Community Calendar

Wednesdays at Highway Inn Waipahu and Thursdays at Highway Inn Kaka‘ako feature a rotating lineup of local musicians perform from 5:30pm to 7:30pm. Wednesdays at Waipahu feature Kapono Na‘ili’ili with Kata Maduli, Mistyreis and Mista Lawri, and Meldon Leong of Kapili Band with Scott Medeiros. Thursdays at Kaka‘ako feature Barrett Awai and Kevin Inn, Meldon Leong of Kapili Band with Scott Medeiros, and Jackie Burke. See myhighwayinn.com for the weekly schedule.

Jake Shimabukuro's Holidays In Hawaiʻi
Featuring Justin Kawika Young & Jackson Waldoff

Over the past two decades, Jake has proved that there isn’t a style of music that he can’t play. While versatility for any musician is impressive, what’s remarkable about Jake’s transcendent skills is how he explores his seemingly limitless vocabulary – whether it’s jazz, rock, blues, bluegrass, folk or even classical – on perhaps the unlikeliest of instruments: the ‘ukulele. Responding to the urgent calls of his fervent imagination, Jake has taken the ‘ukulele to points previously thought impossible, and in the process he’s reinvented the applications for this tiny, heretofore underappreciated four - string instrument, causing many to call him “the Jimi Hendrix of the ‘ukulele.”

John Cruz Island Style Series:
An Island Style Holiday
Wednesday, December 17, 2025
Starts at 7:00pm
Run time: 90 minutes with no intermission
BUY TICKETS HERE: https://fareharbor.com/embeds/book/proartsmaui/items/583592/

John returns to ProArts December 17th for a very special holiday show! More series dates to be announced soon!​

About
Come check out Nā Hōkū Hanohano Award-winner John Cruz at home in his element – performing live in a premier listening room where you see, hear and feel every note!
John Cruz built his career telling stories through songs about everyday people and experiences, celebrating the ties that bind us all and in the process, becoming one of the most beloved and valued artists in Hawaii. Over 1 million listeners stream Cruz’s recordings every year, and he is a multi-time Nā Hōkū Hanohano Award-winner (‘97, ‘08, ‘22), as well as a contributor to the GRAMMY® award-winning album ‘Slack Key Guitar, Vol. 2.’ At ProArts Maui, every attendee gets to fully tap into Cruz’s talent and spirit and embrace the power of love, compassion and common ground.

“Performing for an audience has always been a core part of my music and life, and it doesn’t get any better than ProArts Maui. Located right in my ‘front yard’ and feels like playing in my living room – ‘Island Style,’ connecting with each and every person.” – John Cruz

“A musical journey… always an unpredictable ride.” – The New York Times
Photo Credit: Mark Tarone

Ticket Information
Premium Seating:
$47.70 Extra large and comfy front row seats from A1 to A6 with side tables
Preferred Seating:
$42.40 Best-view seating in either the Front row (seats A7 to A15) OR the front row of any elevated section
Regular Seating:
$31.80
Partially-Obstructed View Seats:
$26.50
Discounts:
For information on our Access for All initiative, click HERE: https://proartsmaui.org/access-for-all/
BUY TICKETS HERE: https://fareharbor.com/embeds/book/proartsmaui/items/583592/

Wednesdays at Highway Inn Waipahu and Thursdays at Highway Inn Kaka‘ako feature a rotating lineup of local musicians perform from 5:30pm to 7:30pm. Wednesdays at Waipahu feature Kapono Na‘ili’ili with Kata Maduli, Mistyreis and Mista Lawri, and Meldon Leong of Kapili Band with Scott Medeiros. Thursdays at Kaka‘ako feature Barrett Awai and Kevin Inn, Meldon Leong of Kapili Band with Scott Medeiros, and Jackie Burke. See myhighwayinn.com for the weekly schedule.

Enjoy live music from the talented local guitarist and singer, Darin Cumpston. He will performing relaxing sunset vibes at Hula's Bar & Lei Stand, Waikiki, from 6pm to 9pm. The event is free and welcome to adults 21+.

Jake Shimabukuro's Holidays In Hawaiʻi
Featuring Justin Kawika Young & Jackson Waldoff

Over the past two decades, Jake has proved that there isn’t a style of music that he can’t play. While versatility for any musician is impressive, what’s remarkable about Jake’s transcendent skills is how he explores his seemingly limitless vocabulary – whether it’s jazz, rock, blues, bluegrass, folk or even classical – on perhaps the unlikeliest of instruments: the ‘ukulele. Responding to the urgent calls of his fervent imagination, Jake has taken the ‘ukulele to points previously thought impossible, and in the process he’s reinvented the applications for this tiny, heretofore underappreciated four - string instrument, causing many to call him “the Jimi Hendrix of the ‘ukulele.”

🎄✨ Celebrate the season in style at Santa’s Jazzland at Haleiwa Distilling Company
You are cordially invited to Santa’s Jazzland, a holiday jazz night featuring The Thomas Mackay Trio with special guest vocalist Rachel Gonzales!
📅 Thursday December 18
⏰ 6:00–9:00pm
📍 Haleiwa Distilling Company
67106 Kealohanui St, Waialua, HI
Immerse yourself in festive melodies, classic jazz, and the cozy holiday vibes. Whether you’re meeting friends, planning a date night, or simply in the mood for great live music, this evening is the perfect way to lift your holiday spirit.
Pair the music with Haleiwa Distilling Company’s handcrafted local spirits and enjoy a warm North Shore night filled with good company and great sounds.
🎄 Sip. Savor. Swing into the season.
See you at Santa’s Jazzland!

Come support young pianists in Hawaii! We are Open Keys, a youth-led nonprofit whose mission is to support young musicians across the island. We are hosting a recital/concert at the Lutheran Church of Honolulu. It will be filled with fun times and great music! There will be food after the performances. Feel free to come and leave at any time; this event is open to the public.

Friday, December 19: 5:30-7pm

Join The Shops at Wailea for holiday entertainment with Kamaka Kukona and Halau.

Seating is provided throughout the property for guests to enjoy. At this time, The Shops at Wailea kindly ask guests not to bring their own chairs. Mahalo for your understanding. The Shops’ special events and entertainment are designed to complement the guest shopping and dining experience and guests are welcome to come and go as they wish.

Enjoy live music from the talented local guitarist and singer, Kalau. He will be performing relaxing classic hula and hapa haole music at Hula's Bar & Lei Stand, Waikiki, from 6pm to 9pm each Friday. The event is free and welcome to adults 21+.