Maui beach with palm trees, Hawaii 2024

The Guaranteed Lowest Hotel Rates for 2025 Hawaii Vacation Packages

Stay and save with EXCLUSIVE low rates and added values only from Pleasant Holidays, at these popular hotels on Oahu, Maui and the Island of Hawaii. Valid on air-inclusive vacations for Hawaii travel in 2025.

  • Oahu: ‘Alohilani Resort Waikiki Beach | The Twin Fin
  • Maui: Aston Kaanapali Shores | The Westin Maui Resort & Spa
  • Island of Hawaii: Waikoloa Beach Marriott Resort & Spa

Capacity is limited, so book early for the best rates and availability. Maximize your value when you add on car rentals, exciting activities and vacation protection coverage.

Oahu

'Alohilani Resort Waikiki Beach, Oahu

'Alohilani Resort Waikiki Beach

Named among the Best Resorts in Hawaii in the 2024 Condé Nast Readers' Choice Awards, this family-friendly resort across from Waikiki Beach is within easy walking distance of shops, restaurants, and attractions.

  • Diamond Head Ocean View Room
  • $25 daily resort credit
 
 
The Twin Fin Oahu

The Twin Fin

Affording breathtaking views of iconic Diamond Head and steps from Waikiki Beach, this lively hotel with an urban-Hawaiian vibe invites guests to embrace the Aloha Spirit with daily activities, regional cuisine and live entertainment.

  • King and Double/Double rooms
  • Includes a guaranteed room upgrade from Partial Ocean View to Ocean View
 
 

Maui

Aston Kaanapali Shores, Maui

Aston Kaanapali Shores

Offering spacious, fully-furnished suites with a full kitchens, private lanais and picturesque ocean and mountain views, this condominium resort is the perfect choice for families.

  • One Bedroom Standard and One Bedroom Ocean View rooms
  • FREE daily breakfast for two guests per room
 
 

Big Island

Waikoloa Beach Marriott Resort & Spa, Big Island

Waikoloa Beach Marriott Resort & Spa

Set along the sun-drenched Kohala Coast, this contemporary resort is the ideal getaway for couples and families.

  • Resort View and Ocean View rooms
  • Daily continental breakfast for up to two guests per room
  • 10% OFF spa services
 
 

Guaranteed Lowest Hotel Rates for 2025 Hawaii Vacation Packages: Valid on new bookings for travel through 01/03/26 for Alohilani Waikiki Beach Resort, The Twin Fin and Waikoloa Beach Marriott Resort & Spa; and through 12/31/25 for the Aston Kaanapali Shores. All offers require inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Certain restrictions and blackout dates may apply. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice.

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]