Maha'ulepu Heritage Trail in Koloa, HI is pet friendly. Located on the Garden Isle, take this trail from Shipwreck Beach to Punahoa Point with your pooch. Along the way, you'll take on gradual inclines and declines, take in views from the cliffs, and get to see Makauwahi Cave and other natural sights. Leashed dogs are welcome on this moderate trail that's just under 4 miles out-and-back.
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