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About Us and What We Do


Customized Insurance and Personalized Services from a Local Agency

At Kevin O’Brien Insurance, we love insurance and we love helping people protect their assets.  We’ve delivered insurance and services for many years, and we’ve become seasoned at giving clients what they want and need as a result.  Our agency started as a CalFarm Insurance Company agency, but over time it became a full-service independent agency.  We served farmers and agribusiness owners in San Mateo County and throughout California for a long time, and we still do.  Now however, we serve almost anyone in Central California.

Insurance Offerings that fit your Needs

We provide personal and commercial insurance, and there’s almost no need that we can’t meet.  From homeowners, auto, and recreational vehicle insurance to business, employee, and industry-specific insurance, our offerings give individuals and commercial enterprises what they need.


We’re proactive in how we create solutions, and this means that we look for every way in which we can help our clients save money and time.  It means also that we never let clients go uncovered.  If there are gaps in clients’ insurance policies, we fill them in the most cost-effective ways.


To learn more about our insurance offerings, visit our products page.

Dedicated, experienced Agents and Community Involvement

All of our agents live in Half Moon Bay and in cities throughout San Mateo County.  They know and understand your needs and they’ll also be able to ensure that you have the best possible experiences.  We’re proud of this, and we continue to learn as much as we can about the communities that we serve so that we can continue to be truly local agents. We also love that being local means that our clients are frequent visitors to our office in downtown Half Moon Bay. This helps us get to know you as more than just our clients and, ultimately, builds great and lasting relationships in our community. 


We’re as dedicated to being a part of our communities as we are to providing insurance and services.  One of our agents is a past president of the Rotary Club of Half Moon Bay and is currently on the board of the Half Moon Bay Chamber of Commerce.  We volunteer for nonprofit organizations and we’re also very involved in surfing and youth tennis. 


We’d love to tell you more about our agency so please contact us or give us a call today.  If you’re ready to start on an insurance policy, request a quote.


Additional Insurance Information:


At Kevin O'Brien Insurance we’re proud to provide insurance and risk management solutions in Half Moon Bay, San Mateo, San Francisco Peninsula, Pacifica, Burlingame, and Redwood City, CA.  We also serve other areas in the state.


Our Location

Kevin O’Brien Insurance Agency

Kevin O’Brien Insurance Agency

720 Kelly Avenue
Half Moon Bay, CA 94019
Main office: 650-726-6328

Our Providers


I live in Santa Cruz and work in Half Moon Bay. I decided to go with Weller O'Brien in HMB because it's a smaller town, and I figured they would give me more attention and better service than if I went to someone in Santa Cruz. I wasn't let down. They are always quick to return my calls. I am more then just a policy to them. I've never had an insurance salesman go over a policy like that before. It made me confident that I was with the right group.

Brian S.
Kevin and all of his staff have been great in handling all of my insurance needs for my personal and business operations. Not only is it helpful having them local so I can pop in any time but they also help me understand the different insurance options available to me. Thanks Kevin

Bryan B.
Weller O'Brien Insurance Services in Half Moon Bay, California is wonderful! On my Homeowners Insurance Policy they were able to give me better coverage and save me money. Kevin, Barbara and Adam are always courteous and friendly. If you are in their office or speaking with them on the phone they always make you feel special. I do not hesitate to refer my friends to them..

Teresa A.
Kevin is the best! We have our business insurance with him and we are very happy. His staff is top notch and very helpful. They have a cool new office in downtown HMB, perfect for people that want a face to face in this day in age where so many things are online and impersonal. Thanks for everything Kevin and crew.....we love you.

Mike A.
When looking for homeowners insurance, I checked out several companies. Weller O'Brien by far had the best customer service. Their insurance coverage was comparable to other companies, only much less expensive. Every time I've called I've spoken with Betty, Adam or Kevin directly and all my questions have been answered. They even looked over my auto insurance to make sure that I was fully covered. I would highly recommend them to anyone needing new insurance or wanting to have their current insurance evaluated.

Angela B.