Did you know booking the wrong vacation rental in Hawaii could ruin your trip?

With stricter laws now in place, many travelers are unknowingly risking cancellations, fines, and disrupted vacations.

Hawaii’s crackdown on illegal vacation rentals is in full swing in 2025, with fines reaching up to $30,000 per day for unregistered properties. This episode dives into how these new rules could affect your trip, why they matter for local communities, and how you can avoid common booking mistakes to ensure a smooth and stress-free vacation.

In this episode, you will:

• Learn how to identify illegal rentals and avoid last-minute cancellations.
• Discover simple steps to verify your accommodations are legal.
• Understand how booking responsibly helps protect Hawaii’s culture, environment, and local communities.

Don’t risk your dream vacation! Play this episode now to discover how to book legally and travel responsibly in Hawaii.

Chapters:

• 0:39 - Understanding Hawaii's New Rental Laws
• 1:58 - Impact of Illegal Rentals
• 4:07 - Steps to Ensure a Legal Rental
• 6:08 - Why Legal Rentals Matter
• 6:50 - Final Tips

Sources:

• https://www8.honolulu.gov/dpp/permitting/str/
• https://www.civilbeat.org/2024/05/maui-mayor-takes-bold-step-to-eliminate-7000-short-term-rentals-by-2026/
• https://www.mauicounty.gov/faq.aspx?TID=82
• https://governor.hawaii.gov/newsroom/office-of-the-governor-news-release-gov-green-signs-sb-2919-into-law-to-empower-county-regulation-of-short-term-rentals-provides-affordable-housing-progress-update/

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This podcast is for travelers looking to plan a trip to Hawaii. Discover travel tips, itineraries, and traveling tips & hacks with guides to help you explore Hawaii. Whether you’re planning a vacation to the Hawaiian islands, dreaming of a Hawaiian getaway, or visiting Honolulu, Maui, Kauai, Oahu, or Big Island we’ll help you travel with aloha.

Ukulele and Chill, Coby G (w/ permission)
Aloha Friday, Clay D (w/ permission)

Have you ever wondered how to avoid overcrowded beaches, unpredictable weather, or even the hidden environmental impacts of your trip when planning a visit to Hawaii?

Planning a Hawaiian vacation can feel overwhelming—especially when you’re trying to figure out the best time to go.

From skyrocketing prices during peak seasons to missing out on the island’s unique seasonal highlights, it’s easy to make mistakes that can leave you frustrated

But with the right knowledge, you can avoid these pitfalls and create a trip that’s both enjoyable and meaningful.

In this episode, you will:

• Learn how to avoid the busiest times of the year and enjoy Hawaii with fewer crowds.
• Understand Hawaii’s subtle weather patterns so you can plan for the best conditions.
• Discover how to travel responsibly, respecting Hawaii’s culture, environment, and communities while still having an unforgettable experience.

Scroll up and click play now to uncover these essential tips and make your Hawaiian getaway smoother, smarter, and more rewarding!

Chapters:

• 1:16 - Ignoring Peak Travel Seasons
• 3:45 - Tips and Tricks
• 5:12 - Misunderstanding Hawaii's Seasons
• 8:54 - Overlooking Responsible Tourism
• 12:17 - Final Tips

👉 Show notes and resources available here!

Send us a text

Support the show

Show Aloha

• Buy me a coffee

Connect

• Episode Request
• Facebook Group
• Business Sponsor Inquiry

This podcast is for travelers looking to plan a trip or getaway. Get travel tips, itineraries, and travel guides to help you explore Hawaii. Whether you’re planning a Hawaii vacation, dreaming of a Hawaiian getaway, or visiting Honolulu, Maui, Kauai, Oahu, or Big Island we’ll help you travel with aloha.

Ukulele and Chill, Coby G (w/ permission)
Aloha Friday, Clay D (w/ permission)

What does the Hawaiian Airlines and Alaska Airlines merger mean for your next trip to Hawaii?

In this episode of Hawaii’s Best, we dive into the merger between Hawaiian Airlines and Alaska Airlines. Discover how this partnership could transform your travel experience, from streamlined connections to enhanced loyalty rewards. Whether you're a frequent flyer or planning your first trip to Hawaii, this episode is packed with insights you need right now.

What we discuss:

• Learn how to maximize your miles and earn free flights with the new unified loyalty program.
• Get insider travel hacks to make the most of this transition period.
• Hear the latest updates on how this merger could impact your travel plans to and from Hawaii.

Don’t miss out—press play now and get ahead of the curve on this exciting travel news!

👉 Show notes and resources available at hawaiisbesttravel.com/134

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Chapters:

• 0:56 - Personal Reflections About the Podcast
• 2:19 - Details of the Hawaiian-Alaska Merger
• 4:55 - Benefits of the Merger for Travelers
• 7:18 - Travel Hacks to Maximize Rewards
• 9:55 - Potential Challenges

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Send us a text

Support the show

Show Aloha

• Buy me a coffee

Connect

• Episode Request
• Facebook Group
• Business Sponsor Inquiry

This podcast is for travelers looking to plan a trip to Hawaii. Discover travel tips, itineraries, and traveling tips & hacks with guides to help you explore Hawaii. Whether you’re planning a vacation to the Hawaiian islands, dreaming of a Hawaiian getaway, or visiting Honolulu, Maui, Kauai, Oahu, or Big Island we’ll help you travel with aloha.

Ukulele and Chill, Coby G (w/ permission)
Aloha Friday, Clay D (w/ permission)