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Penn Henderson

Compass
5.012 reviews
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Recent Sales

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  • $475,000
    2 bd2 ba1,231 sqft Waikoloa, HI
    2 bd2 ba1,231 sqft
    Waikoloa, HI
    Sold 9 days ago
    Buyer
    68-3840 Lua Kula St APT G102, Waikoloa, HI, 96738
  • $2,995,000
    3 bd4 ba2,632 sqft Kailua Kona, HI
    3 bd4 ba2,632 sqft
    Kailua Kona, HI
    Sold 1 month ago
    Seller
    72-4071 Akahipuu Pl, Kailua Kona, HI, 96740
  • $664,000
    1 bd1 ba1,104 sqft Kailua Kona, HI
    1 bd1 ba1,104 sqft
    Kailua Kona, HI
    Sold 4 months ago
    Buyer
    78-261 Manukai St APT 803, Kailua Kona, HI, 96740
  • $660,000
    2 bd2 ba1,197 sqft Kailua Kona, HI
    2 bd2 ba1,197 sqft
    Kailua Kona, HI
    Sold 5 months ago
    Buyer
    78-7070 Alii Dr APT C202, Kailua Kona, HI, 96740
  • $980,000
    3 bd2 ba1,476 sqft Kailua Kona, HI
    3 bd2 ba1,476 sqft
    Kailua Kona, HI
    Sold 6 months ago
    Buyer
    75-6153 Hoomama St, Kailua Kona, HI, 96740
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14
Sales last 12 months
65
Total sales
$31K-$6.7M
Price range
$1.1M
Average price

Get to know Penn Henderson

REALTOR®

I am Penn Henderson, a REALTOR® with Compass in Kona on Hawaii's Big Island (license RS-83962).

I have been a full-time Kona resident since 2001 and a full-time REALTOR® since 2021. Before real estate, I spent more than 20 years in executive sales and marketing, and I came to this work with a finance degree from CU Boulder. That background is why every listing starts with a real comparative market analysis rather than a number a seller wants to ...

Specialties
Buyer's AgentListing AgentRelocationForeclosureFirst Time HomebuyersInvestment PropertiesLuxury HomesNew ConstructionLot/Land
5 Years of experience
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Penn offers Showcase to make listings stand out

helps homes sell faster and for more with increased exposure on Zillow, a virtual tour, and an interactive floor plan.

Penn Henderson's sales and listings (72)

This map and property list shows the most recent 100 sales and 100 listings

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Sold (65)

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For sale (7)

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  • COMPASS
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Penn Henderson's reviews (12)

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  • 5.0
    • 5/6/2026
    • • Robert Sullivan

    Bought a Single Family home in 2026 in Kailua kona, HI.

    Penn did an excellent job in assisting us with our home purchase. We have been visiting Hawaii for quite a few years and decided to look into a second home purchase on th...
    Penn did an excellent job in assisting us with our home purchase. We have been visiting Hawaii for quite a few years and decided t...
    5.0
    • 10/18/2025
    • • Carolyn Hayes

    Bought a Single Family home in 2025 in Kailua kona, HI.

    Penn was very knowledgeable about all areas in the Kona, Kohala district. He truly made our experience of purchasing our new home enjoyable. We appreciate his support and...
    Penn was very knowledgeable about all areas in the Kona, Kohala district. He truly made our experience of purchasing our new home ...
  • 5.0
    • 9/23/2025
    • • Joseph DeVito

    Sold a home in 2025.

    What can one say? We sold our unit on the big island at a very challenging time in that market And I don’t think we could have without Penn Hendersons help and expertise...
    What can one say? We sold our unit on the big island at a very challenging time in that market And I don’t think we could have wi...
    5.0
    • 6/25/2025
    • • david446011

    Bought a home in 2025.

    It is sincere respect and appreciation that we recommend Penn Henderson as your real estate professional. He is a polished professional, with expertise in the Kona commu...
    It is sincere respect and appreciation that we recommend Penn Henderson as your real estate professional. He is a polished profes...
  • 5.0
    • 6/24/2025
    • • ebenalb

    Bought a Apartment home in 2015 in Kailua kona, HI.

    Penn did a fantastic job helping us find and purchase our condo. He had information about all the condo projects in the area. He made a folder for me showing the condos...
    Penn did a fantastic job helping us find and purchase our condo. He had information about all the condo projects in the area. He...
    5.0
    • 5/10/2025
    • • yosemiteheart0

    Sold a Single Family home in 2025 in Captain cook, HI.

    Penn is the very definition of going above and beyond, and I highly recommend him! I'm so lucky and grateful to have found him when it came time to sell my elderly moth...
    Penn is the very definition of going above and beyond, and I highly recommend him! I'm so lucky and grateful to have found him w...
  • 5.0
    • 5/9/2025
    • • Jennifer Winegarner

    Sold a home in 2025.

    If you are looking for a first rate Realtor on the Big Island, Penn Henderson is the only one I would call. From the minute I reached out to Penn to inquire about listing...
    If you are looking for a first rate Realtor on the Big Island, Penn Henderson is the only one I would call. From the minute I reac...
    5.0
    • 7/16/2022
    • • Jan Seymour

    Bought a Apartment home in 2022 in Kailua kona, HI.

    We are very happy with Penn and would highly recommend him to others. We purchased a primary home for our retirement through him without even having to see it in person. ...
    We are very happy with Penn and would highly recommend him to others. We purchased a primary home for our retirement through him w...
  • 5.0
    • 6/23/2022
    • • cawilefarms2

    Sold a Single Family home in 2022 in Captain cook, HI.

    Penn Henderson of Nexthome reality is a five star realtor from Kailua Kona, Hawaii. He is honest, attentive and worked hard selling my property in a very short time. I w...
    Penn Henderson of Nexthome reality is a five star realtor from Kailua Kona, Hawaii. He is honest, attentive and worked hard selli...
    5.0
    • 6/21/2022
    • • carolcab2

    Sold a Condo home in 2022 in Kailua kona, HI.

    Penn Henderson delivered an incredible service as my Realtor Agent during the big decision of selling our condo! He worked well beyond what one could expect! Staying in t...
    Penn Henderson delivered an incredible service as my Realtor Agent during the big decision of selling our condo! He worked well be...
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Penn Henderson

Compass
5.012 reviews
14sales last 12 months
65total sales
$31K-$6.7Mprice range
$1.1Maverage price
5years of experience
(808) 345-6214
(808) 345-6214
penn@pennhenderson.com
75-1029 Henry St., Suite 301
Kailua-Kona, HI, 96740