Kaanapali Hillside Trips (flight + hotel)

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Top hotels in Kaanapali Hillside

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 P15,397 per night from Aug 10 to Aug 11
P15,397
P21,195 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,388 reviews)
"This is my 3rd time staying here - the last time was 21 yrs. ago. It has since been remodeled. The property looks nice, and the staff are very friendly and helpful. Love the ice cream shop. I do feel some of the rentals were too costly in light of the resort fees/taxes you have to pay. The room wasn't ..."

Reviewed on Jul 25, 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 P26,337 per night from Aug 23 to Aug 24
P26,337
P34,369 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (891 reviews)
Extraordinary, aside from beds
"We stayed in the newer tower and loved everything about our stay, except the beds. They are WAY too soft and caused both my husband and I to wake up in pain every morning. Highly recommend updating the mattresses to match the 5-star experience this resort provides."

Reviewed on Jul 25, 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 P16,946 per night from Aug 26 to Aug 27
P16,946
P23,023 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (1,233 reviews)
"Check-in was easy, staff was great, room was clean."

Reviewed on Jul 27, 2025

OUTRIGGER Kaanapali Beach Resort
See all 8,485 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 vacation 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 vacation 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 vacation 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 vacation. 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 vacation as a package?
An Expedia vacation 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 vacation package to Kaanapali Hillside?
If you're planning an impromptu Kaanapali Hillside vacation, 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 favorite 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 accommodations and airfare: After you've settled on your trip dates and duration, book the perfect Kaanapali Hillside vacation package for you.

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