Olowalu Vacations from $947

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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.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,646, price is now $947 per person
$947
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,692 reviews)
Nice stay. Beautiful and very clean room. 1. Our housekeeper was super nice, very friendly and very helpful. 2. Swimming pool- nothing exciting compared to the pool of the other resort. 3.When we check-in the staff was ok, just did not feel the “welcoming aloha vibe”. 4. Checking out was good, the guy who check us out was oustanding!!

Reviewed on Apr 3, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $2,592, price is now $1,270 per person
$1,270
per person
Jun 4 - Jun 10
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 $1,959, price is now $996 per person
$996
per person
May 29 - Jun 3
found 1 day ago
Roundtrip 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 $2,678, price is now $1,402 per person
$1,402
per person
May 29 - Jun 3
found 1 day ago
Roundtrip 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

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,470, price is now $1,446 per person
$1,446
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (206 reviews)
The condo was beautiful but the best was the people running it. We have plans on going back. Beautiful scenery from our balcony too

Reviewed on Mar 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
$315 nightly
The price is $374 total per night from May 4 to May 5
$374 total
May 4 - May 5
Total with taxes and fees
8.6/10 Excellent! (1,698 reviews)
Nice breakfast. For the most part friendly staff. Beautiful Lua. Chikko is an absolute angel! Nice gym. Beautiful scenery and beach

Reviewed on Apr 3, 2026

Royal Lahaina Resort & Bungalows
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
$539 nightly
The price is $639 total per night from Apr 30 to May 1
$639 total
Apr 30 - May 1
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
My husband and I had a great experience overall. This was our second time staying at this specific resort (first time was in 2022). Our room was clean, the outdoor pools were good, and the staff was nice and helpful. This resort used to have a shuttle that would take guests to specific stops in town ...

Reviewed on Apr 3, 2026

The Westin Maui Resort & Spa, Ka'anapali
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$765 nightly
The price is $908 total per night from Apr 30 to May 1
$908 total
Apr 30 - May 1
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
Last night on an extended trip to Asia, stopped over in Maui. A perfect end to our trip (despite the inclement weather). We have always stayed in the Ka'anapali area of Maui, but due to weather Wailea was better option for this trip and The Four Seasons didn't disappoint. Would definitely consider ...

Reviewed on Mar 28, 2026

Four Seasons Resort Maui at Wailea
See all 13,640 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 $947 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.