Bob Cartwright earned his real estate salesperson license in 1976, joined Whalers Realty in 1982, and received his Brokers license in 1983. Bob quickly became the company’s top-producing agent, eventually becoming its Broker in Charge. Along with his wife, Tess, they purchased the company in December 1993 and under their direction, the company doubled in size. In December 2016, Whalers Realty merged with Keller Williams to become the Whalers Associates branch of KW Island Living. This allowed Bob to step down as Principal Broker and focus on what he enjoys doing most. That is to help Buyers and Sellers with the purchase and sale of real estate on Maui. He also remains a mentor to several teams of agents and one of the exclusive sales representatives for the developers of Lanikeha at Kaanapali.

Bob's longstanding sales success on Maui can be attributed to his experience and knowledge of the Maui market combined with a commitment to business principles founded on personal integrity.Bob and Tess Cartwright continue to demonstrate a loyalty to their clients, community, and their teams by participating in expanding their industry knowledge while providing a service that is unmatched by other local Realtors®.

Most recently Bob was recognized with a Hall of Fame Award as an Awardee for multiple years from Top 100 REALTORS®, HI Business’ “Who’s Who In Hawaii Real Estate” for excellence in – 2007, 2008, 2009, 2011, 2012, 2014 and 2015.

Professional Associations & Awards

• Professional Standards & Arbitration Committee of Realtors Association of Maui, Inc – 1995 to 1999 & 2003 to present
• Director of Realtors Association of Maui, Inc. – 2000 to 2002
• Official Real Estate Advisor to Board of Directors for Homeowners Association of Kaanapali Shores – 2001 & 2010
• West Maui Regional Director of Realtors Association of Maui, Inc – 1990

• Top 100 REALTORS®, HI Business’ “Who’s Who In Hawaii Real Estate” – 2007, 2008, 2009, 2011, 2012, 2014
• “Elite 35” Top 100 Realtors, HI Business’ “Who’s Who In Hawaii Real Estate 3 Years in a Row” – 2009
• Hawaii Business Small Biz Success Awards – 2009
• Mayor’s Small Business Award Finalist – 2008
• Mayor’s Small Business Award, Lifetime Achievement – 2004
• Maui First Hawaiian Bank Lokahi Award – 2001