Diamond Head loop from Waikiki

This jogging route is approximately 15.8 kilometers (9.8 miles) long and typically takes about 1 hour and 45 minutes to complete. However, your actual time may vary depending on your pace and how often you stop to enjoy the views.

This route is considered difficult. While parts of the loop around the base of Diamond Head are less strenuous, the inclusion of the Diamond Head (Lēʻahi) Summit Viewpoint means you'll encounter steep sections, significant elevation gain, and uneven terrain, including stairs, similar to the Diamond Head Summit Trail.

The terrain is varied. You'll experience paved sections, especially through Kapiolani Park and along Diamond Head Road, which has some significant hills. If the route includes the summit trail, expect an uneven, natural tuff surface with switchbacks and steep stairs, including 99 steps, and a 225-foot tunnel. Much of the summit trail is exposed, offering little shade.

You'll be treated to diverse and stunning views. From the Diamond Head (Lēʻahi) Summit Viewpoint, expect panoramic vistas of Waikiki, Honolulu, Oʻahu's South Shore, and the Waiʻanae Mountains. The outer loop also offers beautiful ocean views, glimpses of high-end homes, and different perspectives of the Diamond Head crater itself. Don't miss the Amelia Earhart Marker Lookout for another great vantage point.

Yes, non-Hawaii residents are required to make advance reservations for entry into Diamond Head State Monument. This applies whether you are entering by vehicle or as a pedestrian. You can make reservations through the official Hawaii State Parks website. It's advisable to book well in advance, especially during peak seasons. For more details, visit the Hawaii State Parks website.

No, dogs are not permitted within Diamond Head State Monument, which includes the summit trail section of this route. If you are looking for a dog-friendly option, you would need to stick to the outer loop around Diamond Head and avoid entering the monument itself.

Arriving early, ideally when the Diamond Head State Monument gates open at 6:00 a.m., is highly recommended. This allows for a less crowded experience, cooler temperatures, and the chance to enjoy the sunrise from the summit. The trail is mostly exposed, so jogging later in the day can be very hot and dry.

Oʻahu generally has pleasant weather year-round. However, the winter months (roughly December to May) offer slightly cooler temperatures and the possibility of spotting migrating humpback whales from the summit. Regardless of the season, mornings are always the best time to avoid heat and crowds.

Parking is available within Diamond Head State Monument, but requires an advance reservation for non-Hawaii residents. Parking spots are limited and fill up quickly. For public transport from Waikiki, you can take TheBus (Honolulu's public transit system) to stops near the monument entrance. Taxis and ride-sharing services are also readily available.

Yes, this extensive route incorporates several paths. It covers significant portions of the Lei of Parks, Ala Wai Park Trail, and Fort Ruger Pathway. It also includes sections of the iconic Diamond Head Summit Trail within the State Monument.

Yes, water and restrooms are available at Kapiolani Park, which is often part of the outer loop, and also at Triangle Park. Within Diamond Head State Monument, there are restrooms and a water fountain near the trailhead at the crater floor.