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Wailea
Four Seasons Resort Maui at Wailea
Maui's benchmark of beachfront luxury on Wailea Beach, with the island's largest rooms and an open-air oceanfront spa hale.
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For two
Romance with real depth.
The rare island where high romance and genuine Hawaiian culture sit side by side. We weave both into the week.
Design This TripBase in Wailea at the Four Seasons or the adults-only Hotel Wailea, Maui's only Relais & Châteaux, with an oceanfront spa hale and a sunset table booked at Mama's Fish House in Paia.
We pair a private doors-off Air Maui flight over West Maui's waterfalls with a Trilogy sunset sail to Lanai, then close the trip at the reopened, deeply authentic Old Lahaina Luau.
Set one early alarm.
Once, before dawn, for the Haleakala sunrise at 10,023 feet above the clouds. We hold the vehicle permit, the guide and the timing, so the only thing you do is watch the light arrive.
What’s inside
- An oceanfront spa hale in Wailea or adults-only Hotel Wailea
- A sunset dinner at Mama's Fish House
- A private doors-off Air Maui helicopter flight
- A Trilogy sunset sail toward Lanai
- The Haleakala sunrise, permit secured
A sample rhythm
- 01
Arrive and slow down
A private transfer to Wailea, a spa hale, a quiet first oceanfront dinner.
- 02
Sky and sea
A doors-off morning flight, then a sunset sail toward Lanai.
- 03
The early morning
Haleakala sunrise above the clouds, then a slow recovery afternoon.
- 04
A cultural close
Dinner at Mama's, and the Old Lahaina Luau to finish.
The Mauiwe’d build in
The pieces that fit this trip.
Where to stay
Wailea and Kapalua, the two luxury coasts.
Maui keeps its great resorts on two sheltered, sunny coasts: Wailea in the south and Kapalua in the west, each a short walk from calm water.
Family flagship
Wailea
Grand Wailea, A Waldorf Astoria Resort
Grand-scale family luxury famous for its canyon pool complex with slides and the 50,000-square-foot Spa Grande.
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Kapalua
Montage Kapalua Bay
All-suite residential luxury above one of Maui's calmest snorkeling bays, with gourmet kitchens and Spa Montage.
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Wailea
Andaz Maui at Wailea Resort
Contemporary design on Mokapu Beach with a photogenic tiered infinity-pool complex, home to Morimoto Maui.
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Wailea
Fairmont Kea Lani, Maui
Maui's only all-suite-and-villa luxury resort, with generous space and the award-winning Fairmont Spa.
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Kapalua
The Ritz-Carlton Maui, Kapalua
Secluded, nature-driven luxury across thousands of West Maui upland acres, with golf, hiking and cultural programming.
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Wailea
Hotel Wailea, Relais & Châteaux
Maui's only Relais & Châteaux property, an adults-only 72-suite hilltop hideaway with sweeping ocean views.
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From the fisherman's name on the menu.
Maui's tables run from the most famous fish house in Hawaii to clifftop tasting menus, with the catch often listed by the diver who landed it.
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Paia
Mama's Fish House
Maui's most celebrated restaurant, the daily catch listed by fisherman in a torch-lit Paia cove. Reserve months ahead.
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Kapalua
Merriman's Kapalua
Peter Merriman's Hawaii Regional Cuisine flagship on a clifftop point looking out to Molokai and Lanai at sunset.
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Wailea
Morimoto Maui
Iron Chef Masaharu Morimoto's poolside room at the Andaz, blending Japanese and Western technique with local fish.
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Wailea
Ka'ana Kitchen
The Andaz's open-kitchen, farm-to-table flagship celebrating Hawaii's farmers and fishermen with ocean views.
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Wailea
The Restaurant at Hotel Wailea
Romantic hillside fine dining and tasting menus with panoramic sunset ocean views, at Maui's Relais & Châteaux hotel.
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Wailea
Spago
Wolfgang Puck's Hawaiian-Californian oceanfront room at the Four Seasons.
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Sea cliffs and hidden valleys.
The roadless heart of West Maui and Molokai's tallest-on-Earth sea cliffs only reveal themselves from a helicopter, with a doors-off option found nowhere else on the island.
Doors-off
Kahului heliport
Air Maui Helicopters
The only doors-off helicopter tour on Maui, over West Maui and Molokai sea cliffs, waterfalls and remote valleys.
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Kahului heliport
Blue Hawaiian Helicopters
The island's largest operator, flying the ECO-Star on West Maui, Molokai and Hana-Haleakala routes.
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Kahului heliport
Maverick Helicopters
Premium EC130 flights with Complete Island and West Maui tours, and private charter options.
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Molokini at dawn, Lanai by sail.
The signature Maui mornings happen offshore: the sunken crater of Molokini, the channel crossing to Lanai, and humpbacks breaching in winter.
Whale watching is seasonal, roughly mid-December to mid-April, when Trilogy and PacWhale run naturalist-led tours.
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Lahaina / Maalaea
Trilogy Excursions
Maui's original family-owned sailing company, famed for the Discover Lanai sail with a beachside barbecue.
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Maalaea / Lahaina
PacWhale Eco-Adventures
Maui's only nonprofit ocean operator, where every Molokini snorkel and whale watch funds marine research.
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Kihei
Redline Rafting
A fast, small-group rigid-hull raft reaching the Molokini Back Wall and remote South Maui sites before the crowds.
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Maalaea
Quicksilver Maui
A large catamaran running easygoing Molokini snorkel-and-grill day sails out of Maalaea.
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Sunrise at 10,000 feet, a bamboo forest to a falls.
Maui's walks are unforgettable: dawn above the clouds inside Haleakala's crater, and a green-tunnel bamboo trail to a 400-foot waterfall past Hana.
Haleakala sunrise needs a separate vehicle reservation for 3 to 7 a.m. entry, bookable 60 days out. We secure it the moment your window opens.
Bucket-list
Upcountry summit
Haleakala Summit & Sunrise
Sunrise above the clouds at 10,023 feet inside the dormant volcano's vast crater, a true bucket-list morning.
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Kipahulu
Pipiwai Trail & Bamboo Forest
A 3.8-mile out-and-back through towering bamboo to the 400-foot Waimoku Falls, in coastal Kipahulu past Hana.
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Wailuku
Iao Valley State Monument
A short, lush walk to the iconic 1,200-foot Iao Needle in the misty West Maui Mountains.
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Islandwide
Hike Maui
The island's original certified-naturalist guided-hike company, since 1983, with gear and transport handled.
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Luxury Honeymoon
Let’s design it around you.
Share what you can already picture. A concierge fills in everything still open and sends back a plan, not a quote.