Winter break trips from Maui
Where to go from Maui over winter break: fares for Christmas week (December 19 to 26) and New Year's week (December 26 to January 2), for warm beaches, ski trips and holiday cities.
Saved round trips for Christmas week (Dec 19 – Dec 26, 2026) and New Year's week (Dec 26 – Jan 2, 2027).
More trip ideas from Maui
- 2027 total solar eclipse trips from Maui
- A month somewhere warm from Maui
- Bachelorette and bachelor party trips from Maui, priced for 6
- Beach vacations from Maui
- Big event trips from Maui: Super Bowl, Coachella, Kentucky Derby and more
- Black heritage trips from Maui
- Carnival trips from Maui: Rio, Trinidad, Mardi Gras and more
- Cherry blossom trips from Maui
- Christmas flights to Africa from Maui
- Christmas flights to Mexico and Central America from Maui
- Christmas flights to the Caribbean and South America from Maui
- Christmas flights to the Philippines and Asia from Maui
- Christmas market trips from Maui
- College football bowl and playoff trips from Maui
- Detty December: flights to Lagos and Accra from Maui
- Día de Muertos trips from Maui: Oaxaca, Mexico City, Pátzcuaro and more
- Diwali flights to India from Maui
- Easter and Holy Week trips from Maui: Seville, Rome, Antigua and more
- Family vacations from Maui, priced for 4
- Flights to your cruise port from Maui
- Food and wine trips from Maui
- Fourth of July trips from Maui
- Gay & LGBTQ+ friendly beach vacations from Maui
- Gay & LGBTQ+ friendly cities to visit from Maui
- Golf trips from Maui
- Holi in India: flights from Maui
- Holiday flights to India and South Asia from Maui
- Honeymoon destinations from Maui
- Italian heritage trips from Maui
- Lunar New Year flights from Maui
- Memorial Day weekend getaways from Maui
- MLK weekend getaways from Maui
- Music festival trips from Maui
- National park trips from Maui
- New Year's Eve trips from Maui
- Northern lights trips from Maui
- Presidents' Day weekend getaways from Maui
- Pride trips from Maui: the biggest Pride events to fly to
- Ramadan and Eid trips from Maui: Umrah and family visits
- Safari trips from Maui
- Scuba diving and snorkeling trips from Maui
- Ski trips from Maui
- Solo trips from Maui
- Spring break trips from Maui
- Spring training trips from Maui
- St. Patrick's Day trips from Maui: Dublin, New York, Boston, Chicago and more
- Summer vacation trips from Maui
- Thanksgiving trips from Maui
- The best US cities to visit from Maui
- Theme park trips from Maui, priced for 4
- Tropical trips with no passport needed from Maui
- Valentine's Day getaways from Maui
- Warm winter getaways from Maui
Where to go from Maui
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 | |
|---|---|---|---|---|
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Punta Cana (PUJ) | Long white-sand beaches and easy all-inclusive resorts | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Aruba (AUA) | Dry, sunny and outside the hurricane belt, so it is a safe bet most of the year | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, with no passport needed from the US | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Puerto Vallarta (PVR) | Puerto Vallarta's Pacific beaches and a walkable old town | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Los Cabos (SJD) | Los Cabos, desert coast, resorts and whale watching in winter | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Guanacaste (LIR) | Guanacaste's Pacific beaches in Costa Rica | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Oahu / Honolulu (HNL) | Waikiki and the North Shore on Oahu | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Orlando (MCO) | Orlando's theme parks | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Miami (MIA) | Miami Beach, warm water and a big food and nightlife scene | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Fort Lauderdale (FLL) | Fort Lauderdale beaches and an easy base for cruises | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Phoenix (PHX) | Phoenix and Scottsdale, warm and sunny all winter | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Palm Springs (PSP) | Palm Springs, desert sun, pools and mid-century style | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Denver (DEN) | Denver, the gateway to Vail, Breckenridge and Keystone | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Salt Lake City (SLC) | Salt Lake City, under an hour from a dozen ski resorts | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Jackson (JAC) | Jackson Hole, with steep terrain right next to the airport | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Vail (EGE) | Vail and Beaver Creek, about 35 miles from the airport | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| Vancouver (YVR) | Vancouver, about two hours from Whistler | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| New York (JFK) | New York's holiday lights, windows and shows | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
Keep exploring
Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Winter break trips from Maui. Winter break 2026 flights from Maui: beaches, ski towns and cities, with fares for Christmas week and New Year's week.
- 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 Winter break trips from Maui" 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-maui-winter-break-trips; 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.