Olowalu Vacations

Book a Hotel + Flight together to unlock savings

Photo by Ryan Fuller
  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Olowalu Vacation Packages

Olowalu Hotel Deals

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 AED 894 per night from Jun 5 to Jun 6
AED 894
AED 1,224 total
includes taxes & fees
5 Jun - 6 Jun
9.4/10 Exceptional! (1,923 reviews)
"The hotel was clean and near the beach. They should have at least free breakfast for the cost of the room per day."

Reviewed on 3 June 2025

Maui Coast Hotel
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 AED 2,307 per night from Jun 9 to Jun 10
AED 2,307
AED 2,901 total
includes taxes & fees
9 Jun - 10 Jun
9/10 Wonderful! (817 reviews)
"Amazing resort , friendly staff and stunning views."

Reviewed on 2 June 2025

The Westin Maui Resort & Spa, Ka'anapali
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 AED 3,302 per night from Jun 5 to Jun 6
AED 3,302
AED 4,097 total
includes taxes & fees
5 Jun - 6 Jun
8.8/10 Excellent! (1,002 reviews)
"Amazing resort for families, pools and slides were outstanding"

Reviewed on 31 May 2025

Grand Wailea Maui, A Waldorf Astoria Resort
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 vacation package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation 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 vacation package, consider planning a trip in January, February and September. You’ll typically find better prices on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
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 vacation as a package?
Expedia vacation 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 personalized Olowalu vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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, favorite 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 accommodations 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 vacation. 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 vacation package that brings all your bookings together.