Maalaea Vacation Packages

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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.

Top Maalaea Vacation Deals

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
Price was CA $2,066, price is now CA $1,545 per person
CA $1,545
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (922 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $7,222, price is now CA $3,761 per person
CA $3,761
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on Jul 25, 2026

Wailea Beach Villas

Wailea Beach Villas

4.5 out of 5
Wailea
Price was CA $4,561, price is now CA $2,665 per person
CA $2,665
per person
Sep 19 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.8/10 Exceptional! (196 reviews)
Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.

Reviewed on Jul 31, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Price was CA $5,571, price is now CA $4,089 per person
CA $4,089
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
9.6/10 Exceptional! (1,007 reviews)

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $3,816, price is now CA $2,850 per person
CA $2,850
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
8.4/10 Very good! (546 reviews)
The grounds are great and the staff was awesome. Sharee which I probably spelled wrong was awesome. We had some issue with our first unit and she immediately moved us to a new unit the next morning and was very helpful on any question we had or anything we needed. Just remember they are all Individual owned so some are nice and some are not. That’s my only complaint I wish you could pick a unit other than just the size of it. Other the. That the pool is awesome. And the beach it literally a 5 minute walk down a small hill I have no idea where the people stayed tgat said it’s a long way away. We even had a very top unit closes to the entrance. Anyway great 2 weeks I would stay there again for sure very quiet area and close to everything.

Reviewed on Jul 21, 2026

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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
The price is CA $167 per night from Aug 8 to Aug 9
CA $167
CA $530 total
Aug 8 - Aug 9
includes taxes & fees
9.6/10 Exceptional! (173 reviews)
"A great place for a small family to enjoy the views of Maui."

Reviewed on Jul 18, 2026

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

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $358 per night from Sep 1 to Sep 2
CA $358
CA $466 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (4,225 reviews)
"Everything about our stay was perfect. We had an excellent view and a beautiful sunset."

Reviewed on Aug 4, 2026

Aston Kaanapali Shores
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is CA $1,027 per night from Aug 18 to Aug 19
CA $1,027
CA $1,311 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"There is an overall lack of genuine service. You feel very rushed and staff is just looking to charge everything to your room. Lack of food options for families with young kids. The pool is not as nice as advertised, the lazy river is small and the slides only open for a limited time each day, the ..."

Reviewed on Aug 3, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,190 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.
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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

CA $238
per adult
86% of travellers recommend
Myths of Maui Luau at the Royal Lahaina Resort
Xpress Snorkel

2.5hr Express Catamaran Snorkel from Ka'anapali

CA $201
per adult
100% of travellers recommend
2.5hr Express Catamaran Snorkel from Ka'anapali
Trio of fire twirlers at Drums of the Pacific Luau

Drums of the Pacific Luau at the Hyatt Regency Resort

CA $296
per adult
86% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
See all activities in Maalaea

Frequently asked questions

How much does a Maalaea vacation package cost?
Offering excellent value package deals from CA $1,545 on Expedia, you'll be thrilled with how little a vacation to Maalaea costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Maalaea?
If you'd like to score a cheap Maalaea vacation package, consider planning a trip in April, July and August. You'll generally find better rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Maalaea?
Maalaea vacations come in various shapes and sizes, but to get a real feel for this place, we think 6 days is a good ballpark. This will mean you can visit major attractions like Maui Tropical Plantation and Iao Valley State Park and track down some lesser-known spots. Don't forget to visit neighbourhoods such as Wailuku Heights and Ukumehame Ahupuaa either. If you're smart with your time, you can even take a day trip outside of Maalaea too.
Is it worth booking a vacation package to Maalaea?
Whether you're planning to discover attractions such as Maui Ocean Centre and Maalaea Harbour, or want to experience its terrific watersports and coastal beaches, a Maalaea vacation guarantees an unforgettable adventure. Book your getaway with Expedia and find out why Maalaea is such a good vacation destination.
How to find the best Maalaea package deals?
Use Expedia's handy filters to find some tempting Maalaea package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Maalaea package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Maalaea vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Maalaea trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Maalaea?
If you're planning an impromptu Maalaea getaway, browse 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 land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Maalaea?

  1. Pick your travel dates: The things you want to do in Maalaea and your favourite season will help you decide when to get away.
  2. Set your budget: Factor in costs such as transportation, flights and meals when working out how much to save for your trip to Maalaea. Then, choose a property that suits your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Decide how many days away: Start by listing all the activities and sights you want to experience in Maalaea. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the ideal Maalaea vacation package for you.

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