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Maui Real Estate Resources

The Maui Real Estate Blog

October 2023 Maui Calendar Of Events

After a brief hiatus, welcome back to your monthly installment of Maui Calendar of Events. This month, get ready to indulge in a mesmerizing array of entertainment, starting with the iconic “Rocky Horror Show” residency at the historic Iao Theater, where every weekend promises a thrilling spectacle. But that’s not all—Maui’s heart also beats for charity, as the Wailea Blue Course hosts a Habitat for Humanity golf tournament, offering both golf enthusiasts and philanthropists a chance to make a difference.

Music lovers, on the other hand, can strum along to the melodious tunes of the Ukulele Festival at the Maui Arts and Cultural Center. And as the month unfolds, the “Festivals of Aloha” will envelop the island in joyous melodies, uniting residents and visitors alike in celebration of the vibrant Hawaiian culture. So, prepare to be captivated by a whirlwind of events that embody the essence of Maui, where each day promises a new adventure and a touch of aloha.

The Rocky Horror Show — Opening Night/October Residency

Make no mistake, this is NOT a showing of the classic film – this is a fully produced stage production, featuring a top tier cast of Maui’s wildest and craziest performers and spectacular live band! Join in this outrageous, campy, interactive audience favorite! Whether you’re a time warping veteran ready to shout every last callback, or you’re a Rocky Horror “virgin” experiencing it for the first time, you’ll never know what will happen next. Come dressed up in whatever tickles your fancy. This deliberately kitschy sci-fi/gothic/rock-musical encourages audience participation in the form of callbacks and props. “Audience Participation Bags” will be for sale!

Flyer courtesy: Maui OnStage on Instagram

When: Opening night Friday, October 6, 2023; then every Friday, Saturday, and Sunday (+ Halloween!) until the end of the month. Show starts at 7:30 P.M. on Fri/Sat, Sun matinee 3:00 P.M. Arrive early, doors open 45 minutes prior to curtains. Where: Historic Iao Valley, 68 N Market St, Wailuku, HI 96793. Tickets start at $35, for a full list of showtimes as well as purchase tickets online, click here. CONTENT WARNING: Strong adult/sexual situations and language. Simulated violence/gore. NOT recommended for children under 18. Strobe-like and other intense lighting effects as well as non-toxic, non-flammable, unscented haze effects are used in this show.

16th Annual Maui ‘Ukulele Festival

The MACC offers displaced families, friends and everyone in our Maui community this FREE event. The MACC will be a collecting donations for the Maui Food Bank during the day. We ask that our patrons bring needed items for those impacted by the wildfires. Donation bins will be located near the MACC’s main entry gates. For those attending in person, the festival also features prize giveaways, displays of made-in-Hawaii arts and crafts and ‘ono-licious island foods available for purchase. It’s a beautiful day for the whole family – visitors and residents alike, and best of all, admission is FREE!

Enjoy a relaxed afternoon on the lawn as acclaimed ‘ukulele musicians fill the air with island music! This year’s lineup of artists (subject to change) include Jeff Peterson · Rama, Kamaka & Kala’e Camarillo · Kamakakehau Fernandez · Arlie Asiu · Benny Uyetake · Andrew Molina · Anthony Pfluke and the Kalama Intermediate School ‘Ukulele Band. Also appearing will be Kumu Hula Nāpua Silva and Hālau Nā Lei Kaumaka O Uka.

When: Sunday October 8, 2023; gates open 2:30 P.M., show is 3:00 P.M. – 7:00 P.M. Where: Castle Theater, Maui Arts and Cultural Center, 1 Cameron Way, Kahului 96732.

Habitat for Humanity Maui 19th Annual Golf Tournament

Flyer courtesy of Habitat for Humanity Maui on Instagram

Join Habitat for Humanity Maui’s 19th Annual Golf Tournament for a fantastic day on the picturesque Wailea Blue Golf Course. Get ready to swing your clubs and enjoy a fun-filled morning on the course while supporting a great cause. All proceeds from this event will go towards helping to build safe and affordable homes for under-served residents on Maui.

Photo courtesy: Wailea Golf Club on Instagram

Whether you’re a seasoned golfer or just starting out, this tournament is open to players of all skill levels. Grab your friends, family, or colleagues and form a team to compete for exciting prizes and bragging rights. Not only will you have a blast playing golf, but you’ll also have the chance to connect with other like-minded individuals who share a passion for giving back to the community. Together, we can make a difference in the lives of those in need. Don’t miss out on this incredible opportunity to combine your love for golf with a worthy cause. Secure your spot today and help us build a better future for families in Maui!

When: Saturday October 28, 2023; check in starts at 6:30 A.M., shotgun start 7:30 A.M, with awards luncheon to follow. Where: Wailea Blue Golf Course, 100 Wailea Ike Dr, Kihei, HI 96753. Luncheon at Manoli’s in the neighboring Wailea Village. Sign up as an individual, four-some or sponsor via online registration here.

Festivals Of Aloha: Wailea

A 70 year tradition stemming from Aloha Week, Festivals of Aloha is Maui Nui’s premiere Hawaiian cultural showcase with events throughout the months of September–October on Maui, Moloka‘i, and Lāna‘i, from Hāna to Wailea. This years Festivals of Aloha in Wailea will take place from October 27-29. The first concert series will be at The Shops at Wailea; while the final two at the Four Seasons Resort Maui. The first event is Ke Kani Hone O Wailea on October 27. This is will be a can’t miss concert series at the Shops at Wailea headlined by none other than John Cruz!

Photo courtesy: Festivals of Aloha on Instagram

Next up is Hula is the Heartbeat on October 28. Enjoy free hula performances by award winning hālau hula (hula schools) paired with astonishing musical talents held at the beautiful Four Seasons Maui at Wailea. Complimentary off-site parking with round trip shuttle service will be available at Wailea Event Parking, located across from Monkeypod Kitchen off of Wailea Ike Drive. For more info, please visit Festivals of Aloha.

Photo courtesy: Festivals of Aloha on Instagram

Finally is the ever popular event, Sounds of the Sea on October 29. Enjoy free award winning musical performances at the beautiful Four Seasons Maui at Wailea. *Food and beverage available for purchase. No advance purchase required, complimentary admission, seating is limited. Complimentary off-site parking with round trip shuttle service will be available at Wailea Event Parking, located across from Monkeypod Kitchen off of Wailea Ike Drive. For more info, please visit Festivals of Aloha.

Photo Courtesy: Festivals of Aloha on Instagram

When: October 27-29, 2023; 5:00 P.M. – 8:00 P.M. Where: The Shops at Wailea, 3750 Wailea Alanui Dr, Wailea, HI 96753. Four Seasons Resort Maui at Wailea, 3900 Wailea Alanui Dr, Kihei, HI 96753.

Contact a Maui Real Estate Specialist

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Dano Sayles R(B)


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