A client-centered philosophy combined with local knowledge and global reach
Courtney M. Brown, R(S), Vice President, Island Sotheby’s International Realty
A fifth-generation Kama‘āina and lifelong Maui resident, Courtney M. Brown brings a rare depth of local knowledge, global sophistication, and client-first integrity to every real estate relationship. Born and raised in the Upcountry town of Makawao, Courtney combines her island roots with an education from Smith College in Massachusetts, where she graduated cum laude and Phi Beta Kappa.
Since beginning her real estate career in 1997, she has become one of Maui’s most respected and successful agents, consistently ranking among the Top 3% of Realtors on Maui and earning annual recognition by REALTrends America’s Best Real Estate Agents.
As Vice President at Island Sotheby’s International Realty, Courtney represents the finest homes and resort properties throughout West and South Maui. She lives in Kapalua and specializes in oceanfront and resort-area properties including Plantation Estates, Pineapple Hill, Mahana Estates, Honolua Ridge, Montage Residences Kapalua Bay, The Ironwoods, Coconut Grove, Kapalua Golf Villas, Kapalua Ridge Villas, Kapalua Bay Villas, Kaanapali Golf Estates, Kaanapali Coffee Farms, The Kaanapali Alii, The Whaler, Honua Kai, Wailea Beach Villas, Wailea Point, and Makena Golf and Beach Resort. Her intimate familiarity with each community—its history, culture, architecture, and micro-market nuances—gives her clients a decisive advantage whether buying or selling.
Courtney’s career sales exceed $700 million, and she has represented buyers and sellers in some of Maui’s most notable transactions, including three of the four highest-priced residential sales in West Maui: an oceanfront home in Kapalua at $26.5 million, the beachfront estate at 20 Kai Ala Place in Kaanapali ($20.75 million), and a golf-course residence in Kapalua’s Plantation Estates at $18 million. In 2024 and 2025, she represented the sellers of the two highest-priced residential sales in Kaanapali and the highest-priced vacant-land sale in Kapalua. Her track record reflects not only elite market knowledge but also meticulous representation and unwavering ethics.
Behind every success story is Courtney’s guiding philosophy: a client-first commitment grounded in professionalism, empathy, and trust. She is known for tireless advocacy, skilled negotiation, and honest counsel—always taking the time to explain both the strengths and limitations of a property so clients can make confident decisions. Her buyers and sellers describe her as “tireless,” “unbelievably professional,” “highly ethical,” and “a friend for life.” Many clients return for multiple transactions, often referring their family and friends to her care.
While she regularly represents high-net-worth clients and international buyers seeking exceptional resort and oceanfront properties, Courtney believes every client deserves the same dedication and respect. She frequently assists primary and second-home buyers as well as select investors, treating each relationship with the warmth and attentiveness she would offer a family member. Her clients describe her as both deeply professional and genuinely kind—someone who blends expert precision with the spirit of aloha.
Courtney’s leadership extends beyond sales. She has served as a Board Member of the Realtors Association of Maui, including terms as West Maui Regional Director and Director-at-Large, and has volunteered with the Realtors Association of Maui Community Foundation. In 2014, she was honored as the Realtor (S) of the Year—an award that may only be received once in a career—recognizing her professional excellence and community service. Each year she contributes to local Maui charities in hopes of strengthening the community she loves so much.
A proud member of the Sotheby’s International Realty global network, Courtney leverages the reach of more than 1,100 offices in 86 countries and territories, combining global marketing strength with her local expertise to deliver unmatched exposure for her listings. Her marketing strategy emphasizes professional photography, compelling storytelling, and targeted digital visibility through LuxuryRealEstateMaui.com and Sotheby’s worldwide syndication.
Above all, Courtney’s success stems from genuine relationships. She measures achievement not by volume alone, but by the trust and satisfaction of her clients—many of whom describe their experiences as seamless, enjoyable, and life-changing. Whether guiding first-time island buyers or marketing record-setting estates, she remains steadfast in her commitment to serve with integrity, discretion, and aloha.
Professional Recognition:
- Hawaii Business Magazine’s TOP 100 Hawaii Realtors
- Top 3% of Maui Realtors
- REAL Trends America's Best Real Estate Agents
- "Realtor (S) of the Year, 2014" Realtor's Association of Maui
Experienced Buyer's Representation
9 Bay Drive $26,450,000
710 Mokuleia Place $18,000,000
5520 Makena Road $15,500,000
602 Mokuleia Drive $10,100,000
The Resort at Kapalua Bay 1203 $8,200,000
1 Kapalua Place $8,000,000
229 Crestview Drive $6,875,000
999 Aina Mahiai Street $6,675,000
4437 W. Waiola Street $6,525,000
Coconut Grove 22 $5,000,000
The Resort at Kapalua Bay 2103 $4,950,000
The Resort at Kapalua Bay 1204 $4,900,000
Skillful Seller's Representation
20 Kai Ala Drive $20,750,000
6501 Honoapiilani Road $9,700,000
706 Mokuleia Place $9,600,000
1 Kapalua Place $8,750,000
175 Kalaihi Place $7,600,000
708 Mokuleia Place $7,125,000
330 Cook Pine Drive $6,450,000
310 Cook Pine Drive $6,150,000
8 Kapalua Place $6,050,000
222 Crestview Drive $5,775,000
94 Keoawa $5,000,000
225 Plantation Club Drive $4,900,000
Designations, Awards and Recognition
ePRO, RSPS
REAL Trends Verified: Top 1.5% of Realtors Nationwide
REAL Trends America's Best Real Estate Agents
Top 3% of Maui Realtors, 2019-2025
Hawaii Business Magazine's Top 100 Realtors
Realtor of the Year, 2014*
*This award can be received only once and is based on contributions to the community and profession
H. Lin Murphy
Buyer Representation
"Courtney's the best agent we've ever had. She came highly recommended by our astute friends, but boy were we WOW'd! What we expected was an incredibly smart, professional, detail-oriented, super-likeable real estate agent. What we found was all that AND a warm, caring, sweet soul. From beginning to end, Courtney made the process of selecting, negotiating, and purchasing our vacation home in Kapalua a pure pleasure. She always offered detailed knowledge with absolutely no personal bias, even when we sought it. In retrospect, I think Courtney's exceptional talent comes from the fact that she's a gifted and caring listener. She really cares that you find exactly what you want (down to the last detail), and she takes great care in making the process nothing less than wonderful."
S&J Malaga
Buyer & Seller Representation
"We have used Courtney as our agent for three real estate transactions in Kapalua over the past few years--both when buying and selling our condos. She is very knowledgeable about the local market, strives to understand the needs of her clients, identifies potential properties that meet those needs, and offers excellent guidance as to price and other important factors to be considered. Courtney is an honest and dedicated professional who works extremely well with her clients by establishing strong relationships with them. As a result, we heartily recommend her if you are considering either purchasing or selling a home on Maui."
G. Thomas
Buyer Representation
"Courtney is amazing. As a true professional, Courtney will work tirelessly to find you a home that best fulfills your dreams in Maui. She is very thorough and detail oriented, all the while remaining calm and pleasant."
K. Stein
Seller Representation
"Courtney Brown is the consummate real estate broker. We recently employed her to sell our house in Maui. She was totally on top of every aspect of the sale. She is extremely knowledgeable about the Maui real estate market. She handled all parts of the sale in a very efficient and conscientious manner. Not only is she competent but she is a delight to work with. Courtney is a kind, cheerful, and enjoyable person to be around. Our house sale was seamless from beginning to end. We would recommend Courtney to everyone."
J. Fahnestock & L. Panwitt
Buyer Representation
"We had wanted to make Maui our home for years, so when we got serious about it, we spent a week house hunting with the intention to make an offer before going home. Our first day we met and decided to work with Courtney Brown. And oh my, how lucky we are to have found her! Since she has lived her whole life on the island, she is extremely knowledgeable about local resources and properties all over the island, and especially in West Maui where we wanted to be. Her intelligent, calm and caring manner along with a keen sense of how to work with people, enabled her quickly to get to know us and what we wanted. Despite a busy schedule, she was able to make herself available right away to show us numerous properties that first afternoon. We were excited and nervous, yet she skillfully guided us through all of the questions and concerns we had about properties we viewed. She also introduced us to a community we didn't know, and it turned out to be perfect for us. We went through some offer negotiations, and thanks to Courtney's wisdom and astute sense of the market and us, our final offer on THE house of our dreams was accepted on Friday..just five days later! We are eternally grateful to Courtney for her professionalism and ability to turn us into home owners on Maui. Courtney has our highest recommendation, and we believe you will be well served by selecting her as your real estate agent on Maui."
T. Ruggeri
Buyer & Seller Representation
"I have worked closely with Courtney as both a selling and buying agent. Her knowledge of the real estate market is second to none. Further, her ability to understand what I was looking for helped her structure her assistance to mirror my expectations. She also was concise in her appraisal of what I could expect during the transactions. I would highly recommend Courtney to anyone that wants to deal with a real estate agent with unrivaled knowledge and integrity."
H. Martens
Buyer Representation
"We worked with Courtney over a three-year period purchasing two villas at The Ridge at Kapalua. Courtney's in depth knowledge of the market plus her intelligence and thorough follow through made her an invaluable part of both transactions. We refer to Courtney as our secret weapon because having her representing us gave us confidence in pursuing both purchases. While we have absolute trust in Courtney's advice and counsel, she also provided tools for us to make our own independent analysis and judgment. She was patient and helpful in all we asked of her. We could not be more positive in recommending Courtney to others either buying or selling real estate in the West Maui market."
U. Somerville
Buyer & Seller Representation
"Courtney is outstanding - she is an expert on things Maui. She does extensive research to provide up to the minute knowledge of factors affecting the real estate market on the island with a specialty in West Maui. She provides the type of in-depth consultative advice that is invaluable to either a buyer or seller. We have used her for multiple transactions."