The Numbers Don't Lie: Maui Vacation Rentals Are Struggling (Except This One) episode artwork

EPISODE · May 15, 2026 · 31 MIN

The Numbers Don't Lie: Maui Vacation Rentals Are Struggling (Except This One)

from Maui 'Hot List' Hulahan · host Jon Brath + Daniel Rude

Maui's vacation rental occupancy is crashing — and the numbers are brutal.Book your FREE Aloha Vision Quest strategy call → https://bit.ly/aloha-vision-questBrowse the current Maui Hot List → https://looksee.it/VvgXyMaui Paradise Properties just posted 53.5% occupancy last week, with the next 90 days projecting only 38%. The rest of the island? 44% last week, 32% projected through summer. That's a far cry from the 75-85% occupancy Maui property owners enjoyed for years.But here's what nobody's telling you: ONE condo is bucking the trend.Kahana Manor, a self-managed 1-bed/1-bath listed at $499,000, is sitting at 85% occupancy. Verified income of $64,000. May is nearly fully booked. June has four open nights. July? Maybe seven. It's proof that self-management isn't just a cost-saving hack. It's the difference between a condo that cash flows and one that bleeds.In this episode, we break down:📉 Why managed properties are getting crushed (and whose fault that might be) 🔑 The self-management blueprint that's beating every property manager on island 💰 The real math: why a 25% management deal doesn't pencil at 70% occupancy 🔥 The "toxic compassion" problem — how Maui's policies reward inaction and punish the people who actually show up 🏗️ Bill 9 fallout: where the TVR tax money actually went (and why nobody can answer that question) 🏡 This week's Hot List: from a leasehold Papakea unit dropped to $249K, to a Royal Kahana 9-stack at sub-$600K, to a Kaanapali hillside house at $2.495M — plus a Molokai opportunity starting at $195KIf you own a Maui vacation rental, or you're thinking about buying one, this episode is the reality check you need before summer booking season.Didn't catch Wednesday's episode about the massive Lahaina special assessment? Watch it here: https://www.youtube.com/watch?v=X9bvyyDvJIo📲 Follow us: Instagram: @RetireWithMaui YouTube: @RetireWithMaui#RetireWithMaui #MauiRealEstate #MauiVacationRental #SelfManagedRental #MauiCondo #HawaiiRealEstate #MauiMarketUpdate #KahanaManor #MauiInvestment #AlohaFriday

Maui's vacation rental occupancy is crashing — and the numbers are brutal.Book your FREE Aloha Vision Quest strategy call → https://bit.ly/aloha-vision-questBrowse the current Maui Hot List → https://looksee.it/VvgXyMaui Paradise Properties just posted 53.5% occupancy last week, with the next 90 days projecting only 38%. The rest of the island? 44% last week, 32% projected through summer. That's a far cry from the 75-85% occupancy Maui property owners enjoyed for years.But here's what nobody's telling you: ONE condo is bucking the trend.Kahana Manor, a self-managed 1-bed/1-bath listed at $499,000, is sitting at 85% occupancy. Verified income of $64,000. May is nearly fully booked. June has four open nights. July? Maybe seven. It's proof that self-management isn't just a cost-saving hack. It's the difference between a condo that cash flows and one that bleeds.In this episode, we break down:📉 Why managed properties are getting crushed (and whose fault that might be) 🔑 The self-management blueprint that's beating every property manager on island 💰 The real math: why a 25% management deal doesn't pencil at 70% occupancy 🔥 The "toxic compassion" problem — how Maui's policies reward inaction and punish the people who actually show up 🏗️ Bill 9 fallout: where the TVR tax money actually went (and why nobody can answer that question) 🏡 This week's Hot List: from a leasehold Papakea unit dropped to $249K, to a Royal Kahana 9-stack at sub-$600K, to a Kaanapali hillside house at $2.495M — plus a Molokai opportunity starting at $195KIf you own a Maui vacation rental, or you're thinking about buying one, this episode is the reality check you need before summer booking season.Didn't catch Wednesday's episode about the massive Lahaina special assessment? Watch it here: https://www.youtube.com/watch?v=X9bvyyDvJIo📲 Follow us: Instagram: @RetireWithMaui YouTube: @RetireWithMaui#RetireWithMaui #MauiRealEstate #MauiVacationRental #SelfManagedRental #MauiCondo #HawaiiRealEstate #MauiMarketUpdate #KahanaManor #MauiInvestment #AlohaFriday

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The Numbers Don't Lie: Maui Vacation Rentals Are Struggling (Except This One)

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How long is this episode of Maui 'Hot List' Hulahan?

This episode is 31 minutes long.

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This episode was published on May 15, 2026.

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Maui's vacation rental occupancy is crashing — and the numbers are brutal.Book your FREE Aloha Vision Quest strategy call → https://bit.ly/aloha-vision-questBrowse the current Maui Hot List → https://looksee.it/VvgXyMaui Paradise Properties just...

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