Olowalu Vacations from $925

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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 Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,507, price is now $925 per person
$925
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (365 reviews)
Unit was even better than I expected

Reviewed on Mar 17, 2026

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,282, price is now $1,196 per person
$1,196
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (814 reviews)
The 12th floor is scary so if you have kids try to ask for something closer to the ground lol other than that it was good

Reviewed on Mar 18, 2026

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,004, price is now $1,127 per person
$1,127
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (503 reviews)
Nice place but didn’t realize there was no air conditioning . Also floor had tiny sticking things that we kept stepping on. Floor should've been cleaned and rid of those.

Reviewed on Mar 10, 2026

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,009, price is now $1,151 per person
$1,151
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kahului (OGG)
9.2/10 Wonderful! (1,669 reviews)
They charge extra for parking, which is on top of the $40 a day resort fee and taxes. The property is nice, but the pool is unclean. Great location!

Reviewed on Mar 20, 2026

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,562, price is now $956 per person
$956
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (537 reviews)
There were barking dogs and crowing chickens but that’s all over the island we had a great time here and would stay here again the pool hot tub bbq grills were a plus loved having a washer/dryer and kitchenette

Reviewed on Mar 3, 2026

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Olowalu Hotel Deals

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
$705 nightly
The price is $837 total per night from Apr 12 to Apr 13
$837 total
Apr 12 - Apr 13
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
As pictured, meticulously maintained resort, great staff

Reviewed on Mar 18, 2026

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
$324 nightly
The price is $384 total per night from Apr 15 to Apr 16
$384 total
Apr 15 - Apr 16
Total with taxes and fees
8.6/10 Excellent! (1,692 reviews)
Loved restaurant and fact that it was a Trolley stop.

Reviewed on Mar 19, 2026

Royal Lahaina Resort & Bungalows
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$900 nightly
The price is $1,068 total per night from Mar 22 to Mar 23
$1,068 total
Mar 22 - Mar 23
Total with taxes and fees
9.6/10 Exceptional! (1,002 reviews)
Four Seasons is worth every penny, every time. They are excellent. This property and the service is unmatched in the area. I stayed all of last week and then came back. Staff is so excellent. Property is gorgeous. It's just perfect. A lot of things aren't worth the price these days, but I have to ...

Reviewed on Mar 19, 2026

Four Seasons Resort Maui at Wailea
See all 13,429 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.

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 $925 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.

Explore a world of travel with Expedia

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