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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 families
Room for everyone, calm water for the kids.
Separate bedrooms, full kitchens, and the gentlest water in Hawaii for first-time snorkelers.
Design This TripChoose an all-suite or villa property, Fairmont Kea Lani or Montage Kapalua Bay, for separate bedrooms, full kitchens and the laundry that makes a multi-generational stay effortless.
Kapalua Bay's calm, clear water is among Maui's best for beginners, while Grand Wailea's pool canyon and slides anchor the easy at-resort days.
One big day out, on your terms.
Add a private Valley Isle Comfort Cruiser down the Road to Hana, a beginner surf lesson with Goofy Foot, and an afternoon at the Maui Ocean Center. In-villa private-chef dinners keep the youngest on their own schedule.
What’s inside
- An all-suite or villa resort with kitchens and separate rooms
- Beginner snorkeling at calm Kapalua Bay
- A private Road to Hana tour in a reclining-seat Comfort Cruiser
- A beginner surf lesson with Goofy Foot
- An afternoon at the Maui Ocean Center
A sample rhythm
- 01
Settle in
A villa stock-up and a first easy swim in the home bay.
- 02
Easy water day
Beginner snorkeling at Kapalua Bay, pool time after.
- 03
The big drive
A private Road to Hana tour, waterfalls and lunch handled.
- 04
Play and reef
A surf lesson and the Maui Ocean Center to close.
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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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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The clearest water in Hawaii.
When the south swells lie down in summer, Maui's shore snorkeling is among the best in the islands, turtles, reef fish and the occasional monk seal.
Conditions are seasonal: Honolua Bay snorkels beautifully in summer and becomes a winter surf break. We time it to the swell.
Conservation district
West Maui
Honolua Bay
A Marine Life Conservation District in West Maui with vivid coral and abundant fish, at its best on calm summer mornings.
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Kapalua
Kapalua Bay
A protected, gentle crescent often called Maui's best beginner snorkel, fronting the Montage.
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Ka'anapali
Black Rock (Pu'u Keka'a)
The lava promontory at Ka'anapali, an easy shore entry over reef and green sea turtles.
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Makena
Turtle Town (Maluaka)
The reef system off Makena's Maluaka Beach, named for its resident honu.
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The road to Hana, a sunrise bike descent, the canopy.
Some of Maui's best days are active ones: one of the great drives on Earth, a volcano descent on two wheels, and racing zip lines over rainforest.
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Departs South Maui
Road to Hana, Valley Isle Excursions
Nearly 30 years of eco-friendly Hana tours in reclining-seat Comfort Cruisers, with breakfast, lunch and local guides.
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Haleakala / Upcountry
Haleakala Sunrise & Bike Descent
Bike Maui's volcano sunrise followed by the coast down the famous switchbacks through Upcountry on premium bikes.
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Kapalua
Kapalua Ziplines
Maui's only all-dual racing zipline course, two miles of cable over rainforest plus the state's longest suspension bridge.
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Lahaina
Goofy Foot Surf School
Lahaina's longest-running surf school since 1994, beginner-friendly group and private lessons.
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Maalaea
Maui Ocean Center
A world-class living-reef aquarium and Hawaiian-culture center on Maalaea Harbor, a polished all-ages stop.
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Private Family Villa
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.