RateMyAgentGo to search
Back Hawaii Life - Wailea
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
11
Sold properties
$952k
Average sale price
$9.3m
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

Jeff has no RateMyAgent reviews.

Review Jeff
map

Jeff's properties

Jeff has 7 properties for sale and sold 11 properties in the last 12 months, showing 4, sorted by most recent activity

Show more detail >
SoldJul 10, 2026
$1,750,000
707/2960 South Kihei Road
Wailea HI 96753
2
2
Condo
Listing courtesy of Hawaii Life - Wailea
Show more detail >
For Sale
$1,575,000
1706/10 Wailea Ekolu Place
Kihei HI 96753
2
2
Condo
Listing courtesy of Hawaii Life - Wailea
SoldJul 9, 2026
$790,000
2936 S Kihei Rd
Wailea HI 96753
Other
SoldJul 9, 2026
$550,000
2695 S Kihei Rd
Wailea HI 96753
Other
 Show all 18 properties

Jeff's sold properties

Jeff has sold 11 properties in the past 12 months, showing 4.

Enter your property details to filter

I'm selling a
bedroom
with
bathrooms in
Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
707/2960 South Kihei Road, Wailea, HI, 96753
707/2960 South Kihei Road
Wailea HI 96753
2
2
Condo$1,750,000Jul 10, 2026
2936 S Kihei Rd
Wailea HI 96753
Other$790,000Jul 9, 2026
2695 S Kihei Rd
Wailea HI 96753
Other$550,000Jul 9, 2026
311/2936 South Kihei Road, Wailea, HI, 96753
311/2936 South Kihei Road
Wailea HI 96753
1
2
Condo$790,000Jul 9, 2026
Jeff Simon
Contact Jeff Simon
What information would you like?
Buying a property Selling a property Request market analysis I have a general question

Browse nearby locations

SMS
RateMyAgent
Sales:
(619) 566-0008
Quick Links
© 2026 RateMyAgent
Privacy PolicyTerms & ConditionsLicensingSitemap