Kaanapali Hillside Holidays from AU$2,121

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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 Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
per person
19 May - 23 May
found 23 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.4/10 Very Good! (645 reviews)
Being right on the beach was great. The pool, hot tub and seating area outside were excellent. The staff were very friendly and helpful. I would highly recommend it to anyone that is looking for a relaxing vacation.

Reviewed on 28 Feb. 2025

Sands of Kahana

Sands of Kahana

3 out of 5
per person
19 May - 23 May
found 23 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8.2/10 Very Good! (430 reviews)
It was nice the restaurant was close, wish they had food options on property. The pizza place across the street was good. We had a great time.

Reviewed on 23 Jan. 2025

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
per person
19 May - 23 May
found 23 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9/10 Wonderful! (1,606 reviews)
Always love to stay at the Mahana! Only complaint is the resort fees. No maid service throughout our 11 nights. Since they have reduced the services, they should lower the fee.

Reviewed on 10 Mar. 2025

Aston Maui Hill

Aston Maui Hill

3 out of 5
per person
19 May - 23 May
found 23 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
9/10 Wonderful! (779 reviews)
Property was lovely and we especially appreciated the surprise welcome gift that was waiting for us. Pool was well maintained. It felt a little small for the number of units but we never had a problem finding lounges to sit in.

Reviewed on 22 Feb. 2025

Kahana Villa

Kahana Villa

3 out of 5
per person
19 May - 23 May
found 23 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
8/10 Very Good! (315 reviews)
The condo is located in a quieter section of Maui. We sat on our lanai and watched whales! Restaurants within walking distance. The only complaint was the bed was very hard and difficult to sleep on.

Reviewed on 19 Feb. 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

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$663 per night from 10 Apr to 11 Apr
AU$663
includes taxes & fees
10 Apr - 11 Apr
9/10 Wonderful! (1,024 reviews)
"I loved how nice and approachable the staff was and how earthy the resort is. There is only one restaurant on the resort but that’s fine because a short five minute walk down the beach takes you to a ton of them."

Reviewed on 8 Mar. 2025

OUTRIGGER Kaanapali Beach Resort
Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui
4 out of 5
104 Ka'anapali Shores Place, Kaanapali, HI
The price is AU$639 per night from 6 Apr to 7 Apr
AU$639
includes taxes & fees
6 Apr - 7 Apr
8.8/10 Excellent! (1,003 reviews)
"The regular staff at the property were very helpful and friendly. It’s in a beautiful area, right by the beach. We had a wonderful stay!"

Reviewed on 6 Mar. 2025

Hilton Vacation Club Ka'anapali Beach Maui
The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is AU$1,958 per night from 14 Mar to 15 Mar
AU$1,958
includes taxes & fees
14 Mar - 15 Mar
9/10 Wonderful! (1,000 reviews)
"Amazing hotel with amazing service! I left my jackets behind and they FedEx it back to me for free! Thank you."

Reviewed on 28 Feb. 2025

The Ritz-Carlton Maui, Kapalua
See all 7,831 properties in Kaanapali Hillside
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.
All Inclusive Holidays

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Frequently asked questions

How much does a Kaanapali Hillside holiday package cost?
You’ll find cheap prices from AU$2,121 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.