Olowalu Holidays

Photo by Chris Fiegel

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Top hotels in Olowalu

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 €959 per night from 12 Aug to 13 Aug
€959
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Overall, the Grand Wailea is a great hotel, however, as a guest you feel like you’re just a cog in the machine. We had a great time, but never felt that over the top service / experience that you would expect for a hotel with the reputation that it has / costs as much as it does"

Reviewed on 14 Jul 2026

Grand Wailea Maui, A Waldorf Astoria Resort
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 €253 per night from 17 Jul to 18 Jul
€253
17 Jul - 18 Jul
includes taxes & fees
8.8/10 Excellent! (4,183 reviews)
"We had such a great time at this condo hotel! Amenities were fantastic. There were some stores on site and also a mini mart that had snacks, drinks, and other items. Great location, food truck park right outside the hotel with plenty of choices for dinner if you wanted to stay close and not drive ..."

Reviewed on 14 Jul 2026

Aston Kaanapali Shores
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is €757 per night from 20 Jul to 21 Jul
€757
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,131 reviews)
"Beautiful views, very good restaurants, super comfortable beds! Lots of families and good amenities for kids."

Reviewed on 14 Jul 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 13,076 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.

What to do in Olowalu

Myths of Maui Luau at the Royal Lahaina Resort

Myths of Maui Luau at the Royal Lahaina Resort

€146
per adult
86% of travellers recommend
Myths of Maui Luau at the Royal Lahaina Resort
South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

€87
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Maui: Road to Hana Adventure with Farm to Table Lunch

Maui: Road to Hana Adventure with Farm to Table Lunch

€225
per adult
94% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
See all activities in Olowalu

Frequently asked questions

How much does an Olowalu holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Olowalu costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Olowalu?
If you're hoping to snag a cheap Olowalu holiday package, consider planning a trip in January, February and September. You'll typically find better prices on flights and accommodation during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Olowalu?
Usually, a handful of days is enough to go to the top attractions during your Olowalu holiday. But if you prefer to have some time to relax or take day tours, think about extending your itinerary.
How to find the best Olowalu package deals?
Start your search for an Olowalu package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Olowalu package deal right 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 Olowalu adventure underway.
Is it cheaper to book an Olowalu holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still have the freedom to create a personalised Olowalu holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Olowalu?
Land incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Olowalu escape.
How to plan a trip to Olowalu?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Olowalu.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodation will probably be the biggest expense during your trip to Olowalu.
  3. Decide how long to go for: Now that you know more about Olowalu, you can figure out the ideal length of your holiday. Create a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Olowalu holiday package that brings all your bookings together.

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.