Oahu

15 Best Diamond Head Tours

The Diamond Head hikes: the crater rim trail through tunnels and old bunkers to a full-circle view of Waikiki and the south shore. Sunrise slots beat both the heat and the queue.

1.Waikiki Trolley Green Line Diamond Head Shuttle

Discover Waikiki with the Green Line Diamond Head Shuttle—an affordable, scenic, hop-on-hop-off trolley that offers easy access to iconic landmarks and local hotspots.

Most Popular★ 5.0

“Great Shuttle. Easy to find pickup locations. Driver was funny and prompt. The open sides of the trolley were nice to get air after the hike.”

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2.Oahu: Diamond Head Hike with Roundtrip Transportation

Discover the stunning views of Waikiki and the Pacific on a self-guided Diamond Head hike with convenient roundtrip hotel transportation for a seamless morning adventure.

★ 4.3

“Pick-up was well on time. We left early, because I was the only passenger at that point. Left off was also right on time. I liked our guide. She organized the group actions well and gave clear instructions.”

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5.Oahu: Diamond Head Crater Hike and North Shore Experience

Discover Oahu’s highlights with this full-day tour, including Diamond Head, North Shore beaches, local food, and a pineapple plantation—all from Waikiki.

★ 4.7

“Absolutely amazing experience! Our guide was phenomenal! Definitely recommend this to anyone! Pickup was easy, directly from our hotel and our guide was so knowledgeable, had great energy and gave us a day to remember.”

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6.Diamond Head Bike to Hike and Local Lunch

Experience Oahu’s beauty on a 4-hour bike, hike, and local lunch tour, visiting Diamond Head’s top sights with expert guides and authentic Hawaiian flavor.

★ 5.0

“It was great ! Kelly was fiull of information and very entertaining . If you enjoy biking it’s fun activity couple hills but doable”

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7.Electric Bike Ride & Diamond Head Hike Tour

Discover Oahu’s iconic Diamond Head with this private e-bike and hike tour. Enjoy stunning views, expert guides, and a flexible, fun outdoor experience.

★ 5.0

“This was our first time riding e bikes which was a fun experience on its own. The trip through Moana on the bike allowed us to experience the area while enjoying nature. Very pleasant trip once we got out of the city. The hike was…”

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8.1-Hour Diamond Head Sail of Waikiki Beach

Experience a 1-hour sail past Diamond Head from Waikiki Beach, enjoying stunning views, complimentary drinks, and a friendly crew. Book in advance.

★ 5.0

“The boat was beautiful and the crew was amazing the way they worked to be sure every person was having a great time. Such a good time!”

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9.Diamond Head Electric Bike Scenic Tour

Discover Oahu on an electric bike tour from Waikiki to Diamond Head, combining scenic coastal views, historical insights, and fun, eco-friendly riding.

“Great tour. Ryan was knowledgeable and friendly. He showed us sites that we had not seen in four prior visits to the island.”

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13.Diamond Head Sunset Sail

Enjoy a private sunset sail off Oahu with stunning views of Diamond Head and Waikiki, dolphin sightings, and the freedom to bring your own drinks and snacks.

★ 4.5

“Superb sunset sail! Great crew - Perry & Sami were the best! We saw dolphins literally all around the boat! A rainbow and a stunning sunset! Perfection!”

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