Big Island (Kona & Hilo) from Milwaukee, 14 – 21 Nov: £2,376 for two, all in
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The verdict
Our verdict
Worth it, if
- £2,012 per person below the highest fare we saw for these dates
- Kalani Kai#104, rated 9 by 6 guests
- Typical highs 80–81°F, lows near 70°F this time of year
The catch: Not nonstop: a stop on the way, 37h 31m in all.
Worth it if you want sun, sand and a pool; skip it if you want a city to walk.
When we checked, round-trip flights from Milwaukee to the Big Island cost $951 per person ($1,902 for two) for Nov 14–21, 2026, a 7-night week on AS with one stop. Expect highs of 80–81°F and lows near 70°F. The best-value stay, Kalani Kai#104 in Kailua-Kona, is $1,250 for the week, or $179 a night.
The total, before you go
£2,376 for two · 7 nights · flights, hotel, taxes & fees
| For two | |
|---|---|
| Flights for two, return | £1,434 |
| Kalani Kai#104, 7 nights, two guests, taxes in | £942 |
| The total, before you go | £2,376 |
| Hold luggage each, return (not in the total) | about £106 |
£2,012 per person below the highest fare we saw for these dates.
Not in it: seat selection on basic fares and hold luggage (about £26 each way per bag on Alaska, £106 for two return); a resort fee, if the hotel has one, is collected at the desk. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
£717 per person, return
£1,434 for two, taxes and fees included · Alaska · 1 stop · 37h 31m
Out Sat, Nov 14, 4:40 PM – Sun, Nov 15, 2:28 PM · back Sat, Nov 21, 11:52 PM – Sun, Nov 22, 3:35 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Alaska | £717 | 1 stop | 37h 31m |
| WS + AC + AS | £1,131 | 3 stops | 59h 26m |
| WS + AC | £1,195 | 3 stops | 42h 18m |
Prices checked 13 Oct 2026, 00:21 GMT-5. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
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Why now
At $951 per person round trip, all-in with taxes and fees, this fare is $2,669 below the highest fare we saw for these dates. That's 74% less, across the 4 fares we checked. Flights for two come to $1,902. Add 7 nights at Kalani Kai#104 for $1,250 plus our spending estimate of $130 per person a day, and the week totals $4,972 for two. Mid-November comes after the Ironman World Championship weekend in October and before humpback whale season starts in December, so Kona is between its two busy stretches. Normals for the week call for highs of 80–81°F and lows near 70°F, with more cloud than sun. It's a good week for volcano days, night snorkeling and slow mornings over Kona coffee. These are the prices we found today, and they can change.
The kind of trip this is
A nature and adventure trip with beach time in between: lava fields, rainforest, black sand and reef. It suits couples or a pair of friends who like to drive, since the Big Island is a road-trip island and its highlights are spread out. The pace is active by day and quiet at night. With a full week, you can do a volcano day, a snorkel day and still have a few lazy ones.
Weather in Big Island (Kona & Hilo), 14 – 21 Nov
Typical highs 80–81°F, lows near 70°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Sat 14 Nov | 80 °F | 70 °F | Drizzle |
| Sun 15 Nov | 80 °F | 71 °F | Partly cloudy |
| Mon 16 Nov | 80 °F | 69 °F | Partly cloudy |
| Tue 17 Nov | 80 °F | 70 °F | Overcast |
| Wed 18 Nov | 81 °F | 70 °F | Overcast |
| Thu 19 Nov | 81 °F | 70 °F | Overcast |
| Fri 20 Nov | 80 °F | 69 °F | Overcast |
| Sat 21 Nov | 80 °F | 69 °F | Partly cloudy |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Big Island (Kona & Hilo)
All three picks are in Kailua-Kona, a walkable seaside town with coffee shops, snorkel tours and mid-range hotels. It's also close to the manta night snorkel. Kalani Kai#104 is the best value: $1,250 for the 7 nights ($179 a night) for a vacation home, scored 9 from 6 reviews, room only. Holiday Inn Express & Suites Kailua-Kona by IHG is the top-rated pick, with a score of 8.3 from 388 reviews. It's a 3-star standard room with breakfast included, at $1,973 for the stay ($282 a night). Kona Isle C31 is the other vacation home on our list, scored 10 from just 2 reviews, at $1,563 ($223 a night), room only. If you'd rather wake up near the national park, Volcano Village has rainforest B&Bs right at the park gate.
Kalani Kai#104
£942 for 7 nights, two guests · £135 a night
See roomsHoliday Inn Express & Suites Kailua-Kona by IHG
£1,487 for 7 nights, two guests · £213 a night
See roomsKona Isle C31
£1,178 for 7 nights, two guests · £168 a night
See roomsAll hotels in Big Island (Kona & Hilo) for these dates
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Where in Big Island (Kona & Hilo)
- Kohala Coast (Waikoloa, Mauna Lani, Mauna Kea): The island's sunniest resort strip with golden beaches and golf.
- Kailua-Kona: Walkable seaside town with coffee shops, snorkel tours and mid-range hotels.
- Volcano Village: Rainforest B&Bs at the gate of Hawaii Volcanoes National Park.
- Hilo: Rainy east-side town near waterfalls and the volcano, at budget rates.
- Captain Cook / Kealakekua: Coffee-farm country above the best snorkelling bay.
What to do in Big Island (Kona & Hilo)
- Look into the Kilauea caldera at Hawaii Volcanoes National Park.
- Snorkel with manta rays at night off Kona.
- Stargaze from the Mauna Kea visitor station after dark.
- Kayak and snorkel Kealakekua Bay at the Captain Cook monument.
- Walk the black sand of Punaluu Beach.
- Tour a Kona coffee farm in the hills around Captain Cook and Kealakekua.
Also worth it
- See the Kilauea caldera at Hawaii Volcanoes National Park
Tours and tickets in Big Island (Kona & Hilo)
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Getting there and around
| Airports in Milwaukee | Milwaukee Mitchell International (MKE) |
|---|---|
| Airports in Big Island (Kona & Hilo) | Kona International (KOA), Hilo International (ITO) |
| Flight time | 37h 31m (1 stop) |
| Distance | 4,208 miles each way |
| Time difference | -4 hours |
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
What 7 nights in Big Island (Kona & Hilo) costs
| Estimate | |
|---|---|
| Flights for two | £1,434 |
| Hotel, 7 nights (Kalani Kai#104) | £942 |
| Food, getting around and tickets, 7 days for two | £1,372 |
| Total for two | £3,748 |
Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.
Price history: Milwaukee to Big Island (Kona & Hilo)
| Per person | |
|---|---|
| This trip | £717 per person |
| Lowest in the last 30 days | £706 (13 Oct 2026) |
| Price checks | 4 |
Good to know
- Passport: no passport needed for travellers from the United States: a government photo ID is enough for Big Island (Kona & Hilo).
- Currency: US dollar (USD).
- No passport needed and you'll pay in US dollars. The Big Island is 4 hours behind Milwaukee.
- The outbound leaves MKE at 4:40 PM Saturday, Nov 14 and lands in Kona at 2:28 PM Sunday, Nov 15. Total travel time both ways is 37h 31m.
- The return leaves Kona at 11:52 PM Saturday, Nov 21 and lands back at MKE at 3:35 PM Sunday, Nov 22.
- None of the three stays offers free cancellation. Only the Holiday Inn Express includes breakfast.
- The island has two airports, Kona International (KOA) and Hilo International (ITO). This fare flies into KOA.
Questions readers ask
How much is the flight?
$951 per person round trip, or $1,902 for two, all-in with taxes and fees when we checked. It's on AS with one stop, from Milwaukee Mitchell International (MKE) to Kona International (KOA). Fares change, so check the live price before you book.
Do I need a passport?
No. The Big Island is in the United States, so a passport isn't needed, and the currency is the US dollar.
What is the weather like in mid-November?
Normals for Nov 14–21 show highs of 80–81°F and lows of 69–71°F. Most days are overcast or partly cloudy, and drizzle is likely on arrival day.
What would the whole week cost for two?
We estimate $4,972 for two: $1,902 in flights, $1,250 for 7 nights at Kalani Kai#104 and $1,820 in spending, based on $130 per person a day.
Is 7 nights enough?
It's a good fit. The island is 4,208 miles from Milwaukee and the outbound takes until mid-afternoon the next day. A week leaves room for the volcano park, Mauna Kea, Kealakekua Bay and some beach time without rushing.
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All trips from Milwaukee · Big Island (Kona & Hilo) from every city · Prices on this route · Trips in November 2026 · Home
Big Island (Kona & Hilo) in pictures
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Prices converted from US dollars at the rate of 15 Oct 2026.
Image credits
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- Photo: Josh Withers / Pexels, Pexels License
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