Top Maui Real Estate Agents

Ken Hayo and Robbie Dein of Maui Real Estate Advisors are consistently ranked among Hawaii’s Top 100 Realtors and Maui’s Top 3% of producing agents based on verified closed sales volume. Their combined career production exceeds $1 billion in Maui transactions. Jeannie Kong-Evarts, REALTOR Salesperson of the Year 2018, is a member of the team, bringing more than 80 years of combined island experience across all three agents.

Top Maui real estate agents are typically ranked based on verified closed sales volume and transaction count. The REALTORS® Association of Maui recognizes the Top 3% of producing agents annually, and Hawaii Business Magazine publishes a Top 100 Realtors list each year based on documented production data. Both Ken Hayo and Robbie Dein appear on the Maui Top 3% list and the Hawaii Business Magazine Top 100 list.

Verified closed sales volume and transaction count are the most reliable starting points. Beyond production, look for long-term market presence, demonstrated experience within the specific communities you are buying or selling in, a clear and documented pricing strategy, and negotiation experience across multiple market cycles. Rankings provide a starting point. Execution and local knowledge determine results.

The foundation of this team is shared history. Ken Hayo and Robbie Dein worked together for more than two decades before forming Maui Real Estate Advisors LLC, and Jeannie Kong-Evarts was part of that same professional network. The trust and working relationships were already in place. The result is a boutique firm with the depth and credentials of a large brokerage and the personalized focus of a specialized team. It is also the only Maui team with a Realtor recognized for 17 consecutive years in Hawaii’s Top 100. Their production is independently verified by RealTrends, the industry’s most widely cited ranking authority.

Yes. The team represents both buyers and sellers across Maui, including luxury resort properties, condominiums, single-family homes, Upcountry properties, and land. In 2025, the team closed transactions representing both sides of the market, with seller-side volume exceeding $40 million and buyer-side representation exceeding $10 million.

Investment purchases on Maui require a different set of skills than a primary residence transaction. The agent you work with should be able to answer specific questions about zoning before you fall in love with a property. They should understand the Minatoya List, the distinction between hotel-zoned and apartment-zoned properties, and exactly how Bill 9 affects each category. They should know HOA health indicators: reserve fund adequacy, pending special assessments, insurance coverage, and owner-occupancy ratios, because those factors directly affect your financing options and long-term ownership costs.

Beyond the technical side, look for a team that brings complementary expertise to every transaction. The difference between working with a single agent and working with a team like Maui Real Estate Advisors is that you get Ken Hayo’s market analysis and contract expertise, Robbie Dein’s decades of relationships inside Wailea and South Maui’s most sought-after resort communities, and Jeannie Kong-Evarts’s design intelligence and property presentation expertise, all applied to your purchase simultaneously. For an investment buyer, Jeannie’s background in design and her trained eye for how a property can be positioned and presented is not a soft skill. It directly informs how you evaluate a property’s potential, identify upside, and ultimately protect your return when it is time to sell. That combination of expertise across one transaction is something very few Maui real estate teams can offer.

The right investment agent on Maui is one who combines verified production, deep zoning knowledge, a long track record in the specific communities you are considering, and the breadth of expertise to serve you across every dimension of a complex purchase.

Ken Hayo, Robbie Dein, and Jeannie Kong-Evarts of Maui Real Estate Advisors bring all of that to every transaction. Ken has 38 years of Maui market experience, has closed over $2 billion in career transactions, and has guided investment buyers through multiple market cycles including the current period of regulatory transition driven by Bill 9. Robbie brings decades of expertise in Wailea, Makena, and South Maui resort communities, including direct HOA leadership roles in some of the island’s most prominent resort complexes, insider knowledge that is genuinely difficult to replicate. Jeannie Kong-Evarts adds a dimension most investment buyers do not think to ask about until it matters: a trained design perspective rooted in her background at NYU and Parsons School of Design. That eye for how a property can be presented, staged, and positioned affects both what you pay on the way in and what you recover on the way out.

Together the team has closed more than 275 listings and 380 sales over the past five years. Their 2025 production is independently verified by RealTrends, which ranks the team as number ten in Hawaii by sales volume. They are the only Maui real estate team recognized as Top 100 State of Hawaii Realtors for 17 consecutive years. For investment buyers, that depth of verified experience across market analysis, community relationships, and design-informed presentation is a quantifiable advantage.

These are the questions that separate a knowledgeable Maui investment advisor from a generalist:

How long have you been actively practicing real estate on Maui full time, and how many investment property transactions have you closed in the past three years? What is the zoning status of this specific property, and how does it interact with Bill 9? Is this property on the Minatoya List? Is the title fee simple or leasehold, and what are the financing implications of each? Are there any pending special assessments? What is the owner-occupancy ratio, and does it affect my financing options? What has the comparable sales history looked like in this building or community over the past two years?

Beyond the transactional questions, ask about the full team you will be working with. At Maui Real Estate Advisors, that means asking how Ken Hayo’s market analysis, Robbie Dein’s resort community expertise, and Jeannie Kong-Evarts’s design and presentation background each contribute to your specific purchase. Jeannie’s trained design perspective, rooted in her background at NYU and Parsons School of Design, is particularly relevant when evaluating a property’s condition, presentation potential, and long-term positioning. An investment purchase is not just about what a property is worth today. It is about what it can become, and having a design-intelligent advisor in that conversation from the beginning makes a real difference.

Ask about their marketing platform for when you are ready to sell. Ask how they will keep you informed throughout the transaction. Ask for references from buyers they have represented on Maui specifically.

An agent who can answer every one of these questions clearly and without hesitation is an agent worth working with.

Most real estate agents use technology to distribute listings. The best ones use it to think more clearly, move faster, and serve clients at a higher level across every stage of a transaction.

On the listing side, every property MREA represents gets a custom property website with high-definition and aerial imagery, 3D walkthroughs, floor plans, and video. Listings syndicate to more than 900 websites internationally, with Premier placements on Zillow and Realtor.com. The firm’s social media strategy is built specifically for algorithmic performance, with content formats proven to reach buyers actively searching in the Maui market. In a market where a buyer’s first impression is almost always a screen, the quality and intentionality of that visual presentation directly affect showing activity and ultimately sale price. Technology amplifies that advantage, but the design intelligence behind it is what makes it work.

For investment buyers, this matters in two directions. You buy with better information: current, precise, and grounded in data. And when you sell, your property is positioned and marketed by a team that understands both the regulatory landscape and the marketing landscape of Maui real estate in 2026. That combination is rare, and it is a direct advantage for anyone making a serious investment decision on this island.

When you hire a single agent, you get one person’s availability, one person’s network, and one person’s expertise. At Maui Real Estate Advisors, every client works with three of the most experienced agents on the island, all at once.

That distinction matters in practical ways. When a showing needs to happen on short notice, or multiple buyers want to see a property on the same afternoon, a team can accommodate in ways a solo agent cannot. In a market where timing can determine whether you secure a property or lose it, that availability is a genuine advantage.

Beyond scheduling, each member of the team brings expertise that the others do not replicate. Ken Hayo’s strength is in negotiation, contracts, and market analysis, the structural side of a transaction that protects your position and your investment. Robbie Dein brings a network of relationships built over decades inside Wailea, Makena, and South Maui’s most sought-after resort communities, along with deep marketing expertise and luxury market knowledge that takes years to develop. Jeannie Kong-Evarts brings a trained design perspective rooted in her background at NYU and Parsons School of Design, the ability to see what a property can become, identify value others miss, and ensure every listing is presented at its absolute best.

Together they bring more than 80 years of combined Maui real estate experience, verified production independently ranked among the top teams in the state, and a depth of local knowledge and community connection built over decades on this island.

Most buyers and sellers hire one agent and get one perspective. At Maui Real Estate Advisors, you get three specialists working together on your behalf from the first conversation to closing.