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 – New Year, New Adventures
EXCLUSIVE FREE 5-day one-category car rental upgrade

  • For new bookings made by 03/12/23 for travel through 12/14/23
  • 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.

    Book Now
  • Sheraton Maui Resort & Spa
    Sheraton Maui Resort & Spa
    Kaanapali Our 4-Star

    This oceanfront resort in the heart of Kaanapali, Maui features recently renovated rooms and suites ideal for honeymoons.

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

    Oceanfront on Maui, K?‘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
  • Royal Lahaina Resort & Bungalows
    Royal Lahaina Resort & Bungalows
    Kaanapali Our 3.5-St

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

    Book Now
  • 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.

    Book Now
  • The Ritz-Carlton Maui, Kapalua
    The Ritz-Carlton Maui, Kapalua
    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
Exclusive Hawaii Hot Deals FREE 5-Day One-Category Car Rental Upgrade Offer: Valid on new bookings made 01/02/23 – 03/12/23 for select travel 01/02/23 – 12/14/23. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Bookings receive a FREE 5-day one-category car rental upgrade. Value of 5-day car rental upgrade may not be redeemed for cash or discounted off the vacation package price. Age restrictions may apply for car rental. 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.]