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Discover Why Wailuku, HI is the Perfect Real Estate Destination

Wailuku, HI, is a captivating blend of culture and natural beauty, making it an exceptional location for homebuyers and real estate investors. Nestled on the lush island of Maui, Wailuku offers a unique mix of historical charm and modern amenities. The Wailuku Heights neighborhood is renowned for its breathtaking views and serene environment, ideal for those seeking a luxurious retreat. Meanwhile, Happy Valley provides a more suburban feel, perfect for families and those looking for a close-knit community. The town's vibrant atmosphere is enriched by attractions like the Iao Valley State Park, where lush landscapes and rich history converge, and the Maui Arts & Cultural Center, which offers a diverse array of performances and exhibitions. For those seeking a harmonious blend of nature, history, and culture, Wailuku stands out as an extraordinary place to live and invest.

Navigating Wailuku, HI’s Housing Market – Why the Right licensed real estate agent Matters

In Wailuku's competitive real estate market, partnering with a top licensed real estate agent is crucial for success. An experienced agent offers invaluable guidance, helping you understand local property trends and ensuring a seamless transaction process. With their expertise, you can negotiate favorable outcomes whether buying or selling. RealEstateAgents.com connects you with the best agents who provide top-tier service, ensuring you have access to expert insights and guidance. This partnership is essential to finding your dream home or securing the best deal, making the real estate journey in Wailuku both rewarding and efficient.

Featured Agents in Wailuku, HI

Kimberly Delmore profile picture
Delmore Realty

Kimberly Delmore

View Profile
22years of experience
Donna Ting profile picture
Tri Isle Realty & Dev. Co. Inc

Donna Ting

1 review
View Profile
50years of experience
Stacey Lee Vinoray profile picture
Keller Williams Realty Maui

Stacey Lee Vinoray

View Profile
22years of experience

Compare 15 top-performing real estate agents in Wailuku, HI

Maui Real Estate Advisors Llc

Robert Dein

5 reviews
Open 9:00 AM - 5:00 PM
Usually responds in 24 hrs
28 years of experience
55 sales in last 12 months
639 transactions all-time
Serves Wailuku

About

Robbie is characterized by his innate desire to satisfy, educate, advocate, and negotiate for his clients. He has sought the highest level of education and tools to create success for his clients and their entrusted referrals. Robbie was licensed in 1996 and sat for his Broker’s exam in 2003. He has earned the National Association of Realtors’ highest level of residential sales designations, CRS- Certified Residential Specialist, ABR-Accredited Buyers Representative, and RSPS-Resort, Second Home Property Specialist.

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Achievements

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Top Luxury Listing Agent 2025
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Top Listing Agent 2025
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Top Luxury Buyer's Agent 2025

Hawaii Top 100 Agents 16 Years in a Row, Hawaii Hall of Fame

Bachelor's Degree, Purdue Univ.
BA

Licensed real estate agent, ABR, CRS, RSPS

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Lot/Land

Mcentire Realty

Don Mc Entire

Completed Profile
Open 8:00 AM - 6:00 PM
Usually responds in 30 minutes
31 years of experience
4 sales in last 12 months
Serves Wailuku

About

I have been a knowledgeable and experienced real estate broker since 1994. I am currently the owner of McEntire Realty and specialize in the area of South Maui, performing both sales and short/long term property management.

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Achievements

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Top Wailea Agent 2025
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Top Wailea Brokerage 2025
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Sells Homes Fast 2025

Named as a "Top 100 Realtors in Hawaii", 2 years in a row.

Bachelor's Degree, University of Utah
Bachelor of Arts, 1989 - 1992

Licensed real estate agent

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
I have been practicing real estate full-time on Maui for over 30 years now.

Compass

Robyn Curletti

27 reviews
26 years of experience
Serves Wailuku

About

I was born and raised in North Lake Tahoe. I graduated from University of Santa Barbara with a Bachelor’s of Science degree in Law & Society and lived a short time in Queteraro, Mexico studying International Law. After returning from Mexico I had an opportunity to be mentored and coached by Diana Bull, a past President of the California Association of Realtors. It was then that I began my real estate career. Diana and I have remained friends for over 20+ years. I am currently licensed in 3 states: Hawaii, California, & Arizona. I have been fortunate enough to live in beautiful locations such as Lake Tahoe, Santa Barbara, Carmel, CA & Sedona, AZ selling Resort Real Estate until making the move to beautiful Maui in early 2009. I was recruited to work for the Ritz Carlton Development Company selling Fractional and Private Residences on majestic Kapalua Bay. It was on Maui that I realized this is a place unlike anywhere I have ever lived and I knew this is the place I would call home.

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Achievements

Bachelor's Degree, UCSB
Law & Society, 1993 - 1998

e-PRO, Licensed real estate agent, CRS

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties
Currently hold 3 Active Real Estate Licenses. Broker in Hawaii, Salesperson in California & Arizona
Have my Certified Residential Specialist Designation, CRS, Accredited Buyer’s Representative, ABR & e-PRO
Enjoy working with Buyers and Sellers to reach their real estate goals

Hawaii Life

Josh Jerman

Completed Profile
16 reviews
Open 24 hours
Usually responds in 5 minutes
Prime Agent Badge
PRIME AGENT
22 years of experience
41 sales in last 12 months
828 transactions all-time
Serves Wailuku

About

Josh has been a real estate broker for 21 years and has earned a solid reputation for professionalism and personal integrity. Josh was Hawaii's #1 small team by sales volume in 2020 (Real Trends) and surpassed $150M in sales in 2021. Josh has adapted to the changes in both the real estate market and industry and represents luxury real estate, new project sales, as well as short sales and bank-owned inventory (REOs). Josh was raised in Upcountry Maui and graduated from University of Washington with two bachelor's degrees. He has traveled the world (24 countries and counting) and throughout his adventures, Josh developed an appreciation, awareness and respect for all people. Josh was also honored as the Maui County's Young Business Person of Year for 2012 and was named Realtor Broker of the Year by the Realtors Association of Maui in 2019. As the founder of the Josh and Souk Jerman Foundation, he has given more than $81,000 to college-bound high school students across Maui County.

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Achievements

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Top Luxury Listing Agent 2025
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Top Volume Producer 2025
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Top Producer 2025

Top 100 Realtors in the State of Hawaii from 2013 thru 2024. Maui County's Young Business Person of Year Award for 2012. Pacific Business News Top 40 Under Forty professionals in Hawaii.

Bachelor's Degree, University of Washington
International Relations

e-PRO, Licensed real estate agent

Josh Jerman's Video

Wailea Realty Corp

Leslie Smith

1 review
36 years of experience
Serves Wailuku

About

Born and raised near Seattle, WA. I set out in 1981 on what was meant to be a 1 year adventure to Maui. 40 years later, Im still here and very proud to call Maui my home. I have been a top producing, full time Realtor for 32 years with a vast knowledge of the island and the island lifestyle. I am blessed to have a very successful career and attribute my success to my genuine love of the business. The most rewarding aspect of my career is helping my clients live the dream of owning real estate in one of the most spectacular places in the world. A married Mother of 4 girls, I spend my free time running marathons and working with non-profit organizations such as Maui On Stage, and AYSO (Youth Soccer). Giving back to the community that has been so generous to me is an important part of my life. I look forward to the opportunity of putting my real estate expertise and island knowledge to work for you.

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Achievements

Top 3% onMaui

Western Washington University

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

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Wailuku Housing Market Report

Market Action Index

We are extensively tracking the housing market in Wailuku, HI. Here are the strongest factors contributing to this score:

The median prices are lower this year compared to last year
More homes are selling than coming on the market
47
balanced market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$1.10M

Per Square Foot

$742

Days on Market

176

Total Listings

51

Market Action Index

47

Median List Price

Thu, Jun 25, 2026

Median List Price
1 Year

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