Olowalu Vacations from $794

Book a Hotel + Flight or Car together to unlock savings

Photo by Claire Houston
Choose one or more items to build your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Olowalu Vacation

When you book a vacation package to Olowalu, you can relax and enjoy your break knowing that all your travel arrangements have been worked out ahead of time. Discover the charms of this vibrant city while staying in a neighborhood like Wailuku Heights, which is great for views. If your trip to Olowalu includes some sightseeing, hit up well-known attractions like Lahaina Harbor, West Maui Mountains and Outlets of Maui. Stop daydreaming and start traveling. Browse the multitude of options on Expedia today and put your Olowalu vacation plans in motion!

The Latest Olowalu Vacation Packages

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 8
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9/10 Wonderful! (1,433 reviews)
Amazing staff and location! Highly recommended!

Reviewed on Apr 18, 2024

Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 9
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9/10 Wonderful! (678 reviews)
I stayed in same place six years ago. It was very nice, so I went back again. It is not as clear as before, I am disappointed.

Reviewed on Apr 15, 2024

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 8
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.6/10 Excellent! (2,956 reviews)
It took a while to check in. The property could use a bit of an update. We did enjoy our time overall.

Reviewed on Apr 16, 2024

Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 9
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.2/10 Very Good! (1,327 reviews)
Very responsive staff!

Reviewed on Jul 8, 2023

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 8
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.6/10 Excellent! (2,131 reviews)
The staff was super friendly and helpful. The property was beautiful. The unit was nicely upgraded. I will definitely stay here again.

Reviewed on Apr 17, 2024

Prices and availability subject to change. Additional terms may apply.

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

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
The price is $255 per night from Apr 25 to Apr 26
$255
$330 total
includes taxes & fees
Apr 25 - Apr 26
8.4/10 Very Good! (2,958 reviews)
"Very friendly staff & beautiful property!"

Reviewed on Apr 16, 2024

Aston Kaanapali Shores
Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is $790 per night from May 3 to May 4
$790
$990 total
includes taxes & fees
May 3 - May 4
8.8/10 Excellent! (1,000 reviews)
"Potentially the most beautiful (semi all inclusive) resort in Maui. It was a treat and a delight to stay here. M"

Reviewed on Apr 6, 2024

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel
Maui Coast Hotel
3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is $246 per night from Apr 28 to Apr 29
$246
$331 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (983 reviews)
"The Maui Coast property was delightful. We enjoyed the Aloha vibe and great service from everyone in every department. From the moment we arrived to the very last moments before we departed, the front desk staff, the cleaning staff, the poolside bar and restaurant staff, the Caffé Kihei staff, and ..."

Reviewed on Apr 16, 2024

Maui Coast Hotel
See all 12,073 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Olowalu vacation package cost?
The cheapest Olowalu vacation package is $794, so your dream getaway can become a reality — without breaking the bank. Combine flights, hotels and car rentals to customize a package that’s perfect for you.
How do I get a cheap travel package to Olowalu?
If you love getting a great deal, combine your bookings into an Olowalu vacation package. Whether you’re looking for flights, hotels, activities or rental cars, you can book them all in one place. You’ll have loads of choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 properties globally to choose from. Fly with who you prefer, stay where you like and save precious dollars — now that’s the ideal getaway!
Where should I stay in Olowalu?
With interesting attractions such as Launiupoko Beach Park and Ukumehame Beach Park in this area, see if you can find a hotel near either one. Mile Marker 14 Beach is another Olowalu hot spot that pulls the crowds.
How far in advance should I book my Olowalu vacation?
It can be tricky to know exactly when the best time is to book your trip to Olowalu. But usually the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels nearly 12 months before your departure date. If you’re considering a last-minute getaway, no need to panic! There are plenty of fantastic bargains popping up on Expedia all the time.
What does an Expedia Olowalu travel package include?
That depends on what you want. If you’re traveling by yourself, you might decide to bundle hotels and flights. Bringing the whole family to Olowalu? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the flexibility to build your own travel package.
What should I know before booking an Olowalu travel package?
Whether it’s relaxation or adventure you’re after, an Olowalu vacation package lets you organize your escape your way. Plus, you’ll score great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with an Olowalu Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Olowalu vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Olowalu vacation package at no cost if you’ve booked in the last 24 hours. For bookings older than that, you can still make changes, but your airline, hotel or car rental company may charge a fee. Want more information? Visit our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Other vacations you might like

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