5 Hard-Earned Tips for Hawaii Work-Trade (WWOOFing) that ensure Success

During my adventures on these Hawaiian Islands, I have witnessed some remarkably unconventional and intriguing ways of living—ways that aren’t nearly as common on Mainland USA.

The single most profound difference I’ve encountered on these islands is the social agreement known as Work-Trade. Before I came here, I’d never work-traded anywhere. Heck, I don’t think I’d even heard of it before, but it turned out to be the best way for me to live cheaply on the Big Island while I wrote my 2nd book. No joke.

If you’re not familiar, work-trade is a type of living situation where a person (i.e., a work-trader) does a certain type of work in exchange for lodging. This is especially common on Hawaii, where jobs can be scarce. But even beyond that, many people choose work trade for the community benefits it offers. Nowhere else in the world have I seen so many intentional communities thriving than on Hawaii, and many of my friends here believe that community living is the future (not to mention the past, too).

Before I came to Hawaii in April 2013, I thought work-trade would be a fantastic way to save money. After all, helping people with their technology in exchange for free rent, laundry, and internet service sounded like a stellar idea.

What I didn’t know at the time was how much of a growth catalyst this would be for me. I’d never lived in community before, and I was in for a bit of an adjustment. I’ve managed condense what I’ve learned into the five tips below, that, when applied, can highly improve your experience.

Five Wise Tips

  1. Be Totally Crystal Clear what your agreement is before you begin. If the agreement is 24 hours per week, please be sure of which days that entails, and exactly what that work will be. Some managers are more free-spirited than others and just want someone there to hold space, while others will micro-manage you. It’s up to you to clarify what is expected of you before you begin.
  2. Realize that agreements are up for negotiation as long as you keep an open ear and behave honorably. Some places will charge you a security deposit (or give it some other name), and I was able to cut the deposit of my first place in half by doing some extra work in exchange. Normally, this wouldn’t be a big deal, but in a place where jobs and clients can be tricky to find, saving a little extra cash is helpful.
  3. Run the Work Environment through your gut. Do you feel good about living on the same property with the person who will also be your boss? Having your manager also be your landlord is perhaps the largest mental shift associated with work-trade. Working with someone who you get along with is great in a job situation, but it’s just about mandatory when it comes to work trade. You will see that person most every day, so test for resonance before you agree to anything. If you get into an agreement with someone who simply doesn’t get you, anguish will result. However, if your manager understands what you have to offer, and you both do your part, a beautiful, highly-supportive relationship can result.
  4. Be sure you want to be part of that Community before you arrive. If the community is relatively transient, obviously you’d better be equanimous with unexpected personalities coming and going every few weeks. Do you resonate with the culture of the place? Do you enjoy the people there now? Have you noticed new people arriving that you also feel good about—or don’t? In a place with a high turnover rate, like a hostel, this is can be a double-edged sword. Know yourself.
  5. Be prepared to share Utilities like kitchen, laundry machine, and bathroom. If you haven’t had to do this before, it can be a bit of an adjustment, but usually the least of concerns, which is why I’ve placed it here at the end. If you are the kind of person who is interested in community in the first place, you will most likely adapt to this quickly.


Overwhelmingly Positive

Double Rainbow over Hana Bay, Maui

Overall, living in a various work-trade situations has been overwhelmingly positive for me. Once I adjusted, I found the work-trade situations on the Big Island to be intriguing and of a relatively low time commitment (usually less time than a part-time job).

If you’re able to land a place that really resonates with you, it can be the best decision you’ll ever make if you want to really delve deep into a place while travelling, especially in Hawaii. You’ll expose yourself to new growth experiences, many of which you can’t anticipate. Living in a community, no matter how small, has the effect of exposing elements of yourself that you can improve on, as well as revealing your greatest strengths.

A Final Word of Warning: Once you start doing this, it may be difficult to stop! When I started house-sitting in mid-2014 after living in community for over a year, I found the adjustment to living alone rather pleasant at first, but then I came to miss living in community. The social support to be found in community is powerful, even if it’s just one or two other people.

Even now as I write this, I am on the eastern side of Maui, typing inside one of the most terrific living rooms ever: a fully-enclosed geodesic dome, complete with couches and a guitars along the edge. My friend’s farm here in Hana is a wonderfully eclectic mix of sacred architecture, abundant fruit trees, and creative souls — not to mention a wonderful home base for my brief time here on Maui.

Seems I just can’t get away from community, can I? 😉

How to Increase your Power through Travel

Do everyday chores ever feel like impossibly weighty tasks? Are there projects that you know you should tend to, yet you can’t seem to muster the focus to deal with them? Do you feel powerless to alter your destiny?

Everyday tasks and future plans don’t have to weigh on you. You can find the strength and the motivation to tackle the projects you’ve been putting off. You can (and will) alter your destiny.

And travel will be your catalyst.

How is Travel a Catalyst?

The more I travel the more I realize how much it changes my perspective and strengthens me as an individual. For instance, a few days ago I returned home after a month-long quest to explore the East Coast of the United States. Upon returning, I began to realize, just as I realized after my West Coast trip, that I had perceptibly grown as an individual. I felt more confident, more clear, more decisive, and more able to confront challenges that appear in daily life. Over and over again, I have realized that travel is a powerful catalyst for growth.

Why is this the case?

In short, the act of travel gives you sublime opportunities for you to mature in uncounted ways, including increasing your own power. From repeated observation of this pattern in myself and in others, I’ve seen how travel (especially travel that involves exploring expansive areas or contending with situations you’ve never been in before) poses excellent opportunities for you to adapt to new surroundings and situations. This process often features a collection of challenges in different areas, and these challenges increase in difficulty as you proceed into more foreign and new experiences. And in the process, these challenges stretch you as a person — they stretch your consciousness itself.

And the result becomes clear when you return.

When you return back to your old surroundings, you return to an environment that you created from your previous level of thinking. Your old environment was a product of the person you were before you ventured out to travel, so when you look at your old environment (your office, living situation, relationships, etc.) you’re really seeing an old reflection of yourself. Yet this new you, this post-adventure you, sees your old challenges in a completely new light, and they probably don’t seem nearly as weighty or intimidating as before.

If you’ve stretched yourself at all while travelling, you will feel a shift; and the more you’ve stretched yourself and challenged your assumptions about life itself, the more pronounced your shift in perspective will be.

How to best harness this New Power

However, if you’re not careful, you can lose most of your gains because your environment will support or hinder your overall sense of power. You want to hold onto this newfound strength, right? If you do, you’d be wise to harness this newfound strength now to upgrade your life to support this new sense of perspective you now have. Best to do it now, because it’ll be much more challenging later.

What are some things you should think about doing?

To harness your new power after any consciousness expansion (including, but not limited to travel), I highly recommend you:

  1. Form a Fresh Vision
    • Write a few sentences about where you’d like different areas of you life to be a year from now. (Cover health, relationships, social, career, and finances.) Where would you like them to be a year from now?
  2. Upgrade your Workspace
    • Take some time to reconsider how you’ve designed your workspace because your environment is critical to supporting the habits that will shape you into the person you’ll become. My article “How to Improve your Workspace in 7 Steps” will help you reevaluate and refresh your workspace so it’s truly supportive to who you are.
  3. Take ACTION!
    • Are there any tasks you’ve been meaning to do for weeks but let go for an extended period, certain that you’d “get to them later”? You are strong now. Whether it was short trip or a longer quest, you have just returned from travelling and that makes you wiser than you were before. Take decisive action now while you’re still hot.


Always remember, with each new adventure comes a new opportunity to stretch yourself and expand your awareness. I’ve found that keeping a journal helps me see these changes in myself, and if you take action soon after you return from an adventure, you can better lock-in those gains made from travelling. In the process, you increase the rate at which you’re able to evolve and grow as a piece of this incredible planet we call our home. It’s begging to be explored, so even after you’ve expanded your consciousness many times, never forget that there are always new ways to grow and new ways to expand your awareness through travel.

Travel is one of the most profound ways to grow, so if you want to continue to grow and increase your power and awareness, never stop travelling. Its rewards compound over a lifetime.