Hawaii · By Island
Maui Vacation Packages
Maui is the resort island — Wailea and Kaanapali deliver the postcard Hawaii most travelers picture, plus the Road to Hana and Haleakala for adventure.
Maui
Family Packages
Resort packages with air, transfers, and room categories sized for families.
MauiOUTRIGGER Honua Kai Resort & Spa — Maui Family Vacation
7 Days From $6,350 for 4 with Air
- 1 Bedroom Partial Oceanview
- Full Gourmet Kitchen
- Full Size Car
- Depart from LAX-SAN-SFO-SEA-PDX-OAK
Travel Window 08/25/2026 - 12/21/2026
7 Days From $6,350 for 4 with Air — 1 Bedroom Partial Oceanview, full gourmet kitchen, and full-size car at OUTRIGGER Honua Kai.
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MauiGrand Wailea Family Vacation - Best Deal
5 nights from $6,750 for 4 w/Air
- Lagoon Queen Queen Room
- Resort fees included with tax (value $65 per day)
- $250 Resort Credit
- Round-trip airport transfers
+ 2 more inclusions
Travel Window 08/23/26 – 12/15/26
Wailea's iconic family resort — nine pools, waterslides, and the best south Maui beach.
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MauiThe Best Hyatt Maui Family Vacation Deal
7 days with Air from $6,950 for 4
- Queen Queen Partial Ocean View room
- $150 Resort Credit
- Full-size car
- Breakfast daily for 4
+ 3 more inclusions
Travel Window April 25 – December 15, 2026
7 days from $6,950 for 4 — Partial Ocean View, breakfast, car, and Kaanapali Beach.
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MauiSheraton Maui Resort and Spa Family Travel
From $6,950 for 4 with Air
- Double Oceanview Room
- $100 DAily Resort Credit
- Full Size Car
- Depart from LAX, OAK, SFO, SJC, SEA, PDX, San Diego to Maui
Travel Window 4/15/26 - 06/30/26 Excludes Spring Break
Black Rock snorkeling and relaxed Kaanapali family vibe.
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MauiAston at The Whaler On Kaanapali Beach Maui Family Vacation
7 Days From $6,950 for 4
- 1 Bedroom 2 Bath Premium Condo
- Full Size Car
- Air from LAX, SAN, PDX, SEA, SFO, PHX
<h5 style="color: #2E2EFE;">7 Days From $5,950 for 4 w/Air</p><br></h5> 2 Bedroom 2 Bath Premium Condo Full Size Car
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Maui
Honeymoon Packages
Romantic resort stays with couples perks, ocean views, and honeymoon amenities.
Custom honeymoon packages for Maui are quoted on request — get a personalized quote and Travelin' with Theresa will send current pricing in 24 hours.
Maui
Vacation Packages
Hand-priced island getaways with air, transfers, and resort inclusions.
Maui
Activities
Tours, excursions, and island experiences to pair with your stay.
More Maui activities are coming soon — browse Hawaii activities or request a custom itinerary.
Maui highlights and Activities
- Wailea & Kaanapali resort coasts
- Road to Hana
- Haleakala sunrise
- Molokini snorkel cruises
- Grand Wailea, Hyatt Maui, Sheraton Maui
Other Hawaiian islands