Best Moderate Difficulty Hiking Trails

Question

My husband and I are going to Kauai at the end of May. We have been doing a lot of research and we can't decide on which hiking trail to do on the west side of the island. We were looking at the Canyon Trail to Waipo'o Falls and the Pihea Trail. I read a lot of reviews that said the trail to Waipo'o is underwhelming. But I have also heard it's the best trail ever. I was curious if you guys had any thoughts. We are comfortable getting dirty and will be bringing our hiking boots. We have hiked a mountain or two in the White Mountain range in New Hampshire, which were quite difficult. Let me know.

Answer

Kauai’s west side, particularly around Waimea Canyon and Kōkeʻe State Park, offers some of the most scenic hiking on the island. Given your experience with moderately challenging mountain hikes in New Hampshire, you should find Kauai trails rewarding but manageable, especially with proper footwear and preparation.

Canyon Trail to Waipo'o Falls

This is one of the most popular hikes in Waimea Canyon. The trailhead starts near the Waimea Canyon lookout, and the hike descends into the canyon to reach Waipo'o Falls. Some hikers describe the falls as underwhelming compared to the dramatic canyon vistas, while others love the experience of hiking into the canyon floor.

Distance: Approximately 3.4 miles round trip.
Difficulty: Moderate; the descent can be steep and rocky, so take care on the return ascent.
Scenery: The canyon views from the trail are breathtaking, with red rock formations, deep gorges, and native vegetation. Waipo'o Falls is more impressive after rain.
Trail conditions: Can be muddy or slippery, so hiking boots are recommended. There may be some stream crossings.

Overall, this trail is excellent for experiencing the canyon’s beauty, though the “waterfall payoff” can be subjective depending on rainfall.

Pihea Trail / Alaka'i Swamp Trail

The Pihea Trail connects to the Alaka'i Swamp Trail and offers a different type of hiking experience: lush rainforest, misty mountaintops, and a unique swamp ecosystem.

Distance: About 3.5 miles one-way to the viewpoint, longer if you continue into the Alaka'i Swamp.
Difficulty: Moderate; some muddy, slick areas. Hikers need to watch footing on boardwalks and muddy sections.
Scenery: Incredible panoramic views of the Kalalau Valley from the Pihea Lookout. The Alaka'i Swamp offers a rare high-elevation wetland ecosystem with native plants and birds.
Trail conditions: Can be very muddy after rain. Sturdy, waterproof boots are strongly recommended. Bring layers as it can be cold and foggy at higher elevations.

This trail is highly recommended if you want a combination of lush vegetation, scenic overlooks, and a bit of adventure with less crowds than Canyon Trail on a busy day.

Other Moderate Trails in the West

Iliau Nature Loop: Short, easy-moderate, good for a quick introduction to the canyon flora.
Cliff Trail: Connects to Canyon Trail, offers additional views of Waipo'o Falls and canyon edges; moderately challenging.
Kukui Trail: Steep descent/ascent into Waimea Canyon floor; more strenuous than Canyon Trail alone but rewarding.

Tips for Hiking West Kauai Trails:

Start early in the day to avoid afternoon clouds or rain and get parking spots at trailheads.
Bring plenty of water and snacks; some trails have limited shade.
Use trekking poles if you prefer extra support on descents or muddy trails.
Check local weather before heading out — rain can turn trails into mud slides quickly.
Wear layers: higher elevations like Pihea can be cool and misty, even in May.

Both Canyon Trail and Pihea Trail are highly rewarding in different ways: Canyon Trail for dramatic canyon vistas and the feeling of hiking into the gorge, and Pihea Trail for rainforest beauty, unique ecosystems, and sweeping valley views. Given your comfort with moderately difficult mountain hikes, either will suit you well. Some hikers even combine portions of both trails if you have a full day.