Adventure travellers Dan Moore and Mitch Oates witnessed the unspoiled beauty of the hills around Kualoa Ranch during a private hike on Oahu.

How to Island-Hop Your Way Through Hawaii

Two thrill-seeking travellers hike, swim, dive and paddle their way through paradise.

Adventure travellers Dan Moore and Mitch Oates spent two weeks chasing thrills while soaking up the distinctive beauty of four Hawaiian islands.

“Hawaii was much more diverse and adventure-filled than we had expected,” Moore says. “Every island has its own style, different from the next – including the landscapes. We don’t think you have truly experienced Hawaii until you have visited at least three islands to get fully immersed in what it has to offer.”

From home bases at Four Seasons Resort O‘ahu at Ko Olina, Four Seasons Resort Maui at Wailea, Four Seasons Resort Lanai and Four Seasons Resort Hualalai, the pair paddled, swam, dived and hiked their way through paradise – taking time out to unwind and savour the delights of their temporary island homes.

In the slideshows below, each photo is labelled with one of three adventure ratings: “Easy does it” for low-key activities, “On the move” for moderate-energy experiences, and “Off the charts” for adventures boasting the highest adrenaline rush.

Paddling low, climbing high on Oahu

Moore and Oates’ first stop was Oahu, where they relieved jet lag with a little pool time. Refreshed and ready for island life, they dialled up the action with canoeing, hiking through secluded areas of Kualoa Ranch and pursuing the ultimate underwater ocean adventure.

Four Seasons Oahu at Ko Olina

From poolside to countryside on Maui

When figuring out what to do in Maui for the 24 hours they had, Moore and Oates decided they wanted to experience as much of the island as possible. With a guide, they took a 12-hour photographic journey to some of Maui’s most scenic locations. “The drive through the island was just as picturesque as the waterfalls and taro farms we visited,” Oates says. “Simply breathtaking.”

Four Seasons Resort Maui at Wailea

Exploring Lanai on foot, by horseback and with wheels

“Lanai is the adventure island, with anything you want to do,” Moore says. During their stay, the pair tackled horseback riding, freediving, hiking, and mud-running in an ATV and a jeep. “Even the golf course offers motorized skateboards that you can put your clubs on instead of a golf cart,” he says. “Everything about this island is amazing, from the brand-new, tech-savvy Four Seasons Resort Lanai to remote areas that almost look like you are in an episode of Survivor.”

Four Seasons Resort Lanai

To be so close to such beautiful creatures and have them interacting with us was definitely one of the highlights in our lives, that’s for sure. – Mitch Oates

Water sports and wildlife on Hualalai

On Hualalai, their last stop, Moore and Oates enjoyed a mix of thrills and relaxation. “We actually didn’t leave Four Seasons Resort Hualalai,” Oates says. “It literally has everything you could possibly think of, including turtles scattered along the beach and dolphins just off the beach.”

Four Seasons Resort Hualalai

See more of Moore and Oates‘ adventures in Hawaii


mountain views at Four Seasons Resort Oahu at Ko Olina