Maalaea Vacations from $837

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $1,342, price is now $837 per person
$837
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (903 reviews)
No air conditioning- hot tub was down 3 of 6 days

Reviewed on Jul 8, 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 $4,355, price is now $2,559 per person
$2,559
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 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 on Jul 8, 2026

Aston Maui Hill

Aston Maui Hill

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,961, price is now $1,246 per person
$1,246
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (931 reviews)
Good space for the money!

Reviewed on Jul 10, 2026

Kihei Kai Nani

Kihei Kai Nani

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $1,353, price is now $898 per person
$898
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
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 on May 16, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,461, price is now $1,653 per person
$1,653
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (544 reviews)
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.

Reviewed on Jun 27, 2026

Don't see what you're looking for?
See all available trips from Columbus to Maalaea
View all trips

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.
See properties

What to do in Maalaea

Myths of Maui Luau at the Royal Lahaina Resort

Myths of Maui Luau at the Royal Lahaina Resort

$169
per adult
86% of travellers recommend
Myths of Maui Luau at the Royal Lahaina Resort
Kahului: Self-Driving Audio Tour of Road to Hana

Road to Hana Maui Tour: Self-Guided Audio Drive

$17
per traveler
84% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

$206
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
See all activities in Maalaea

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
$358 nightly
The price is $419 total per night from Jul 21 to Jul 22
$419 total
Jul 21 - Jul 22
Total with taxes and fees
9.6/10 Exceptional! (172 reviews)
"Great location for us and that we were scuba diving every day. Walkable to the harbor. The condo was fabulous. One note is that the air conditioner is in the living room and not in the bedroom, but we were cool enough with fans and the breeze. Kitchen was well appointed and very usable. Washer and ..."

Reviewed on Jun 13, 2026

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$865 nightly
The price is $1,027 total per night from Jul 24 to Jul 25
$1,027 total
Jul 24 - Jul 25
Total with taxes and fees
8.8/10 Excellent! (1,012 reviews)
"Beautiful property, amazing pools and wonderful service."

Reviewed on Jul 9, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$1,100 nightly
The price is $1,306 total per night from Jul 12 to Jul 13
$1,306 total
Jul 12 - Jul 13
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
"Excellent staff and service!"

Reviewed on Jul 8, 2026

Four Seasons Resort Maui at Wailea
See all 13,155 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Maalaea vacation package cost?
You'll find cheap prices from $837 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.

Explore a world of travel with Expedia

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