Maui Vacation Deals

From the Lahaina harbor to the shores of Big Beach in Makena, Maui is excitingly diverse. Watch a humpback whale breach the sea. Tee off at a championship golf course. Drive the 53-mile jungly road to Hana or traverse the moonlike volcanic crater of Haleakala. Or just unwind on the beach.  Maui vacation packages offer a variety of choices.

Want more options? See all Maui Vacation Packages.

$150 Air Credit on Hawaii vacations

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

Haleakala National Park
Haleakala National Park
Filters
All Vacation Deals
Hawaii
Maui

Choose Your Maui Vacation Deals

We've found hotels for you based on your selection.
Book now
hotel icon
airplane icon
Wailea Beach Resort - Marriott, Maui
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

$150 Air Credit on Hawaii Vacations

map-full icon

Wailea, Maui

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Property View
Property View
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
The Westin Maui Resort & Spa, Kaanapali
star-full icon
star-full icon
star-full icon
star-full icon
star-half icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kaanapali

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Property
Property
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
Aston Kaanapali Shores
star-full icon
star-full icon
star-full icon
star-half icon
star-empty icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kaanapali

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Aerial View
Aerial View
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
Sheraton Maui Resort & Spa
star-full icon
star-full icon
star-full icon
star-full icon
star-empty icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kaanapali

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
OUTRIGGER Ka'anapali Beach Resort
star-full icon
star-full icon
star-full icon
star-half icon
star-empty icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kaanapali

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
Royal Lahaina Resort & Bungalows
star-full icon
star-full icon
star-full icon
star-half icon
star-empty icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kaanapali

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Main
Main
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
Aston at Papakea Resort
star-full icon
star-full icon
star-half icon
star-empty icon
star-empty icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kaanapali

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Property
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.
hotel icon
airplane icon
Aston at the Maui Banyan
star-full icon
star-full icon
star-empty icon
star-empty icon
star-empty icon

$150 Air Credit on Hawaii Vacations

map-full icon

Kihei, Maui

Book from 10/26/26 to 01/03/27, travel from 10/26/26 to 06/30/27

  • check-small icon

    $150 OFF air credit of 5-night vacations

Book this deal View hotel arrow-right icon
Property
Valid on Hawaii vacations of 5 nights or longer that include round-trip transpacific air. Hotel offers are capacity controlled, subject to availability and may be withdrawn at any time. Blackout dates and additional restrictions may apply.

You will be transferred to our traditional site.

We are currently working on enhancements to this part of our website. A new version will be available soon. Don’t worry – switching over will not interrupt your booking.

Welcome to the all-new Pleasant Holidays booking experience !

You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being developed, and selecting these options may require you to return to our traditional booking experience. Don’t worry – switching over will not interrupt your booking.

We've updated your online experience to make sure you can get your dream vacation. Since our makeover is still in progress, you may experience shifts from our traditional booking experience to our new one.

Are you a travel agent ? We are also working on a new digital experience specifically for travel professionals and we can’t wait for you to see it. Until then, please continue to use the traditional experience here: Pleasantagent.com.

You are a travel agent? Go to Pleasantagent.com. and enjoy the optimized experience for travel professionals.

support icon

Support

support icon

Any questions ?

We’re here to help you plan your trip.

Reservations & Booking Inquiries
call icon
800-448-3333
email icon
info@atcollective.com
Need Website Support?
call icon
1-800-742-9244
email icon
net.support@pleasant.net

Copied!
info icon

Are you sure you want to
delete this file?

Once deleted, you’ll need to
upload a new agreement form.