The Ultimate Guide to Seasonal Cheer in Kailua Town
Kailua Town is alive with joy and excitement this holiday season, offering a delightful array of festive, free activities for the whole family—furry friends included! Enjoy the season’s spirit while exploring all that Kailua has to offer. Come join the fun and make lasting memories this holiday season! Convenient and free parking is available at any of Alexander & Baldwin’s Kailua shopping centers.
Kailua Town Holiday Displays
All Month Long
Visit holiday-themed displays around Kailua Town for fun photo opportunities across Kailua Town’s A&B shopping centers.
Holiday Pet Selfies
December 1-15, 2024
Pets, camera, action! Take a pet selfie at any or all of four festive holiday-themed backgrounds around Kailua Town. Will it be seated on a bench in front of an elegant Christmas tree or perhaps a photo with Santa’s sleigh or inside a decorative doghouse? Each is located at an open-air location and is open all day.
Catch a Free Trolley to Adventist Health Castle’s Tree-Lighting Event
December 4, 2024 | 5-9pm
Avoid parking anxiety by hopping on the free trolley in the Kailua Parking Garage (near Longs) to enjoy a ride to and from Adventist Health Castle’s annual Christmas Tree Lighting event.
Christmas Caroling Sing-Along
December 8, 2024 | 4 – 5pm
Join the Windward Choral Society as they spread holiday cheer throughout Kailua Town! Get in the spirit and sing along to well-known holiday carols to ring in the festive season!
Kailua Town Sip + Shop Event
December 12, 2024 | 4-7pm
Support small businesses as you sip and shop your way around Kailua Town. Presented by Alexander & Baldwin, in partnership with Shop Small Hawaii, the event promises to be a fun, stress-free evening of retail therapy for holiday shoppers.
More than 20 locally owned small businesses throughout A&B’s Kailua shopping centers will welcome shoppers with exclusive “Sip + Shop” pricing and festive treats and sips. There will be live entertainment at each of the centers and a chance to win a $500 Kailua Town gift package.