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.

When visiting Maui, remember to Travel Pono—to travel responsibly and thoughtfully—and show your Aloha for Maui’s cultures and communities. Respect areas that are healing and take time to appreciate the magic of the island. For those interested in helping to support the Island of Maui in its recovery efforts, while giving back to local communities on the island, visit Hands On Maui to find opportunities for volunteer services.

Hawaii – $150 OFF per Booking

  • For new bookings made by 03/09/25 | For travel through 12/14/24
  • 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.

    On a beach surrounded by a tropical landscape, this resort offers an oceanfront paradise featuring luxurious accommodations, award-winning cuisine, locally inspired spa treatments and extraordinary pools.

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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 & Bungalows
    Royal Lahaina Resort & Bungalows
    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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  • 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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  • OUTRIGGER Ka'anapali Beach Resort
    OUTRIGGER Ka'anapali Beach 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 beachfront paradise embodies Hawaii's soul and is known as "Maui’s most Hawaiian resort." Come be here and turn your dreams into lifelong memories with authentic island experiences.

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  • Aston Mahana at Kaanapali
    Aston Mahana at Kaanapali
    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.

    This beachfront condominium resort is the ideal tropical retreat with custom furnished oceanfront suites with full kitchens, floor-to-ceiling windows and private lanais.

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  • The Ritz-Carlton Maui, Kapalua
    The Ritz-Carlton Maui, Kapalua
    Kapalua, 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.

    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.

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  • 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.

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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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  • Castle Kamaole Sands
    Castle Kamaole Sands
    Kihei, Maui Our 2.5-Star classification designates those properties offering comfortable accommodations with standard amenities. Guests can expect dependable services in a clean and comfortable environment. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This resort is set amid tropical gardens with waterfalls and ponds, just a short stroll to the charming town of Kihei.

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Hawaii $100 OFF per booking offer: Valid on new bookings made 01/13/25 – 03/09/25 for select travel 01/13/25 – 12/14/25. 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.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]