When hikers ask which trails in Hawaii are worth a full day — or several — the conversation always circles back to the same handful of routes. Below we've ranked the ten longest hiking trails in Hawaii by total mapped distance, drawing from the 755 trails OutsideAtlas currently tracks in the state. Each entry includes the distance, what makes the route distinctive, and an honest note on who should actually attempt it.
Hawai'i's six hikeable islands range from sea-level beach walks to the 13,800-ft alpine deserts of Mauna Kea and Haleakalā. Volcanic geology, rainforests, and knife-edge ridgelines define the experience. Hawai'i's long trails are concentrated on Kaua'i (Kalalau Trail) and the Big Island (Mauna Loa summit routes). Year-round, but November-April brings wetter trails on windward sides; trade winds and rapid weather changes are constant.
Our rankings here are data-driven — pulled from the 755 mapped entries OutsideAtlas tracks in Hawaii — but the data has limits worth being honest about. OpenStreetMap distance tags are crowd-sourced and inconsistent. A route may appear longer or shorter than the official measurement, especially when long-distance trails (like state and national scenic trails) are tagged in segments rather than as a single relation.
The Ranking
Ranked from #1 to #10. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.
#1. Hi‘i Heiau and Dryland Agricultural Heritage Trail
Hi‘i Heiau and Dryland Agricultural Heritage Trail earns the #1 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect ground surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Hi‘i Heiau and Dryland Agricultural Heritage Trail trail page →Map, elevation profile, current weather, and OSM source.#2. Public Beach Access (Clissolds Beach)
Public Beach Access (Clissolds Beach) earns the #2 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect unpaved surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Public Beach Access (Clissolds Beach) trail page →Map, elevation profile, current weather, and OSM source.#3. Hidden Treasure of the Tropics Trail
Hidden Treasure of the Tropics Trail earns the #3 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect dirt surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Hidden Treasure of the Tropics Trail trail page →Map, elevation profile, current weather, and OSM source.#4. Ala Kahakai National Historic Trail
Ala Kahakai National Historic Trail earns the #4 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect dirt surface on a forgiving grade. Compared to similar trails in Hawaii, this route trades difficulty for either solitude or scenery — sometimes both. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Ala Kahakai National Historic Trail trail page →Map, elevation profile, current weather, and OSM source.#5. Wyllie's Beach Public Access Trail
Wyllie's Beach Public Access Trail earns the #5 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect gravel surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. A gravel-and-dirt tread holds up well after rain, though loose surface on descents calls for trekking poles or careful footing. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Wyllie's Beach Public Access Trail trail page →Map, elevation profile, current weather, and OSM source.#6. Moanawai Place-Watson Place Pedestrian Footbridge
Moanawai Place-Watson Place Pedestrian Footbridge earns the #6 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Tagged easy in OpenStreetMap. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Moanawai Place-Watson Place Pedestrian Footbridge trail page →Map, elevation profile, current weather, and OSM source.#7. Ala Kahakai National Historic Trail (1871 Trail)
Ala Kahakai National Historic Trail (1871 Trail) earns the #7 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Tagged easy in OpenStreetMap. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Ala Kahakai National Historic Trail (1871 Trail) trail page →Map, elevation profile, current weather, and OSM source.#8. Duke Kahanamoku Lagoon Boardwalk
Duke Kahanamoku Lagoon Boardwalk earns the #8 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect plastic_wood surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Duke Kahanamoku Lagoon Boardwalk trail page →Map, elevation profile, current weather, and OSM source.#9. Kalaheo neighborhood Park Field
Kalaheo neighborhood Park Field earns the #9 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect grass surface on a forgiving grade. Compared to similar trails in Hawaii, this route trades difficulty for either solitude or scenery — sometimes both. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Kalaheo neighborhood Park Field trail page →Map, elevation profile, current weather, and OSM source.#10. Nu'alolo Cliffs Trail (closed)
Nu'alolo Cliffs Trail (closed) earns the #10 spot for its sheer distance, though the exact mileage in OpenStreetMap data is a rough estimate. Expect dirt surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Plan as a multi-day if you're not used to single-push 20+ mile days; resupply or shuttle logistics matter here. See full trail details, map, and current weather on OutsideAtlas for the most current information.
Open the Nu'alolo Cliffs Trail (closed) trail page →Map, elevation profile, current weather, and OSM source.Planning your Hawaii trip
A few pieces of context are worth keeping in mind specifically for Hawaii. Year-round, but November-April brings wetter trails on windward sides; trade winds and rapid weather changes are constant. Flash floods in narrow valleys (especially Kaua'i and the Big Island), unstable volcanic rock, and exposed cliff-edge trails account for most rescues.
Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.
If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.
More Hawaii hiking guides
If you found this useful, the rest of our Hawaii coverage continues below.
- Steepest trails in Hawaii — Hikes with the most elevation gain in the state.
- Best beginner hikes in Hawaii — Easy, well-marked trails for first-time hikers.
- Most challenging hikes in Hawaii — Expert-rated routes for experienced hikers only.
- Best national parks in Hawaii — Federal parks and recreation areas ranked.
- Best waterfall hikes in Hawaii — Trails leading to named falls, ranked by accessibility.
- Best dog-friendly hikes in Hawaii — Where leashed dogs are explicitly welcome.
- Best family hikes in Hawaii — Short, easy trails sized for kids and grandparents.
Rankings like this are starting points, not verdicts. Trail conditions change, new routes get tagged, and what was the toughest trail in Hawaii last year might not be next year. We refresh these articles when the underlying data shifts meaningfully.
Got a correction, a route we missed, or a question? Drop us a note via the contact page. We read every email and we'd rather hear it from you than miss it.
