Kaanapali Hillside Vacations from ￥72,010

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The Latest Kaanapali Hillside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Castle Kama'ole Sands

Castle Kama'ole Sands

3 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (2,238 reviews)
Amazing place! So relaxing, and so much to do around it! Thanks for taking such good care of our family!

Reviewed on Jul 2, 2025

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (1,005 reviews)
Mana Kai was great- it’s an older hotel but it has everything you need. The best part is being able to walk right to the beach!

Reviewed on Jun 27, 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
per person
Sep 15 - Sep 20
found 8 hours ago
Roundtrip flight included
Misawa (MSJ) to Kahului (OGG)
8.4/10 Very Good! (476 reviews)
The location was great! Loved the restaurants & beaches near by. Calm & friendly neighborhood. The room was comfy, clean & had everything we needed. Staff was amazing & super helpful with things to do & restaurant recommendations.

Reviewed on Jul 8, 2025

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 17
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,007 reviews)
Fantastic stay. Loved everything about it. It’s beautiful and peaceful. Evening food choices could have been better and more vegan options.

Reviewed on Jul 1, 2025

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (341 reviews)
Property is close to the beach and many dining options. It would be great to have onsite laundry

Reviewed on Mar 6, 2025

Find the Best Kaanapali Hillside Vacation Packages

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 ￥39,051 per night from Jul 10 to Jul 11
￥39,051
￥53,847 total
Jul 10 - Jul 11
includes taxes & fees
8.2/10 Very Good! (1,355 reviews)
"Amazing stay right on the beach front… very laid back and relaxing."

Reviewed on Jul 8, 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 ￥85,200 per night from Jul 26 to Jul 27
￥85,200
￥108,935 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (857 reviews)
"Great property. Loved the room (688 in Hokupua Tower). Wonderful staff, great beach location. Would highly recommend as part of a visit to Maui!"

Reviewed on Jul 8, 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 ￥51,158 per night from Jul 19 to Jul 20
￥51,158
￥68,129 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,176 reviews)
"Thank you guys for always providing great service, my parents had the best time and I made sure they stayed with you. Very friendly staff"

Reviewed on Jul 7, 2025

OUTRIGGER Kaanapali Beach Resort
See all 8,493 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 from ￥72,010 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.