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C O N Q U E R E D
Waimea Valley Trail
Easy paved walk through botanical gardens leading to a swimmable waterfall;
Time: 1–2 hours;
Difficulty: Easy;
Elevation Gain: ~100 ft.
Together: 8/24/2024
Not really a hike, but a nice walk through the botanical garden. Small swimming pool area at the end, lifejacket provided
Diamond Head
Iconic volcanic crater hike featuring a mix of paved paths, tunnels, and stairs leading to panoramic views over Waikīkī and the south shore;
Time: 1–1.5 hours;
Difficulty: Easy–Moderate;
Elevation Gain: ~560 ft.
Together: 11/2/2024
Iconic, probably one of the most popular hike paths, and great view of Waikiki
Makapuʻu Point Lighthouse Trail
Easy paved coastal hike with sweeping ocean views and possible whale sightings;
Time: 1–1.5 hours;
Difficulty: Easy;
Elevation Gain: ~500 ft.
Together: 12/29/2024
Definite whale sightings! more prevalent in later whale season (~February)
Koko Crater Railway Trailhead
Steep stair-like climb up an old railway with no shade and rewarding summit views;
Time: 1–2 hours;
Difficulty: Hard;
Elevation Gain: ~1,200 ft.
Together: 12/30/2024
Non-stop steps.. my legs almost gave out, although Sinae made it to the top just fine. Definitely go during sunrise or sunset times.
Manoa Falls Trail
Lush rainforest hike leading to a popular waterfall;
Time: 1–1.5 hours;
Difficulty: Easy;
Elevation Gain: ~800 ft.
Together: 7/27/2025
This was close to the house and just really felt jungle-like. Definitely easy, also leads to another hike path called 'Aihualama trail. Will try that next time
Wiliwilinui Ridge Trail
Steady ridge climb with panoramic Koʻolau views;
Time: 3–4 hours;
Difficulty: Moderate;
Elevation Gain: ~1,600 ft.
Together: 10/10/2025
My legs also almost gave out, again Sinae made it just fine.. there are some unshaded areas that just kill during sunny hours. Great view at the end.
A'iea Loop Trail
Shaded forest loop with occasional overlooks of Pearl Harbor;
Time: 2–3 hours;
Difficulty: Easy–Moderate;
Elevation Gain: ~900 ft.
Together: 11/1/2025
Can see the valley at the furthest end of the loop. Lush forest loop, need good hiking shoes as it could be muddy. Some people jog in this area.
Puʻu O Hulu (Pink Pillbox) Trail
Easy to moderate west-side ridge hike known for colorful pillboxes and sunset views;
Time: 1–1.5 hours;
Difficulty: Easy–Moderate;
Elevation Gain: ~500 ft.
Together: 11/9/2025
First west-side ridge hike. Rather quick, a lot of sun, minimal shades.
Hanauma Bay Ridge Trail
Short ridge hike above the bay offering stunning panoramic views of Hanauma Bay’s turquoise waters and surrounding coastline;
Time: 1–1.5 hours;
Difficulty: Easy–Moderate;
Elevation Gain: ~500 ft.
Together: 11/15/2025
Lanikai Pillbox Trail
Short but steep hike to iconic pillboxes overlooking turquoise waters;
Time: 1–1.5 hours;
Difficulty: Moderate;
Elevation Gain: ~600 ft.
Patric: 3/28/2026
Kuli'ou'ou Ridge Trail
Steady ridge climb through forest to open summit views of the Koʻolaus and east side;
Time: 4–5 hours;
Difficulty: Moderate;
Elevation Gain: ~1,800 ft.
Patric: 4/1/2026
not yet...
Olomana Trail (Three Peaks)
a challenging ridge hike with steep climbs and rope sections to the first peak offering insane windward views; Time: 3–5 hours; Difficulty: Hard; Elevation Gain: ~1,600 ft.
Crouching Lion Trail
Crouching Lion Trail is a short but steep and exposed ridge hike with dramatic views over Kahana Bay; Time: 1.5–2.5 hours; Difficulty: Moderate–Hard; Elevation Gain: ~1,200 ft.
Ka'au Crater Trail
Kaʻau Crater Trail is a rugged loop featuring multiple waterfalls, muddy terrain, and a crater ridge traverse; Time: 5–7 hours; Difficulty: Hard; Elevation Gain: ~2,000 ft.
Ehukai Pillbox (Sunset Pillbox)
Ehukai Pillbox (Sunset Pillbox) Trail is a short scenic ridge hike above the North Shore with multiple pillboxes and coastal views; Time: 1–2 hours; Difficulty: Easy–Moderate; Elevation Gain: ~800 ft.
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