Maui Real Estate Advisors is pleased to announce the $12,600,000 sale of Wailea Point 101, representing the highest-priced condominium sale in Wailea on the MLS year-to-date in 2025.
Robbie Dein & Ken Hayo of Maui Real Estate Advisors and Dave Wagner of Wailea Point Realty co-listed this exceptional Wailea Point 101 residence, adding another significant transaction to their decades of experience in Wailea and Makena luxury real estate.
The sale is particularly meaningful for our team because Wailea Point is a community we know exceptionally well, both professionally and personally.
Wailea Point 101: Wailea’s Top Condo Sale of 2025 YTD
At $12.6 million, the sale of Wailea Point 101 represents the highest-priced Wailea condominium sale recorded on the MLS through this point in 2025.
The transaction also comes during a changing Maui real estate market, where experience, positioning, marketing, and negotiation have become increasingly important.
While not every property in Wailea is selling, exceptional properties continue to attract buyers when they are positioned appropriately for the market.
For Robbie and Ken, the sale of Wailea Point 101 is part of a much longer history within the community.
A Proven Track Record in Wailea Point Real Estate
Over the years, Robbie Dein and Ken Hayo have represented buyers and sellers throughout Wailea Point, including residences ranging from oceanfront properties to a double unit.
Their Wailea Point experience includes representation involving Units 901, 1001, 1102, 1202/1204, 1904, 2103, 2203, 2302, 2304, 2404, 3102, 3301, 3402, 3404 and now Wailea Point 101.
Their track record also includes representation in the $16 million sale of Wailea Point 402, which remains Maui’s second-highest condominium sale on the MLS according to our records.
That depth of experience provides firsthand perspective on the characteristics that can distinguish one Wailea Point residence from another and influence how a property should be positioned in the market.
Local Knowledge of Wailea Point
Experience at Wailea Point goes beyond knowing recent comparable sales.
Robbie Dein is a longtime, year-round Wailea Point resident and has served two terms on the Wailea Point Board, along with service on the Site, Remodel, Landscape and Community Committees.
That involvement provides a level of familiarity with the community that can be particularly valuable when advising Wailea Point buyers and sellers.
From individual floor plans and locations within the property to the lifestyle and character of the community itself, Wailea Point is not a place where every residence can be evaluated simply by looking at an average price per square foot.
Experience Doesn’t Cost More. Inexperience Can.
The sale of Wailea Point 101 also comes during a year in which Robbie Dein and Ken Hayo represented the sellers of both the highest-priced Wailea residential and condominium MLS sales year-to-date.
In March 2025, they represented the seller of 3898 Waakaula Place in Wailea Golf Estates, which sold for $6.9 million. That was followed by their co-listing of Wailea Point 101, which sold for $12.6 million.
Through the date of the original August 2025 market update, the team had closed 14 transactions totaling more than $38 million in sales volume for the year.
Luxury real estate experience matters because the job extends well beyond putting a property on the MLS. Pricing, presentation, marketing, negotiation, local market knowledge and understanding the buyer pool can all influence the outcome.
Experience doesn’t cost more. Inexperience can.
Why Wailea Point?
Wailea Point has long held a distinctive position within Wailea’s luxury real estate market.
The gated oceanfront community occupies approximately 28 landscaped acres between two of Maui’s finest beaches and is adjacent to the Four Seasons Resort Maui and Fairmont Kea Lani. Its location offers convenient access to Wailea’s beaches, golf, tennis, fine dining, shopping, spas and resort amenities.
But part of Wailea Point’s appeal is also the community itself.
As a year-round resident and someone who has served on Wailea Point’s Board and several community committees, Robbie brings firsthand knowledge not only of the real estate, but of the lifestyle and sense of community that have made Wailea Point a legacy property for many owners.
Considering Buying or Selling at Wailea Point?
Every Wailea Point residence is different, and understanding those differences is particularly important at the upper end of the market.
Location within the community, floor plan, elevation, ocean and outer-island views, privacy, renovations, condition and outdoor living spaces can all influence value and buyer demand.
Whether you’re considering selling your Wailea Point residence, looking for an opportunity to purchase within the community, or simply want to better understand the market, Maui Real Estate Advisors would be happy to provide a confidential analysis and share our perspective.
More About Wailea Point
Our experience at Wailea Point extends well beyond this $12.6 million sale. Explore our Wailea Point community page for current listings, notable sales, amenities, and more about our team’s experience representing buyers and sellers within the community.
With Aloha,
Frequently Asked Questions about Wailea Point
How much did Wailea Point 101 sell for?
Wailea Point 101 sold for $12,600,000 in 2025. At the time of the sale, it was the highest-priced condominium sale in Wailea on the MLS year-to-date. Robbie Dein and Ken Hayo of Maui Real Estate Advisors co-represented the sellers.
Does Maui Real Estate Advisors have experience at Wailea Point?
Yes. Prior to and including the sale of Wailea Point 101, Robbie Dein and Ken Hayo had represented buyers and sellers across numerous residences within Wailea Point. Their experience also includes representation in the $16 million sale of Wailea Point 402, which remains Maui’s second-highest MLS condominium sale according to the team’s records.
What should buyers know before purchasing a condo at Wailea Point?
Wailea Point residences can vary considerably in floor plan, location within the community, elevation, views, privacy, renovations and condition. Those differences can affect both the ownership experience and value, which is why individual residences should be evaluated on more than price per square foot alone.
Working with an agent who has direct experience within Wailea Point can provide valuable context when comparing available properties.
What amenities does Wailea Point offer?
Wailea Point is a gated oceanfront community situated on approximately 28 landscaped acres between two of Maui’s finest beaches and adjacent to the Four Seasons Resort Maui and Fairmont Kea Lani.
The community offers two pool and spa pavilions for owners’ private use and community gatherings, a fitness center, lighted tennis and pickleball courts, a cold plunge, multiple BBQ areas and 24-hour roving security. Nearby are world-class golf, fine dining, shopping, spas, art galleries and a wide range of outdoor recreation.
Beyond the physical amenities, Wailea Point also offers a strong sense of community among its owners, something Robbie has experienced firsthand as a year-round resident and through his service on the Board and community committees.
