Maalaea Vacations from $1,597
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Your Maalaea Vacation
Book a custom vacation package to Maalaea and prepare to experience this fascinating city however you like. Think about staying in the neighborhood of Wailuku Heights, which is good for views and much more. Make your trip to Maalaea even more exciting by including some sightseeing. Maui Ocean Center, Iao Valley State Park and Maalaea Harbor are some of the popular attractions worth exploring. Your ideal Maalaea vacation is only clicks away. Explore hotels, airfares and more on Expedia for an adventure that's tailored just for you.
The Latest Maalaea vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea Maui
Wailea
$1,915
per person
Dec 19 - Dec 22
found 24 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on Oct 19, 2026
Kihei Surfside - Maui Condo & Home
South Kihei
$2,972
per person
Dec 25 - Jan 1
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.6/10 Excellent! (70 reviews)
We booked this room because we had planned a family trip for my mother's 60th birthday and traveled with 3 other families that also booked rooms in the same building.
As soon as we walked in we noticed the disgusting carpet that is stained, worn, wrinkled and just felt disgusting to step on. Then the pullout couch was old and broken. Just touching the cushions felt like we needed to wash our hands. Then the bedroom comforter and bed was disgusting and old. Looked orginal from 1980's same with all the furniture in the room was just old and grungy. My allergies which are not bad we're completely triggered every night with the musty nasty mix of humid carpet and old furniture and bed sheet smell. It was terrible. Then they do not provide any beach towels and only provided 5 shower towels for a 5 night 6 day stay. We had to email for more shower towels which they brought 3. Even the coffee machine was old and gross. The drapes are old and gross and had to call maintenance because the cord to pull them up and down broke. Just over all terrible place to stay!
On the flip side, the other family rooms were completely updated, beautiful, smelt clean, and comfortable.
This owner clearly doesn't care to upkeep or care about customer experience. We paid really good money for this unit and the only reason I gave two stars is because of the view.
I would not recommend to anyone. Save your money and poor experience.
Reviewed on Jul 29, 2026
Stay near popular Maalaea attractions
Maalaea Harbor
8.8/10 (697 reviews)
Explore the waterfront of Maalaea Harbor and enjoy activities such as snorkeling in Maalaea. Stroll along the seaside or discover the area's beautiful sunsets.
da Playground Maui
After visiting da Playground Maui, make a plan to see the other sights and activities in Maalaea. Amble around this romantic area's seaside, or seek out the snorkeling spots.
What to do in Maalaea
Myths of Maui Luau at the Royal Lahaina Resort
$169
per adult
86% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
$104
per adult
96% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Maalaea Hotel Deals
Direct Oceanfront Newly Remodeled!
Wailuku HI
$566 nightly
$606 total
Oct 20 - Oct 21
Total with taxes and fees
9.2/10 Wonderful! (33 reviews)
"Cool spot, place was a bit dirtier than we expected. Couch is all stained. Main gripe we had was the amount of bugs in the house. Coming from Oahu its understandable as we deal with bugs all the time however a few of us got bug bites while sleeping and the lanai door and windows were closed 100% ..."
Reviewed on Oct 12, 2026
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$240 nightly
$285 total
Oct 28 - Oct 29
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$813 nightly
$965 total
Nov 2 - Nov 3
Total with taxes and fees
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.
Find the Best Maalaea Vacation Packages
Maalaea Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
Top Sights | Maui Ocean Center, Iao Valley State Park and Waihee Beach |
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Frequently asked questions
How much does a Maalaea vacation package cost?
You'll find cheap prices from $1,597 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?
- 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.
- 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.
- 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.
- 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.
- Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the right Maalaea vacation package for you.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
