Vacation Package
Maui Vacation Packages
Compare the air-inclusive family and couples stays on this list in The 7 Best Maui Vacation Packages with Air.
Maui packages
8 Maui vacation packages
Every package is custom-quoted with current pricing — tell us your dates and party size for a proposal within 24 hours.
MauiFairmont Kea Lani Wailea Maui Special
From $3,250per person for 26 days · 09/15/26 – 12/20/262 guests with air- 5th night free
- Jr Suite
- Breakfast daily
- Airport transfers from OGG
+ 2 more inclusions
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MauiGrand Wailea Family Vacation - Best Deal
From $1,825p/person for 45 nights · Oct 20, 2026 – Jan 31, 20274 guests with air- Lagoon Room Queen Queen
- Resort fees waived
- Personal travel agent service
- $200 Resort Credit
+ 3 more inclusions
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MauiSheraton Maui Resort & Spa Family Travel
From $1,487.50p/person for 46 days · Oct 15, 2026 – Jan 31, 20274 guests with air- Oceanview Special
- Resort fees waived
- Full-size car
- Air from LAX, SAN, SFO, SEA, PDX, OAK, PHX
MauiSheraton Maui Resort & Spa for Couples: Honeymoons & Romantic Escapes
From $2,725p/person for 27 days · Oct 15, 2026 – Jan 31, 20272 guests with air- King Bed upgrade to Oceanview
- Welcome gift
- $100 daily resort credit
- Full-size car
+ 2 more inclusions
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Maui & OahuMaui & Oahu Vacation Package: 9 Days Sheraton Maui & OUTRIGGER Waikiki Beachcomber
From $1,812.50per person for 49 days · 10/01/26 – 01/31/272 adults 2 children with air- 5 nights Sheraton Maui Resort & Spa — Oceanview Room Two Doubles, 2 adults 2 children
- $100 daily dining credit (per room, per night)
- Resort fees waived
- Full Size Car — taxes included
+ 5 more inclusions
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MauiThe Best Hyatt Maui Family Vacation Deal
From $1,850for 47 days · 09/15/26 – 12/20/262 adults 2 children with air- Queen Queen Partial Ocean View room
- $150 Resort Credit
- Full-size car
- Breakfast daily for 4
+ 3 more inclusions
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MauiOUTRIGGER Honua Kai Resort & Spa — Maui Family Vacation
From $6,350for 47 days · 08/25/2026 - 12/21/20264 guests with air- 1 Bedroom Partial Oceanview
- Full Gourmet Kitchen
- Full Size Car
- Depart from LAX-SAN-SFO-SEA-PDX-OAK
- Maui
Aston at The Whaler On Kaanapali Beach Maui Family Vacation
From $6,950for 47 days · May 10, 2025 - November 10, 20254 guests with air- 1 Bedroom 2 Bath Premium Condo
- Full Size Car
- Air from LAX, SAN, PDX, SEA, SFO, PHX
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Hawaii Family Vacations
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