It’s Your Day. It’s Our Day. It’s Hawai‘i Life Day.
A Hawai‘i Life Event
Maui Nov 5th
Maui Nov 5th
Four Seasons Resort Wailea on Maui
Wednesday, November 5th is Hawai‘i Life Day
Tuesday, Nov 4 – Give Day
Get Ready for Hawai‘i Life Day
A full day with your favorite peers, pros, and Hawai‘i Life people—talking story, talking shop, with focus on our practice.
Join us on Maui
FOUR SEASONS RESORT
at Wailea
Don’t Miss Out!
NOV 5th
Your Day
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We’re Hawai‘i’s top-performing brokerage for a reason—we work hard, think smart, love where we live, and do things our way. HL Day is no different. While we’ll have a full day of programming to catch you up on what’s happening across the company, the market, and how we work, what we’ve loved most over the years are the unprogrammed moments—a beach walk, a dip in the ocean, or even a muddy community-led Give Day. HL Day is about making space for more of those moments, together.
Your Department Leads and team members will be there!
We’ll be sharing tips, best practices, and tools
Your People
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HL Day is designed for Hawai‘i Life people to connect in meaningful ways—it’s not a corporate speaking event, but a day of curated sessions, relaxed conversations, and time to just hang out together in a beautiful setting. You’ll be joined by Matt Beall, the full Leadership Team, support team members from across departments, peers from every island, and a few special guests. Come solo, come with your hui—just come.
HLCF will be there, sharing love for local causes!
Meet the folks of the Hawaii Life Charitable Fund
Your Venue
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The Four Seasons Resort at Wailea offers lush gardens, expansive pools, ocean views, and all the signature amenities the resort is known for. Set against the crystal-clear waters and dramatic sunsets of South Maui, it’s the perfect backdrop for a day of meaningful conversations, shared insights, and quality time together.
Also, Join us for Give Day at the Waihe‘e Refuge
In the lead-up to Hawai‘i Life Day and Worthshop 9, we’re hosting a voluntary Give Day on Nov 4 at the Waihe‘e Refuge. If you’re able to join, please indicate that on your Save the Date submission.
Plus, Voices from the Outside
Hawai‘i Life Day is also about listening to how others see us. How does our brand resonate in the marketplace? How are our stories told? How do we navigate and avoid conflicts? And how does our work in Hawai‘i connect to the larger world? To help us explore these questions, we’re bringing in trusted voices to hold up the mirror, challenge our thinking, and spark fresh ideas.
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Co-founder of 1000WATT, a creative agency specializing in real estate branding, Marc has spent his career helping companies uncover and communicate authentic stories. He’ll share perspective on what Hawai‘i Life’s brand means in the marketplace—and to our clients and prospects.
Marc Davison
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Rachel Maher, Founder & CEO of REM Public Relations, and Alyssa Lawrence, Senior Account Director, lead Hawai‘i Life’s national publicity. With global experience in media strategy, destination storytelling, and luxury real estate PR, they’ll talk about what it really takes to generate great press and elevate Hawai‘i Life’s presence.
REM Public Relations
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Founder of the Law Office of Robert Goldberg LLLC on Kaua‘i, Rob brings 35 years of litigation experience across state and federal courts, including the U.S. Supreme Court. As Hawai‘i Life’s longtime legal counsel, he’ll cover practice operations, compliance, and the legal landscape that shapes our work.
Rob Goldberg
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Vice President of Member Engagement at Leading Real Estate Companies of the World®, Pat works with brokerages in over 70 countries. Drawing on her career in operations and executive leadership, she’ll speak to the global affiliations that connect Hawai‘i Life to a worldwide network.
Pat Poole
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Managing Director of Business Development, Marcus has led international brand expansion, investment projects, and M&A across Europe. Formerly with Berkshire Hathaway HomeServices in Italy and now with Forbes Global Properties, he’ll share how our listings and relationships resonate on the global stage.
Marcus Benussi
These conversations, led and moderated by Hawai‘i Life Department Leads, are designed to widen the lens. By the end of the day, you’ll leave not only with sharper tools and takeaways, but also with a clearer sense of how Hawai‘i Life is seen from the inside out, and the outside in.
Hawai‘i Life Day on Maui
Wednesday, November 5
Four Seasons Resort, Wailea
At-a-Glance:
9:30 AM – Arrivals & Gathering
10:00 AM – Welcome & Opening Blessing
10:15–11:45 AM – Morning Sessions: Vision, Brand & Team Spotlights
12:00–12:45 PM – Lunch (In-Room)
1:00–2:00 PM – Leadership, Sales & Operational Conversations
2:00–3:30 PM – Afternoon Panels: Tech, Tools & More
3:45 PM – Recap & Closing Remarks
4:00 PM – Pau Hana
Be There Early!
Welcome & Opening Blessing with Kainoa Horcajo
The day begins with intention. At 10:00 AM, Kainoa will offer a cultural blessing to ground us in place, in each other, and in the values that shape our work. Don’t miss it — this is where Hawai‘i Life Day truly starts.
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Founder of the Mo‘olelo Group, Kainoa is a cultural advisor and speaker known for blending Hawaiian wisdom with modern business insights. A former journalist, television host, and cultural advisor to global hospitality brands, he helps leaders and organizations connect innovation with culture and place. Through storytelling and perspective rooted in Hawai‘i, he inspires audiences to see how ancestral values can guide modern practice.
Kainoa Horcajo
Plan to arrive between 9:30–9:50 AM to check in, grab coffee, and settle in. We’ll begin promptly at 10:00 AM with Kainoa’s blessing.