Kaanapali Hillside Holidays from AU$4,086

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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.
Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
Price was AU$5,037, price is now AU$4,086 per person
AU$4,086
per person
14 Sept - 21 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.6/10 Excellent! (222 reviews)
We loved the three resident cats on the property and the whispering pine trees with hammocks. A very serene and peaceful place with nice breakfast buffet and real chill vibes. Cool wildlife too - geckos, anoles, toads, snails, and birds. Overall a lovely place. Best of all ... The staff was nice, helpful, and just all around great folks.

Reviewed on 11 July 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was AU$7,787, price is now AU$6,005 per person
AU$6,005
per person
14 Sept - 21 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.8/10 Excellent! (1,004 reviews)
If you wanted to sit by the pool, you need to get in line by 7 AM to place your towel and if they see your chair unattended for at least one hour they move your belongings. The cabanas, food etc way overpriced. If you want to sit at the beach, you have to pay $150 to rent two chairs and an umbrella. The chairs are crammed in next to each other. No space between them no privacy can’t have a conversation without hearing everyone else else’s next to you. A main waterline broke not the hotel’s fault but we went 12 hours without water. You had to buy water if you were thirsty. Couldn’t shower and the pools were dirty.

Reviewed on 13 July 2026

Aston Maui Hill

Aston Maui Hill

3 out of 5
South Kihei
Price was AU$5,606, price is now AU$4,324 per person
AU$4,324
per person
14 Sept - 21 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
9/10 Wonderful! (931 reviews)
If you are looking for a family room, this one is perfect! We did not use the pool because it’s too far from us. We are up the hill.

Reviewed on 14 July 2026

Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
Price was AU$4,987, price is now AU$4,128 per person
AU$4,128
per person
14 Sept - 21 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.8/10 Excellent! (1,477 reviews)
Staff was very friendly and helpful. I booked our room through Expedia which gave me a coupon to use at the onsite Tante’s restaurant! Their food is delicious & so convenient! We also received a free upgrade which we chose a poolside! Room was a little outdated but the bed was wonderful!!! The poolside room was awesome and we also went to the beach abs swam! Will definitely be coming back!

Reviewed on 13 July 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was AU$5,256, price is now AU$4,454 per person
AU$4,454
per person
14 Sept - 21 Sept
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8/10 Very good! (374 reviews)
Great location right on Kīhei. Great walk to the beach, plenty of restaurants coffeeshops etc within walking distance

Reviewed on 29 June 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

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 AU$417 per night from 15 July to 16 July
AU$417
15 July - 16 July
includes taxes & fees
8.8/10 Excellent! (4,182 reviews)
"Room we stayed in was dated. Old furniture and doors. Immediately outside our patio were cabana chairs guests could rent. Staff at on-site bar were nice. Lots of kids in the garden pool. Small hot tubs. This property is further north. A benefit less crowded than properties near the outdoor ..."

Reviewed on 14 July 2026

Aston Kaanapali Shores
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
The price is AU$1,318 per night from 26 July to 27 July
AU$1,318
26 July - 27 July
includes taxes & fees
9.2/10 Wonderful! (1,129 reviews)
"An hour extra time for late check-out would have cost $250. It soured our departure. Last time that I was in Hawaii, at another resort, we were greeted with tropical drinks and lei. It was a nice touch. The Westin resort did not do that. It's the little things folks, step up your game please."

Reviewed on 14 July 2026

The Westin Maui Resort & Spa, Ka'anapali
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
The price is AU$1,473 per night from 26 July to 27 July
AU$1,473
26 July - 27 July
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Excellent"

Reviewed on 7 July 2026

The Ritz-Carlton Maui, Kapalua
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Frequently asked questions

How much does a Kaanapali Hillside holiday package cost?
You'll find cheap prices from AU$4,086 on Expedia for your Kaanapali Hillside break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Kaanapali Hillside costs.
What are the cheapest months to go to Kaanapali Hillside?
The off-season is the best time to visit Kaanapali Hillside if you're hoping to keep costs down. Another tip for getting cheap Kaanapali Hillside holiday packages? Try to avoid public holidays and any major events.
How many days is enough for Kaanapali Hillside?
Typically, a handful of days is enough to explore the top sights during your Kaanapali Hillside holiday. But if you prefer to have more time to unwind or go on day trips, think about extending your itinerary.
How to find the best Kaanapali Hillside package deals?
Start your search for a Kaanapali Hillside package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kaanapali Hillside package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Kaanapali Hillside escape underway.
Is it cheaper to book a Kaanapali Hillside holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays separately. Better still, you can tailor your Kaanapali Hillside getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Kaanapali Hillside?
If you're planning an impromptu Kaanapali Hillside holiday, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Kaanapali Hillside?

  1. Pick your travel dates: The things you plan to do in Kaanapali Hillside and your favourite season can help you decide when to get away.
  2. Set your budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Kaanapali Hillside. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Set the duration of your trip: Start by making a list of all the attractions you'd like to get to in Kaanapali Hillside. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodation and airfare: After you've settled on your trip dates and duration, book the perfect Kaanapali Hillside holiday package for you.

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