Olowalu Vacation Packages

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    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 Olowalu Vacation

Get ready to experience Olowalu on your own terms with a custom Olowalu vacation package! Discovering the best parts of this city is simpler with a base in a neighborhood such as Wailuku Heights, which is good for views, among other things. Ready to venture out and explore? West Maui Mountains, Launiupoko Beach Park and Puamana Beach Park are some of the best places to visit during a trip to Olowalu. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Olowalu vacation plans into action!

Top Olowalu Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Castle at Maui Banyan

Castle at Maui Banyan

3.5 out of 5
South Kihei
Save 100% on your flight
Price was CA $2,466, price is now CA $1,124 per person
CA $1,124
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
7.8/10 Good! (307 reviews)
All good but our cheap jazz got the small room with two beds and it was small room for sure

Reviewed on Nov 6, 2026

Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was CA $7,944, price is now CA $4,449 per person
CA $4,449
per person
Jan 12 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was CA $2,233, price is now CA $1,319 per person
CA $1,319
per person
Jan 12 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
8/10 Very good! (399 reviews)

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $2,258, price is now CA $1,352 per person
CA $1,352
per person
Jan 12 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
8.4/10 Very good! (970 reviews)
N

Reviewed on Nov 7, 2026

Grand Champions

Grand Champions

2.5 out of 5
Wailea
Price was CA $5,671, price is now CA $3,624 per person
CA $3,624
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (9 reviews)
Nothing

Reviewed on Sep 30, 2026

Ready to book your vacation to Olowalu?

 

Choose your dates

Olowalu Hotel Deals

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 $260 per night from Nov 21 to Nov 22
CA $260
CA $351 total
Nov 21 - Nov 22
includes taxes & fees
8.8/10 Excellent! (4,432 reviews)
"The Property is Beautiful very clean. Will be coming back soon."

Reviewed on Nov 7, 2026

Aston Kaanapali Shores
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $280 per night from Nov 11 to Nov 12
CA $280
CA $408 total
Nov 11 - Nov 12
includes taxes & fees
8.6/10 Excellent! (1,969 reviews)
"Overall a very nice experience. The room and hallways clean. Check in check out was easy. House keeping amazing! People friendly most of the time. Lots of parking, which is needed. Coffee shop coffee was disappointing. Very weak. Restaurant staff friendly but menu not enticing for us."

Reviewed on Nov 8, 2026

Royal Lahaina Resort & Bungalows
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 $971 per night from Dec 3 to Dec 4
CA $971
CA $1,246 total
Dec 3 - Dec 4
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,626 properties in Olowalu
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Olowalu

Myths of Maui Luau at the Royal Lahaina Resort

Myths of Maui Luau at the Royal Lahaina Resort

CA $239
per adult
86% of travellers recommend
Myths of Maui Luau at the Royal Lahaina Resort
Sail Maui 'Alihilani Sunset Sail

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

CA $147
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Trio of fire twirlers at Drums of the Pacific Luau

Drums of the Pacific Luau at the Hyatt Regency Resort

CA $239
per adult
86% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
See all activities in Olowalu

Frequently asked questions

How much does an Olowalu vacation package cost?
You can pick up a vacation package to this top destination from CA $1,124 on Expedia. But how much your vacation to Olowalu costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Olowalu?
If you're looking to book a cheap Olowalu vacation package, consider travelling in January, February and September. You'll generally find lower prices on hotels and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Olowalu?
For your Olowalu vacation, a handful of days will be enough to tour the top spots. Make sure to check out Launiupoko Beach Park — it's one of the most popular attractions in this destination. If you're looking for more adventure, think about basing yourself here and setting off on some trips from Olowalu.
How to find the best Olowalu package deals?
Use Expedia's filter tool to help you find some great Olowalu package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Olowalu package deals in the off-season. Switch up your travel dates and you may score 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 an Olowalu vacation as a package?
You can enjoy significant savings on your Olowalu escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Olowalu?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Olowalu trip.
How to plan a trip to Olowalu?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to escape to Olowalu.
  2. Set your budget: Consider expenses such as transportation, flights and meals when working out how much to put aside for your trip to Olowalu. Then, select a property that matches your budget, whether that's an economical option or a more luxurious getaway.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Olowalu. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalized Olowalu vacation package.

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