Hawaii vacations from Portland
Hawaii's five main airports, priced from Portland for the big holiday weeks: Thanksgiving and Christmas 2026, Presidents' Day weekend, spring break and mid-July 2027, each with the cheapest round trip we've seen.
Saved round trips for Thanksgiving week 2026 (Nov 21 – Nov 28, 2026) and Christmas week 2026 (Dec 19 – Dec 26, 2026) and Presidents' Day weekend 2027 (Feb 12 – Feb 16, 2027) and Spring break 2027 (Mar 20 – Mar 27, 2027) and Mid-July 2027 (Jul 10 – Jul 17, 2027).
More trip ideas from Portland
- 2027 total solar eclipse trips from Portland
- A month somewhere warm from Portland
- All-inclusive resort weeks from Portland
- Bachelorette and bachelor party trips from Portland, priced for 6
- Beach vacations from Portland
- Big event trips from Portland: Super Bowl, Coachella, Kentucky Derby and more
- Black heritage trips from Portland
- Carnival trips from Portland: Rio, Trinidad, Mardi Gras and more
- Cherry blossom trips from Portland
- Christmas and New Year flights to the Middle East and Türkiye from Portland
- Christmas flights to Africa from Portland
- Christmas flights to Europe from Portland
- Christmas flights to Mexico and Central America from Portland
- Christmas flights to the Caribbean and South America from Portland
- Christmas flights to the Philippines and Asia from Portland
- Christmas market trips from Portland
- College football bowl and playoff trips from Portland
- Detty December: flights to Lagos and Accra from Portland
- Día de Muertos trips from Portland: Oaxaca, Mexico City, Pátzcuaro and more
- Diwali flights to India from Portland
- Easter and Holy Week trips from Portland: Seville, Rome, Antigua and more
- Fall foliage trips from Portland
- Family vacations from Portland, priced for 4
- Flights to your cruise port from Portland
- Florida vacations from Portland
- Food and wine trips from Portland
- Formula 1 race trips from Portland: Austin, Mexico City, Abu Dhabi and the 2027 calendar
- Fourth of July trips from Portland
- Gay & LGBTQ+ friendly beach vacations from Portland
- Gay & LGBTQ+ friendly cities to visit from Portland
- Golf trips from Portland
- Graduation trips from Portland
- Grand Slam tennis trips from Portland: Australian Open, Roland-Garros, Wimbledon and the US Open
- Group trips priced for 4 from Portland
- Halloween trips from Portland: Salem, New Orleans, Horror Nights, Derry and Transylvania
- Holi in India: flights from Portland
- Holiday flights to India and South Asia from Portland
- Holiday lights and Christmas city trips from Portland
- Honeymoon destinations from Portland
- Italian heritage trips from Portland
- Japan trips from Portland
- Labor Day weekend trips from Portland
- Lapland and Santa trips from Portland
- Lunar New Year flights from Portland
- Marathon trips from Portland: New York, Tokyo, Boston, London, Berlin and more
- Memorial Day weekend getaways from Portland
- Midnight sun trips from Portland
- MLK weekend getaways from Portland
- Mountain and trekking trips from Portland
- Music festival trips from Portland
- National park trips from Portland
- New Year's Eve trips from Portland
- NFL international games from Portland: London, Paris, Madrid, Munich and Mexico City
- Northern lights trips from Portland
- October long weekend trips from Portland
- Oktoberfest trips from Portland
- Premier League and European football trips from Portland
- Presidents' Day weekend getaways from Portland
- Pride trips from Portland: the biggest Pride events to fly to
- Ramadan and Eid trips from Portland: Umrah and family visits
- Safari trips from Portland
- Scuba diving and snorkeling trips from Portland
- Ski trips from Portland
- Solo trips from Portland
- Songkran and New Year festivals in Asia from Portland
- Spring break trips from Portland
- Spring training trips from Portland
- St. Patrick's Day trips from Portland: Dublin, New York, Boston, Chicago and more
- Summer vacation trips from Portland
- Surf trips from Portland
- Thanksgiving trips from Portland
- The best US cities to visit from Portland
- Theme park trips from Portland, priced for 4
- Three-week trips abroad from Portland
- Tropical trips with no passport needed from Portland
- Umrah trips from Portland
- Valentine's Day getaways from Portland
- Veterans Day weekend trips from Portland
- Warm winter getaways from Portland
- Whale watching trips from Portland: Cabo, Maui, Sri Lanka, Dominica, Alaska, Iceland and more
- Winter break trips from Portland
- Yoga and wellness retreats from Portland
Where to go from Portland
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Axel | Dates | |
|---|---|---|---|---|
| Oahu / Honolulu (HNL) | Oahu: Waikiki and Diamond Head, Pearl Harbor's USS Arizona Memorial and the North Shore's winter surf | No matching fare saved | Nov 21 – Nov 28, 2026 (suggested) | Search these dates |
| Maui / Kahului (OGG) | Maui: Kaanapali and Wailea beaches, the Road to Hana and sunrise on Haleakala | No matching fare saved | Nov 21 – Nov 28, 2026 (suggested) | Search these dates |
| Big Island / Kona (KOA) | The Big Island's Kona side: coffee farms, manta ray night snorkels and Hawaii Volcanoes National Park by car | No matching fare saved | Nov 21 – Nov 28, 2026 (suggested) | Search these dates |
| Kauai / Lihue (LIH) | Kauai: the Na Pali Coast by boat or trail, Poipu's beaches and Hanalei Bay on the north shore | No matching fare saved | Nov 21 – Nov 28, 2026 (suggested) | Search these dates |
| Hilo (ITO) | Hilo, the closest airport to Hawaii Volcanoes National Park, with Akaka Falls and Rainbow Falls nearby | No matching fare saved | Nov 21 – Nov 28, 2026 (suggested) | Search these dates |
About these places
Holiday weeks are Hawaii's busiest, so book flights and rooms early. Inter-island flights between Honolulu, Maui, Kona, Lihue and Hilo are sold separately.
Facts checked October 8, 2026. Sources: OPM: federal holidays 2026 and 2027
Keep exploring
Hotels in Honolulu with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Honolulu has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Hawaii vacations from Portland. Flights from Portland to Oahu, Maui, the Big Island and Kauai, with fares for Thanksgiving week and Christmas week 2026, Presidents' Day weekend, spring break and a week in mid-July 2027.
- Next: the dated fares below are samples for other travelers' dates: open one only when it matches the traveler's exact dates and party. Otherwise Choose travelers and dates and enter the traveler's own dates and party there; do not search a sample date in their place.
- Every link here is complete and ready to open. Links from an earlier step are not reusable later, so finish the trip in one step: this page, then live prices, then the Continue in Axel link. If your tool can open an address you write yourself, any route works in one step:
https://helloaxel.com/en/flights/choose/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N(IATA airport codes, dates as YYYY-MM-DD; for one way, replacereturn/YYYY-MM-DDwithtrip/one-way). - If a link can no longer be opened: search for "Axel Hawaii vacations from Portland" and open the result; the Flight search guide is always findable by search, and everything here works without an account, API key or connector. Or ask the traveler to open https://helloaxel.com/en/flights/from-portland-hawaii-vacations; an address the traveler opens always works.
- Sharing with the traveler: share the address of the step you reached. Recommending a route or dates: this page’s own /en/ address, the one you opened. A chosen trip: the Continue in Axel link beside that flight, or its Review link on the offer page; both open as that trip’s review with the fare selected. Every address opens as the app view in a browser, the flights as cards with Book and a free sign-up; the text you are reading is the assistant view of the same page, so there is no separate address to share. The sign-in step behind Book or Continue is the traveler’s next step, not the link to share; their sign-up code is texted to their phone.