Olowalu Holidays from AU$2,986
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Olowalu Holiday
With everything organised before you head off, our Olowalu holiday packages mean you can focus more on letting the good times roll. Whether you're going to be based in the neighbourhood of Wailuku Heights, which is good for views, or somewhere else, this city offers a world of discoveries. If sightseeing is part of the programme during your trip to Olowalu, look around major attractions like Lahaina Harbour, Outlets of Maui and West Maui Mountains. Whoever you're escaping with and whatever you want to spend, your dream Olowalu holiday is just a few clicks away with Expedia.
The Latest Olowalu Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea Maui
Wailea
AU$7,555
per person
28 Dec - 2 Jan
found 7 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on 19 Oct 2026
Sugar Beach Resort - Maui Condo & Home
North Kihei
AU$3,715
per person
12 Dec - 18 Dec
found 3 hours ago
Return flight included
Melbourne (MEL) to Kahului (OGG)
8.6/10 Excellent! (531 reviews)
Our first time renting a condo and we were not disappointed. Didn’t really know what to expect so before we checked in, went to the store to get some toiletries we may need. Walked in and found we were stocked up. Bonus we had laundry detergent! Since this was a first for us I’m not sure if this is the norm, but we were excited we didn’t have to go home with a suitcase full of dirty clothes. Everything you would need it had. Would definitely stay again! My only minor complaint would be the area rug in the living room may need to be shampooed.
Bedroom had extra blankets, extra sheets. We were also supplied with beach towels, ice chest for the perfect beach day.
Definitely would recommend!
Reviewed on 1 Oct 2026
Olowalu Holiday
Olowalu Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Population | 80 |
Max Temp Winter | 24ºC |
Max Temp Summer | 27ºC |
Top Sights | Kaanapali Beach, Black Rock and Maui Theatre |
Our pick of the best Olowalu Hotel Deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
AU$371
30 Oct - 31 Oct
includes taxes & fees
8.8/10 Excellent! (4,397 reviews)
"Another wonderful stay at the Aston Kaanapali Shores. This is our go to stay as it is on the beach, centrally located and friendly staff. The condos are well maintained and stocked with a full kitchen. There's a small strip mall across the street with a supermarket and restaurants, walking distance ..."
Reviewed on 22 Oct 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
AU$1,258
20 Nov - 21 Nov
includes taxes & fees
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
AU$449
1 Nov - 2 Nov
includes taxes & fees
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
AU$238
per adult
86% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
AU$146
per adult
96% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
AU$238
per adult
86% of travellers recommend
Frequently asked questions
How much does an Olowalu holiday package cost?
Offering great value package deals from AU$2,986 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
