Moana Regional Park, Magic Island; registration 7:30 AM, walk 9 AM) — family walk supporting the Alzheimer's Association.
First Friday Fri Nov 6, 5–9 PM · Nā Lehua Fri Nov 6–Sun Nov 8
Chinatown's First Friday art walk returns Nov 6, with the Downtown Art Center opening the Artists of Hawaiʻi Biennial 2026 that night (through Dec 19). The same weekend, the Nā Lehua Marketplace & Festival runs at the Hawaiʻi Convention Center — GA $6, Early Access $25.
December heads-up: Honolulu City Lights opening night
Honolulu City Lights' 42nd opening night: block party 4 PM, Electric Light Parade 6 PM, tree lighting. (We could not verify a 2026 Kāneʻohe Christmas Parade date this week, so we're not listing one — we'll flag it if a date surfaces.)
