If you’re planning a trip to Oahu and want to get a taste of one of the island’s most famous landmarks, this Diamond Head Hike with Malasada tour might catch your eye. It’s a popular choice for those who love a good morning adventure, combining the thrill of climbing with a sweet Hawaiian treat. While it’s not a comprehensive tour with a guide, the experience offers a nice blend of exercise, scenery, and local flavor.
What I like about this experience is that it’s quite straightforward. First, you get picked up from your hotel—easy and hassle-free—and then you’re whisked over to the trailhead. The highlight? Reaching the summit for those incredible panoramic views of Waikiki and beyond. Plus, the inclusion of Leonard’s Malasadas adds that touch of local charm, making it more than just a hike. One thing to keep in mind, though, is that the trail is described as short but challenging, so it’s best suited for those in decent shape or at least prepared for a bit of a workout.
This tour is perfect if you’re an early riser, craving a light, active start to your day, and want a taste of local Hawaiian culture. It’s also attractive for travelers who prefer not to fuss over tickets or guides, since many of the details are included, and transportation is taken care of. However, if you’re after a guided, educational experience or have mobility concerns, this might feel a little limited.
Key Points

- Early start: The tour begins at 7:00 a.m., so it’s perfect for catching the sunrise and beating the crowds.
- Inclusive pricing: The $65 fee covers transportation, park entrance, the malasada treat, and tips, making it a straightforward option.
- Self-guided hike: There’s no tour guide during the hike, which means you can take your time and enjoy the views at your own pace.
- Scenic rewards: The summit offers impressive 360-degree views of Waikiki and the ocean—great photo opportunities.
- Comfortable transport: An air-conditioned shuttle from your hotel makes the journey smooth and easy.
- Mixed reviews: While some travelers praise the views and effort, others note logistical hiccups like missed inclusions or challenging terrain.
A Closer Look at the Experience

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Starting Off Early for the Best Views
The tour kicks off at 7 a.m., which is a real advantage if you’re looking to enjoy the scenery in the cool morning air and avoid the crowds. The shuttle picks you up from your hotel in an air-conditioned vehicle, making the transition from relaxing in your room to being outdoors seamless. It’s a short ride to Diamond Head, giving you some time to get excited about what’s ahead.
The Hike Itself: Short but Tough
The walk to the summit is about 1.6 miles round trip, with an estimated 30-40 minutes of hiking each way for beginners. That’s a manageable length for most, but the terrain can be quite steep and uneven, making it a bit of a workout. The trail is well-known for its popularity, and one reviewer shared that it’s “a very challenging trek up the mountain side,” especially for older hikers. Still, the sense of accomplishment upon reaching the top makes it worthwhile.
What You’ll See and Do
Once at the summit, the panoramic views of Waikiki, the city, and the surrounding ocean are truly stunning—perfect for snapping photos or just soaking in the scenery. Many travelers mention that the early morning sun adds a beautiful glow to everything, elevating the experience.
More Great Tours NearbyThe Malasada Twist
After the hike, you’re treated to a local favorite—Leonard’s Malasadas. These are essentially Hawaiian-style donuts, warm and fluffy, often coated with sugar. The tour’s inclusion of this snack is a real plus, offering a sweet contrast to the morning’s physical activity. One traveler recounts that despite a mix-up where their malasadas were not initially included, the driver went out of their way to pick some up, which left a positive impression.
Logistics and Value
For $65, you get round-trip transportation, park entrance, a malasada, and tips for the driver. Considering the cost of individual park tickets and the convenience of hotel pickup, this seems like a fair deal. Just note that there’s no dedicated guide during the hike; it’s a self-guided trek, so some familiarity with outdoor activity might help.
The Downsides
While many appreciate the simplicity and directness of this tour, it’s not without flaws. A couple of reviews mention logistical hiccups, such as the missed malasada inclusion or delays. Also, since there’s no guide, you’ll be relying on your own judgment for pacing or questions. The terrain is somewhat challenging, which might not suit everyone, especially those with mobility issues.
Who Should Consider This Tour?

This experience is best suited for early risers, outdoor enthusiasts, and those who want a quick, scenic workout with a cultural twist. It’s great if you’re comfortable with a little physical challenge and appreciate stunning views without a guided narrative. It’s also a good pick for travelers who want an authentic Hawaiian snack thrown into the mix, as Leonard’s Malasadas are a local must-try.
However, if you prefer a more guided or educational experience, or if mobility is a concern, you might want to look for a different tour. The lack of a guide could leave some questions unanswered during the hike, and the terrain could be tough for some.
Final Thoughts

All in all, this Diamond Head Hike with Malasada tour offers a solid morning adventure that combines exercise, scenic vistas, and local flavor. The included transport and park entrance make it convenient, and the early start means you’ll beat the crowds and enjoy cooler weather. While the hike can be challenging, the reward of the views and the tasty malasadas makes it a memorable way to start your day in Hawaii.
If you’re someone who enjoys physical activities, appreciates stunning scenery, and wants a quick taste of local treats, this tour could be a great fit. Just keep in mind the lack of a guided commentary and the potential for logistical surprises. With a bit of preparation, it’s a straightforward and rewarding way to experience Diamond Head.
2nd)Diamond Head Hike w/ Malasada Starts at 7:00 a.m.
FAQ

Is transportation included in this tour?
Yes, the tour provides round-trip transportation from your hotel in Honolulu with an air-conditioned shuttle.
Does the price include park entrance fees?
Yes, the entrance fee for Diamond Head State Monument is included in the $65 price.
Do I need to bring anything special?
Since it’s a relatively short hike, comfortable shoes and water are advisable, but nothing out of the ordinary is specified.
Is this tour suitable for children?
While not specifically mentioned, the hike’s challenging nature suggests it’s better suited for active adults or older children comfortable with uneven terrain.
What if I miss the malasada?
There was a report of a mix-up where malasadas weren’t initially included, but the driver went out of their way to get some for the group, showing good customer service.
Can I do this tour if I’m not an early riser?
The tour starts at 7 a.m., so it’s best suited for those who prefer to get an early start; late risers might miss out on the experience.
This tour is a practical option for those wanting a morning of activity paired with a taste of local Hawaii culture, all wrapped into a straightforward, no-fuss package.
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