The Kaiwa Ridge Trail, also known as Lanikai Pillbox Hike, is an intermediate hike that will take you to some of the most stunning views on Oahu’s windward side. Sitting above Lanikai Beach, Kaiwa Ridge Trail has a steady steep grade throughout the climb.
Trail day tools
Before you drive to the trailhead, check the trail and weather layer.
Hawaii hikes can change quickly with closures, rain, mud, heat, and daylight.
However, if you’re up to it, you will enjoy unbeatable views of the Mokulua Islands, Kailua Beach, and Lanikai Beach when you reach the top. It takes about an hour to 90 minutes roundtrip and you can choose how far up you wish to go. In hand with the steep grade, you will also be walking a trail with a lot of slippery gravel. Some people find the grass beside the trail is safer and the trail worth the effort to reach the stunning vista.
If you aren’t up to the full trek, the first pillbox is only about 20 to 30 minutes away. You can choose to turn around here or travel another 10 minutes or so to reach the second lookout and pillbox. The scenery along the trail offers breathtaking views whether you choose to complete the trail another hour along the ridge or not. The trail ends at A’alapapa Street, about a mile from the trailhead.
The drive from Waikiki is about an hour to get to the starting point of the trail. Although the street isn’t named, it is easy to find as it is directly across from the Mid-Pacific Country Club. Parking is limited and located beside the club. The sign can be spotted on the left-hand side of the street.
Whether you are a fitness enthusiast determined to run the trails or more of an ambler, you will find the ideal hiking trails to lead you to the unmatched views of Oahu.
Founder & certified Hawai'i travel expert with 20+ years in Hawai'i tourism, University of South Carolina climate-research training, and NOAA weather-station experience.
Trade winds are strong right now, with high surf hitting the south shore today. Windward areas are seeing frequent showers through the weekend.
South-facing beaches have dangerous surf today through Sunday—stay out of the water unless you're an experienced swimmer. East-facing shores will build rough water by Sunday or Monday. The bigger picture is a tropical system, Fausto, heading our way. It's weakening but should arrive near the islands by Tuesday or Wednesday as a tropical storm or weaker system, bringing strong winds, rough seas, and heavy rain. The exact track is still uncertain, so check the forecast daily.
Get your beach time and water activities in today through early next week on the leeward side, where conditions stay calmer. Be ready to shift plans by midweek when conditions turn rough.
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Windy conditions across Maui right now, with trade winds gusting strong. South-facing shores have high surf today and will see another big swell Saturday and Sunday—the water's dangerous unless you're an experienced ocean swimmer.
Through the weekend, windward areas will get frequent showers while trade winds stay gusty. The bigger picture arrives midweek: Hurricane Fausto is weakening as it moves toward the islands and should reach Maui as a tropical storm or weaker system Tuesday or Wednesday. That'll bring rough seas, strong winds, and heavy rain. Track and timing are still uncertain, so check updates daily.
Hit the leeward beaches and snorkel south Maui coasts today through early next week, but stay out of windward and south-facing waters through Sunday.
0:000:54
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Windy conditions dominate right now with strong trade winds pushing across the island. South-facing shores have high surf today—dangerous water if you're not an experienced swimmer.
Through the weekend, those south shores see another big swell Saturday and Sunday, and east-facing shores will build dangerous conditions by Sunday or Monday. Windward areas get frequent showers. A tropical system—the remnants of Hurricane Fausto—is weakening and headed toward the islands as a tropical storm or weaker system by Tuesday or Wednesday, bringing rough seas, strong winds, and heavy rain midweek. Timing and track are still uncertain, so check updates daily.
Leeward beaches on the Kona side stay your best bet today through early next week, but avoid the water on the windward and south shores through Sunday.
0:000:57
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Strong trade winds are pushing showers across windward areas through the weekend. On Kauaʻi, expect frequent showers on the windward side.
High surf is running on south-facing shores today and will build again Saturday and Sunday—stay out of the water unless you're an experienced swimmer. East-facing shores will also see dangerous swell by Sunday or Monday. Hurricane Fausto is weakening as it moves toward Hawaii. By Tuesday or Wednesday it should reach the islands as a tropical storm or weaker system, bringing rough seas, strong winds, and heavy rain. Track and timing are still uncertain, so check updates daily through midweek.
Beach time on leeward shores works through early next week. Plan water activities for today, but be ready to shift if Fausto's track becomes clearer—conditions will deteriorate by midweek.
Created with AI from the official NWS forecast discussion · verify with NWS before heading out
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