Wailea-Makena Cheap Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top flight + Cheap hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
Save 100% on your flight
NZ$6,943
per person
20 Nov - 27 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.6/10 Excellent! (1,008 reviews)
Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing

Reviewed on 14 Sept 2026

Don't see what you're looking for?
See all available trips from Columbus to Wailea-Makena
View all trips

5* Cheap holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
Save 100% on your flight
NZ$6,943
per person
20 Nov - 27 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.6/10 Excellent! (1,008 reviews)
Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing

Reviewed on 14 Sept 2026

Don't see what you're looking for?
See all available trips from Columbus to Wailea-Makena
View all trips

Activities

Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

NZ$174
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Wailea Wildlife Tour with Snorkeling

Wailea Wildlife Experience: Turtles Guarantee

NZ$166
per adult
100% of travellers recommend
Wailea Wildlife Experience: Turtles Guarantee
Molokini Snorkel & Performance Sail aboard Akialoa, includes Buffet Lunch

Molokini Snorkel Sail & Buffet Lunch Aboard Akialoa, from Maalaea Harbor

NZ$341
per adult
92% of travellers recommend
Molokini Snorkel Sail & Buffet Lunch Aboard Akialoa, from Maalaea Harbor
See all activities in Wailea-Makena
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.