Travel Blog
The 7 Best Maui Vacation Packages with Air
Looking for the 7 best Maui vacation packages with air? These are the current Maui deals from our vacation deals page — family and couples packages from $1,487.50 per person.
Each card below is a live package on the Maui vacation packages list. Tap the photo or the price to open that itinerary. More islands are on Hawaii vacation packages.
The seven air-inclusive Maui packages we book most often right now:
1. Grand Wailea Family Vacation
Grand Wailea, A Waldorf Astoria Resort on Wailea Beach — Lagoon Room Queen Queen for a family of 4, resort fees waived, a $200 resort credit, transfers, and air. 5 nights from $1,825 per person ($7,300 for 4).
Family · Wailea · with air
- Lagoon Room Queen Queen
- Resort fees waived
- Personal travel agent service
- $200 Resort Credit
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
2. Sheraton Maui Family Beach Stay
Sheraton Maui Resort & Spa at Black Rock on Kaʻanapali — Oceanview Special, resort fees waived, a full-size car, and air from the West Coast. 6 days from $1,487.50 per person ($5,950 for 4).
Family · Kaʻanapali · with air
- Oceanview Special
- Resort fees waived
- Full-size car
- Air from LAX, SAN, SFO, SEA, PDX, OAK, PHX
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
3. Sheraton Maui for Couples
The same Sheraton Maui beach, set up for two — King Bed upgrade to Oceanview, a welcome gift, $100 daily resort credit, a full-size car, and the resort fee included. 7 days from $2,725 per person ($2,725 per person).
Couples · Kaʻanapali · with air
- King Bed upgrade to Oceanview
- Welcome gift
- $100 daily resort credit
- Full-size car
View Sheraton Maui Resort & Spa for Couples: Honeymoons & Romantic Escapes
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
4. Maui and Oahu: Sheraton + Waikiki Beachcomber
Five nights at Sheraton Maui and three nights at OUTRIGGER Waikiki Beachcomber, with a full-size car, dining credit, and an interisland flight. 9 days from $1,812.50 per person for 4.
Two islands · Maui & Oahu · 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
View Maui & Oahu Vacation Package: 9 Days Sheraton Maui & OUTRIGGER Waikiki Beachcomber
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
5. Fairmont Kea Lani Wailea
Fairmont Kea Lani in Wailea — junior suite, 5th night free, breakfast daily, airport transfers, and the resort fee included. 6 days from $3,250 per person for 2.
Luxury · Wailea · with air
- 5th night free
- Jr Suite
- Breakfast daily
- Airport transfers from OGG
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
6. Hyatt Regency Maui Family Deal
Hyatt Regency Maui Resort and Spa on Kaʻanapali — Queen Queen Partial Ocean View, breakfast daily for 4, a full-size car, a $150 resort credit, and resort fees waived. 7 days with air from $1,850 for 4.
Family · Kaʻanapali · with air
- Queen Queen Partial Ocean View room
- $150 Resort Credit
- Full-size car
- Breakfast daily for 4
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
7. OUTRIGGER Honua Kai Condo
OUTRIGGER Honua Kai on Kaʻanapali — 1 Bedroom Partial Oceanview with a full gourmet kitchen and a full-size car. 7 days from $6,350 for 4 with air.
Condo · Kaʻanapali · with air
- 1 Bedroom Partial Oceanview
- Full Gourmet Kitchen
- Full Size Car
- Depart from LAX-SAN-SFO-SEA-PDX-OAK
View OUTRIGGER Honua Kai Resort & Spa — Maui Family Vacation
We have contracts nationwide — request a customized quote for your departure airport and travel dates.
Compare every Maui deal
These seven are the Maui packages with air on vacation deals. Open any itinerary for the room, travel window, and departure cities, or browse the full Maui package list.
Request a Maui quote or call 888-874-7918.