Olowalu Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Ryan Fuller

Top hotels in Olowalu

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is 5.527.273 ₫ per night from 23 Sept to 24 Sept
5.527.273 ₫
7.732.383 ₫ total
23 Sept - 24 Sept
includes taxes & fees
9.4/10 Exceptional! (2,131 reviews)
"Very polite and kind many amenities"

Reviewed on 22 Aug 2025

Maui Coast Hotel
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 3.848.795 ₫ per night from 15 Sept to 16 Sept
3.848.795 ₫
5.317.462 ₫ total
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (3,673 reviews)
"Great area and great place to stay"

Reviewed on 23 Aug 2025

Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is 21.323.622 ₫ per night from 5 Sept to 6 Sept
21.323.622 ₫
26.863.879 ₫ total
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Absolutely gorgeous property, amazing main lobby, love the pools, love the beach, love the room! Team is very nice and provided us with a bottle of champagne and snack tray for our honeymoon! Less dining options than some other resorts, but ate multiple times at the terrace and had great meals each ..."

Reviewed on 22 Aug 2025

The Ritz-Carlton Maui, Kapalua
See all 12,470 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.

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.