Oahu · DIAMOND HEAD HIKES

The 15 Best Diamond Head Hikes & Tickets

36 tours  ·  from $9 a head

The crater rim is a paved forty minutes up, and entry runs on a reservation system that catches most visitors out. These 15 cover the ticket-only options and the guided climbs with transport, priced, with the start times that beat the heat.

Oahu: Diamond Head Cruise with Drinks & Appetizers - Diamond Head and Waikiki from the ocean
Cruises & Boat Tours, Diamond Head Hikes, Tour Reviews

Oahu: Diamond Head Cruise with Drinks & Appetizers

2.Diamond Head Cruise with Drinks & Appetizers

★★★★★★★★★★4.8 · 324 reviews · from $108

Sail from Honolulu to Diamond Head at sunset with two cocktails, local food, Waikiki views, and a chance to see the green flash.

“The only thing not mentioned in the ad was that shoes are not worn on the boat. This was not an issue for us, but it could be for someone else potentially. The crew was awesome. Very personable and made us feel very welcome and cared for. Great value for the cost. Two cocktails plus what ended up being a small dinner! Very nice! The ride was a lot of fun!”

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Diamond Head Hiking and Oahu Island Experience feat. North Shore - The 5:30AM start and Diamond Head climb
Diamond Head Hikes, Hiking & Trekking, North Shore Tours, Tour Reviews

Diamond Head Hiking and Oahu Island Experience feat. North Shore

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

★★★★★★★★★★5.0 · 319 reviews · 11 hours (approx.) · from $110

Review of Oahu’s Diamond Head and North Shore tour, with an early hike, beach stops, local food, farm samples, and island views.

“Our driver, Stephanie, did a great job showing us many sights and giving us some history. The food truck area was great and delicious. We had the perfect amount of time at each stop.”

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Diamond Head Hike Shuttle with Reservation Tickets Included - Waikiki pickup and the Hula Girl Trolley ride
Diamond Head Hikes, Hiking & Trekking, Tickets, Tour Reviews

Diamond Head Hike Shuttle with Reservation Tickets Included

4.Diamond Head Hike Shuttle with Reservation Tickets Included

★★★★★★★★★★5.0 · 223 reviews · 2 hours 30 minutes (approx.) · from $39

Diamond Head shuttle from Waikiki with park reservations included, free time for a self-guided hike, summit views, and round-trip transport.

“We were given the wrong meeting time for our shuttle pickup. It's not a two and a half hour tour It's 3 hours. We spent $40.00 in a taxi chasing down the " included " shuttle. Then at drop off the driver dropped off the riders in a different order so we had to take an Uber back, which is what we should have done to begin with.”

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Diamond Head Official Self-Guided Narrated Audio Tour - Before the trail: secure the right Diamond Head reservation
Audio Tours, Diamond Head Hikes, Guided, Self-Guided Tours, Tour Reviews, Tours

Diamond Head Official Self-Guided Narrated Audio Tour

5.Diamond Head Official Self-Guided Narrated Audio Tour

★★★★★★★★★★3.0 · 212 reviews · 1 to 3 hours (approx.) · from $8Best value

Review of Diamond Head’s $8.99 narrated audio hike, with practical advice on entry tickets, parking, timing, value, and summit views.

“We were headed up to Diamond head and heard we needed tickets for entry. We thought this was it- it was not. You buy Diamond head tickets right from their site. We are going back but this tour was worthless because we couldn’t get I . I know it was part my error for not reading g carefully but it felt deceptive. I inquired about a refund but h e not checked email to see if I have received one. We haven’t used the your because we were t able to enter.”

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Oahu: Diamond Head Crater Hike and North Shore Experience - Halona Blowhole and the east coast drive
Diamond Head Hikes, Hiking & Trekking, North Shore Tours, Tour Reviews

Oahu: Diamond Head Crater Hike and North Shore Experience

Diamond Head Bike to Hike and Local Lunch - Starting at Kuhio Beach with a bike and helmet
Cycling Tours, Diamond Head Hikes, Hiking & Trekking, Lunch Experiences, Tour Reviews

Diamond Head Bike to Hike and Local Lunch

7.Diamond Head Bike to Hike and Local Lunch

★★★★★★★★★★5.0 · 181 reviews · 4 hours (approx.) · from $159

Bike from Waikiki to Diamond Head, hike the crater, hear local stories, and enjoy lunch with a small group and guide Kelly.

“Getting to the Diamond Head in a different way: bike! Kelly is a great guide, and makes this a super enjoyable experience. You get to know places , you wouldn't pass by in another way. The bikes are great, the trails, hiking and views totally worth it. If you like to bike , you'll have a great time. Also super cool: the pics you get of yourself 🤩🚲🙌!! Thanks!!”

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Waikiki and Diamond Head Parasailing Experience - Choosing a line length: 1,000 feet or a gentler start
Diamond Head Hikes, Parasailing, Tour Reviews

Waikiki and Diamond Head Parasailing Experience

8.Waikiki and Diamond Head Parasailing Experience

★★★★★★★★★★5.0 · 168 reviews · 1 hour (approx.) · from $34

Waikiki parasailing review with Diamond Head views, tandem flights up to 1,000 feet, crew tips, added fees, and booking advice.

“"Wow… just WOW. 🚀 That was such a blast! Way beyond what I thought it’d be. Huge shoutout to Dan and Zack for turning it into an epic, can’t-stop-smiling kind of experience. Let’s do it again, like… tomorrow?"”

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Oahu: Diamond Head Hike with Roundtrip Transportation - Riding from Waikiki to the trailhead
Diamond Head Hikes, Hiking & Trekking, Tour Reviews

Oahu: Diamond Head Hike with Roundtrip Transportation

9.Diamond Head Hike with Roundtrip Transportation

★★★★★★★★★★4.3 · 155 reviews · from $59

Review Diamond Head’s early hike from Waikiki, with roundtrip transport, sunrise views, trail advice, costs, drawbacks, and booking tips.

“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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BYOB Waikiki Sunset Swim and Diamond Head Sailing - A refreshing swim in clear Hawaiian water
Catamaran Sailing, Cruises & Boat Tours, Diamond Head Hikes, Evening Experiences, Sailing, Tour Reviews

BYOB Waikiki Sunset Swim and Diamond Head Sailing

Electric Bike Ride & Diamond Head Hike Tour - Starting from Kūhiō Avenue in Waikiki
Cycling Tours, Diamond Head Hikes, E-Bikes, Hiking & Trekking, Tour Reviews, Tours

Electric Bike Ride & Diamond Head Hike Tour

11.Electric Bike Ride & Diamond Head Hike Tour

★★★★★★★★★★5.0 · 125 reviews · 3 hours 30 minutes (approx.) · from $199

Ride an e-bike from Waikiki to Diamond Head, hike to the crater summit, and enjoy local history, ocean views, photos, and shaved ice.

“Ryan was a great guide! Very attentive on bike ride and hike. We enjoyed all of the photo ops around Waikiki Beach. The hike at Diamond Head State Park had beautiful views at the top so worth the hike. What a great afternoon! Thanks Ryan”

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Diamond Head Hiking Tour with Ticket and Reservation Inclusion - Reaching the Trail Before Sunrise
Diamond Head Hikes, Hiking & Trekking, Tickets, Tour Reviews, Tours

Diamond Head Hiking Tour with Ticket and Reservation Inclusion

12.Diamond Head Hiking Tour with Ticket and Reservation Inclusion

★★★★★★★★★★4.5 · 103 reviews · 3 hours (approx.) · from $50

Hike Diamond Head before the heat with entry, pickup, water, and flashlights included. Get sunrise views, practical tips, and an honest value review.

“The hike was a great experince and a workout! We were able to see the sun rise and the views were beautiful... many photo ops of the view. Definitely wear good hiking/tennis shoes. There's a portion of the path way where the trail is very uneven and flights of stairs. Our tour guide was great as well. He shared a lot of unkmown history about diamond head.”

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1-Hour Diamond Head Sail of Waikiki Beach - The one-hour route through Mamala Bay
1-Hour Experiences, Catamaran Sailing, Cruises & Boat Tours, Diamond Head Hikes, Tour Reviews

1-Hour Diamond Head Sail of Waikiki Beach

13.1-Hour Diamond Head Sail of Waikiki Beach

★★★★★★★★★★5.0 · 56 reviews · 1 hour (approx.) · from $52

Sail off Waikiki for Diamond Head views, free drinks, music, and friendly crew on a breezy one-hour catamaran trip.

“Amazing Waikiki / Honolulu excursion tour. Booked an afternoon Waikiki water tour with KE KAI - ALOHA BOATS. It was across the board top notch. The friendliness and professionalism from arrival to departure. The sailing was fantastic. We only wish we had booked more time for our sailing. A must do in your travels! Ship-mates Nick and Brandon are super.”

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Diamond Head Electric Bike Scenic Tour - Amelia Earhart and Diamond Head Lookout
Cycling Tours, Diamond Head Hikes, E-Bikes, Tour Reviews, Tours

Diamond Head Electric Bike Scenic Tour

14.Diamond Head Electric Bike Scenic Tour

★★★★★★★★★★5.0 · 47 reviews · 2 hours (approx.) · from $149

Ride from Waikiki to Diamond Head on a small-group e-bike tour with ocean views, local history, scenic stops, photos, and an easy return route.

“This is the perfect ride for most people who want to see a good part of the island with plenty of stops and starts and a fairly easy ride.”

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Oahu: Diamond Head Sunrise Hike with Acai Bowl and Malasada - The early pickup is part of the experience
Diamond Head Hikes, Hiking & Trekking, Morning, Tour Reviews

Oahu: Diamond Head Sunrise Hike with Acai Bowl and Malasada

15.Diamond Head Sunrise Hike with Acai Bowl and Malasada

★★★★★★★★★★4.4 · 44 reviews · 4 hours · from $99

Hike Diamond Head at sunrise, then enjoy a Bogart’s mini acai bowl and malasada, with hotel pickup, park entry, and return transport included.

“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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