A sunset over the ocean with a silhouette of rocks in the foreground.

Maalaea Vacations from $771

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The Latest Maalaea Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 16 - Sep 21

    Kihei Kai Nani + Flight

    South Kihei
    5 nights
    3.5 star property
    10/10 - Exceptional (1 review)
    "Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet. "
    Reviewed May 16, 2026
    Roundtrip Los Angeles (LAX) - Maui (OGG)
    LAX - OGGNonstop OGG - LAX1 stop
    Save 100% on your flight
    $1,103
    $771
    per traveler
    found 23 hours ago
    Kihei Kai Nani
  • Sep 28 - Oct 3

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!"
    Reviewed July 8, 2026
    Roundtrip Burbank (BUR) - Maui (OGG)
    BUR - OGG1 stop OGG - BUR1 stop
    Save 100% on your flight
    $3,800
    $2,050
    per traveler
    found 1 day ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • Sep 28 - Oct 3

    Maui Beach Vacation Club + Flight

    North Kihei
    5 nights
    2.5 star property
    8.4/10 - Very Good (915 reviews)
    "There was no AC in rooms however the ceiling fans provided cool air flow and the weather was windy so breeze flowed well through open windows- staff were friendly and the condo had every supplies that was needed- great place for vacation!"
    Reviewed July 15, 2026
    Roundtrip Burbank (BUR) - Maui (OGG)
    BUR - OGG1 stop OGG - BUR1 stop
    Save 100% on your flight
    $1,849
    $1,174
    per traveler
    found 1 day ago
    Maui Beach Vacation Club
  • Sep 28 - Oct 3

    Aston Maui Hill + Flight

    South Kihei
    5 nights
    3.0 star property
    9.0/10 - Wonderful (943 reviews)
    "If you are looking for a family room, this one is perfect! We did not use the pool because it’s too far from us. We are up the hill."
    Reviewed July 14, 2026
    Roundtrip Burbank (BUR) - Maui (OGG)
    BUR - OGG1 stop OGG - BUR1 stop
    Save 100% on your flight
    $1,692
    $1,126
    per traveler
    found 1 day ago
    Aston Maui Hill
  • Sep 28 - Oct 3

    Maui Banyan Vacation Club + Flight

    South Kihei
    5 nights
    3.0 star property
    8.0/10 - Very Good (376 reviews)
    "Great location right on Kīhei. Great walk to the beach, plenty of restaurants coffeeshops etc within walking distance"
    Reviewed June 29, 2026
    Roundtrip Burbank (BUR) - Maui (OGG)
    BUR - OGG1 stop OGG - BUR1 stop
    $1,380
    $950
    per traveler
    found 1 day ago
    Maui Banyan Vacation Club

What to do in Maalaea

Maalaea 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 Maalaea vacation package cost?

You'll find cheap prices from $771 on Expedia for your Maalaea break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Maalaea costs.

What are the cheapest months to go to Maalaea?

If you're looking to score a cheap Maalaea vacation package, consider visiting in January, May and December. You'll usually find better rates on flights and accommodations during these quieter months — perfect for budget-conscious travelers.

How many days is enough for Maalaea?

With a well-organized itinerary, you can easily tick off the main Maalaea sights in a few days. But if you'd like to discover lesser-known spots or take day trips, think about booking your Maalaea vacation for longer.

Is it worth booking a vacation package to Maalaea?

Whether you're planning to visit attractions such as Maui Ocean Center and Maalaea Harbor, or eager to experience its top-notch watersports and coastal beaches, a Maalaea vacation guarantees an unforgettable adventure. Book your getaway with Expedia and discover why Maalaea is such a good vacation destination.

How to find the best Maalaea package deals?

Start your search for a Maalaea package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Maalaea package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Maalaea escape underway.

Is it cheaper to book a Maalaea vacation as a package?

You can enjoy significant savings on your next Maalaea break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Maalaea?

If you're planning an impromptu Maalaea trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.

How to plan a trip to Maalaea?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite season and the type of activities available will also help you decide when to visit Maalaea.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to set aside for your trip to Maalaea. Then, select a property that fits your budget, whether that's an economical option or a lavish getaway.
  3. Organize your Maalaea getaway with Expedia's trip planning tool: Look for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Maalaea together.
  4. Decide your trip length: Consider how long you'd like to spend exploring Maalaea. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  5. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the right Maalaea vacation package for you.
  6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some exciting things to do in Maalaea. Book tickets or make reservations as soon as you can to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Maalaea vacation packages?

Your Maalaea getaway should be an escape from your daily routine, not a source of money worries. So to give you more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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