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Maui

Business class roundtrip fares from 10 US hubs · Updated daily
$1,257
Lowest fare
$1,647
Average
10
US hubs
3
Below normal
All fares to Maui
LAX $1,257 Typical Book Search →
SFO $1,269 Typical Book Search →
SEA $1,356 Low Book Search →
SNA $1,363 Typical Book Search →
DFW $1,715 Typical Book Search →
ORD $1,752 Typical Book Search →
JFK $1,869 Typical Book Search →
BOS $1,877 Low Book Search →
MIA $1,937 Low Book Search →
ATL $2,075 Typical Book Search →
About Maui

Maui is the rare island that rewards both extravagance and restraint — where a $2,000-a-night suite at Wailea feels earned after a pre-dawn summit at Haleakalā, and where the best meal you'll eat might come from a roadside stand in Paia. Most visitors treat it as a generic Hawaiian beach vacation and never leave their resort corridor, which is exactly why the other 80% of the island still feels like a secret. This is a place where volcanic landscapes, microclimate diversity, and a deeply rooted local culture conspire to make every return trip feel like the first.

6 Experiences Worth Flying Business Class For
1. Haleakalā at Dawn — But Make It Private

Skip the crowded National Park summit and book a private sunrise experience through Maui Luxe or a helicopter charter with Air Maui that times your flight so yo...

u're above the crater as the sun breaks. Watching 10,000 feet of volcanic moonscape flood with color while you're sipping Champagne — without 200 shivering tourists jostling for phone angles — is a fundamentally different experience. Pair it with a gravity-fed bike descent through Kula's lavender fields and protea farms for the most dramatic morning of your life.

2
The Back Road to Hana — With a Villa Waiting at the End
The Road to Hana is legendary, but most people white-knuckle the 620 curves, stop at every waterfall, and then turn around exhausted. The luxury play is booking two or three nights at the Hana-Maui Resort (formerly Travaasa) and driving the road slowly, lingering at the black sand beach at Wai'ānapanapa and the bamboo forest trail without any pressure to get back. From Hana, continue the loop past 'Ohe'o Gulch to the wild, unspoiled backside of the island through Kaupo — a stretch most rental car companies forbid, which tells you everything about how spectacular it is.
3
A Private Dinner at Mama's Fish House During Golden Hour
Yes, it's famous. Yes, it's on every list. It still deserves its reputation — but only if you do it right. Request the oceanfront table farthest from the entrance, arrive at 5:30 for the golden light that turns the cove amber, and order whatever the day-boat brought in that morning listed by the fisherman's actual name on the menu. The stuffed mahimahi and the Polynesian black pearl dessert are non-negotiable, and bringing your own bottle of serious Burgundy (modest corkage) elevates the whole affair.
4
The Wailea Suite Wars — Playing Four Seasons Against Andaz
Maui's luxury Wailea corridor has two genuinely world-class hotels separated by a short beach walk, and they compete fiercely. The Four Seasons Maui delivers flawless classic luxury — the adults-only Serenity Pool, Ferraro's for cliffside Italian, and service that borders on clairvoyant. The Andaz counters with a cooler, more design-forward aesthetic, the outstanding Ka'ana Kitchen breakfast, and a rooftop astronomy program. Book a few nights at each, and you'll understand that Wailea isn't one experience — it's two philosophies of paradise arguing over who does it better.
5
Spearfishing and Reef-to-Table with a Local Waterman
Forget the standard snorkel catamaran to Molokini — it's a tourist conveyor belt. Instead, book a private spearfishing charter through Maui Spearfishing Academy or a local operator in Lahaina, where a native Hawaiian waterman teaches you to freedive and hunt sustainably on reefs that most visitors never see. You'll come back with your catch, and several operators will connect you with a private chef — try Chef Chris Kulis — who'll prepare your fish into poke, sashimi, and grilled plates right at your villa. It's the most visceral, respectful way to connect with the ocean here.
6
Upcountry Maui: Wine, Goat Cheese, and the Maui Nobody Talks About
At 3,000 feet on Haleakalā's fertile western slopes sits a pastoral world of ranches, farms, and cool breezes that feels nothing like the beach resorts below. Spend an afternoon tasting surprisingly legitimate wines at MauiWine in the historic Ulupalakua Ranch, then detour to Surfing Goat Dairy for their evening chore tour and absurdly good goat cheese truffles. Lunch at Grandma's Coffee House in Keokea — a tiny plantation-era town — and you'll realize that Maui's soul isn't at the shoreline, it's up here where the cowboys and farmers live.
When to Go Show ↓
Peak Season
Mid-December through March
This is Maui's true peak, driven by mainland winter escapees, whale season (humpbacks arrive in massive numbers starting in January), and holiday travel. Hotel rates at the Four Seasons and Andaz can double, and Mama's Fish House becomes a three-week-advance reservation. That said, the whale watching is genuinely once-in-a-lifetime — you can see breaches from your hotel balcony — and the weather is warm and lush. If you can book early and absorb the premium, late January through mid-February is the sweet spot: whales at maximum density, holiday crowds gone, and the island's green season in full glory.
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Shoulder Season
April through May and September through mid-December
This is when luxury travelers with flexible schedules should come. April and May offer post-whale-season calm, bone-dry weather on the leeward side, and resort rates that drop 30-40% from peak — the Four Seasons runs compelling suite upgrade offers. September through November is arguably the island's best-kept secret: the water is at its warmest and clearest for diving, the trade winds are gentle, and you'll have Wailea Beach practically to yourself on weekday mornings. The only caveat is September can bring occasional Kona storms, but they're brief and dramatic in the best way.
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