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Jeff Simon

Jeff Simon

REALTOR® Broker at Hawaii Life - Wailea
HI : RB-19092Hawaii Life : Kihei

Jeff's sales performance at a glance

See how Jeff has performed in the last 12 months on RateMyAgent*

0
Reviews
7
Properties for sale
6
Sold properties
$953k
Average sale price
$4.8m
Total sales value

*Includes all properties sold (last 12 months) where the agent was a part of the transaction and published on ratemyagent.com. It may not be complete and can exclude off-market, private sales and undisclosed pricing and sold dates. Contact agent for full sales history.

About Jeff

I am very happy to be the Maui Broker-In-Charge for Hawaii Life Real Estate Brokers, which enables me to both: (1) represent my Buyer and Seller clients in the purchase and sale of Maui properties; and (2) assist the many outstanding Hawaii Life agents we have on Maui with their contracts, escrows, and training in my role as broker. For multiple years, I've been in the top 3% of Maui Realtors in terms of sales volume, and have been a Hawaii Business Magazine Top Performer. We have an outstanding team on Maui. While growing up in Southern California, my family always looked forward to vacations on Maui. My parents would bring us over once or twice a year, and every single one of those vacations felt too short. I never imagined that I would wind up living on Maui, and after living here now for 25 years, I know I will never call anyplace else home. I graduated from the University of San Diego in 1987, where I majored in accounting and played on the U.S.D. Men's golf team for four years. After graduating, I worked as a C.P.A. for Coopers & Lybrand, in Newport Beach, California. In 1993, I graduated from Boston College Law School, after which I practiced law in Southern California with the law firm of Keesal, Young & Logan. I specialized in business litigation, and later switched to corporate law. After practicing law for eight years, I was ready for a change. I wanted to be able to spend more time with my kids, William and Katie, and to do things like coach their teams, attend their school functions, and have more family time. A few years earlier, my parents had moved to Maui to start a family real estate brokerage, and in 2001, we decided to join my folks on Maui, where a couple years later I became the principal broker at Simon Properties. In 2012, my Dad and I decided to join Hawaii Life Real Estate Brokers, where it has been a perfect fit. I specialize in South Maui real estate sales, with my primary focus in Wailea, Makena, and South Kihei, while helping the other Hawaii Life agents in my role as broker-in-charge of Maui. My kids are now adults -- my son William attended Seattle University and is now living in Los Angeles, and my daughter Katie graduated from Santa Clara University and is now living in the Portland area -- BUT they always love coming home to Maui. Aloha, Jeff

Social profiles

https://www.hawaiilife.com/jeffsimon

Jeff's reviews

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Jeff's properties

Jeff has 7 properties for sale and sold 6 properties in the last 12 months, showing 4, sorted by most recent activity

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SoldJun 8, 2026
$562,500
6-201/2695 South Kihei Road
Wailea HI 96753
1
2
Condo
Listing courtesy of Hawaii Life - Wailea
Show more detail >
SoldJun 2, 2026
$1,800,000
706/2960 S Kihei Rd
Wailea HI 96753
2
2
Condo
Listing courtesy of Hawaii Life - Wailea
Show more detail >
SoldMay 18, 2026
$410,000
3816 Kalua Koi Road
Maunaloa HI 96770
Land
Listing courtesy of Molokai Real Estate
Show more detail >
For Sale
$4,650,000
B103/4850 Makena Alanui Road
Wailea HI 96753
2
2
Condo
Listing courtesy of Hawaii Life - Wailea
 Show all 13 properties

Jeff's sold properties

Jeff has sold 6 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
6-201/2695 South Kihei Road, Wailea, HI, 96753
6-201/2695 South Kihei Road
Wailea HI 96753
1
2
Condo$562,500Jun 8, 2026
706/2960 S Kihei Rd, Wailea, HI, 96753
706/2960 S Kihei Rd
Wailea HI 96753
2
2
Condo$1,800,000Jun 2, 2026
3816 Kalua Koi Road, Maunaloa, HI, 96770
3816 Kalua Koi Road
Maunaloa HI 96770
Land$410,000May 18, 2026
12/155 Wailea Ike Place, Wailea, HI, 96753
12/155 Wailea Ike Place
Wailea HI 96753
2
2
Condo$860,000Jan 16, 2026
Jeff Simon
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