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 Travel Guidelines

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

More information on each island's Health & Safety protocols is available here. Testing requirements are subject to change.

Hawaii Spring & Summer Sale
$150 OFF per booking

  • On minimum 5-night vacations – Book by 06/19/22 for select travel through 12/14/22

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

Vacations Include: Round-trip flights, hotel accommodations, taxes and more
  • 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.

    Book Now
  • Kaanapali Our 4.5-St

    Relax beachfront or hang out poolside while you watch vibrant sunsets on this spectacular stretch of famed Ka’anapali Beach.

    Book Now
  • Kaanapali Our 5-Star

    Occupying 40 oceanfront acres of famed Ka'anapali Beach, the newly renovated Hyatt Regency Maui Resort and Spa offers unlimited activities and amenities in a setting of tropical paradise.

    Book Now
  • Wailea, Maui Our 5-Star

    Maui's only all-suite and villa luxury oceanfront resort features elegant accommodations with sophisticated amenities in the upscale Wailea resort area.

    Book Now
  • Kaanapali Our 3.5-St

    This unique resort set along Kaanapali Beach offers natural beauty, traditional Hawaiian ambiance and attentive service.

    Book Now
  • 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.

    Book Now
  • Kapalua, Maui Our 5-Star

    Unwind in spacious suites and guest rooms thoughtfully tailored with luxurious amenities at this iconic, newly reimagined beachfront resort surrounded by 22,000 acres of lush, tropical landscapes on Maui's pristine northwest shore.

    Book Now
  • Kaanapali Our 3.5-St

    Set amid exotic tropical gardens on one of the finest stretches of Ka`anapali Beach, this condo resort offers fully equipped kitchens for your convenience.

    Book Now
Hawaii $150 OFF per booking Offer: Valid on new bookings made by  06/19/22 for select travel through 12/14/22. Minimum 5-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.]