1. Kailua Running Company

1. Kailua Running Company

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Kailua, HI

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Kailua Running Company

5.0 (1 review)

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16 years ago

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Olomana Hike

Olomana Hike

4.8
(240 reviews)
1.9 mi

This is not for the faint of heart. First peak is an hour and a half of serious cardio. Rope…read moresections and rapid, steep elevation. Pic is from second peak. Don't forget to bring enough water and snacks.

Tl:dr: the most technically challenging hike on the island, takes 5-6 hours round trip including…read morestops on each of the 3 peaks to take pictures, rest etc. People talk about mortality on this trail, although I don't think it's as dangerous as people made it out to be if you exercise common sense. Who should do it: most people can make the 1st peak. Trail from 1st to 2nd becomes noticeably narrower but it's short and about the same level of difficulty as trail up the 1st peak. 2nd to 3rd peak was where the challenge is - lots of vertical rock climbing, path is narrow, and ropes aren't all in good conditions. If you don't have good upper body strength, have knee problems, or are afraid of heights, it's not a good idea to do the 3rd peak. If you don't have good endurance, it's just going to be a long day. Words of caution: try avoid going after a rainy day because the trail becomes very muddy. It started raining when I was coming down from the 3rd peak and the ground became slippery. Better to go with a friend if you can - there are only a few people hiking past the 2nd peak and in case you get injured, it's good to have someone with you to help. Preparation: pack enough water, gloves (protect your hands from climbing), long pants, and a light windbreaker (waterproof is ideal). You never know how the microclimate changes in the mountain. Throw on some hiking shoes too if you have them. You can get away with gym shoes as I did but extra grip comes in handy on a muddy day. Views: view is the best from the 1st peak. Past that is more for the adrenalin and experience. Parking: no official parking lot for the hike, park across the bridge on the side of the roads. It's a ~15 minute walk to the trailhead. Have fun out there!

Photos
Olomana Hike
"I've been Here" or Geocache box and some emergency ropes
"I've been Here" or Geocache box and some emergency ropes
Third peak looking back at First and Second

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Third peak looking back at First and Second
Swamp Romp

Swamp Romp

4.7
(3 reviews)
2.2 mi

It was raining and it was muddy! It was exactly what I signed up for. The course this year was…read moreabout 3.6 miles long. The first mile was brutal and the muddiest. I couldn't exactly run through the mud because my shoes would sink so far down. It was a great workout! They have obstacle courses throughout-- like a big slide, over and unders, monkey bar things, tire obstacles, and climbing on the beach. The combination of people that go are super awesome. You have military people, groups dressed up, families, and those people who like to just scream randomly! They gave oranges and bananas at the end for all race finishers. MONSTER gave out some drinks for free too. I usually don't drink that, but the zero sugar ones tasted pretty good. It was great to see the yelp family there too. Yelp had a booth that took your picture at the end! If you plan on doing this-- wear your bathing suit underneath. Wear knee high socks (if you don't wear pants) and I recommend bringing a towel, change of clothes with you and flip flops. You have the option to hose off all the mud/dirt at the end. Oh and I borrowed duct tape from some nice strangers. (Thank you to them!) The website and information packet say don't use duct tape on your shoes, but it's necessary if you want to keep your shoes from sticking in the mud. Overall it's a fun run! I only ran parts of it, yet managed to finish in the top 25 for the women's division. So if I can do it-- you can too!

Had a great time. Super muddy due to all the rain. Great workout even though I couldn't run the…read morewhole thing...not sure if anyone actually can with all the water and the wait to go through some of the obstacles. Male sure you bring a towel, a change of clothes and some flip flops for the end.

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Swamp Romp
Swamp Romp
Swamp Romp

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Friendship Garden

Friendship Garden

4.4
(74 reviews)
2.3 mi

Friendship Garden has 72 reviews as of 1/17/2025 and I was wondering why. I think the name explains…read moreit. It's a short, garden trail inside a neighborhood rather than a real hike. As I was walking this trail, my brain is telling me this is a mini Aiea loop trail with great view of the Windward side of Oahu. Parking is a challenge. The location is inside, one way, Kokokahi Place neighborhood so there's only street parking. We were lucky to find spacious area to park. The view here is great considering we only hike up 20-30 minutes. Total trip length was 2 miles. That was little disappointing because I like to get most out of my hikes. I feel like I got ripped off on this hike with little sweat. As for intensity, you do have to climb up but lots of ropes to help you. Luckily it was a dry day so no mud. This trail is quite narrow so it may not be kid friendly. Also, if you're on the taller side, watch out for branches. This is not State trail so it seems like it's not kept up regularly.

If you need an escape from daily life to catch a breath and rekindle friendships, then the…read moreFriendship Garden is the perfect place. This is a very short hike that loops around, so you shouldn't be running into anyone on the narrow pathway. Start right, like driving! There's nothing steep, treacherous, or difficult. The Friendship Garden is very well maintained. Maps and information are provided at the beginning. At the top, you'll find beautiful views Kaneohe Bay. There's also a pathway that leads to another hike that's clearly more difficult and not apart of the Friendship Garden. Warning signs posted! The only difficult thing might be finding this place because it's quite hidden, deep in a residential area. It's located on Kokokahi Pl, which you can reach from Kaneohe Bay Dr. Just drive all the way up, and it'll be to your left. You can only park along the side of the road. Make sure to leave enough space, and also be mindful of the signs! No parking from 6-11AM on Wednesdays and Saturdays, which is probably trash pick up days. Overall, a really nice, easy hike with well maintained pathways. It might be a journey to get there, but it's worth it. Bring friends and make new friends!

Photos
Pretty and rare
Pretty and rare
Cony's birthday was spent with her best friends - Brown and Choco!
Cony's birthday was spent with her best friends - Brown and Choco!
Someone's house is right below

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Someone's house is right below

Kailua Running Company - active - Updated July 2026

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