Diamond Head Crater Hike
Up for a trek? Oʻahu is a hiker’s haven, and one of the island’s most iconic routes is surprisingly kid-friendly. Part of the Koʻolau Range of volcanoes, Diamond Head Trail (known as Lēʻahi, meaning “brow of the tuna” in Hawaiian) is a 350-acre crater at the edge of Waikiki’s coastline. It was created by an eruption that took place around 300,000 years ago.
Today, it’s one of Oʻahu’s most popular trails — and for good reason. From its lookout point, hikers can look down at Waikiki, across Honolulu, and out toward the majestic Waianae Mountains. On an especially clear day, it’s possible to see all the way to Molokaʻi, Lānaʻi, and Maui. You might even spot a humpback whale in the ocean below if you’re really lucky. A roughly 40 to 60-minute walk from start to finish, it’s an accessible hike that older kids will enjoy as much as the adults. The trail’s captivating history adds another layer of wonder to this local legend, featuring a huge lighthouse, dark underground tunnels, and military bunkers that require a flashlight.
Even a short hike can work up an appetite. Plan a post-adventure dinner at 100 Sails Restaurant & Bar, where little ones five years and younger eat for free, and kids 6 to 10 years old receive 50% off. Enjoy fresh, island-inspired menus, cocktails crafted to perfection, and ocean views.