A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Holidays from AU$2,003

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    Save up to AU$2,500 when you book a flight and hotel together*
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Your Kaanapali Holiday

There's a lot to like about Kaanapali, from its laid-back lifestyle to its beaches. When you're ready to say hi to this fascinating city, our Kaanapali holiday packages will be just the thing. Every trip to Kaanapali needs a well-designed itinerary. Fill yours with major attractions such as Kaanapali Beach, Kapalua Golf Club Plantation Course and D.T. Fleming Beach Park. Whoever you're taking time off with and whatever the size of your budget, your dream Kaanapali holiday is only clicks away with Expedia.

The Latest Kaanapali holiday deals

Price found within the past 48 hours. Click for updated prices.
  • 27 Dec - 30 Dec

    Royal Lahaina Bungalows & Spa + Flight

    Lahaina
    3 nights
    5.0 star property
    7.8/10 - Good (27 reviews)
    Return • Oahu (HNL) - Maui (OGG)
    HNL - OGG • 1 stop OGG - HNL • Direct
    Save 100% on your flight
    AU$2,654
    AU$2,003
    per traveller
    found 1 day ago
    Royal Lahaina Bungalows & Spa
  • 27 Dec - 30 Dec

    The Residences at Kamaole Sands Resort + Flight

    South Kihei
    3 nights
    4.5 star property
    10/10 - Exceptional (5 reviews)
    "Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
    Reviewed August 30, 2026
    Return • Oahu (HNL) - Maui (OGG)
    HNL - OGG • 1 stop OGG - HNL • Direct
    Save 100% on your flight
    AU$3,126
    AU$2,059
    per traveller
    found 1 day ago
    The Residences at Kamaole Sands Resort
  • 27 Dec - 30 Dec

    Hotel Wailea Maui + Flight

    Wailea
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    Return • Oahu (HNL) - Maui (OGG)
    HNL - OGG • 1 stop OGG - HNL • Direct
    Save 100% on your flight
    AU$8,205
    AU$5,681
    per traveller
    found 1 day ago
    Hotel Wailea Maui
  • 27 Dec - 30 Dec

    Kamaole Sands + Flight

    South Kihei
    3 nights
    4.0 star property
    Return • Oahu (HNL) - Maui (OGG)
    HNL - OGG • 1 stop OGG - HNL • Direct
    Save 100% on your flight
    AU$4,718
    AU$3,531
    per traveller
    found 1 day ago
    Kamaole Sands
  • 27 Dec - 30 Dec

    Andaz Maui at Wailea Resort - a concept by Hyatt + Flight

    Wailea
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "The most beautiful resort in Wailea! The rooms and resort were upscale and luxurious. It had a feeling of serenity compared to the other properties we walked through along the beach. We paid for the breakfast at time of booking which was a lower price in the package. The breakfast buffet was very good with lots of choices. I would definitely return to the Andaz."
    Reviewed November 5, 2026
    Return • Oahu (HNL) - Maui (OGG)
    HNL - OGG • 1 stop OGG - HNL • Direct
    Save 100% on your flight
    AU$5,907
    AU$4,721
    per traveller
    found 1 day ago
    Andaz Maui at Wailea Resort - a concept by Hyatt

Discover the most popular places to visit in Kaanapali

What to do in Kaanapali

Kaanapali Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Kaanapali holiday package cost?

You can pick up a holiday package to this top destination from AU$2,003 on Expedia. But how much your holiday to Kaanapali costs will depend on factors like the length of stay, hotel choice and season.

What are the cheapest months to go to Kaanapali?

You're likely to find lower prices and greater availability in September, October and November. Check out our cheap Kaanapali holiday packages and you could score some excellent off-season deals.

How many days is enough for Kaanapali?

When planning your Kaanapali holiday, a few days will be enough to see the highlights. Be sure to stop by Kahekili Beach — it's one of the leading attractions in this destination. If you want more adventure, consider basing yourself here and heading off on some trips from Kaanapali.

Is it worth booking a holiday package to Kaanapali?

Well known for its coastal beaches and home to popular attractions like Kaanapali Beach, a Kaanapali holiday is sure to leave an impression. Another top sight to check out? Don't miss Whalers Village.

How to find the best Kaanapali package deals?

Bagging a cheap Kaanapali package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Kaanapali package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Kaanapali holiday as a package?

Expedia holiday packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Kaanapali holiday by choosing your preferred type of stay, airline and car class.

When to book a holiday package to Kaanapali?

If you're considering a spontaneous Kaanapali adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking well in advance.

How to plan a trip to Kaanapali?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Kaanapali.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and flights. Your accommodation will likely be the largest expense during your trip to Kaanapali.
  3. Decide how long to go away for: Now that you know more about Kaanapali, you can work out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Kaanapali holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.