Grand Wailea

Sample Itinerary

Fresh Ideas & Cool Itineraries

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Grand Wailea Itinerary

Maui

Grand Wailea

2025

Run of House: 5 Nights

$3,990

2026

Run of House: 5 Nights

$4,302

• Sample program pricing is based on 50 Rooms / 100 Guests with the indicated inclusions.

• Pricing is based on availability and is subject to change.

Sample Program Inclusions

• 5-Night Hotel Accommodations

• All Local Taxes & Gov Fees

• Airport Transportation

• Welcome & Farewell Reception

• Breakfast Daily

• Group Excursion

• Pre-Travel Document Wallets & Luggage Tags

• Event Website and Registration

• Custom Event App

• Experienced Onsite Travel Host from Destinations

• Gifting Experience

Sample 5-Night Itinerary

Morning

Afternoon

Evening

Notes

Day 1

Scattered Flight Arrivals

Scattered Flight Arrivals

Welcome Reception

Maui Jim Gifting Experience

Grand Wailea

Day 2

Optional Sunrise Beach Yoga

Breakfast at the hotel

Optional Helicopter Tour

Evening At Leisure

Day 3

Breakfast at the hotel

Molokini & Turtle Arches Snorkeling Excursion

Optional Dine Around Or At Leisure

Day 4

Breakfast at the hotel

Optional Cultural Experience at the hotel

Cultural Experience Options

Evening Leisure

Day 5

Breakfast at the hotel

Optional Golf & Spa day

Farewell Dinner Cruise or Lū’au

Day 6

Breakfast at the hotel

Scattered Flight Departures

Scattered Flight Departures

Sample 5-Night Itinerary

Details

Morning

Morning

Afternoon

Afternoon

Evening

Evening

Notes

Notes

Day 1

Details

Morning

Scattered Flight Arrivals

Afternoon

Scattered Flight Arrivals

Evening

Welcome Reception

Maui Jim Gifting Experience

Notes

Grand Wailea

Day 2

Details

Morning

Optional Sunrise Beach Yoga

Breakfast at the hotel

Afternoon

Optional Helicopter Tour

Evening

Evening At Leisure

Notes

Day 3

Details

Morning

Breakfast at the hotel

Afternoon

Molokini & Turtle Arches Snorkeling Excursion

Evening

Optional Dine Around Or At Leisure

Notes

Day 4

Details

Morning

Breakfast at the hotel

Afternoon

Optional Cultural Experience at the hotel

Cultural Experience Options

Evening

Evening Leisure

Notes

Day 5

Details

Morning

Breakfast at the hotel

Afternoon

Optional Golf & Spa day

Evening

Farewell Dinner Cruise or Lū’au

Notes

Day 6

Details

Morning

Breakfast at the hotel

Afternoon

Scattered Flight Departures

Evening

Scattered Flight Departures

Notes

See More

Olivine | Botero Lounge | 'Ikena | Loulu | Lū'au | Wailea Surf Haus | Grotto Bar | Room Service

Dinning

"At Grand Wailea, we believe food is a celebration of place, passion, and craftsmanship. Our expert culinary team combines locally sourced ingredients—including organic produce grown on our own grounds—with inventive takes on the traditional flavors of Hawaiian cuisine to create unforgettable dining experiences rooted in the very essence of the ‘āina (land) we call home."

Close

WIFI | Pools | Fitness Center | Spa | Golf | Beach Cruiser Bikes | Hula and ʻUkulele Lessons

Amenities

"Relax—and let us take care of the rest. Our resort gives guest access to some of Grand Wailea’s most immersive experiences and sought-after activities."

Close