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

Fully Vaccinated Travelers: Effective 07/08/2021, fully vaccinated travelers can bypass Hawaii’s entry testing requirements for transpacific travelers by uploading proof of their vaccination to Hawaii's Safe Travels.

Unvaccinated Travelers: In order to avoid a mandatory 10-day quarantine, unvaccinated travelers to Oahu, Maui, Kauai 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.

Travelers Age 4 & Younger: Children ages 4 years and younger are not required to provide a pre-travel test when traveling with parents.

Interisland Travel: No COVID-19 testing is required for travel between the Hawaiian Islands for any travelers.

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

Hawaii Endless Summer Sale
$100 OFF per booking

  • Book by 10/24/21 for travel through 6/30/21

Effective 07/08/2021, fully vaccinated travelers can bypass Hawaii's entry testing requirements by uploading proof of vaccination to Hawaii's Safe Travels.

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.

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  • 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.

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  • 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.

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  • Royal Lahaina Resort
    Royal Lahaina Resort
    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 unique resort set along Kaanapali Beach offers natural beauty, traditional Hawaiian ambiance and attentive service.

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  • Ka'anapali Beach Hotel
    Ka'anapali Beach Hotel
    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.

    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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  • Maui Kaanapali Villas
    Maui Kaanapali Villas
    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.

    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.

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Exclusive Hawaii Hot Deals $100 OFF per booking Offer: Valid on new bookings made by 10/24/21 for select travel through 6/30/22. 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.]