Talking Story

Origin Story

Our History begins with his-story.

Our story began in 1971 when Carl was working as an estimator for a contractor in Chicago and was fortunate that his boss had a friend in Hawaii that flew him out to Honolulu to work for his company. While working as an estimator he met “Jim”, the woman of his dreams, and in 1978 they were married. This was also the same year he got his real estate license and went to work at Barefoot Realty here in Honolulu.

After getting licensed he worked for several small real estate companies until the family moved to Maui in 1986 so Carl could work with a…

(cont’d from above) developer. Carl and his team marketed and sold these homes, many off the back of his trunk with only a set of plans and the dirt in front of them. But the dream and the opportunity was real, and in the end they sold all 120 single family homes in Kihei.

Along the way, Carl and Jim had their two sons. Kimo was born first and Kyle just two years after that. In 1989, while they were all living on Maui, Kimo and Kyle got accepted to Punahou School, so they all packed up again and moved back to Oahu, and in 1990 Carl opened Sandwich Isles Realty, Inc.

Growing up, Kimo and Kyle were inseparable; playing games, exploring their neighborhoods and island home, and of course getting into mischief as young boys do. They were also fortunate enough to be able to travel, attend awesome summer camps, and even got to visit multiple Asian countries in their teenage years.

When the college years hit, Kimo decided to get his real estate license while still at University of Hawaii and join Carl in the family business in 2000. Kimo has been an integral part of Sandwich Isles Realty ever since. He has a mind for technology and an eye firmly on the future that allows him to not only make his own intelligent real estate decisions and investments, but offers that same forward thinking and direct approach to the people he works with. Kimo is the Principal Broker of our sister company, Sandwich Isles Realty, which thrives today as the property management division to the Smigielski’s well-rounded real estate services that they provide.


Kyle entered the real estate business full time in 2015 after graduating from UC Irvine and living and working in California for ten years. During his professional career he worked as a commercial real estate agent with Marcus & Millichap which gave Kyle a keen understanding of the numbers and analysis needed when investing in real estate. Kyle has learned all sides of real estate and employs all of his knowledge when assisting people buy and sell property.

The Smigielski’s have a long history of impeccable real estate service in the islands. Since starting Sandwich Isles Realty in 1990, the company has had a strong presence in the luxury market in Honolulu. But with all of the new technology and big firms entering the local market, Carl and Kimo saw a need to up their game that would benefit their clients. So in 2015, Carl and the rest of the sales agents switched over to Keller Williams Honolulu which would give them the technology and global reach to increase their exposure and work alongside some of the best agents in Hawaii and across the world. However, Keller Williams Honolulu does not do property management so Kimo remained as Principal Broker of Sandwich Isles Realty to continue to manage their portfolio of rental properties for their valued clients.

The Smigielski’s clearly understand the need to stay ahead of the curve and give the people they work with an edge in the market which includes their gorgeous in-house staging services and their one of a kind marketing plans. Their focus on the future has led them to take another bold step in their history- a complete rebrand and relaunch of their sales team. Since Sandwich Isles Realty exists as its own company, mainly focused on property management, they wanted to create a luxury real estate brand for their sales division with Keller Williams. After much thought and soul searching they came up with a new brand that represents their signature brand of concierge service and their desire to help their clients grow their wealth through real estate. This is Portfolio. Portfolio will set a new standard of luxury service and marketing that has never been seen in Hawaii until now.

It has been a long road since the beginning of Carl’s career in the 70’s. And now, just as the world around us continues to surge forward at a rapid pace, he is evolving too and is excited to launch this new brand of luxury real estate service in Hawaii and continue to work alongside his two sons and help the many families that have come to trust them and that expect more from their real estate agent. Their commitment to educating themselves and the people they work with in all facets of the market and in new technology will undoubtedly benefit everyone they encounter in many ways and they are thrilled to launch Portfolio to the public.

The family that plays together,

stays together.

The family that plays together,

stays together.

Did We Miss Anything?

If you are going to this event and see something we’ve missed, let us know. We welcome your input.
4211 Waialae Avenue, Suite 4090, Honolulu, HI 96816
+1 (808) 255-2400

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