Jessica Baker


My journey to Maui began at a very early age! Well before I could read I always wanted to look at picture books of tropical fish and marine life. Eventually I would share with anyone who would listen, "When I grow up, I am going to swim with dolphins in Hawaii!" This was a very big dream for a kid in Michigan.

Fast forward to 2006. After graduating summa cum laude from the University of Michigan, I was fortunate enough to take my first (and only) vacation here to Maui with my parents. While we were having dinner that first night at the iconic Pioneer Inn in Lahaina Town, I just knew that the island was calling me. Armed with two suitcases and a bicycle, my next flight back to Maui two months later was as a brand new resident.

Now I have happily lived in Lahaina for over fourteen years. As a child my parents couldn't keep me out of the water - I would spend as much time as possible in the chilly waters of Lake Superior - and I was a competitive swimmer in high school. Surfing was a natural progression, as well as snorkeling and open water swimming. I've completed both the Maui Channel Swim and the Waikiki Roughwater Swim. When I'm not in the ocean, I also enjoy hiking around the island, yoga, baking, reading a good book, and spending time with my husband and our dog Lucy.

I began my professional career here on Maui in Fine Art Sales then transitioned into Real Estate at the end of 2011. It was another natural progression based on my evolving interests and education. That first year I was awarded the Prudential Iwado Realty Rookie of The Year and worked almost exclusively in Commercial Sales & Leasing. Several years later I have now sold commercial properties - and even more single-family homes and condos - all across the island from Napili to Wailea, Wailuku to Kula, even Hana!

My mission is to help my clients achieve their goals - whether they're buying or selling - when the timing is right. I am strongly committed to providing clear, consistent communications and building long-term relationships, and have the diverse sales experience to back it up. I have been consistently ranked in the top 20% of Maui Realtors since 2015. Top 9% of Maui Realtors in 2018. I am a member of the Realtors Association of Maui Board of Directors and hold the position of Director-At-Large. I'm also a member of the Maui Commercial Roundtable and Co-chair of the Realtors Association of Maui Technology Committee.

What are YOUR Maui real estate goals and how can I help? Call, text, or email me anytime to talk story!

Click Here to Watch My Intro Video

Click Here to Listen to My Recent Podcast Interview With Elevating Motherhood

Oh! And did I ever swim with dolphins? Sure did. December 2007 was the first time of many. Life goal achieved. I love my Hawaii Life!



$1.35M | Lahaina | Learn More About this Property

My Blog Posts
It’s a Great Time to Buy Oceanfront Land on Maui
Over the past few weeks working solely from home I’ve spent a lot of time gazing out the window at …
latest news
Huge Fine Increase for Illegal Short-Term Rentals In Maui County
On December 22nd, 2019, a huge fine increase for illegal short-term rentals in Maui County went into effect. Thinking about …
for sale
What Does A Million Dollar View Look Like On Maui?
Have you ever wondered what a million dollar view looks like on Maui? We’ve all heard that highly subjective descriptive …

What my clients are saying...

Jessica helped us purchase a house in Kula. We’ve been buying/selling property on Maui and the mainland since our first home in 1987 and have found that having the right agent is the most important part of the transaction. Jessica is by far the best Realtor that we have ever worked with. She is very knowledgeable of the market. She is an excellent communicator. And most importantly, she is super organized. Bonus - on the very small chance that you have a question and she isn’t quite sure of the answer, she has no problem saying she isn’t sure but will find out. And she does. During our escrow, the seller was a little slow getting some of his requirements taken care of and Jessica was on it! She had a plan A, plan B and plan C depending on what he ended up doing. Made everything super smooth and painless. We will work with her again for sure.

— Terri

We could not be happier with our experience and relationship with Jessica Baker. She worked as hard as anyone could hope for with her marketing, open houses, communication, guidance and the many counters that were involved in our closing the deal. We felt that she became our good friend and partner. Our situation was not an easy one either. The condo was in a trust for my husband and his three siblings. Jessica had patience and understanding many times while the four took time to make decisions. Plus, we all Iive in Oregon so most of our dealings and communications were from afar. Jessica always went the extra mile to do the little things as well...replacing broken items, cleaning a closet, working around our rental bookings and always having an eye for details. We appreciated her constant support, her cheerful and positive attitude and the feedback we always received after showings. Jessica is a hard working professional who we hold in the highest regard.

— Barbara