
Kaanapali Hillside Holidays from AU$2,550
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Kaanapali Hillside Holiday
Lock in a Kaanapali Hillside holiday package and get ready to experience all this city has to offer. Think about staying in the neighbourhood of Napili, which is good for walking, coastal beaches and hiking. A trip to Kaanapali Hillside is a terrific opportunity to sightsee. Be sure to stop by renowned attractions like Kaanapali Beach, Kapalua Golf Club Plantation Course and D.T. Fleming Beach Park. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Kaanapali Hillside holiday is a cinch with Expedia.
The Latest Kaanapali Hillside Holiday Deals
Price found within the past 48 hours. Click for updated prices.

OUTRIGGER Kaanapali Beach Resort
Price was AU$3,621, price is now AU$2,550 per person
AU$2,550
per person
4 May - 9 May
found 24 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9/10 Wonderful! (1,465 reviews)
Room was fine. Shower controls were a little wacky. We’ve stayed here 3 times and this last time seemed less personable , like u guys didn’t keep the family atmosphere since u went to outrigger owning it. Probably will stay somewhere else on our next trip
Reviewed on 23 Feb 2026

Mana Kai Maui- Official Onsite Rental
South Kihei
Save 100% on your flight
Price was AU$6,361, price is now AU$3,696 per person
AU$3,696
per person
10 Apr - 16 Apr
found 1 day ago
Return direct flight included
Brisbane (BNE) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
This was by far the best hotel stay I’ve ever experienced! Doug and Kasper, the general managers went above and beyond to make sure we had a great experience. They personally showed us to our room and were attentive to any questions we had. The location of the hotel is great as most things in Maui are easy to get to. The rooms were clean and the beach access from the hotel was so convenient. We would come back here all the time if we could! Thanks for such a wonderful stay!
Reviewed on 19 Feb 2026

OUTRIGGER Honua Kai Resort & Spa
Price was AU$6,728, price is now AU$4,672 per person
AU$4,672
per person
10 Apr - 16 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
8.8/10 Excellent! (2,864 reviews)
2 weeks before we arrived I got an email from Expedia to call the resort. It did. They said the room we reserved was not available and that they needed to move us. I reserved a 3 bedroom unit w/ an ocean view. Mia kept trying to tell us what an upgrade it was. Our room ended up being at the back of the property w/ no ocean view, no housekeeping services and the pool near us had no pool service. Definitely not an upgrade! Upon check in, the woman who checked us in said they’ve known since November about the maintenance on our room. We were contacted the end of January. Had we known sooner, we could have tried to find somewhere else to stay. By waiting until 2 weeks before, they took that opportunity away. We had someone w/ us who had never been to Hawaii before. Having an ocean view was important to us. Sad we didn’t get one!
Reviewed on 18 Feb 2026

The Whaler Resort Kaanapali Beach
Price was AU$5,244, price is now AU$3,892 per person
AU$3,892
per person
10 Apr - 16 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
9.6/10 Exceptional! (292 reviews)
The staff was great. The location was perfect. Everything was in walking distance. The only issue was it said ocean view when it should have said partial ocean view. I was a little disappointed.
Reviewed on 19 Feb 2026
Kaanapali Hillside Holiday
Kaanapali Hillside Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 24ºC |
Max Temp Summer | 27ºC |
Top Sights | Kaanapali Beach, Black Rock and Napili Bay Beach |
Our pick of the best Kaanapali Hillside Hotel Deals

The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$866 per night from 1 Mar to 2 Mar
AU$866
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
Staff was amazing! Caroline gave us great recommendations, megumi in the lanai was amazing. I could not recommend a better place to stay in West Maui!
Reviewed on 23 Feb 2026

Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$543 per night from 23 Mar to 24 Mar
AU$543
23 Mar - 24 Mar
includes taxes & fees
8.6/10 Excellent! (1,697 reviews)
Yoshi housekeeper did excellent job.Food was good at Lahaina noon restaurant as well.
Reviewed on 23 Feb 2026

Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
The price is AU$425 per night from 12 Mar to 13 Mar
AU$425
12 Mar - 13 Mar
includes taxes & fees
8.8/10 Excellent! (1,284 reviews)
Friendly staff, nice pool and grounds.
Reviewed on 22 Feb 2026
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 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.













