The North Shore of Kauai includes the environs of Kilauea, Princeville, Hanalei, and Haena. Traveling north on Route 56 from the airport, the coastal highway crosses the Wailua River and the busy towns of Wailua and Kapaa before emerging into a decidedly rural and scenic landscape, with expansive views of the island's rugged interior mountains. As the two-lane highway turns west and narrows, it winds through spectacular scenery and passes the posh resort community of Princeville before dropping down into Hanalei Valley. Here it narrows further and becomes a federally recognized scenic roadway, replete with one-lane bridges (the local etiquette is for six or seven cars to cross at a time, before yielding to those on the other side), hairpin turns, and heart-stopping coastal vistas. The road ends at Kee, where the ethereal rain forests and fluted sea cliffs of Napali Coast Wilderness State Park begin.

Napali Coast is considered the jewel of Kauai, and for all its greenery, it would surely be an emerald. After seeing the coast, many are at a loss for words, because its beauty is so overwhelming. Others resort to poetry. Pulitzer Prize–winning poet W. S. Merwin wrote a book-length poem, The Folding Cliffs, based on a true story set in Napali. Napali means "the cliffs," and while it sounds like a simple name, it's quite an apt description. The coastline is cut by a series of impossibly small valleys, like fault lines, running to the interior, with the resulting cliffs seeming to bend back on themselves like an accordion-folded fan made of green velvet.

In winter Kauai's North Shore receives more rainfall than other areas of the island. Don't let this deter you from visiting. The clouds drift over the mountains of Namolokama creating a mysterious mood and then, in a blink, disappear, rewarding you with mountains laced with a dozen waterfalls or more. The views of the mountain—as well as the sunsets over the ocean—from the St. Regis Bar, adjacent to the lobby of the St. Regis Princeville Resort, are fantastic.

The North Shore attracts all kinds—from celebrities to surfers. In fact, the late Andy Irons, three-time world surfing champion, along with his brother Bruce and legend Laird Hamilton grew up riding waves along the North Shore. So, also, did Bethany Hamilton, the teen surfer who lost her left arm to a tiger shark in 2003.