Aloha! Welcome

The Pailolo Challenge is a 26 mile race from DT Fleming Beach, Maui,  to Kaunakakai, Moloka’i. Paddlers gather from Hawaii, USA, Canada, Australia and more to test themselves in excellent channel crossing conditions.

Since inception the race has caught on and considered to be the most consistent and funnest canoe race in Hawaii. Join us!

Hawaiian Canoe Club

Pailolo Goes Green

Mahalo to Sustainable Island Products for sponsoring the Pailolo Challenge 2019! They will be providing compostable alternatives to single use products for our after party! We will also have a reef-safe sunscreen station at the race start. We strongly encourage the use of reuseable water coolers, jugs and packs.

In addition, Moloka’i Athletics will be providing waste stations for recyclables, compost (mahalo to Sustainable Moloka’i – Sust-aina-ble Moloka’i for your kokua) and hopefully very little trash. We hope to minimize our impact on the landfills and ‘aina!

Mahalo Sponsors

We greatly appreciate the sponsors who support the sport of our ancestors and help us do what we love to do. We hope that you will support them in return by considering their service and products.
If you are interested in sponsoring The Pailolo Challenge, please use the contact form below or complete the Pailolo Sponsorship Proposal

The Worlds Funnest Outrigger Canoe Race

Cross The Channel
Strong Competition
Prepare for Kaiwi
Discover Molokai
It’s About Fun

Race Cancelled 2020

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Hawaiian Canoe Club has been actively monitoring the COVID19 situation. The health and safety of the community, paddlers and volunteers is the main priority when considering the possibilities of hosting this annual event. With the uncertainty of the paddling seasons across the State, the decision to cancel the Pailolo Challenge was not made lightly.

The race committee echoes the sentiments of all race organizers who have made changes to their planned events. The paddling community around the State has been severely impacted by this ongoing pandemic and the Pailolo Challenge joins other major race organizers in making the decision to cancel the annual 26-mile crossing scheduled for September 19, 2020.

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Pailolo Race Course
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Young Brothers – Canoe Delivery

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Mala Boat Ramp

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Hotels

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Race Start – DT Fleming Beach

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Finish Line – Kaunakakai Harbor

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Maui Brewing – Awards and Celebration