Kaanapali Hillside Holidays

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Top Flight + Hotel Deals in Kaanapali Hillside

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was €1,063, price is now €646 per person
€646
per person
27 Sept - 1 Oct
found 11 hours ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very Good! (703 reviews)
We arrived with low expectations based on previous reviews, but we were pleasantly surprised! The condos were beautiful and clean, we had a very comfortable stay with no issues whatsoever. Since it wasn’t too busy during our visit, we enjoyed having most of the amenities, like the pool and hot tub, all to ourselves on many occasions. The beach was stunning, and the sunrises and sunsets were truly breathtaking. We even spotted a lot of turtles while snorkeling! Plus, Honolua Bay is only a 10-minute drive away, and in my opinion, it’s one of the best beaches for snorkeling and has tons of shade in the area. Got to see eels, rays, parrot fish, turtles, a weird looking sword fish, reef sharks, and a whole bunch of cool looking fish. I highly recommend renting a car to explore the island there's just so much to see and do! Overall, it was a fantastic place to stay. I’d rate it a solid 10/10!

Reviewed on 24 Aug 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was €1,205, price is now €760 per person
€760
per person
27 Sept - 1 Oct
found 11 hours ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very Good! (442 reviews)
Great place, very big condo, great food onsite, great pool everything about it was great

Reviewed on 18 Aug 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was €1,344, price is now €876 per person
€876
per person
27 Sept - 1 Oct
found 11 hours ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (221 reviews)
We stayed 10 nights at the Whaler, we had a studio with ocean view and a kitchen. The hotel was very nice, the bed was really comfortable. The staff was very nice and really responsive.

Reviewed on 16 Aug 2025

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was €1,220, price is now €802 per person
€802
per person
27 Sept - 1 Oct
found 11 hours ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
9/10 Wonderful! (1,286 reviews)
It is an older property, the pool is cute. The ocean access is amazing and easy walk to Whalers village. The room is nice, comfortable bed but the shower is tiny .

Reviewed on 27 Aug 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was €964, price is now €650 per person
€650
per person
27 Sept - 1 Oct
found 11 hours ago
Return flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very Good! (1,415 reviews)
Great place. Very friendly staff.

Reviewed on 27 Aug 2025

Top hotels in Kaanapali Hillside

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is €195 per night from 1 Sept to 2 Sept
€195
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (3,674 reviews)
"Great area and great place to stay"

Reviewed on 23 Aug 2025

Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is €977 per night from 5 Sept to 6 Sept
€977
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Absolutely gorgeous property, amazing main lobby, love the pools, love the beach, love the room! Team is very nice and provided us with a bottle of champagne and snack tray for our honeymoon! Less dining options than some other resorts, but ate multiple times at the terrace and had great meals each ..."

Reviewed on 22 Aug 2025

The Ritz-Carlton Maui, Kapalua
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 €528 per night from 17 Sept to 18 Sept
€528
17 Sept - 18 Sept
includes taxes & fees
The Westin Maui Resort & Spa, Ka'anapali
See all 8,524 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 from €646 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.