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    Kaupo Gap Trail

    5.0 (2 reviews)

    Kaupo Gap Trail Photos

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    4 months ago

    Helpful 2
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    5 years ago

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    Thompson Road - Birds of paradise

    Thompson Road

    5.0(9 reviews)
    15.2 mi

    With the hustle & bustle of our daily lives, there comes a time where we begin seeking refuge in…read moreother pursuits -- the quiet country life, travel to foreign countries, social interaction, etc. Ah yes, I'm talking that sweet work/life balance. Thompson Road offered the perfect little escape to help maintain that mental equilibrium that we so often forget in pursuit of our daily bread. With its volcanic rock walls guiding the walker's way and views from coast to coast to inspire a multitude of praises, I imagine this is the quintessential Maui view that dreams are made of. Breathtaking. Awe-inspiring. I thought to myself, "Damn, how lucky am I to have grown up on such a beautiful island? And why is it my first time here?" A sense of guilt suddenly struck for not appreciating my island home enough. Making our way down the paved path, the calling of the birds echoed through the trees, the cows mooed in the distance, cherry blossoms made surprise appearances, & clouds loomed in the distance. It was peaceful, it was relaxing, it was everything. We came across a few other souls with the same idea. I secretly hoped we'd cross paths with Oprah who lives nearby. We captured the attention of the ranch cows, finding them all lined up at the fence with eyes fixated on us. "A traffic jam!" my toddler so poetically exclaimed. & lastly we found ourselves caught in a rainstorm and retreated under our umbrella. Best to be prepared! In sum, we all need our time of repose. I found it here on Thompson Road.

    Want a great walk and cool upcountry air? Must enjoy a jaunt on Thompson Road. Not many folks if…read moreyou go early and you can take a pup or 2 on a leash with you! Then grab coffee afterwards at Grandma's! Love this place for bacon and eggs or a pastry!

    Photos
    Thompson Road - Having fun!

    Having fun!

    Thompson Road - Nice place for a walk

    Nice place for a walk

    Thompson Road - Lush green hillside

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    Lush green hillside

    Kaupo Gap Trail - hiking - Updated May 2026

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