Why Wailea?
Wailea is Maui's most refined coastal enclave — a stretch of South Maui coastline where calm, clear waters meet some of the finest resort properties in the Pacific. It's the ideal base for families who want a seamless blend of relaxation and adventure, with world-class dining just steps from the beach.
Where to Stay
The Four Seasons Maui at Wailea consistently ranks among the top resort properties in the world. The Andaz Maui at Wailea is a compelling alternative for families who prefer a slightly more relaxed, boutique atmosphere.
Top Pick
Four Seasons Maui
Impeccable service, multiple pools, and direct beach access in the heart of Wailea.
Boutique Alternative
Andaz Maui at Wailea
Stylish and laid-back, with lagoon pools and an excellent spa.
Classic Luxury
Grand Wailea
A sprawling resort with an epic pool complex — ideal for families with kids.
Romantic Retreat
Fairmont Kea Lani
All-suite luxury with private plunge pools and stunning sunset views.
What to Do
The Road to Hana is a must — go midweek to avoid crowds, pack a cooler, and stop at Waiʻānapanapa State Park's black sand beach. For snorkeling, Molokini Crater is world-class.
Where to Eat
Spago at the Four Seasons brings Wolfgang Puck's California-Hawaiian fusion to a beachside setting that's hard to top. Morimoto Maui is spectacular for a special occasion dinner.
Ready to Plan Your Maui Trip?
Let Michael handle every detail — from the right resort room to private snorkel charters and dinner reservations.