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Hawaii 3-Island Loop
A relaxed 10-day Hawaii plan across Oahu, Maui, and the Big Island, using short inter-island flights and easy driving once you land.
Route: Honolulu/Oahu → Pearl Harbor → Waikiki → Diamond Head → Kailua → Nuʻuanu Pali → Waimea Valley → Haleʻiwa → Sunset Beach → Maui/Kahului → ʻĪao Valley → Paʻia → Haleakalā → Makena → Wailea → Keʻanae → Waiʻānapanapa → Hāna → West Maui → Big Island/Kona → Puʻuhonua o Hōnaunau → Punaluʻu → Hawaiʻi Volcanoes → ʻAkaka Falls → Hilo → Kona Airport
Primary area: Hawaii
✅ Current month (May) is in this region's prime season. Year-round 22-30°C. North Shore surf giant Dec-Feb (don't swim). Whale season Jan-Mar.
10days
35stops
1155 drive km
Heads Up
1
Ease into Oahu
3 stops · 1h drive · 25km
2
Oahu’s Windward Side
4 stops · 2h drive · 75km
3
North Shore Oahu
4 stops · 3h · 125km
4
Fly to Maui + Upcountry
3 stops · 1h30 drive · 55km
5
Haleakalā + South Maui
3 stops · 3h · 105km
6
Road to Hāna, Gently
4 stops · 5h · 150km
7
Hāna to West Maui
4 stops · 5h · 170km
8
Fly to Big Island (90km, 2h drive)
3 stops · 2h drive · 90km
9
Kona Coast + Volcanoes
4 stops · 4h · 210km
10
Hilo Side + Depart
3 stops · 3h · 150km
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