Maui Beach, Lanai in background

Maui Vacation Packages

 
Maui consistently lands atop travel-magazine reader polls as one of the world's best, most romantic islands. Why? How about a wealth of glorious beaches, luxe resorts, gourmet cuisine, fantastic luaus, and world-class windsurfing, whale watching, snorkeling, diving and hiking? Maui is known as the 'Valley Island' because of its two large extinct volcanoes divided by a tropical central valley. It's the second-largest of the Hawaiian islands and the most developed of the Neighbor Islands. Its windsurfing and surf spots are some of the best in the world.

Hawaii
EXCLUSIVE $100 OFF per booking

  • For new bookings made by 12/18/22 for travel through 06/30/23

No pre-travel testing, vaccination or quarantine required for domestic U.S. travelers.

Vacations Include: Round-trip flights, hotel accommodations, taxes and more
  • Aston Kaanapali Shores
    Aston Kaanapali Shores
    Kaanapali Our 3.5-St

    Located oceanfront on Kaanapali Beach, this oceanfront full-service condominium resort combines the comfort and convenience of spacious suites with full kitchens and hotel-caliber services.

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  • Ka'anapali Beach Hotel
    Ka'anapali Beach Hotel
    Kaanapali Our 3.5-St

    Oceanfront on Maui, Kā‘anapali Beach Hotel's surroundings provide a truly relaxed Hawaiian atmosphere. Guests can take part in the Hawaiian cultural activities and demonstrations, children's program and the hotel’s farewell lei kukui ceremony.

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  • Aston at the Whaler on Kaanapali Beach
    Aston at the Whaler on Kaanapali Beach
    Kaanapali Our 3.5-St

    This exclusive beachfront condominium resort located on the prime Kaanapali Beach features fully equipped kitchens and private lanais in studios, one and two-bedroom suites.

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  • Andaz Maui at Wailea Resort - a concept by Hyatt
    Andaz Maui at Wailea Resort - a concept by Hyatt
    Wailea, Maui Our 5-Star

    This chic and vibrant resort features luxurious accommodations on a prime location on Mokapu Beach.

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  • The Westin Kaanapali Ocean Resort Villas North
    The Westin Kaanapali Ocean Resort Villas North
    Kaanapali Our 4.5-St

    Unwind in luxury and experience complete rejuvenation at The Westin Kā‘anapali Ocean Resort Villas North. It features spacious studio or one- and two-bedroom villas that offer many of the key amenities of home.

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Exclusive Hawaii Hot Deals $100 OFF per booking Offer: Valid on new bookings made 09/26/22 – 12/18/22 for select travel 09/26/22 – 06/30/23. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
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.]