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 & Testing Guidelines

In order to avoid a mandatory 10-day quarantine, travelers to Oahu, Maui and Island of Hawaii must take a COVID-19 test within 72 hours of the final leg of their flight to Hawaii and provide proof of a negative test result prior to boarding. Travelers must complete the State of Hawaii's Safe Travels online travel and health questionnaire and upload proof or a negative COVID-19 test result within 24 hours of flight departure to Hawaii. The test must be an FDA-approved NAAT COVID-19 test taken at an approved testing facility. Children ages 4 years and under are not required to provide a pre-travel test when traveling with parents. Effective December 2, all incoming trans-pacific and inter-county travelers to Kauai will face a mandatory 10-day quarantine.

For travel between the other Hawaiian Islands, another COVID-19 test may be required within 72-hours of arrival to bypass quarantine on Maui, Hawaii Island and Molokai. Inter-island passengers arriving on Oahu are not required to quarantine.  More information on each island's testing requirements is available here. Testing requirements are subject to change. Gov. David Ige has extended the statewide mask mandate, which requires all persons in the State to wear a face covering over their nose and mouth when in public.

Effective January 19, 2021, Maui requires all transpacific and inter-island arriving passengers to have uploaded the AlohaSafe COVID-19 exposure app or the Google-Apple exposure notification (GAEN) system to mobile phones prior to arrival. This rule is in addition to the Hawaii Safe Travels Program Requirements. More details and download links are available here.

Hawaii Sunshine Sale - $100 OFF per booking

  • Book by 7/4/21 for travel through 12/14/21

Ready > Set > Go: See our simple guide to testing requirements for travelers to Hawaii.

All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Wailea Beach Resort - Marriott, Maui
    Wailea Beach Resort - Marriott, Maui
    Wailea, Maui 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 magnificent resort on 22 oceanfront acres on Maui's sunny side has been transformed to embrace the beauty of its natural surroundings.

    Book Now
  • Sheraton Maui Resort & Spa
    Sheraton Maui Resort & Spa
    Kaanapali 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 oceanfront resort in the heart of Kaanapali, Maui features recently renovated rooms and suites ideal for honeymoons.

    Book Now
  • Aston Kaanapali Shores
    Aston Kaanapali Shores
    Kaanapali Our 3.5-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. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    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
  • Hyatt Regency Maui Resort & Spa
    Hyatt Regency Maui Resort & Spa
    Kaanapali 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.

    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
  • Grand Wailea, A Waldorf Astoria Resort
    Grand Wailea, A Waldorf Astoria Resort
    Wailea, Maui 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 luxury Hilton beachfront resort offers spacious rooms, 9 pools, 3-story tube slide, spa, fine dining with championship golf nearby.

    Book Now
  • Ka'anapali Beach Hotel
    Ka'anapali Beach Hotel
    Kaanapali 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.

    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
  • Aston at the Whaler on Kaanapali Beach
    Aston at the Whaler on Kaanapali Beach
    Kaanapali Our 3.5-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. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    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.

    Book Now
  • Sugar Beach
    Sugar Beach
    Maui, Kahului, HI Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    This centrally located condominium resort rests on Maalaea Bay, on the state’s longest stretch of uninterrupted shore, and every unit offers stunning vistas of the Pacific Ocean and full kitchens.

    Book Now
Exclusive Hawaii Hot Deals $100 OFF per booking Offer: Valid on new bookings made by 07/04/2021 for select travel through 12/14/2021. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking.
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.]