
Olowalu Holidays from AU$2,016
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Olowalu Holiday
With everything organised before you head off, our Olowalu holiday packages mean you can focus more on letting the good times roll. Whether you're going to be based in the neighbourhood of Wailuku Heights, which is good for views, or somewhere else, this city offers a world of discoveries. If sightseeing is part of the programme during your trip to Olowalu, look around major attractions like Lahaina Harbour, Outlets of Maui and West Maui Mountains. Whoever you're escaping with and whatever you want to spend, your dream Olowalu holiday is just a few clicks away with Expedia.
The Latest Olowalu Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Kahana Beach Vacation Club
Save 100% on your flight
per person
7 Jun - 12 Jun
found 18 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.4/10 Very Good! (648 reviews)
You cannot get a better view. Absolutely fantastic. Rooms have been updated and are nice. Beds are hard and parking can be a challenge but overall a great experience.
Reviewed on 29 Mar. 2025

OUTRIGGER Kaanapali Beach Resort
per person
7 Jun - 14 Jun
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.2/10 Wonderful! (1,019 reviews)
I really liked everything about it. I'm glad I upgradded to ocean front. It was worth it. I would only suggest they put grab bars in that beautiful walk-in shower I had as it would get slippery and nothing to hang on to.
Everyone was so friendly and that really made my stay.
Reviewed on 31 Mar. 2025


Fairmont Kea Lani Maui
Wailea
per person
7 Jun - 14 Jun
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive.
Reviewed on 17 Mar. 2025

Wailea Beach Villas
Wailea
per person
7 Jun - 14 Jun
found 1 day ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9.8/10 Exceptional! (166 reviews)
We received a different room that was booked so ended up needing some roll-away beds. There is no restaurant at the property nor any drinks pool.beach side...that kinds sucked. Otherwise it was great
Reviewed on 25 Mar. 2025
Olowalu Holiday
Olowalu Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Population | 80 |
Max Temp Winter | 24ºC |
Max Temp Summer | 27ºC |
Top Sights | Kaanapali Beach, Black Rock and Maui Theatre |
Our pick of the best Olowalu Hotel Deals

Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is AU$527 per night from 28 Apr to 29 Apr
AU$527
includes taxes & fees
28 Apr - 29 Apr
9.4/10 Exceptional! (1,712 reviews)
Reviewed on 28 Mar. 2025

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$478 per night from 13 Apr to 14 Apr
AU$478
includes taxes & fees
13 Apr - 14 Apr
8.6/10 Excellent! (3,502 reviews)
"Loved this property except for the ad ons. Build it into your starting price."
Reviewed on 30 Mar. 2025

The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$1,334 per night from 5 Apr to 6 Apr
AU$1,334
includes taxes & fees
5 Apr - 6 Apr
9/10 Wonderful! (739 reviews)
"Restaurants seemed a little pricey for what you get, but the beach was very nice and the maid service was excellent. OK."
Reviewed on 30 Mar. 2025
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.