Inspirational Itineraries
Discover inspiration at every turn. From family adventures under the Maui sun to romantic moments for two, explore our thoughtfully curated itineraries that showcase the experiences, flavors, and beauty of Grand Wailea for an unforgettable stay in paradise.
The Grand ʻOhana Two Day Itinerary
Day One
Breakfast Buffet
Humuhumunukunukuāpuaʻa at Grand Wailea
Aquatic Adventures
Wailea Canyon Activity Pool at Grand Wailea
Poolside Cabana
Activity Pool at Grand Wailea
Cultural Classes
Kilohana Cultural Center at Grand Wailea
The Lūʻau at Grand Wailea
Molokini Garden at Grand Wailea
Day Two
Grab & Go Breakfast
Loulu at Grand Wailea
Outrigger Tour
Wailea Beach
Maui Ocean Center
Māʻalaea Harbor
Cosmic Bliss® Soft Serve
Loulu at Grand Wailea
Sunset Dinner
Olivine at Grand Wailea
Couple's Romance Two Day Itinerary
Day One
Breakfast
Napua Lounge at Grand Wailea
Outdoor Yoga
Wailea Beach
Couple's Massage + Hydrotherapy Gardens Access
Kilolani Spa at Grand Wailea
Lunch
Olivine at Grand Wailea
Happy Hour & Exclusive Activities
Napua Lounge at Grand Wailea
Sunset Dinner
Humuhumunukunukuāpuaʻa at Grand Wailea
Day Two
Outrigger Tour + Snorkel
Wailea Beach
Breakfast Buffet
Humuhumunukunukuāpuaʻa at Grand Wailea
Poolside Relaxation
Hibiscus Serenity Adults-Only Pool at Grand Wailea
Lunch + Cocktails
Grotto Bar at Grand Wailea
Sound Healing
Seaside Chapel at Grand Wailea
Sunset Dinner
Nobu Grand Wailea