Olowalu Vacations from $1,784

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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.
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
Price was $2,674, price is now $1,784 per person
$1,784
per person
May 16 - May 21
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.2/10 Wonderful! (1,002 reviews)
Felt more like a Marriott than a Ritz. Hotel is okay, pool heater was out for the week, room was somewhat worn, AC was noisy. Not the same level of Ritz or Four Season's for the cost that I expect. Not a bad experience but not worth the cost compared to other 5 stars. I would not stay there again.

Reviewed on Apr 15, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,809, price is now $1,848 per person
$1,848
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (530 reviews)
Excellent renovated space. Could be better stocked like the other rental companies, but overall a great stay and unit well located in the complex.

Reviewed on Apr 14, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $5,407, price is now $3,704 per person
$3,704
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
A peaceful oasis nestled high in the hills.

Reviewed on Apr 16, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Save 100% on your flight
Price was $5,864, price is now $4,105 per person
$4,105
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Perfect location for day drinking

Reviewed on Apr 14, 2026

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Olowalu Hotel Deals

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $323 total per night from May 1 to May 2
$323 total
May 1 - May 2
Total with taxes and fees
8.6/10 Excellent! (1,710 reviews)
It was very nice!

Reviewed on Apr 16, 2026

Royal Lahaina Resort & Bungalows
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$716 nightly
The price is $850 total per night from May 6 to May 7
$850 total
May 6 - May 7
Total with taxes and fees
8.8/10 Excellent! (1,012 reviews)
Perfect location for day drinking

Reviewed on Apr 14, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
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
$696 nightly
The price is $826 total per night from Apr 22 to Apr 23
$826 total
Apr 22 - Apr 23
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
It’s an old building that has been remodeled but it’s not all that. Could be better for it’s name “Weston.”

Reviewed on Apr 14, 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 13,874 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 $1,784 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.