Kaiwa Ridge (Pillbox) Trail

MODERATE 627 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
610 feet
ROUTE TYPE
Out & Back

dogs on leash

hiking

trail running

views

wild flowers

wildlife

muddy

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.

13 minutes ago

hiking
13 hours ago

Little hike w great view

hiking
2 days ago

hiking
3 days ago

hiking
3 days ago

Did the entire loop of 3-Mile. Very pretty views.

hiking
4 days ago

hiking
4 days ago

hiking
10 days ago

11 days ago

Short steep hike but full of great views!

hiking
13 days ago

Beautiful!

Can be a bit slippery and a lot of people, so be careful.

14 days ago

Be Clean, careful (w fire), Considerate, & conservation-minded. Parking is limited and can be muddy, so plan accordingly.

hiking
15 days ago

Aloha! I do various guided hikes and photos on Oahu. Feel free to check out my instagram @mike.karas. You can message me there or @mikekarasphotography@gmail.com

hiking
15 days ago

17 days ago

hiking
17 days ago

hiking
18 days ago

Did this hike around 5am and caught the sunset over the water. Rain clouds moved past at just the right moment, and behind us was a double rainbow. Pretty amazing sight. It’s a tough climb at spots but the view is worth it.

19 days ago

Great views! Short hike but steep and rocky in some areas

hiking
21 days ago