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Holiday Sip + Shop 2025

Kailua Holiday Sip + Shop
It’s the most wonderful time of the year, and the perfect reason to sip, shop, and celebrate all things local. Join us for a festive evening of holiday cheer, live entertainment, tasty treats and exclusive offers from our local shops and eateries.
Presented by Alexander & Baldwin, the Kailua Holiday Sip + Shop is your invitation to slow down, enjoy the magic of the season, and find thoughtful gifts from the small businesses that make Kailua so special.
Holiday Sips + Tasty Treats
Enjoy complimentary seasonal bites and beverages as you explore and shop around Kailua Town, featuring:
- Mini charcuterie boats from Aloha Graze Co.
- Festive mocktails from Bar Coco
- Mini tiramisu desserts from GOEN Dining + Bar (while supplies last)
- Warm malasadas from Kalele Eats
- Pumpkin crunch samples from Lilikoi Kitchen
- Fresh churros from Madres Churros
- Savory pizza & soda samples from Maui Brewing Co.
- Mini ice cream scoops from Please Come Again
Be sure to also stop by Out to See for complimentary photos with Santa!
Featured Musicians:
- Lovejack (Brian Webb)
- Micah Ganiron
- Anthony Pfluke
- Jason Arcilla
- J.D. Puli
- The Brewz
Ticket Info & Details:
Early Bird (by 12pm on Dec. 11): $10
At the Door (Dec. 11): $15
(Card only – no cash; prices exclude processing fees.)
Your $10-$15 donation benefits Shop Small Hawaii, a local non-profit organization dedicated to supporting small businesses across our islands.
Bonus: The first 100 guests to check in will receive a limited-edition Kailua Town Holiday Tote Bag!
🎁 Win a $500 Kailua Town Gift Package
Begin your evening by checking in at the Welcome Table in the Lau Hala Shops Lobby (by the UFC Gym entrance) to receive your event passport. As you sip and shop your way through town, collect stamps from participating merchants for a chance to win a $500 Kailua Town holiday gift package (see Official Giveaway Rules here)!
Passports are available for guests 18 and over. Return your completed passport to the Welcome Table by 7PM to enter the prize drawing.