Hawaii Big Island

Big Island of Hawaii Vacation Packages

from $555
 
Hawaii - aka the Big Island - is nearly twice the size of all the other Hawaiian islands combined. Geographically it's the most diverse island of the archipelago, with deserts, rainforests, volcanoes and, surprisingly, snow-capped mountains.

The mountains create a barrier that blocks the northeasterly trade winds, making the western side of the island the driest region in the archipelago. This coast has the best beaches and water conditions. The eastern coast is rugged, with pounding surf, tropical rainforests and majestic waterfalls.
 

EXCLUSIVE $100 OFF per booking

  • On minimum 3-night vacation packages
  • Book by 10/28/18 for travel through 6/30/19
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more
  • Sheraton Kona Resort and Spa at Keauhou Bay
    Sheraton Kona Resort and Spa at Keauhou Bay
    Kona 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 resort is situated on the water's edge on the tranquil Keauhou Bay, a gathering place for manta rays.

    • Mountain View
    • Exclusive $100 Off per booking
    • Daily continental breakfast for two
    • 15% off Ho'ola Spa services
    • Kids 17 & younger stay FREE
    • Ask about Honeymoon amenities

    3 nights with flight from $552+

    San Francisco, California (SFO) departures, valid for travel 12/03/18
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  • Hilton Waikoloa Village
    Hilton Waikoloa Village
    Waikoloa 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.

    Nestled amid swaying palms and overlooking the glistening blue Waiulua Bay, this oceanfront resort blends contemporary facilities with graceful Hawaiian culture.
    • Palace Tower Resort View
    • Exclusive $100 Off per booking
    • Reduced rates
    • Kids 18 & younger stay FREE

    3 nights with flight from $640+

    San Francisco, California (SFO) departures, valid for travel 11/26/18
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  • The Westin Hapuna Beach Resort
    The Westin Hapuna Beach Resort
    Hapuna Beach Our 4-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.

    This luxurious hotel, set on the sunny Kohala Coast, features all ocean-facing accommodations affording panoramic vistas and contemporary Hawaiian style..

    • Partial Ocean View
    • Exclusive $100 Off per booking
    • Connecting rooms available upon request
    • Kids 17 & younger stay FREE
    • Ask about Honeymoon amenities

    3 nights with flight from $694+

    San Francisco, California (SFO) departures, valid for travel 12/03/18
    See Details
Hawaii - $100 OFF per booking offer: Valid on new bookings made 8/27 - 10/28/18 for travel 8/27/18 - 6/30/19. Minimum 3 nights' hotel accommodation at participating resort and roundtrip transpacific airfare required. Discount is per booking, taken at time of booking and reflected in rates shown.
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.]