Hawaii | Pleasant Holidays

OUTRIGGER Waikiki Beachcomber Hotel

Hawaii - $150 OFF per Booking

Waikiki, Oahu

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

OUTRIGGER Waikiki Paradise Hotel

Hawaii - $150 OFF per Booking

Waikiki, Oahu

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Hilton Garden Inn Waikiki Beach

Hawaii - $150 OFF per Booking

Waikiki, Oahu

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

DoubleTree by Hilton Alana Waikiki Beach

Hawaii - $150 OFF per Booking

Waikiki, Oahu

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Romer House Waikiki

Hawaii - $150 OFF per Booking

Waikiki, Oahu

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Grand Wailea, A Waldorf Astoria Resort

Hawaii - $150 OFF per Booking

Wailea, Maui

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Aston Kaanapali Shores

Hawaii - $150 OFF per Booking

Kaanapali

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

OUTRIGGER Ka'anapali Beach Resort

Hawaii - $150 OFF per Booking

Kaanapali

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Royal Lahaina Resort & Bungalows

Hawaii - $150 OFF per Booking

Kaanapali

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Aston Mahana at Kaanapali

Hawaii - $150 OFF per Booking

Kaanapali

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Aston at Papakea Resort

Hawaii - $150 OFF per Booking

Kaanapali

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

AC Hotel by Marriott Maui Wailea

Hawaii - $150 OFF per Booking

Wailea, Maui

Book from 01/05/26 to 03/01/26, travel from 01/05/26 to 12/31/26

$150 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Welcome to

Hawaii

Filters

Choose Your Hawaii Vacation Deal

We've found hotels for you based on your selection.

OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Paradise Hotel

Hilton Garden Inn Waikiki Beach

DoubleTree by Hilton Alana Waikiki Beach

Romer House Waikiki

Grand Wailea, A Waldorf Astoria Resort

Aston Kaanapali Shores

OUTRIGGER Ka'anapali Beach Resort

Royal Lahaina Resort & Bungalows

Aston Mahana at Kaanapali

Aston at Papakea Resort

AC Hotel by Marriott Maui Wailea

Did you already have
a destination in mind?

Welcome to Hawaii

Filters

Choose Your Hawaii Vacation Deal

We've found hotels for you based on your selection.

OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Paradise Hotel

Hilton Garden Inn Waikiki Beach

DoubleTree by Hilton Alana Waikiki Beach

Romer House Waikiki

Grand Wailea, A Waldorf Astoria Resort

Aston Kaanapali Shores

OUTRIGGER Ka'anapali Beach Resort

Royal Lahaina Resort & Bungalows

Aston Mahana at Kaanapali

Aston at Papakea Resort

AC Hotel by Marriott Maui Wailea

Did you already have a destination in mind?

You will be transferred to our traditional site.

Welcome to the all-new Pleasant Holidays booking experience !

Contact us

Any questions ?

Welcome to

Hawaii

Did you already have
a destination in mind?