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.
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
5 Nights From $1,825 p/person for 4 — $7,300 for 4. Lagoon Room Queen Queen, resort fees waived, personal travel agent service. Travel Oct 20, 2026 – Jan 31, 2027.
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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
6 Days From $1,487.50 p/person for 4 — $5,950 for 4. Oceanview Special, Resort fees waived, full-size car, air from LAX, SAN, SFO, SEA, PDX, OAK, PHX. Travel Oct 15, 2026 – Jan 31, 2027.
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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
9 Days From $1,812.50 per person for 4 with Air — Sheraton Maui Oceanview Room Two Doubles + OUTRIGGER Waikiki Beachcomber, full-size car taxes included, Kualoa Secret Island. Travel 10/01/26 – 01/31/27.
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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
7 days from $1,850 for 4 — Partial Ocean View, breakfast, car, and Kaanapali Beach.
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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
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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MauiAston 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
<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.
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