Olowalu Vacations from $1,200

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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.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Price was $2,555, price is now $1,200 per person
$1,200
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
Room overlooked the beach and while tge bar and restaurant aren't ooen until 2027 is still an amazing location!

Reviewed on Apr 2, 2026

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,137, price is now $1,221 per person
$1,221
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (814 reviews)
What i liked most about this property is ALL rooms have a beach view. Even the non beach view rooms have a good view of the beach and the room i was assigned to had a mountain view aswell

Reviewed on Apr 3, 2026

Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $2,907, price is now $1,691 per person
$1,691
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (365 reviews)
This was an amazing day for me and my wife after 25 years of marriage for our anniversary. The check-in was easy. The flights were well planned out and we had an amazing time. The host were excellent at directing us for what we wanted to see and again I can’t say enough about how amazing they made our time there. We did not want to leave!

Reviewed on Apr 2, 2026

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,064, price is now $1,238 per person
$1,238
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (503 reviews)
Our only complaint is that it would’ve been nice if they came in and tidied up the room at some point during the week. Front desk was great. Laundry in the unit was so convenient. Pool area, pickleball, golf putting, and basketball were fun for the kids! We even saw a turtle on the beach one night! 🐢

Reviewed on Apr 5, 2026

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,545, price is now $1,548 per person
$1,548
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,692 reviews)
Vintage looking property, rainforest vibes. Our room had beach view, our room was clean and everything worked fine. Restaurant had awesome ocean view, service was ok, and food was ok.

Reviewed on Apr 5, 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
$523 nightly
The price is $620 total per night from Apr 12 to Apr 13
$620 total
Apr 12 - Apr 13
Total with taxes and fees
9.2/10 Wonderful! (1,012 reviews)
Staff is super friendly and helpful. Great food at the restaurants. Beautiful views.

Reviewed on Apr 5, 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
$315 nightly
The price is $374 total per night from May 2 to May 3
$374 total
May 2 - May 3
Total with taxes and fees
8.6/10 Excellent! (1,705 reviews)
Check-in delayed 30 minutes. Not enough pool chairs and umbrella for use. Lanai couch and table/chairs not cleaned. Bird drops.

Reviewed on Apr 5, 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! (1,002 reviews)
Not the quality it use to be. Many better options to choose from in the area. Service is mediocre. Spa and gym are very nice.

Reviewed on Apr 6, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
See all 13,872 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 $1,200 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.