Kaanapali Hillside Holidays from AU$605

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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.
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
per person
24 Sept - 27 Sept
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (338 reviews)
Great location. Stay away from condos close to the road because it gets noisy. WiFi and washing machine was fixed fairly quickly. Nice pool and tennis/pickel court.

Reviewed on 16 Jul. 2025

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
per person
24 Sept - 27 Sept
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (190 reviews)
This place doesn’t have beach access but close to beaches that do

Reviewed on 7 Jul. 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
per person
24 Sept - 27 Sept
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.2/10 Very Good! (436 reviews)
I liked the size of our dwelling and the ocean view is phenomenal!!

Reviewed on 14 Jul. 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
per person
24 Sept - 27 Sept
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (479 reviews)
The Gardens at West Maui are a nice home away from home. While you won't find all the bells and whistles like all the neighboring resorts what you will find is a comfy bed, a washer and dryer, a kitchen to cook with all the tools, a shower with good pressure and decent hot water I say that because it wasn't always screaming hot like I like, Personal preference. While you have to clean up and do your own housekeeping if that doesn't bother you this is the place for you! What you get in return...ample free parking, right across the street from Napili Bay, right next to golf course and trail. The one bedroom has two bathrooms so if you're not into sharing with a significant other you'll have your own. I found this condo to be quiet and affordable, While I didn't have a sweeping ocean view, I had great internet and cable and my own ice maker. I found myself enjoying comfort over view as I just had to walk across the street. I enjoyed the roosters they have personality so if you don't think you like hearing that pack a mini fan to drown them out. The pool was warm and the hot tub was hot not sure why some people where saying it isn't. The bbq doesn't get very hot but maybe that was user error. The grounds where nice the front office lady was extremely inviting and helpful. This place is affordable and comfy and for the most part quiet, I didn't have any noisy neighbors. This is an honest review and I will stay here again when I return to Maui.

Reviewed on 22 Jul. 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
24 Sept - 27 Sept
found 7 hours ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (196 reviews)
Room was amazing. Two queen beds in the guest room for our kids to have their own bed and a king in the master. 2 bathrooms and a outside patio that wrapped around providing a view of the mountains and ocean. Resort was clean and staff was very kind and helpful. Would go back as soon as we can

Reviewed on 27 Jul. 2025

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

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$584 per night from 10 Aug to 11 Aug
AU$584
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,398 reviews)
"We liked the beach and its easy access, the pools, the gardens, and the live music in the garden every evening."

Reviewed on 28 Jul. 2025

Royal Lahaina Resort & Bungalows
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$1,025 per night from 23 Aug to 24 Aug
AU$1,025
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (895 reviews)
"The ocean view room was stunning, interior staff amazing. The only complaint we had was the pool waiters rarely came around and so we had to frequent the actual bar all week when we wanted food or a drink."

Reviewed on 26 Jul. 2025

The Westin Maui Resort & Spa, Ka'anapali
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$650 per night from 28 Aug to 29 Aug
AU$650
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (1,236 reviews)
"Loved our stay! We had a room on the ground floor with garden access. Would sit out there and watch the palm trees sway. Then walk across the yard to a beautiful beach with crystal clear turquoise waters. We snorkeled by the black rock on the beach and saw turtles and colorful fish. Highly ..."

Reviewed on 30 Jul. 2025

OUTRIGGER Kaanapali Beach Resort
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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 a Kaanapali Hillside holiday package cost?
You'll find cheap prices from AU$605 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.

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