Olowalu Vacation Packages
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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.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
CA $4,528
per person
Nov 28 - Dec 5
found 9 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
Ready to book your vacation to Olowalu?
Olowalu Hotel Deals
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
CA $281
CA $399 total
Sep 27 - Sep 28
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
CA $1,133
CA $1,436 total
Oct 9 - Oct 10
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Swim up bar was over crowded"
Reviewed on Sep 23, 2026
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
CA $925
CA $1,180 total
Oct 22 - Oct 23
includes taxes & fees
9.2/10 Wonderful! (1,263 reviews)
"-"
Reviewed on Sep 24, 2026
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.
What to do in Olowalu
Myths of Maui Luau at the Royal Lahaina Resort
CA $235
per adult
86% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
CA $146
per adult
96% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
CA $237
per adult
86% of travellers recommend
Frequently asked questions
How much does an Olowalu vacation package cost?
You can pick up a vacation package to this top destination from CA $1,475 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?
- 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.
- 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.
- 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.
- 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.
