Kaanapali Hillside Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Kaanapali Hillside Vacation Packages

Kaanapali Hillside Hotel Deals

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 NT$15,294 per night from Jul 19 to Jul 20
NT$15,294
NT$20,001 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,099 reviews)
"Pools, restaurant and bars were great. The property with all the waterfalls and and birds is magical."

Reviewed on 2026/7/3

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 NT$7,184 per night from Jul 7 to Jul 8
NT$7,184
NT$10,223 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (1,766 reviews)
"My wife and I stayed for a week, and everything was exactly what a toes in the sand vacation should be. There is great snorkeling close by at Black Rock, we saw sea turtles everyday we were there. The pool bar is lively, and the valet staff were very informative."

Reviewed on 2026/7/3

Royal Lahaina Resort & Bungalows
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is NT$16,833 per night from Jul 19 to Jul 20
NT$16,833
NT$21,840 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (1,020 reviews)
"The property itself is well maintained and with good amenities. It's very close to the beach."

Reviewed on 2026/7/3

Hyatt Regency Maui Resort & Spa
See all 9,097 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.

Explore a world of travel with Expedia

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