Olowalu Vacations from $524

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Your Olowalu Vacation

Get ready to experience Olowalu on your own terms with a custom Olowalu vacation package! Discovering the best parts of this city is simpler with a base in a neighborhood such as Wailuku Heights, which is good for views, among other things. Ready to venture out and explore? West Maui Mountains, Launiupoko Beach Park and Puamana Beach Park are some of the best places to visit during a trip to Olowalu. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Olowalu vacation plans into action!

The Latest Olowalu vacation packages

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
Sands of Kahana
Maui Beach Vacation Club
Maui Banyan Vacation Club
Royal Lahaina Resort & Bungalows
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Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

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
$245 nightly
The price is $289 total per night from Dec 9 to Dec 10
$289 total
Dec 9 - Dec 10
Total with taxes and fees
9.4/10 Exceptional! (2,275 reviews)
Beautifully renovated rooms, modern, clean, and well-appointed with a mini fridge, microwave, keurig, and free laundry room! The kids loved the multiple pools, hot tubs, poolside dining and live music, too.

Reviewed on Nov 21, 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
$489 nightly
The price is $577 total per night from Dec 1 to Dec 2
$577 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,016 reviews)
Great stay! Paid for ocean front because love to hear the ocean waves at night. on the ninth floor and music from the restaurant on the ground floor was so loud we couldn't enjoy being on the oceanfront. Talked to front desk about and they were indifferent snd said they knew it was a problem. Very ...

Reviewed on Nov 20, 2025

The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$243 nightly
The price is $287 total per night from Dec 1 to Dec 2
$287 total
Dec 1 - Dec 2
Total with taxes and fees
8.4/10 Very Good! (1,576 reviews)
Great staff and wonderful property

Reviewed on Nov 24, 2025

Royal Lahaina Resort & Bungalows
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.

Find the Best Olowalu Vacation Packages

Olowalu Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)
Population
80
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Kaanapali Beach, Black Rock and Kahekili Beach

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Frequently asked questions

How much does an Olowalu vacation package cost?
Offering great value package deals from $524 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'd like to book a cheap Olowalu vacation package, consider visiting in October, November and December. You'll usually find lower rates on accommodations and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Olowalu?
The ideal length of your Olowalu vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to tick off all the major sights and explore some hidden spots along the way.
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. Choose your dates: The things you plan to do in Olowalu and your preferred season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Olowalu.
  3. Use Expedia's trip planning tool to discover Olowalu: Research every aspect of your trip to Olowalu with this handy planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Olowalu. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  5. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Olowalu vacation package for you.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Olowalu. Find all the fun things to do in Olowalu with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Olowalu vacation packages?
Your Olowalu getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.