Hawaii Life - Wailea

3750 Wailea Alanui, Suite B-16, Wailea, HI 96753
HI: RB-19928
  •   5   (147 reviews)

Meet the team

Get to know the 47 agents at Hawaii Life - Wailea.

Josh Jerman
Josh Jerman

REALTOR® Broker

  5   (89 reviews)
About Josh
Bringing a successful record of 20 years of real estate sales on Maui, Josh Jerman has distinguished himself as both a rising star and industry leader in Hawaii real estate. This should come as no surprise, as he has proven time and time again that the market may change, but ambition never does. Josh’s team includes two business partners, Tim Stice, R(B) and Rich Wu, R(S), as well as Executive Assistant, Tammie Matsuura. His team runs like a well-oiled machine and is currently ranked as Hawaii’s #1 small team by sales volume in 2020 with sales of $75,628,500 (Real Trends) and surpassed $150M in sales in 2021. Josh has adapted to the changes in both the real estate market as well as the industry, by incorporating systems and team members to represent luxury real estate, new project sales, as well as short sales and bank-owned inventory (REOs). Raised in Upcountry Maui, Josh attended Baldwin High School before heading to Seattle to attend the University of Washington. There, he graduated cum laude with two bachelor’s degrees, one in International Relations of the Asia-Pacific Region and the other in Comparative Religion. He has traveled the world (23 countries and counting), and has lived in Scotland and Indonesia. He has hiked to Machu Picchu and to Mount Everest’s Base Camp, canoeing the Amazon River and swam in the Ganges, sailed in the South Pacific, trekked in the North Pole and touched the Great Wall of China. Throughout his adventures, Josh developed an appreciation, awareness and respect for all people, an experience that inspired him to give back to his community. Josh returned to Maui to start his career, and over the years, he has earned a solid reputation for professionalism and personal integrity. His hard work and success has not gone unnoticed. Josh has been recognized by Pacific Business News as one of the “Top 40 Under Forty” professionals in the State of Hawai’i. He was also named one of the Maui Weekly’s Unsung Heroes of 2010 for his philanthropic endeavors. Josh was also honored as the recipient of Maui County’s Young Business Person of Year Award for 2012. He has been one of the Top 100 Realtors in the State of Hawai’i from 2013 thru 2022 and was named Realtor Broker of the Year by the Realtors Association of Maui in 2019. Josh’s expertise as a broker extends far beyond the four walls of his office in the Wailea Town Center. He has held numerous positions with the Realtors Association of Maui (RAM) since 2005, including Director-at-Large (6 years) and he currently serves as co-chair of Professional Standards, as well as also serving on the Board of Directors for the Hawaii Association of Realtors (HAR). Additionally, Josh is currently Chair of the Realtor Party (HAR) and serves on the National Association of Realtors (NAR) Major Investor Council. As a real estate columnist for the Maui Weekly, he encouraged readers to "Ask Josh" about a range of issues. In addition, as the founder of the Josh and Souk Jerman Foundation, he has given more than $69,000 to college-bound high school students across Maui County. Josh cares for his clients and is dedicated to delivering the highest level of customer service in order to achieve the best results for his clients.
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Tom  Tezak
Tom Tezak

REALTOR® Broker

  5   (16 reviews)
About Tom
Born in Joliet, Illinois, I graduated with a degree in advertising-marketing. Throughout my business career, my dedication to the ideals that my father taught me brought me success in everything I put my mind to accomplish. But for all my varied achievements, it’s the joy of living and being home with my wife, Lori, and our two daughters for dinner every night that matter most to me. It’s this same joy of living that inspired me to move my family to Hawai’i, where I’d wanted to live ever since visiting on my honeymoon. Living in South Maui in the home I designed, I took to the Hawaiian lifestyle instantly. I can often be found boating and fishing with my family and friends in the waters off Maui, or involved with my other passion—photography. But the lifestyle I enjoy comes not from a mere appreciation for life, but also from my passion for achieving it. I specialize in luxury homes, and I can direct you to the most lavish properties and the best locations, whether you’re searching for that special oceanfront property or an exclusive condominium community. As a real estate professional attuned to the distinctive lifestyle of Hawai’i, I can offer insightful knowledge of South Maui’s many amenities and attractions, ensuring that your questions are fully answered. I have also developed systems to more effectively pre-qualify prospective buyers to attract better, stronger offers. My expertise in the area’s real estate market and inventory gives me an advantage when it comes to effectively pricing your home. And with my advertising and marketing background, I take full advantage of various avenues to optimally showcase your home’s best features. Additionally, through my cutting-edge website, I give your home local and worldwide exposure, giving me access to an extensive network of qualified buyers for your home. When you’re ready to buy or sell in South Maui, give me a call. Whether you’re looking for oceanfront property, a second home, or a prestigious community, call a REALTOR® who can help you maximize your investment and knows the value of enjoying life by Making Every Moment Count. Aloha, Tom
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Christian Slocum
Christian Slocum

REALTOR® Salesperson

  5   (12 reviews)
About Christian
Christian is more than a real estate professional; he's your trusted guide in navigating the dynamic and unique market of Maui. For buyers, he goes beyond listings, understanding your lifestyle to find the perfect home. Sellers benefit from his strategic approach, combining market analysis and targeted marketing to maximize property value. Beyond the transactional aspect, Christian offers a wealth of knowledge on market trends, property values, and the nuances of Maui's diverse neighborhoods. Whether you're entering the real estate market for the first time, are a seasoned investor, or are selling your property, Christian's services are meticulously tailored to meet your distinct requirements. What truly sets Christian apart is his unwavering commitment to building lasting relationships. Rooted in values of loyalty and honesty, he places your interests at the forefront. Your real estate journey with Christian isn't just about buying or selling; it's a collaborative experience founded on trust, expertise, and a shared vision of success. Aloha, Christian
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Leslie Smith
Leslie Smith

REALTOR® Salesperson

  5   (9 reviews)
About Leslie
Born and raised near Seattle, WA, I set out in 1981 on what was meant to be a one-year adventure to Maui. Forty-three years later, I’m still here – and very proud to call this incredible island home. Over the course of 35 years as a full-time, top-producing REALTOR®️, I have earned the respect of my clients and peers, becoming an integral part of the local real estate community. My vast knowledge of the island and sincere love of the business have enabled me to help hundreds of families and investors live the dream of property ownership on the Valley Isle. My clients include Maui residents, as well as mainland and international buyers and sellers. A married mother of four girls, I am officially an empty nester now that my twin daughters have left home to attend Gonzaga University. My spare time is spent enjoying sunset walks, taking spin classes at the gym, and training for marathons. In my work with non-profit organizations like Maui on Stage, I also have a chance to give back to the community that has been so good to me. I am dedicated to delivering the highest level of service to my clients and having fun along the way! I look forward to the opportunity to put my Maui real estate insight and expertise to work for you – and more importantly, I look forward to welcoming you to this beautiful island. Let's stay connected! Follow me on Instagram for the most up-to-date Maui real estate stats and information. And please don’t hesitate to reach out to me for assistance! Aloha, Leslie
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Karin Carlson
Karin Carlson

REALTOR® Broker

  5   (7 reviews)
About Karin
My strengths include care, compassion, listening, and bringing people together so that they may share and benefit from their mutual interests, i.e., the “win-win” scenario. Born and raised in San Francisco, I have lived and worked with people from the world over. In college I spent one month in Japan on a travel-study program with San Francisco State University and after graduating from SFSU Summa Cum Laude with a BSN (Bachelor of Science in Nursing), I worked at Natividad Medical Center (The Medical Center for Monterey County, CA) on the Surgical Floor. The patients included trauma victims, as well as prisoners from the County Jail, and inmates from Soledad Prison (State of California). A year later, I traveled throughout South America for an entire year. Upon my return to San Francisco, I “migrated” to the East Bay, where I continued my nursing career as a Visiting Nurse providing Home Health Care Services to those recently discharged, from the hospitalized, the frail elderly, and the disabled residing in the City of Oakland, CA. Oakland, CA is where I first became a condo owner and my nursing career expanded to include work in hospitals, skilled nursing facilities, as well as home health care settings. It was when I began promoting the value of Home Health Care Services, that I discovered my love for sales, marketing, and contract negotiations. Prior to moving to Maui, I worked for a global medical device manufacturer, negotiating agreements with insurance carriers of all types; managing national, regional, & local accounts; providing educational presentations to healthcare professionals; and training sales and reimbursement personnel throughout the United States. As a resident of Santa Cruz, CA (1991-2000), I began the study of hula and continued those studies with my move to Maui in 2000. I performed at each Hula Bowl Maui from 2001 through 2005 and many other venues throughout the Valley Isle. Aloha, Karin
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Austin MacArthur
Austin MacArthur

REALTOR® Salesperson

  5   (2 reviews)
About Austin
As a third-generation REALTOR® and proud seventh-generation Kamaʻāina (local), I’m excited to help clients navigate the vibrant and dynamic Maui real estate market as an agent with Hawaii Life | MacArthur Team Maui. Real estate is in my blood, and I’m fortunate to work alongside my dad, Brad MacArthur, who brings over 28 years of experience, and my brother, Tyler MacArthur, who has been active in the field for the past six years. Our family legacy began with my Tūtū (grandmother), Helen MacArthur, who helped found one of Maui’s original real estate companies in 1972. Together, our team offers a powerful blend of generational expertise and an authentic, deep-rooted connection to the island. I attended Kamehameha Schools here on Maui and graduated from the University of San Francisco with a Bachelor of Science in Business Marketing. Prior to transitioning into real estate, I spent several years at JPMorgan and First Republic Bank in San Francisco, where I worked closely with ultra-high-net-worth individuals to develop personalized financial strategies. This experience instilled in me the importance of truly listening to clients, understanding their needs, and building lasting relationships based on trust and exceptional service. When I’m not helping clients find their perfect property, you’ll likely find me surfing when the waves are rolling, kiteboarding when the wind is right, or hitting the golf course—because, let’s face it, I love to golf. I cherish spending time with family and friends and am always up for an adventure or a new travel experience. With a passion for real estate and Maui’s vibrant community, I guide clients through every step of the process, whether they are seeking a dream home or an investment opportunity. My goal is to provide a warm, approachable, and thoughtful experience that helps clients make informed decisions and achieve their real estate goals with confidence. Aloha, Austin
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About us

Located in the Wailea-Makena resort area, Hawaii Life Wailea represents buyers and sellers throughout South Maui. Our team works across Wailea, Makena, Kihei, and neighboring communities, specializing in luxury homes, condominiums, resort residences, and investment properties. We combine local market insight with personalized service to support successful real estate transactions. Visit our Wailea office or connect with an agent to discuss opportunities across South Maui.

Our reviews

  5  
147 reviewsacross 8 different locations, showing 6.
Our qualities as told by our client reviews: clear communication, dedicated, attentive, reliable, friendly, well-prepared, local expert.
Was this helpful?
Buyer review
Helpful and caring
16 days ago
Helpful and caring

Experienced, knowledgable, and helpful with figuring out the ins and outs of contracts and negotiation.

Karin Carlson

Karin Carlson

  5   (7 reviews)
Seller review
Savvy, calm, and personable!
16 days ago
Savvy, calm, and personable!

We chose Karin in part for her experience and market knowledge. We were off island for almost everything after our initial meeting with her and she handled everything amazingly well. This included some difficult, first- time buyers; last minute repairs; and shipping us some things we had left behind. She did everything promptly, thoughtfully, and with humor. We highly recommend working with her.

Karin Carlson

Karin Carlson

  5   (7 reviews)
Seller review
Excellent experience for which we are thankful
16 days ago
Excellent experience for which we are thankful

We could not be more pleased with the recent sale of our Maui property. Karin’s professionalism, her knowledge of market value and negotiation skills were instrumental in the sale by one of the first two buyers who viewed our property. We were kept informed on all aspects of the sale which made our experience seamless. We would not hesitate to recommend Karin for any real estate needs.

Karin Carlson

Karin Carlson

  5   (7 reviews)
Seller review
Great agent who closes the deal!
21 days ago
Great agent who closes the deal!

Jeff is great! This is my 2nd time working with him, and everything went smoothly from opening escrow to closing. He pays attention to detail, and has a friendly disposition so he's very easy to work with!

Jeff Onderko

Jeff Onderko

  5   (2 reviews)
Seller review
Steve is incredibly polite with all parties involved and always ready to tackle a challenge.
26 days ago
Steve is incredibly polite with all parties involved and always ready to tackle a challenge.

Selling my CPRrd AG land parcels was a breeze with Steve. Finding a waterline, helping to arrange the corner survey, and responding to complicated questions of potential buyers. His support was above and beyond the normal role of a real estate representative. His deep knowledge of the community and real relationships at all levels of the transaction were incredibly helpful.

Steven Nickens

Steven Nickens

  5   (1 review)
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Our properties

Hawaii Life - Wailea has 1 property for sale and sold 7 properties in the last 12 months, showing 4, sorted by most recent activity

SoldSep 2, 2026
$950,000
1648 Ainakea Road
Lahaina HI 96761
3
2
House
Listing courtesy of Hawaii Life - Wailea
SoldAug 27, 2026
$200,000
310 Kulamanu Circle
Kula HI 96790
Other
Listing courtesy of Hawaii Life - Wailea
SoldMay 20, 2026
$3,760,000
3036 Kalua Koi Road
Maunaloa HI 96770
4
5
3
Single-Family
Listing courtesy of ISLAND SOTHEBY'S INTERNATIONAL and Hawaii Life - Wailea
SoldJan 29, 2026
$2,375,000
124 Waaula Way
Wailea HI 96753
3
4
Single-Family
Listing courtesy of Hawaii Life - Wailea
Show all 8 properties
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