South Maui Real Estate Specialists

The island’s finest communities deserve guidance from Maui Realtors who understand both the lifestyle and the long-term value that make South Maui so exceptional. Buyers and sellers today want more than basic support. They are looking for experienced Hawaii real estate agents who offer discretion, market intelligence, and a seamless, elevated experience from beginning to end.

As full-time Realtors based in South Maui, we bring a refined level of service shaped by decades of combined local expertise. Our approach blends thoughtful communication with an insider’s understanding of how the island’s most desirable neighborhoods truly live. Whether you are exploring coastal residences, evaluating investment opportunities, or preparing a home for the market, we help you move forward with clarity and confidence.

With a focus on luxury presentation, strategic guidance, and personalized support, we serve as trusted Maui Realtors and Hawaii real estate agents committed to making each step feel steady, informed, and aligned with your vision for life on the island.

Roger Pleski

A long career in the automotive industry shaped the early chapter of his professional life, where sixteen years of franchise ownership built a foundation rooted in leadership, consistency, and client-centered service. That experience carried naturally into real estate when he relocated to Maui in 2004, beginning what would become two decades of helping clients navigate properties across Wailea, Kihei, and the broader South Maui coastline.

Those who work with him often describe a communication style that is steady, direct, and grounded in clear market awareness. His reputation within Coldwell Banker Island Properties reflects years of mentorship, collaboration, and a deep familiarity with how the Maui real estate landscape has evolved over time.

Much of his perspective comes from time spent on the water or on the golf course, two places that keep him closely connected to the coastline and lifestyle so many clients seek. That understanding shapes the thoughtful approach found throughout the work of Roger Pleski and continues to influence how he guides people through long-term decisions on the island.

Amanda Kittle

More than twenty two years ago, Maui became home after several formative trips that eventually inspired a one-way move at age twenty. Those early years included time at the University of Hawai‘i and work supporting youth in foster care and probation programs. These experiences built the empathetic and patient communication style clients recognize immediately.

A creative background in graphic design later brought a refined visual approach to her real estate work, helping elevate listing presentation throughout Wailea, Kihei, and nearby coastal communities. Outside of real estate, she enjoys golfing across the island, hiking, and spending time outdoors with her dog Luna. Her community involvement includes service with Montessori Hale O‘Keiki and other South Maui organizations.

The combination of creativity, local knowledge, and more than two decades of island living shapes the perspective found throughout the work of Amanda Kittle, whose approach blends design insight with a grounded understanding of how each community truly lives.

What We Provide as a Team

Our goal is to simplify the process, offer clear direction, and provide a level of service rooted in integrity and strong results. By working together, we create a seamless experience and ensure our clients always have the support they need.

• Loyal. We prioritize your goals in every decision.
• Reachable. We stay available and responsive when questions come up.
• Committed. Real estate is our full-time profession.
• Transparent. We offer honest, straightforward communication.
• Hardworking. We manage every detail from preparation to closing.
• Results Driven. Our strategies are designed for strong performance.
• Evolving. We continually adopt new tools and modern marketing techniques.

Resources for Buyers

Buyers exploring Kihei Vacation Rentals for Sale and Wailea Condo Real Estate along with the rest of the island's real estate market can follow updates through our blog and explore neighborhoods in the complete Maui Communities guide. Whether you are searching for oceanfront condos or hillside homes, we help you compare areas, understand local trends, and find properties by map that align with your lifestyle goals across the best neighborhoods in Makena, Wailea, Kihei, Maalaea, Olowalu, Launiupoko, Lahaina, Kaanapali, Napili, Kapalua, Wailuku, Paia, Pukalani, Haiku, Hana, and Upcountry Kula.

Resources for Sellers

Sellers benefit from a detailed marketing approach tailored to the South Maui market, designed for meaningful visibility and strong results. In competitive areas like Kihei, Wailea, and Makena, well-positioned homes draw attention quickly, and our process helps your listing stand out from the moment it reaches the market.

Strategic Pricing. Every successful sale begins with the right price. We develop a custom pricing strategy based on current competition, recent sales, and broader market patterns. This approach invites interest and strengthens final outcomes.

Professional Presentation. High-quality photography, detailed descriptions, and strong visual presentation highlight the features that matter most in today’s market.

Maximum Exposure. Your home is placed across the Maui MLS and syndicated to major real estate networks and local channels, ensuring visibility among both Maui-based and mainland buyers.

Digital Reach. Listings are featured across Zillow, Redfin, Realtor.com, and supported by targeted advertising on Google, Facebook, Instagram, and Pinterest.

Skilled Negotiation. We manage communication, negotiation, and coordination from start to finish, whether you are selling locally or remotely.

Begin anytime with a complimentary home value report, or explore next steps in our detailed selling guide.

Your Maui Real Estate Team

To learn more about our family, our work, and life on the island, follow us on Instagram and Facebook, where we share local insights, Maui recommendations, and the occasional dog photo. We look forward to helping you move forward with clarity and confidence.