Rylan Maddox

HI FIVE Team Manager | Senior Loan Officer
ABOUT

Born on Clark Air Force Base in the Philippines to an Air Force Pilot, Rylan grew up immersed in the military community. This firsthand experience instilled in him a deep understanding of the unique lifestyle, challenges, and needs of military families, laying the foundation for his lifelong commitment to serving veterans. In 2010, Rylan relocated to Hawaii and discovered his passion for the mortgage industry. His dedication to helping others achieve homeownership quickly propelled his career; within just three years, he rose to the position of branch manager. During his first five years in the business, VA loans comprised 98% of his portfolio. Inspired by a mentor’s mantra, "If it helps the Veteran, and doesn't harm the company, we're going to do it," Rylan has made it his mission to educate veterans on the true power and potential of their VA Home Loan Benefits. Today, as the Co-Founder of the HI FIVE Team, Rylan combines his deep industry expertise with a heartfelt commitment to guiding future homeowners through every step of the mortgage process.

When he isn’t busy helping families secure their dream homes, Rylan is entirely devoted to his own in Honolulu. He loves spending quality time with his wife, Kira, and their children, Camryn, Kayson, and Kaylee, along with their two beloved dogs, Malu and Preslee. An outdoor enthusiast at heart, Rylan loves hitting the trails for a hike, catching fresh powder snowboarding and skiing, firearms training, traveling, and unwinding with PC gaming.

Katherine A.

Rylan Maddox and Kira were very responsive, informative and exceptional in their assistance and communication with me during our 8 wk VA Loan process. We had several unusual complications that required support and encouragement that was provided and helped us to pursue and accomplish the endgame goal. I emphatically recommend them by far. They're detailed, efficient and great communicators.