Haliimaile Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Haliimaile Vacation

Reserve a Haliimaile vacation package that has only the things you need and nothing you don't. Great for views, walking and nature, consider staying in the neighborhood of Haiku. Hookipa Beach Park, Kuau Bay Beach and Paia Bay are just a few of the many sights worth visiting during your trip to Haliimaile. Your dream Haliimaile vacation is just a few clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored just for you.

Top Haliimaile Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
Save 100% on your flight
CA $1,456
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very good! (388 reviews)
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
CA $2,217
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (937 reviews)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
CA $4,528
per person
Nov 28 - Dec 5
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Everything was excellent, form the location to the incredible food!

Reviewed on Sep 22, 2026

Palms at Wailea Maui

Palms at Wailea Maui

Wailea
Save 100% on your flight
CA $2,626
per person
Nov 28 - Dec 5
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very good! (547 reviews)
Great stay!

Reviewed on Sep 19, 2026

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

Save 100% on your flight
CA $2,457
per person
Nov 28 - Dec 5
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (227 reviews)
The staff was nice. Has the illusion of a secured area with locked fencing from the road but car was broken into even with a 24 hour staff presence. Our room was relatively clean but a lot of bugs and spiderwebs inside the room. Honestly been to Maui quite often and would never stay here again or recommend to any friends to stay. A lot of potential but certainly not worth the price.

Reviewed on Sep 13, 2026

Ready to book your vacation to Haliimaile?

Choose your dates

Haliimaile Hotel Deals

Gods Peace Of Maui

Gods Peace Of Maui

1290 Haliimaile Rd Makawao HI
CA $234
CA $278 total
Sep 25 - Sep 26
includes taxes & fees
Gods Peace Of Maui
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
CA $275
CA $392 total
Sep 27 - Sep 28
includes taxes & fees
Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
CA $1,133
CA $1,436 total
Oct 18 - Oct 19
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Swim up bar was over crowded"

Reviewed on Sep 23, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 6,125 properties in Haliimaile
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.

Stay near popular Haliimaile attractions

Maui Gold Pineapple Farm

Enjoy an outing to Maui Gold Pineapple Farm during your stay in Haliimaile. Discover the sunsets while you're in the area.
See properties

Haliʻimaile Farmer's Market

10.0/10 (1 review)
You can do some window-shopping at Haliʻimaile Farmer's Market during your visit to Haliimaile. Discover the area's top-notch restaurants and its great live music.
See properties

What to do in Haliimaile

Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

CA $146
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Maui Beach Parks Self-Guided Driving Tour

Maui Beach Parks Self-Guided Driving Audio Tour

CA $21
per traveller
90% of travellers recommend
Maui Beach Parks Self-Guided Driving Audio Tour
Maui Ocean Center All Day Admission Ticket

Maui Ocean Center All Day Admission Ticket

CA $78
per adult
90% of travellers recommend
Maui Ocean Center All Day Admission Ticket
See all activities in Haliimaile

Frequently asked questions

How much does a Haliimaile vacation package cost?
You'll find cheap prices from CA $1,456 on Expedia for your Haliimaile break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Haliimaile costs.
What are the cheapest months to go to Haliimaile?
If you're hoping to snag a cheap Haliimaile vacation package, consider visiting in January, February and June. You'll usually find better prices on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Haliimaile?
Generally, a handful of days is enough to explore the top attractions during your Haliimaile vacation. But if you'd like to have time to relax or go on day trips, consider extending your trip.
How to find the best Haliimaile package deals?
Use Expedia's filters to find some of the best Haliimaile package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Haliimaile package deals in the off-season. Switch up 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 Haliimaile vacation as a package?
You can enjoy significant savings on your next Haliimaile escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great flight 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 score a better deal.
When to book a vacation package to Haliimaile?
If you're considering an impromptu Haliimaile getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Haliimaile?
  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Haliimaile.
  2. Budget wisely: In addition to the cost of your stay, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may arise during your trip to Haliimaile.
  3. Determine how many days away: Start by listing all the attractions and activities you want to experience in Haliimaile. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Haliimaile vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.