Maalaea Vacations from $725

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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.
Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $1,085, price is now $725 per person
$725
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (1 review)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,089, price is now $1,104 per person
$1,104
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (883 reviews)
Very close to beach as promised however the beach in that section on in good shape. Additionally not so clear in the information that there is no air conditioning so until it gets late it is a but muggy in the room. Very clean though amd pool was in very good shape.

Reviewed on Jun 14, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $2,841, price is now $1,701 per person
$1,701
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!

Reviewed on Jun 9, 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,432, price is now $880 per person
$880
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (371 reviews)
Staff was nice, I did find cockroaches in my room. When I told the staff they asked me what I wanted them to do about it.... other than that there is a nice full kitchen and an easy walk to the BEACH.

Reviewed on Jun 14, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,049, price is now $1,319 per person
$1,319
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (541 reviews)
Was great, very spacious and a great stay

Reviewed on May 25, 2026

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Stay near popular Maalaea attractions

Maalaea Harbor

4.4/5 (697 reviews)
Explore the waterfront of Maalaea Harbor and enjoy activities such as snorkeling in Maalaea. Stroll along the beautiful beaches or discover the area's beautiful sunsets.
See properties

Maalaea Hotel Deals

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Wailuku HI
$336 nightly
The price is $393 total per night from Jun 22 to Jun 23
$393 total
Jun 22 - Jun 23
Total with taxes and fees
9.6/10 Exceptional! (171 reviews)
"Nice location"

Reviewed on May 25, 2026

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$795 nightly
The price is $943 total per night from Jun 28 to Jun 29
$943 total
Jun 28 - Jun 29
Total with taxes and fees
9.2/10 Wonderful! (1,068 reviews)
"Beautiful property, very kid friendly. Staff was vey helpful and made our stay easy and enjoyable!"

Reviewed on Jun 16, 2026

The Westin Maui Resort & Spa, Ka'anapali
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$819 nightly
The price is $972 total per night from Jun 30 to Jul 1
$972 total
Jun 30 - Jul 1
Total with taxes and fees
8.8/10 Excellent! (1,018 reviews)
"It’s got an amazing location. It felt like they are letting the hotel go down a bit though. The staff serving the pool area was paper thin. Cabana rentals that use to be $500 are now $1700/day. Our room had a broken ceiling light we had to have a repair man do for over a hour and even after that ..."

Reviewed on Jun 15, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,448 properties in Maalaea
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 $725 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.

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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.