Episode 105
Seven Hawaii tips today, including Haleakala without a reservation, a Big Island shore most kayakers never stand on, and the Oahu bus trick that caps your fares at $7.50.
MAUI
The Haleakala show that doesn't need a reservation
If you're going to Maui and missed the Haleakala sunrise reservation, go for sunset instead. It's not the backup plan. Sunrise needs a $1 reservation for every car entering the summit area between 3 and 7 AM, and those go fast. Sunset needs no reservation at all. You pay the $30 entrance fee per car, good for three days, or show a park pass if you already have one. The park is cashless, so bring a card. The catch is parking. When the summit lots fill, cars get turned around at the gate, and in the busy winter season the park says to arrive at least three hours before sunset. So pack a dinner, head up early, and bring real layers, because it gets very cold up there once the sun drops. When the sun goes down, don't rush for the car. The road down is dark and winding, and the first wave of traffic is the worst of it. Stay a while. On a clear night, the sky over 10,000 feet goes from orange to purple to black, and then the stars come out, thick and bright, more than most people have ever seen in one sky.
ALL ISLANDS
Once a hurricane has a name, it's too late to buy this
If you're booking a Hawaii trip for summer or fall, the plan to buy travel insurance only if a storm shows up doesn't work. Hawaii's hurricane season runs June 1 through November 30. Most standard policies treat a storm as a known event once it gets a name. Buy after that, and losses from that storm generally aren't covered. In September 2026, Hurricane Lowell hit Kauai hard, and for a while officials asked visitors to postpone their trips. So buy your policy the same week you pay your first big deposit. Before you click buy, check two things. First, that it includes severe weather coverage, since that isn't on every plan. Second, the list of reasons it will actually pay for a cancellation, like a canceled flight or a hotel that can't open. Check what your credit card already covers too. It's a little homework, once. After that you can close the weather map and spend the rest of your planning months on the good stuff, picking beaches, booking dinners, and counting down the days.
BIG ISLAND
The Big Island shore most kayakers only see from the water
If you're planning to kayak to the Captain Cook Monument on the Big Island, a rental kayak gets you across the bay but not onto the shore. Kealakekua Bay, south of Kona, is a protected bay, and every boat on it needs a state permit. Permitted rental kayaks can paddle the bay, and you can snorkel there, but you're not allowed to land at Ka'awaloa, the flat where the monument stands. Only a small number of guided kayak tour companies, listed on the Hawaii State Parks website, can bring people ashore. So if stepping onto that shore is the goal, you have two ways in. Book a guided kayak tour with a company on the state parks list. Or hike down the Ka'awaloa Trail. It's