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

“It was great to see more things around the area. Good to hear the narrative as to what we were seeing at the time. We rode around twice and enjoyed it more the second time as we had missed a lot the first time around.…”

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3.Diamond Head Hiking and Oahu Island Experience feat. North Shore

Discover Oahu’s best sights with this small-group tour featuring Diamond Head, North Shore, and more for a full day of authentic Hawaiian experiences.

★ 5.0

“We had limited time on Oahu and Diamondhead was on the list of things to do. With reservations being required to hike Diamondhead, this tour checked a big box and gave us a good look at the rest of the island too. John was awesome!…”

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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

“We had an amazing time on our tour. Well worth the money spent. I would recommend this tour to anyone wanting to see the island. Our tour guy was amazing (little Vietnamese guy) we can’t remember his name. Gave us so many recommendations and each…”

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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

“A Good quick, early morning bike ride before it gets too hot, 3 hour excursion from downtown Waikiki to Diamond Dead and back. Guide Supplied a great bike with water. And on the way back, we got takeout lunch and stopped at local park to…”

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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

“We loved our time on this tour! Ryan did an excellent job leading us through the area on our e-bikes. The ride was fun and allowed us to see a number of different areas including a few Nationally Registered Historic Homes, parts of the famous…”

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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

“Great staff.. Very friendly and entertaining.. The whole experience was worth every penny.. if you come to Waikiki this is a definite tour”

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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.

“What a fun bike ride! We got to see areas we had not gone to yet. Pleasant guided tour. If you can ride a bike you can do this! Easy level.”

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10.Oahu: Diamond Head Sunrise Hike with Acai Bowl and Malasada

Experience a stunning sunrise hike at Diamond Head, enjoy a local acai bowl and malasadas, and discover scenic views and authentic flavors on this 4-hour tour.

★ 4.4

“The hike was incredible! My husband and I did this as part of our 20-year wedding anniversary trip. The views and sunrise were stunningThe Malasadas and açaí bowls - absolutely delicious! Our driver was great and everyone was so nice. I definitely recommend!”

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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

“Fabulous crew and beautiful scenery! We were welcomed and taken care of from beginning to end. Tai and Perry were wonderful captains.”

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14.Oahu: Parasail on Maunalua Bay with Diamond Head Views

Soar over Maunalua Bay with stunning views of Diamond Head and Koolau Mountains on a 1.5-hour tandem parasailing adventure. Perfect for thrill-seekers and first-timers.

★ 4.7

“It was amazing! However, too waste time when I was waiting. Because we had to wait until the other activities were finished before we could go. We were supposed to finish in 1 hour 30 minutes but it took us over 2 hours 30 minutes…”

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