Olowalu Vacations from $829

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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

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,592, price is now $829 per person
$829
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (710 reviews)
No one came to change out towels, throw out garbage and we were told to walk our garbage down to the beach… after paying $300 in fees, I thought someone would be taking the garbage and switching towels for those who stayed there for 1 week. When asking for new towels, it seemed like an inconvenience. HVAC wasn’t working, toilet handle is broken and us and our other party were put on separate floors which was a bummer.

Reviewed on Sep 14, 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,886, price is now $911 per person
$911
per person
Nov 18 - Nov 25
found 10 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (494 reviews)
We really enjoyed our stay at Gardens at West Maui. The location was great — close to beaches, shops, and restaurants. The unit was clean, comfortable, and had everything we needed. The best part was having a washer and dryer in the unit — such a nice bonus during the trip! 🌟

Reviewed on Sep 13, 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,835, price is now $911 per person
$911
per person
Nov 18 - Nov 25
found 10 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (443 reviews)
Great pool and beautiful beach

Reviewed on Sep 2, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $1,981, price is now $996 per person
$996
per person
Nov 18 - Nov 25
found 10 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,425 reviews)
All perdsonal was great and veru helpful

Reviewed on Sep 14, 2025

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $2,077, price is now $1,133 per person
$1,133
per person
Nov 18 - Nov 25
found 10 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,654 reviews)
Ocean View and Sandy Beach within walking distance

Reviewed on Sep 13, 2025

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Olowalu Hotel Deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $250 total per night from Sep 23 to Sep 24
$250 total
Sep 23 - Sep 24
Total with taxes and fees
8.6/10 Excellent! (3,722 reviews)
"everything clean professional upscale quiet close to shopping"

Reviewed on Sep 10, 2025

Aston Kaanapali Shores
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $305 total per night from Sep 29 to Sep 30
$305 total
Sep 29 - Sep 30
Total with taxes and fees
8.2/10 Very Good! (1,447 reviews)
"Great place"

Reviewed on Sep 15, 2025

Royal Lahaina Resort & Bungalows
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $297 total per night from Sep 29 to Sep 30
$297 total
Sep 29 - Sep 30
Total with taxes and fees
9.4/10 Exceptional! (2,152 reviews)
"Your hotel was new, clean and your bed and pillows were the best. After all of our adventures it was good to go to our room and know it was clean and ready to go."

Reviewed on Sep 9, 2025

Maui Coast Hotel
See all 12,381 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.

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Frequently asked questions

How much does an Olowalu vacation package cost?
Offering great value package deals from $829 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

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.