Kaanapali Hillside Holidays

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Top hotels in Kaanapali Hillside

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 S$940 per night from 27 Jun to 28 Jun
S$940
27 Jun - 28 Jun
includes taxes & fees
9/10 Wonderful! (824 reviews)
"We loved the location, and the beds were amazing. Best massage of my life in the spa as well. We upgraded to the Lanai or club level and truth be told it was a little disappointing (no lunch served just breakfast and dinner, no bottled water, had to pay for drinks). The pool was also super cold but ..."

Reviewed on 8 Jun, 2025

The Westin Maui Resort & Spa, Ka'anapali
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 S$437 per night from 30 Jun to 1 Jul
S$437
30 Jun - 1 Jul
includes taxes & fees
8.2/10 Very Good! (1,333 reviews)
"This is a very beautiful, clean hotel! We lived in a bungalow with a kitchen! A magnificent beach with azure water!"

Reviewed on 10 Jun, 2025

Royal Lahaina Resort & Bungalows
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 S$585 per night from 16 Jun to 17 Jun
S$585
16 Jun - 17 Jun
includes taxes & fees
9/10 Wonderful! (1,119 reviews)
"That is was right on the beach."

Reviewed on 13 Jun, 2025

OUTRIGGER Kaanapali Beach Resort
See all 8,442 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.

Frequently asked questions

How much does a Kaanapali Hillside holiday package cost?
You’ll find cheap prices 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.