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.

Endless Summer in Hawaii
EXCLUSIVE low rates, room upgrades, FREE breakfast and more

  • Book by 08/25/24 for select travel through 01/01/25
  • The Westin Maui Resort & Spa, Kaanapali
    The Westin Maui Resort & Spa, Kaanapali
    Kaanapali 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 upscale resort set along a spectacular stretch of Kaanapali Beach features elegant guest rooms and an expansive aquatic playground with waterfalls, waterslides and a serene adults-only pool.

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  • 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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  • 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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  • 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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  • Aston Maui Hill
    Aston Maui Hill
    Kihei, Maui 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 relaxed condominium resort is perched on a lush slope overlooking the Pacific.

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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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  • Hotel Wailea, Relais & Chateaux
    Hotel Wailea, Relais & Chateaux
    Wailea, Maui 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.

    Perched above the crystal blue Wailea coastline, this boutique resort commands spectacular panoramic ocean views, world-class golf and award-winning dining in an exclusive setting. Voted #1 Hotel in Hawaii by Travel + Leisure in 2022.

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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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  • Aston at the Maui Banyan
    Aston at the Maui Banyan
    Kihei, Maui Our 2-Star classification designates those properties offering comfortable accommodations with standard amenities. Guests can expect dependable services in a clean and comfortable environment.

    Located in the town of Kihei with easy access to shops and restaurants, this condominium resort offers spacious and comfortable accommodations with resort-like amenities.

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Endless Summer in Hawaii BEST Offers: Valid on new bookings made 07/01/24 – 08/25/24 for select travel 07/01/24 – 01/01/25 unless otherwise stated. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply. Subject to availability. 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.]