Hawaii Life - Wailea

3750 Wailea Alanui, Suite B-16, Wailea, HI 96753
HI: RB-19928
  •   5   (114 reviews)

Meet the team

Get to know the 48 agents at Hawaii Life - Wailea.

Josh Jerman
Josh Jerman

REALTOR® Broker

  5   (81 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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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   (3 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. While I’m relatively new to the industry, real estate is in my blood. I’m fortunate to work alongside my dad, Brad MacArthur, who brings over 28 years of experience, and my brother, Tyler MacArthur, who’s 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 back 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 my Bachelor of Science Degree 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 perfect, or hitting the golf course—because, let’s face it, I love to golf. I cherish spending time with my family and friends, and I’m always up for an adventure or a new travel experience. With a passion for both real estate and Maui’s vibrant community, I’m eager to guide clients through every step of the process, whether they’re seeking their dream home or an investment opportunity. My goal is to provide a warm, approachable, and thoughtful experience, helping clients make informed decisions and achieve their real estate goals with confidence. Aloha, Austin
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Harry "Dev" Devery
Harry "Dev" Devery

REALTOR® Broker

  5   (2 reviews)
About Harry "Dev"
Aloha, My name is Harry Devery, but my friends call me Dev. I’ve been working as a full-time Realtor on Maui since 2003 and I really enjoy helping people find property, whether it’s a primary/secondary residence, vacation rental or investment. My desire to help my clients has even driven me to camp-out for new construction releases on more than one occasion! I also have extensive experience in property management, short sales and bank-owned properties (REOs). Taking classes allows me to further my real estate knowledge and better assist my clients. I’m proud to have received my CRS Designation (one of 37,000 Realtors nationwide) having completed advanced professional training and demonstrating outstanding professional achievement in residential real estate. Before I became a full-time Realtor, I was a boat captain on sailing catamarans and a dive instructor on Maui’s west side. I still enjoy the ocean but now I get to share it with my Realtor wife, Lena, our two daughters and our two dogs. When I’m not working I enjoy hiking, camping and fishing with family and friends. Please feel free to contact me, I look forward to meeting you. Aloha, Harry "Dev"
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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  
114 reviewsacross 8 different locations, showing 6.
Our qualities as told by our client reviews: reliable, well-prepared, friendly, attentive, local expert.
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Seller review
Outstanding Realtor- Highly Recommend
10 days ago
Outstanding Realtor- Highly Recommend

Working with Dev was an exceptional experience from beginning to end. He did an amazing job handling the sale of our home at 15 Hui Drive. Dev was professional, knowledgeable, responsive, and attentive to every detail throughout the entire process. He kept us well informed, patiently answered our questions, and consistently went above and beyond to make the sale as smooth and stress-free as possible. We always felt that Dev genuinely cared about us and was working hard to achieve the best possible outcome. We are extremely grateful for his guidance, dedication, and excellent service. We would wholeheartedly recommend Dev to anyone looking to buy or sell a home. He truly exceeded our expectations! Mahalo, Dev, for everything!

Harry "Dev" Devery

Harry "Dev" Devery

  5   (2 reviews)
Seller review
Dev is one cool, thoughtful guy.
14 days ago
Dev is one cool, thoughtful guy.

Dev knows the market. We appreciated that he was a straight-forward, no-nonsense agent. Would work with him again and recommend him to buyers/sellers without reservation.

Harry "Dev" Devery

Harry "Dev" Devery

  5   (2 reviews)
Buyer review
Jai was always responsive to our requests and very easy to work with.
28 days ago
Jai was always responsive to our requests and very easy to work with.

Jai not only sold our condo but also handled the sale of the property we purchased. We were on the mainland for 2 1/2 months while this was going on so Jai not only made sure to be present for our condo showings but also took us on a video tour of the property we bought. He communicated with us to keep us informed and always returned calls quickly when we needed to speak with him. He seemed to have a good rapport with the realtors that represented the buyers/sellers. Jai was friendly yet always professional. He was very knowledgeable about the housing market. I would recommend Jai to anyone looking for a realtor to guide them in buying/selling a property.

Jai Jimenez

Jai Jimenez

  5   (1 review)
Buyer review
My wife and I were first time home buyers with little to no experience in looking for or purchasing
about 1 month ago
My wife and I were first time home buyers with little to no experience in looking for or purchasing

My wife and I were first time home buyers with little to no experience in looking for or purchasing a home. We were so blessed to have chosen Leslie as our agent. She was very knowledgeable, polite, professional, and very responsive to our needs and always went the extra mile to address any questions that we had. She traveled to the mainland U.S. to attend her daughter's wedding but still found the time to respond promptly to us when we had questions that popped up along the way. Her years of experience and network of associates in the real estate industry was extremely valuable to us. She was able to make recommendations of other industry professionals that saved us a lot of time and stress by avoiding having to search on our own with the risk of choosing a company that would've had negative issues. Leslie made our first home buying experience a positive one and our family was so fortunate to have her on our team leading each step of the way. We highly recommend Leslie to others who need real estate related services.

Leslie Smith

Leslie Smith

  5   (9 reviews)
Seller review
I recently sold my condo at Keonekai Villages with Austin MacArthur and couldn't have been happier w
6 months ago
I recently sold my condo at Keonekai Villages with Austin MacArthur and couldn't have been happier w

I recently sold my condo at Keonekai Villages with Austin MacArthur and couldn't have been happier with the outcome. He helped me every step of the way with recommendations for staging and what to worry about and what not to worry about. Was in the process of relocating to the mainland for work and Austin was able to expertly navigate my Cartus Relocation team that was helping me with my relocation. It is a challenge to work with a company relocation team and Austin handled it seamlessly for me. As I was leaving for the mainland Austin and team had showings before I left and an offer and sold in under 2 months time! I appreciate Austin's attention to detail to the condo and to my needs as I continued my journey back on the mainland. I highly recommended Austin and his team and so grateful for the excellent experience.

Austin MacArthur

Austin MacArthur

  5   (2 reviews)
Buyer review
Just closed on our dream Maui purchase and couldn't have asked for a better team to help us get it d
6 months ago
Just closed on our dream Maui purchase and couldn't have asked for a better team to help us get it d

Just closed on our dream Maui purchase and couldn't have asked for a better team to help us get it done! When we first met Brad and Austin, we knew without a doubt they were the right guys! Extremely well established, I swear Brad knew about almost every house we drove by! Experience showed and they really shined, including their personalities. It is obvious they are a family that works very well together. They put so much care and time into the entire process. Brad, Tyler and Austin have a very well oiled system of working together and we felt very secure the entire time. No stresses! We highly recommend the MacArthur Team!

Austin MacArthur

Austin MacArthur

  5   (2 reviews)
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Our properties

Hawaii Life - Wailea has 161 properties for sale and sold 107 properties in the last 12 months, showing 4, sorted by most recent activity

For Sale
$20,500,000
3146 South Kihei Road
Kihei HI 96753
3
4
2
Single-Family
Listing courtesy of Hawaii Life - Wailea
For Sale
$1,545,000
221 Mahie Place
Kihei HI 96753
3
3
2
Single-Family
Listing courtesy of Hawaii Life - Wailea
For Sale
$7,800,000
22 Halapa Place
Wailea HI 96753
3
4
2
Single-Family
Listing courtesy of Hawaii Life - Wailea
For Sale
$525,000
302/3959 Lower Honoapiilani Road
Napili-Honokowai HI 96761
1
1
Condo
Listing courtesy of Hawaii Life - Wailea
Show all 268 properties
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