Diamond Head Oahu

Oahu Vacation Packages

 from $619
Oahu, "The Gathering Place", is home to Honolulu, Hawaii's largest city. Iconic Waikiki dazzles with its classic beaches, exciting nightlife and world-class cusine. On the northen side of the island, the surfer's paradise of North Shore, home of the Banzi pipeline and scenic rainforests offers a laid back island style visitors are sure to enjoy. To the West, Pearl Harbor is steeped in history with its WWII memorials and massive ships. Throughout the island a fusion of asian, polynesian and western culture give the island a flavor all its own.
  • Waikiki, Oahu Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    Experience comfort and relaxation in the heart of Waikiki at this hotel while enjoying an exceptional vacation value.

    • Princess Tower City Side
    • Exclusive $100 OFF per booking

    3 nights with flight from $482+

    Oakland, California (OAK) departures, valid for travel 08/26/19 - 08/29/19

  • Waikiki, Oahu Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This legendary resort, "The First Lady of Waikiki," combines turn-of the-century Victorian elegance with modern Westin amenities and luxuries.

    • Historic Banyan
    • Exclusive $100 OFF per booking
    • 15% spa discount
    • Daily Beach Club access for up to two people per room

    3 nights with flight from $686+

    Oakland, California (OAK) departures, valid for travel 08/26/19 - 08/29/19

  • Waikiki, Oahu Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    This legendary hotel, known as the Pink Palace of the Pacific, offers a redefined luxury experience.

    • Historic
    • Exclusive $100 OFF per booking
    • Daily breakfast buffet at Surf Lanai Restaurant for up to two people per room
    • 15% spa discount

    3 nights with flight from $843+

    Los Angeles, California (LAX) departures, valid for travel 08/26/19

Enjoy Hawaiian Vacations with Pleasant Holidays

Founded in 1959, Pleasant Holidays is one of the largest tour operators in the U.S., offering vacation packages, flights, hotels, cruises, car rentals, travel protection and related travel services to the world’s most popular destinations including Hawaii.
Hawaii - Hot Deals EXCLUSIVE $100 OFF per booking offer: Valid on new bookings made 4/29 - 6/2/19 for travel 4/29 - 12/14/19. Minimum 3 nights' hotel accommodation at participating resort and roundtrip airfare required.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]