Hawaii, Planned by Someone Who Knows It
Jude Luxury Travel, led by Michael Jude in Lake Oswego, Oregon, designs custom Hawaii trips with a particular focus on Maui and Wailea, where Michael's firsthand knowledge runs deepest. As a Fora- and Virtuoso-affiliated advisor, he can arrange preferred rates and perks at leading resorts where available.
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 on Maui
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.
Beyond Maui
Michael also plans Oahu and multi-island itineraries, from the timeless elegance of Halekulani in Waikiki to the secluded Kahala Hotel & Resort. Read his full Wailea / Maui and Oahu travel guides on the homepage.