Kaiwa Ridge (Pillbox) Trail

MODERATE 421 reviews
#1 of 3 trails in

Kaiwa Ridge (Pillbox) Trail is a 1.6 mile moderately trafficked out and back trail located near Kailua, Hawaii that features beautiful wild flowers and is rated as moderate. The trail is primarily used for hiking and trail running and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

DISTANCE
1.6 miles
ELEVATION GAIN
800 feet
ROUTE TYPE
Out & Back

dogs on leash

hiking

trail running

views

wild flowers

wildlife

rocky

scramble

Great short rocky steep hike along the Ka'iwa Ridge offers great views of Lanikai and Kailua. Near Waimanalo Beach - wonderful white sand and calm water, Lanikai and Kailua Beaches The Kaiwa Ridge Hike is great to go either sunrise or late afternoon short 0.6 mile each way but gains 500 ft so is steep in places with great views along the way - It takes about 30 minutes or less to hike from the trailhead to the top (second) pillbox (elev. 565-ft). Its another 10 minutes to reach the ridge's highest point (elev. 603-ft) marked by a geodetic marker (the small concrete platform with broken surveyor's pole). The "official" trailhead, unmarked, is about 40 feet uphill on a paved, private driveway along Kaelepulu Drive. The driveway is opposite of the Mid Pacific Country Club & Golf Course just before you reach an exclusive, gated community. The first part of the trail is very steep, slippery, and can be confusing, . This trail is undeveloped. The trail is rocky, windy and rewards you with a great view on top of the pillboxes. No guardrails so can be dangerous for young children. Also the trail is very poplular and can be crowded.

hiking
6 minutes ago

hiking
1 day ago

Easy hike with amazing views. It's not very strenuous. Most people are scared of the rockiness of the trail, but I like it because it gives you more points of contact while you climb up. Very breezy for the most part until you get to a stretch right before you get to the top where it can get pretty hot. You will be in direct sun, so DON'T forget sun screen.

4 days ago

great ridge line hike, definitely moderate.....hikers should dress appropriately....bare feet and carrying bottles of beer isn't safe......word to the wise.

6 days ago

7 days ago

Cloudy sunrise today but still spectacular

8 days ago

9 days ago

10 days ago

hiking
11 days ago

11 days ago

hiking
11 days ago

Short hike but such a breathtaking view!

hiking
12 days ago

Great hike, sucked a little being out of shape but honestly wasn't terrible. Saw people going up and down in flip flops so I figure it's pretty easy!

12 days ago

13 days ago

hiking
14 days ago

Right in my backyard. I love this hike so much! Every sunrise and sunset looks so different.

hiking
14 days ago

Mostly all incline and rocky/gravel. Spectacular views! 2nd pillbox easier to get on top of and to climb into. Hot when it's sunny, no shaded areas. Bring plenty of water. Be patient bc if you want certain pictures you'll need to wait or alternate as there are lots of people on this hike.

hiking
16 days ago

17 days ago

Beautiful view

17 days ago

Great for sunrises!

17 days ago

Beautiful views but trail may not be durable for ALL dogs I took my husky and she could barely make it up.