Day by day
Itineraries that survive contact with the road
Each plan is sequenced so you drive against the traffic, get in the water before the wind and never book a boat for the morning you fly home. Day one is free. Your email opens the rest.
What each plan actually commits you to
The thing worth comparing between two itineraries is not the list of sights, which is broadly the same everywhere. It is how much of the trip you spend moving. A base change costs most of a day once you count the checkout, the drive and the wait for a room at the other end, so a plan that never moves you is buying you a day back.
4 of these 10 keep you in one place the whole time: Maui in 7 Days, Oʻahu in 4 Days, Oʻahu in 5 Days, Maui in 5 Days.
| Plan | Days | Where you sleep | Moving days | Time between bases |
|---|---|---|---|---|
| Oʻahu in 7 Days | 7 | Waikīkī, Haleʻiwa | 1 | 59 min |
| Maui in 7 Days | 7 | Kīhei | None | None |
| Kauaʻi in 7 Days | 7 | Poʻipū, Princeville | 1 | 1 hr 20 min |
| Hawaiʻi Island in 7 Days | 7 | Kailua-Kona, Volcanoes NP, Hilo | 2 | 3 hr 20 min |
| Oʻahu in 4 Days | 4 | Waikīkī | None | None |
| Hawaiʻi Island in 5 Days | 5 | Kailua-Kona, Volcanoes NP | 1 | 2 hr 32 min |
| Oʻahu in 5 Days | 5 | Waikīkī | None | None |
| Maui in 5 Days | 5 | Kīhei | None | None |
| Kauaʻi in 5 Days | 5 | Poʻipū, Princeville | 1 | 1 hr 20 min |
| Oʻahu and Kauaʻi in 10 Days | 10 | Waikīkī, Poʻipū, Princeville | 2 | 1 hr 20 min plus a flight |
Drives measured on two routing engines over OpenStreetMap with the slower figure published, free flow with no traffic model. A moving day is not just the drive: it is a checkout, the drive, and waiting for a room at the other end, which is most of a day whatever the clock says. Every route is on the drive times page.