21 trails
Waikīkī
0.8-mile round trip to the 762-foot summit of an extinct volcanic crater. Iconic 360° views of Waikiki and the Ko'olau Range. Steep interior concrete staircase — bring water. Best done at sunrise before the heat.
Kailua
Short but steep 3.4km round trip to twin WWII pillboxes on the ridge above Lanikai Beach. The view of the Mokulua islands (two offshore islets) and turquoise water below is one of Oahu's best. Go at sunrise for the best light and to beat the heat and crowds. Combines perfectly with a Lanikai or Kailua beach morning.
Haʻena
The most dramatic coastal trail in the United States — 11 miles of Na Pali cliffs with no road access and no way out except back the way you came. Two day-hike options: (1) First 2 miles to Hanakapiʻai Beach (1–2 hours each way) — this alone delivers clifftop views that rival anything in Hawaii; the beach at the end is a remote black sand cove, swimming prohibited due to shore break. (2) Continue 3.5km inland from the beach to Hanakapiʻai Falls (add 3 hours round trip) — a 91m waterfall in a jungle amphitheater. Plan 5–6 hours total for beach + falls. Trail is extremely muddy after rain; add 30–60% to time estimates and wear closed-toe shoes with grip.
Kapaʻa
The best accessible ridge hike on the east side of Kauai — a 4km round trip trail to the ridge of the mountain profile that, from the coast, resembles a giant sleeping on his back. The summit viewpoint delivers 360° panoramas: Wailua River and coast below, Ha'upu Ridge behind, and Hanalei Bay direction in the distance on a clear day. A steady climb rather than strenuous; well-maintained and well-shaded. An excellent morning activity from a Kapaa base before heading north or south.
Poʻipū
A 4km coastal cliff walk from Shipwreck Beach past ancient sand dunes, sea caves, and a limestone sinkhole to the remote Mahaulepu Beach — one of the least-visited beautiful beaches on the south shore. The trail passes Makauwahi Cave, Hawaii's largest limestone cave, which opens to visitors only on set days — check before planning to go inside. Sea turtles are commonly spotted on the rocky headlands; Hawaiian monk seals rest here occasionally; and in winter humpback whales are visible offshore. Far more interesting than sitting on Poipu Beach and almost no one does it.
Hanalei
The Nā Ala Hele ridge trail climbs about 1,230 ft in 2.3 miles to Kaukaopua, with the best view there is of Hanalei Valley's taro fields and the bay. Go early before the heat and clouds, and skip it the day after rain: the red dirt turns steep and slippery, and there are landslide-prone cliff edges. Hunting is allowed in the area, so stay on the trail.
Wailea
A paved mile of oceanfront past the resorts between Ulua and Polo Beach — the South Maui postcard. Pedestrian only: park and walk. Humpbacks from the path in winter.
Wailuku
Sacred valley with a striking 1,200-foot green needle (Iao Needle) rising from the valley floor. Site of the 1790 Battle of Kepaniwai. The valley receives 400 inches of rain annually — impossibly lush.
Kīpahulu
The Kipahulu section of Haleakala National Park is completely different from the summit — lush, coastal, and jungle-green. The Pools of 'Ohe'o (Seven Sacred Pools) cascade in tiers to the ocean and are beautiful to photograph; swimming is now prohibited due to bacterial risk. The real experience is the Pipiwai Trail (4km round trip): after 20 minutes through dense rainforest, a section of giant bamboo appears — a cathedral that blocks the sky, with the stalks creaking and resonating in the wind. It is genuinely unlike anything else in Hawaii. The trail ends at 61m Waimoku Falls. This is the best 2 hours at the end of a Road to Hana day and the reason to not turn around at Hana village.
Mākena
End of the road: Haleakalā's last lava flow meets the sea. Wild goats on the black rock, a coral-white cove a two-hour walk along the King's Trail. No shade, no water, no services.
North Shore
Easy 4km round trip to two WWII military bunkers perched above the North Shore. The payoff is a front-row seat looking straight down on Pipeline and Sunset Beach — best place on the island to watch big-wave surfing in winter without being in danger. Allow 30 min to the first bunker, 10 more to the second.
Kapalua
3.5-mile public coastal trail connecting three distinct beaches. Passes ancient Hawaiian ruins and coastal lava formations. Whale watching from the trail December–April. Best swimming at Kapalua Bay itself.
Central Maui
The best mountain hike on Maui that is not Haleakala — 6.4km round trip through the lush West Maui Mountains with 500m elevation gain. The upper ridge delivers sweeping views of the north coast on one side and Ma'alaea Bay on the other, with deep green valley walls on either flank. After rain, waterfalls appear on the ridges and the vegetation turns impossibly vivid. Far less crowded than Iao Valley 15 minutes away. Pairs naturally with Iao Valley for a full West Maui day: do Waihe'e Ridge in the early morning while it's clear, then Iao Valley after.
Ka Lae
One of only four green sand beaches in the world — color from olivine crystals eroding from a cinder cone. The dramatic crescent bowl is hidden behind a cliff, making arrival genuinely surprising. Strong waves crash directly onto the sand — swimming is dangerous here.
North Kohala
The most dramatic valley viewpoint on the Big Island — a sweeping panorama over Pololū Bay and the green-walled valley, with the north Kohala sea cliffs stretching beyond in both directions. The 10-minute descent to the black sand beach is steep but manageable and completely worth it (swimming is prohibited due to powerful shore break and currents). The black sand, wild vegetation, and total isolation create a landscape that feels genuinely primordial. An ideal drive-and-stop on the way back from a North Kohala day.
Māʻalaea
The early-1800s footpath over the south slopes of the West Maui Mountains: 5.5 miles end to end, up to about 1,600 ft, with views of Kahoʻolawe, Lānaʻi and humpbacks from October to May. Most people climb to the ridge top and come back. Start at first light — it is hot, dry, rocky and exposed, and the wind at the top is strong.
Upcountry
Keoneheʻeheʻe drops nearly 2,500 ft in 3.9 miles to the crater floor over soft cinder, past the red-and-black cones of the summit valley. Most day hikers turn around well before the floor; allow twice as long to climb back out as it took to go down, at 10,000 ft with thin air. Bring layers, rain gear and sun protection: it swings between 30 and 65 °F.
Mānoa Valley
1.6-mile round trip through lush rainforest to a 150-foot waterfall. The valley receives 150+ inches of rain annually — truly primordial. Do NOT swim in the pool (bacterial contamination).
Kōkeʻe
At 4,345 feet elevation, Koke'e is where the Na Pali cliffs begin to rise. The Alakai Swamp is the world's highest swamp and habitat for some of Hawaii's most endangered native birds. Often misty and cool — remarkable contrast to the beach below.
East Honolulu
Climb 1,048 railway-tie steps straight up the spine of an extinct volcanic crater — the most demanding short hike on Oahu. 360° views at the top take in Diamond Head, Kailua, and the open Pacific. Not for the faint of heart or knees. Vastly underrated compared to Diamond Head and far less crowded.
East Honolulu
A paved 2.4-mile round-trip trail to a lighthouse perch at 647 feet — the most accessible elevated viewpoint on Oahu, open to all fitness levels. Views sweep across the Windward Coast, Rabbit Island, and the offshore wildlife sanctuary. December through April it becomes the best whale-watching vantage point on the island: humpbacks are frequently visible breaching from the trail without binoculars, no boat required. The cliffs drop directly to tidepools below, and there's almost always something moving in the water. Natural pairing with a Kailua or Hanauma Bay day.