Wailea Point: The Ultimate Oceanfront Lifestyle in Wailea, Maui
Wailea Point is a gated, low-density oceanfront condominium community set across 28 lushly landscaped acres between Wailea Beach and Polo Beach in Wailea, Maui. With just 130 residences across 34 buildings, the community is known for its exceptional oceanfront setting, privacy, distinctive architecture, resort-quality amenities, and strong sense of community.
Located along the pristine coastline of South Maui, it offers an unparalleled oceanfront living experience in one of Maui’s most prestigious communities. Adjacent to the Four Seasons Resort Maui and Fairmont Kea Lani, residents are within easy reach of world-class dining, golf, shopping, spas, and some of Maui’s finest beaches.
With sweeping ocean and outer-island views, expansive tropical grounds, and a coveted position along the Wailea coastline it embodies refined island living while maintaining the privacy of a residential community.
Wailea Point Condos for Sale
Residences vary considerably in size, floor plan, location, views, renovations, and price. Opportunities can range from two-bedroom residences to expansive oceanfront homes, penthouses, and combined double units.
Our team can provide additional insight into individual buildings and floor plans, recent comparable sales, and the characteristics that distinguish one residence from another.
A Masterpiece in Design & Craftsmanship
Developed in 1984, Wailea Point was meticulously crafted as a low-density luxury oceanfront community. With just 130 residences spread across 34 buildings, the design preserves expansive open space, lush tropical landscaping, and breathtaking coastal panoramas.
Steel-reinforced concrete construction, rich Western Red Cedar ceilings, and timeless architectural details contribute to its distinctive character and enduring appeal.
Yet what truly sets this community apart is its remarkable oceanfront positioning. Situated between Wailea Beach and Polo Beach and adjacent to the renowned Four Seasons and Fairmont Kea Lani resorts, owners enjoy convenient access to five-star dining, spas, beaches, and resort amenities while returning home to a quiet, private residential setting.
Why Work With Maui Real Estate Advisors at Wailea Point?
Few real estate teams know Wailea Point as intimately as Maui Real Estate Advisors.
For decades, our team has represented buyers and sellers throughout Wailea Point, with experience spanning 18 residences, from oceanfront properties and penthouses to a combined double unit. That firsthand experience gives us perspective on the nuances that can influence value from one building, location, and floor plan to the next.
Robbie Dein brings an especially personal perspective as a longtime, year-round Wailea Point resident and owner. He has served two three-year terms on the Wailea Point Board of Directors, as well as on the Site, Remodel, Landscape, and Community Committees.
That involvement provides firsthand familiarity not only with Wailea Point real estate, but with the community itself and the qualities that make living here distinctive.
Together, Robbie Dein, Ken Hayo, and Jeannie Kong-Evarts bring more than 80 years of combined Maui real estate experience and more than $1 billion in total sales volume. Our experience extends well beyond Wailea Point. As an active Wailea-based team representing both condominium and single-family transactions throughout Wailea, Makena, and the broader Maui luxury market, we see firsthand how buyer preferences, inventory, pricing, and competition are shifting across property types.
That broader perspective matters. A buyer considering a Wailea Point residence may also be comparing another luxury condominium, a single-family home in Wailea, or an opportunity in Makena. Understanding that competitive landscape helps us advise our clients on how their property fits within the market as a whole.
Our clients also work directly with an experienced team. Robbie Dein, Ken Hayo, and Jeannie Kong-Evarts are each actively involved, bringing complementary strengths in Wailea Point and resort-market knowledge, contracts and negotiations, pricing strategy, property presentation, and marketing.
Experience Doesn’t Cost More. Inexperience Can.
Some real estate knowledge comes from education. Some only comes from decades of transactions, negotiations, problems solved, and mistakes avoided.
At Wailea Point, where location, floor plan, elevation, renovations, views, privacy, and even positioning within the community can influence value, that experience matters.
“Robbie and Ken are not only excellent professionals but are delightful to work with.”
Rich Komen, Wailea Point 101
A Proven Track Record at Wailea Point
Our experience includes representation in some of the most significant transactions in the community’s history.
Wailea Point 402 | $16,000,000 | 2021
The $16 million sale of Wailea Point 402 remains the highest recorded sale at Wailea Point and stands as the second-highest MLS condominium sale in Maui history.
The 4,544-square-foot developer’s unit occupied a premier location on the Point and had been offered for sale only once previously since 1986.
Read about the record-setting sale of Wailea Point 402
Wailea Point 101 | $12,600,000 | 2025
Robbie Dein and Ken Hayo represented the sellers of Wailea Point 101, which closed for $12.6 million and was Wailea’s highest-priced MLS condominium sale of 2025 at the time of closing.
Read about the $12.6 million sale of Wailea Point 101
Wailea Point 1103 | $6,950,000 | 2026
Our team’s recent representation includes the $6.95 million sale of Wailea Point 1103, a front-row oceanfront residence that went under contract just 31 days after hitting the market.
In a luxury market where many properties can take months to sell, the result demonstrates the importance of thoughtful pricing, strategic marketing, presentation, and understanding what today’s Wailea Point buyers are responding to.
Read about the $6.95 million sale of Wailea Point 1103
Decades of Experience Within the Community
Our Wailea Point experience extends beyond these three notable sales. Over the years, Robbie Dein and Ken Hayo have represented buyers and/or sellers involving residences including 101, 402, 901, 1001, 1102, 1202/1204, 1904, 2103, 2203, 2302, 2304, 2404, 3102, 3301, 3402, and 3404.
That breadth of experience is particularly valuable in a community where individual residences can vary substantially in floor plan, orientation, elevation, views, privacy, condition, and renovations.
Resort-Style Amenities
Wailea Point offers the privacy of a gated oceanfront enclave combined with an extensive collection of amenities for owners.
The community includes:
- Four swimming pools, including a 25-meter lap pool
- Two spa areas and a cold plunge
- Entertainment and pool pavilions with kitchens and BBQ areas
- Lighted tennis and pickleball courts
- Fully equipped fitness facilities
- Golf cart-friendly grounds
- Private garages and storage
- 24-hour security
Beyond the property itself, owners are moments from Wailea’s championship golf, fine dining, shopping, spas, art galleries, beaches, and a wide variety of ocean and outdoor activities.
More Than Amenities: A Sense of Community
One of its defining qualities is something that can be difficult to appreciate from photographs or an MLS listing alone: its sense of community.
Pool pavilions and common spaces host community gatherings and provide opportunities for owners to connect, while the low-density design and expansive grounds preserve the privacy expected of a premier oceanfront property.
For year-round residents in particular, that balance between privacy and community can be an important part of what makes Wailea Point feel like home.
Buying at Wailea Point
Buying at Wailea Point requires understanding more than what appears in an MLS listing.
Two residences with similar square footage can offer very different experiences depending on their building, location within the community, floor plan, elevation, orientation, views, privacy, condition, and renovations.
These differences can also influence value.
Our experience representing both buyers and sellers within Wailea Point allows us to help clients evaluate individual opportunities in the context of recent sales, current competition, and the unique characteristics of each residence.
Whether you are actively searching or simply waiting for the right property to become available, we welcome the opportunity to help you understand the Wailea Point market.
Selling at Wailea Point
No two residences should be marketed exactly the same way. Understanding what distinguishes a particular property, and how those characteristics compare with recent sales and competing inventory, is critical to determining pricing and positioning.
Our marketing is designed to reach buyers wherever they begin their search. That includes professional property presentation, targeted digital and social media marketing, direct outreach, email and print marketing, exposure through our established Maui network, and a growing online presence designed to reach buyers researching Maui real estate from outside the island.
Just as importantly, we position each property within the broader Wailea and Makena luxury market. Today’s buyer may be comparing a Wailea Point residence with another luxury condominium, a Wailea home, or an opportunity in Makena. Our experience across those markets helps us understand the competition and tell the story of why a particular residence stands apart.
If you are considering selling, or simply want to understand where your residence fits in today’s market, Maui Real Estate Advisors would be happy to prepare a confidential analysis based on your property’s location, floor plan, views, condition, recent comparable sales, current competition, and today’s buyer activity.
Explore Real Estate Opportunities
From expansive ocean-view residences to private, beautifully renovated retreats, Wailea Point offers a rare opportunity to own within one of Maui’s most distinctive oceanfront communities.
Explore the current Wailea Point listings above, or contact Maui Real Estate Advisors to learn more about available properties, off-market opportunities, or the current value of your Wailea Point residence.
Get in touch with our experienced team today, Maui Real Estate Advisors is dedicated to making your search for a home in Maui a memorable and successful experience.
Feel free to reach out if you have additional questions about the Maui housing market! View other Maui Oceanfront Properties For Sale Here.