Tradewinds Maui offers specialized full service property caretaking

Exclusive services for second home and condo owners

When you come to Maui you deserve to relax and enjoy your stay and not worry about a dirty dusty home or condo that’s been locked up for months with leaky pipes or other unforeseen maintenance and security issues that keep you from experiencing a true holiday free from worry.

We aren’t the run of the mill property caretaking company that has hundreds of clients. We are a South Maui based property management firm that caterers exclusively with second home owners and their guests. We also act as your local agent when it comes to getting estimates from contractors and scheduling maintenance and repairs. We know how to find the best contractors whether it be for a remodel, an addition to your home, or spa and pool care we’ve got you covered.

Our 30 years of experience on Maui has allowed us to build great relationships with local companies.


  • “I’m proud to tell you they are definitely 5 star all the way. Tracy is so accommodating, dropping off our vehicle at the airport when we arrive and taking us to the airport when we leave. He sets up the cleaners to come in when needed and makes sure everything is a-ok while we are gone. If you’re looking for someone to take care of your property, look no further. Great people, great service. “
    - Edwin T.
  • “We’ve been working with Tracy and Ann for several years. They take care of all of our needs when we are off island. Condo check ups and maintenance, auto registration and maintenance, a/c service, carpet cleaning, and they even drop the car at the airport for us when we arrive. Very accessible, very easy to work with, very reasonable prices and very trustworthy. Hard to beat!”
    - Greg L.
  • “My husband and I have not only been working with Tradewinds Maui for 6 years, we are proud to say that Tracy and his family have become our friends. The service is truly stellar! Communication, thoroughness, and timeliness are all very important and Tradewinds executes on all three dimensions. We feel like our home is in very good hands while we are away, and perfectly ready for us when we come into town.”
    - Mary A.

Additional Services

In addition to our comprehensive second home or condo caretaking inspection service we offer personalized services as well such as airport pick up and drop off, pre arrival shopping, errand service, package acceptance and delivery, guided tours of Maui and even surfing lessons!

Having Tradewinds Maui as your Maui agent makes vacation and second home ownership a breeze. We would love to be Your Maui connection.