Hiking Oahu

Hike Collage

As you probably know, I just recently went to Oahu, Hawaii for a week long vacation. It was my first time going to Hawaii, so I was beyond excited. Let me just say, Hawaii was beautiful; it met my expectations and more! I had an itinerary full of hikes set for our trip, but quickly ditched it and did things day by day as we pleased. Below I will be sharing the two hikes we did and my tips for each.

Diamond Head Trail

The first thing we did in Oahu (other than grabbing Wendy’s at midnight lol) was to complete the Diamond Head trail. This hike was not difficult, but it got steeper and steeper as you went. The path was very uneven and consisted of rocks, stairs (lots and lots of them), and a tunnel. There were many stops along the way that had lookout points which made for great pictures. Reaching the very top rewarded you with a panoramic view of Honolulu.

Tips: Wear workout clothes and closed toed shoes that are appropriate for hiking (saw a lot of flip flops and flats). Take water because you’ll be thirsty after all the stairs you climb. If you can park across the street, do so! Parking next to the trail costs $5 and they don’t refund you if you don’t find parking. Lastly, be prepared to be VERY close to people because some of the trail gets narrow and there are people coming and going.

Lanikai Pillbox Trail

The second hike we completed while in Oahu was the “pillbox” trail (not the pink pillbox). The hike was short and steep…VERY STEEP! The path was not difficult to trek, but definitely tougher than Diamond Head trail. As we made our way up we found ourselves trying to avoid stepping on loose rocks and making sure to use the ropes in steeper areas. There were a few areas where you could stop, take a breather, and snap some pictures. Both pillboxes were easy to climb on top of, but were crowded with people taking endless pictures. I chose not to climb on top of the first one due to all the people on there and my fear of heights. Once we reached the second pillbox I convinced myself to climb on up. The view was AMAZING!! Snapped a few pics and quickly climbed back down to head back to our car. The trail continued a little more but we chose to end it there since we had reached both pillboxes. Hiking back down was as hard as climbing up. At one point I slipped on loose rocks, landed in between two tree roots, and ended up with ankle/knee pain and a few bruises/scrapes. Nonetheless, I completed the hike…pain and all.

Tips: Again, make sure you wear shoes that are closed toe and appropriate to hike in. I saw many people in flip flops who kept slipping and tripping. WATER, WATER, WATER! Parking is hard to find because the beginning of the hike is in a private street that allows no parking. We parked about a block away (the earlier you go the easier it is to find parking). Lastly, wear sunblock and be very careful where you step (lesson learned). & if you find that you have some time to spare, hit up Lanikai Beach which is down the street.

Leave a comment below if you’ve done these two hikes and your thoughts on them. Also, what other hikes have you done in Oahu?