About Kaanapali Luxury Living

Gregory Harbottle

When Kawika Kiapo sings “there’s a place where I come from on the east side of paradise, where blue meets blue and the ocean and the sky become one…” he’s talking about Gregory Harbottle’s childhood home of Waimanalo. The eighth of ten siblings, Gregory spent his early years living that beautiful song, a life where kokua (helping others without expectation) and ho’ohau’oli (having fun) were simply the way things were done.

Nevertheless, after graduating from Kamehameha High School, this well-trained, proud son of veteran mechanic, decided it he’d had enough of Oahu, and it was time to explore the neighbor islands. He picked up his toolbox, took a chance and boarded a flight for Maui. Several years and many “learning experiences” later, Gregory found a niche that would later offer experience and opportunities that he could not have foreseen. Still in his early 20s, he began working as a bellman in the hospitality industry. But he didn’t just “do the job.” He watched. He observed. He learned. Uniform services, front desk, storeroom, food and beverage … all of it.

After two decades at the Kaanapali Alii, his natural curiosity led him to also understand the owner/operator relationship. And his upbringing served him well. Helping guests, owners and visitors was natural to him and, well, fun. He loved it.

Soon it became evident to those around him that Greg was ready to grow into a new career. A respected, veteran realtor urged him to study for a real estate license. Thanks to the academic discipline learned at Kamehameha Schools’ ROTC program, Greg applied himself to the courses and became a licensed realtor.

But that was over 13 years ago. Today Gregory Harbottle is consistently one of the top performers in his industry. Ask him why and he says simply, “Trust. I like to make people happy. If I help them connect with their dream home, then they’re happy, I’m happy, everyone is happy. And I’ve earned that trust.” And that’s the perfect place for one who learned early on to have fun by helping others, in the paradise where blue meets blue, and the ocean and the sky become one.

Leah L Harbottle

Leah remembers the exact moment she “knew.” While sitting in bumper-to-bumper traffic on her morning commute to teach a course at CSUS, she spotted a bumper sticker on the car ahead: Live HI. In an instant, she understood what she needed to do.

Today, Leah is an active, top-producing Real Estate Broker with Keller Williams Luxury International and a driving force behind Kaanapali Luxury Living. The diverse skills from her past have perfectly positioned her for success in Maui’s competitive luxury market. Her extensive sales background allows her to expertly help clients distill their wants and prioritize their needs, while her Master’s Degree in Research and Theory equips her with an incredibly scrupulous attention to detail. Her unyielding dedication to her clients is reflected in her impressive track record, having assisted in the successful closing of more than $137 million in residential sales.

Leah knows that real estate is about building lasting relationships, not just closing transactions. Her boundless energy extends far beyond her professional life and deep into the heart of the Maui community. A dedicated and proven local leader, Leah is a past President of both the Rotary Club of Lahaina Sunrise and the Rotary Club of Lahaina.

Her passionate commitment to shaping the future of local business and supporting the island’s economic resilience is further demonstrated by her current role on the Board of Directors for the Maui Chamber of Commerce. Through these leadership roles, Leah continues to be a powerful advocate for the community, working to foster sustainable local commerce and support the unique needs of West Maui.

When she isn’t advocating for her clients or her community, Leah embraces the Maui lifestyle. Whether she is taking a morning walk along Ka’anapali Beach to focus on the day ahead, hiking the trails of Kapalua, or simply watching the unparalleled Maui sunset with friends, she often thinks, “This is my home. How lucky can I get?” It is exactly this gratitude that motivates her to help her clients find their own way to “Live Hawaii.”