Big Island, Kona Realtor

Kona Big Island Realtor - Hawaii

About Penn

Meet Kona Realtor, Penn Henderson: Born and raised in Colorado, Penn moved to Kona in 2001 with an affinity for the Big Island’s natural beauty, warm climate, stunning beaches, and massive volcanic mountains. His Rocky Mountain roots have thrived on the Big Island, where endless adventures, explorations, and new discoveries have become an elemental part of Penn’s active Hawaii lifestyle.


With 20-years notched into his belt, Penn has developed extensive knowledge and appreciation for the Big Island, as well as a deep understanding of its diverse climates, various topographies, Hawaiian culture, and the unique communities that make it such a special place to live.

Big island Real Estate Agent - Kona, Hawaii
Recent Client Reviews

Penn's Journey to the Big Island

“I often get asked how I ended up on the Big Island? Simply put, the signs were there. After 29-years of enduring the cold weather for nearly eight months of the year, the call to Hawaii grew strong. The time had come, and in my mind, the notion of moving to Kona was “now, or never.”


Within six weeks, Penn listed and sold his townhouse, made an offer to buy a Big Island home and closed on it, packed a 20-ft container with his household belongings, coordinated travel & quarantine requirements for two dogs, drove to Los Angeles with the dogs, shipped his car from Long Beach, scrambled through post 9-11 airport security –  ultimately landing in Kona on Oct. 28, 2001.

It has been said that Realtors are a mirror of their clients and this agent-client synergy is an important ingredient for a smooth and successful real estate experience. An introductory meeting is a great place to start – and a chance for everyone to ask questions, get acquainted, and begin defining objectives & goals to move forward with.

If you are thinking of buying or selling real estate in West Hawaii, I look forward to an opportunity to help make it happen.

One Last Run, Mauna Kea Volcano

About Penn Henderson - Kona Realtor

Firsthand Real Estate Knowledge

In 2004, Penn found the ultimate piece of Kona paradise, and along with his family, built their home from the ground up. From a young age, Penn has always enjoyed carpentry, design, and landscaping – and even helped build a couple of houses while in college.

Building our Kona home was a life-changing experience. It wasn’t easy, and there were a lot of highs and lows along the way. But in the end, we got it done and had turned our dreams into reality. Now, being able to share this experience and knowledge in helping others find their own dream home is incredibly gratifying for me. Truly, the icing on the cake!


Professional Background

With a degree in finance and 25-years of executive sales & marketing experience, Penn is able to provide clients with an unparalleled level of service. Applying cutting-edge technology, implementing creative print campaigns and web-based marketing strategies, Penn’s real estate clients benefit from hands-on expertise that is unmatched.

Over the years, Penn has successfully directed the marketing for various luxury brands that include; Volant Skis, Mauna Lani Resort, and Fair Wind Cruises.

Penn is a graduate of the University of Colorado (Boulder) and has recently earned several digital marketing certifications from Northwestern University, Google, and Facebook.

Finding Synergy at NextHome Paradise Realty

Of all the real estate companies on the Big Island, NextHome Paradise Realty leads the way as the most progressive, client-focused brokerage out there. Headed by the owner, and Principal Broker, Mike Drutar (RB), NextHome Paradise Realty has built a reputation as the real estate company with the highest level of service in the market. 

Fueled by a laser-focused team of Kona Realtors, backed by a deeply engaged Principal Broker, and supported with savvy client-centric marketing, there couldn’t be a better environment for Penn to apply his skills.

Learn More: TOP-7 Reasons Why to Choose Penn Henderson as your Big Island, Kona REALTOR ®

Kona Realtor at NextHome Paradise Realty - Big Island Real Estate
About Penn Henderson - Kona Realtor
About Penn Henderson - Kona Realtor
About Penn Henderson - Kona Realtor
Penn Henderson - Kona Realtor
About Penn Henderson - Kona Realtor with NextHome Paradise Realty

Real Estate Certifications

Hawaii Resort & Second Home Specialist Realtor

RSPS® Resort & Second Home Specialist

BUYING OR SELLING A SECOND HOME...Should be a Breeze! The Resort and Second-Home Property...
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e-PRO® Digital Professional

REAL ESTATE TECH IS SMART. Let Penn put it to work for you! Big Island REALTOR®, Penn...
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Big Island Real Estate Pricing Strategy Advisor - PSA

PSA® Pricing Strategy Advisor

IS THE PRICE RIGHT? Don't guess, work with a PSA. Kona REALTOR®, Penn Henderson is a certified...
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Family Life

Penn is a genuine family-man, enjoying these special times with his two boys and wife, Rani.

Highly involved with the Big Island sports community and local Kona events, the Henderson family can often be found at many of the Big Island swim-bike-run races.


Prior to Kona, Penn was an avid skier logging well over 3,000 ski days during his early years of racing and then later while ski-instructing throughout college. 

Upon moving to the Big Island, he quickly shifted gears, embracing all that the Big Island has to offer. Cycling, hiking, and ocean swimming are amongst Penn’s favorite hobbies – especially when accompanied by his family.

Kona Business & Community Advocate

Penn is an integral part of Hawaii Island’s business community, helping foster responsible economic development.

Additionally, he has served on several key marketing committees including the Kona-Kohala Chamber of Commerce (KKCC) and the Island of Hawaii Visitor’s Bureau (IHVB).

Kona Jingle Bell Beach Run

Since 2005, Penn and Rani have organized Kona’s annual Jingle Bell Beach Run, the largest 5K run on the Big Island. The event brings the community together with over 1,000 participants with a portion of the proceeds donated each year to local charities benefiting children.

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Contact Penn Henderson - Kona Realtor in Hawaii
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I excel in locating ideal Big Island properties specific to your needs and unique lifestyle.

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Contact Penn Henderson - Kona Realtor in Hawaii
Mahalo for dropping by!

Need help with your search?

I excel at locating ideal Big Island properties specific to your needs and unique lifestyle.

Let's Get Started

Feel free to reach out anytime!