Exclusive 2024 Hawaii Vacation Packages
Maui beach with palm trees, Hawaii 2024

Hawaii Vacation Packages 2024
EXCLUSIVE – Guaranteed Lowest Hotel Rates

Stay and save with EXCLUSIVE low rates and added values only from Pleasant Holidays, at these popular hotels on Oahu, Maui and Hawaii's Big Island. Valid on air-inclusive vacations, for Hawaii travel in 2024.

  • 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

    Named among the Best Resorts in Hawaii in the 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
    Book Now
    Named among the Best Resorts in Hawaii in the 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
    Book Now
  • The Twin Fin Oahu

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

Maui

  • Aston Kaanapali Shores, Maui

    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 Ocean View rooms
    • FREE daily breakfast for two guests per room
    Book Now
    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 Ocean View rooms
    • FREE daily breakfast for two guests per room
    Book Now
  • The Westin Maui Resort & Spa, Ka’anapali

    This upscale resort set along a spectacular stretch of Ka’anapali Beach features modern guest rooms and an expansive aquatic playground with waterfalls, waterslides and a serene adults-only pool.
    • Ocean Tower, Aina View and Ocean Tower, Ocean View rooms
    • FREE amenity bag
    Book Now
    This upscale resort set along a spectacular stretch of Ka’anapali Beach features modern guest rooms and an expansive aquatic playground with waterfalls, waterslides and a serene adults-only pool.
    • Ocean Tower, Aina View and Ocean Tower, Ocean View rooms
    • FREE amenity bag
    Book Now

Big Island

  • Waikoloa Beach Marriott Resort & Spa, Big Island

    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
    Book Now
    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
    Book Now