Booking Window: August 6 – November 30, 2025
Travel Window: August 7, 2025 – June 30, 2026
Whether you’re craving a tropical escape before the holidays or planning next summer’s big adventure, now is the perfect time to book Hawaii. This limited-time offer is packed with high-value extras that elevate every stay—especially for fall travelers looking to unwind with fewer crowds and golden island sunsets.
Receive an exclusive $100 booking credit for Maui bookings made from August 6 – September 30, 2025.
5-night minimum stay required. Combinable with all offers.
Download the flyer to access all Takeoff to Hawaii offers. Customize with your logo and contact info, then send to your clients.
Resort View Room
5 Nights from $2,179 Per Person
Garden View Suite
5 Nights from $2,439 Per Person
Garden Three Bedroom Villa
5 Nights from $1,659 Per Person Based on 6-Person Occupancy
Three Bedroom Partial Ocean Grand Residence
5 Nights from $2,849 Per Person Based on 6-Person Occupancy
Deluxe Ocean View Room
5 Nights from $1,869 Per Person
Garden View Room
5 Nights from $1,859 Per Person
Ocean View Room
5 Nights from $2,479 Per Person
Garden View One Bedroom Suite
5 Nights from $2,329 Per Person
Kukahi Premium Resort View
5 Nights from $1,449 Per Person
Resort View Room
5 Nights from $1,699 Per Person
One Bedroom Garden View
5 Nights from $1,869 Per Person
Resort View Room
5 Nights from $1,359 Per Person
One Bedroom Suite Resort View
5 Nights from $1,599 Per Person
Royal Bungalow
5 Nights from $1,209 Per Person
Signature Ocean View Room
5 Nights from $1,249 Per Person
One Bedroom Ocean View
5 Nights from $599 Per Person
Studio Ocean View
5 Nights from $1,299 Per Person
Studio Ocean Front Premium
5 Nights from $969 Per Person
One Bedroom Ocean View
5 Nights from $1,119 Per Person
One Bedroom Ocean Front
3 Nights from $1,069 Per Person
Beach View Ruby Suite Two Bedroom Plus Den
3 Nights from $3,309 Per Person Based on Quad
Resort View Room
5 Nights from $1,8699 Per Person
Two Bed. Deluxe Ocean View
4 Nights from $1,549 Per Person Based on Quad
Mailani Tower Ocean Front Room
3 Nights from $1,329 Per Person
Diamond Head Ocean
Front Room
4 Nights from $3,069 Per Person
Two Bedroom Ocean Front
3 Nights from $779 Per Person Based on Quad
Tower Ocean View Room
3 Nights from $1,249 Per Person
Club Ocean Front Room
3 Nights from $989 Per Person
Ocean Front Room
4 Nights from $969 Per Person
Club Ocean View Room
3 Nights from $959 Per Person
Ocean Front Room
3 Nights from $779 Per Person
Princess Ocean View Room
3 Nights from $399 Per Person
Ocean View Room
3 Nights from $569 Per Person
Poolside Terrace Room
3 Nights from $1,589 Per Person
Partial Ocean View Room
4 Nights from $2,469 Per Person
Maliula Two Bedroom Superior
4 Nights from $1,969 Per Person Based on Quad
Deluxe Oceanfront Room
5 Nights from $1,369 Per Person
Ocean View Room
5 Nights from $899 Per Person
Premium Pool Ocean View Room
4 Nights from $879 Per Person
Ocean View Room
5 Nights from $569 Per Person
Two Bedroom Ocean View
5 Nights from $559 Per Person Based on Quad
Partial Ocean View Room
4 Nights from $1,869 Per Person
Garden View Hale
4 Nights from $2,769 Per Person
Fairmont Gold Ocean View Room
4 Nights from $1,639 Per Person
Ocean View Room
5 Nights from $1,589 Per Person
Two Bedroom Ocean View Platinum
5 Nights from $1,579 Per Person Based on Quad
Ocean View Room
3 Nights from $789 Per Person
Two Bedroom Ocean Front
5 Nights from $659 Per Person Based on Quad
*Car upgrade is subject to availability at the time of booking. Offers valid on select room categories. Blackout dates apply. Offers are valid on new bookings only. Offers are subject to availability at the time of booking and may be changed or discontinued at any time without notice. Blackout dates, minimum night stays, and minimum stay requirements are subject to change. Seasonal surcharges, resort fees (if any), and other restrictions may also apply. Offers are not valid for Group Travel. Some booking and travel dates may vary. Other promotions and departure dates are available which may result in a different rate and/or hotel inclusion. The customer is responsible for hotel taxes and fees on the free night offers, where applicable. For those properties where Classic Vacations has access to dynamic pricing rates, those rates will likely fluctuate from time to time based on market conditions and other factors beyond Classic Vacations control.
