Olowalu Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Top hotels in Olowalu
Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
S$760
3 Sept - 4 Sept
includes taxes & fees
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
S$353
28 Aug - 29 Aug
includes taxes & fees
8.8/10 Excellent! (4,282 reviews)
"Beautiful property right on the beach. These are condos which means they have full size refrigerator, and stove. Its a bit expensive but so is everything else in Hawaii. Great place to stay, would stay again here."
Reviewed on 26 Aug, 2026
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
S$1,835
16 Sept - 17 Sept
includes taxes & fees
9.6/10 Exceptional! (1,024 reviews)
"Our 5th time staying here. Love the resort, clean, wonderful staff, beautiful setting, incredible food on the resort at their restaurants."
Reviewed on 26 Aug, 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
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
S$171
per adult
84% of travellers recommend
Zipline at Maui Tropical Plantation
S$200
per traveller
96% of travellers recommend
Maui: Wailele Luau with Fire and Knife Performance and Dinner
S$282
per adult
88% of travellers recommend
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?
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
