Kaanapali Hillside Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 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 S$598 per night from 25 Nov to 26 Nov
S$598
includes taxes & fees
25 Nov - 26 Nov
8.4/10 Very Good! (3,344 reviews)
"Our stay was amazing. Highly recommend this property. Great rooms, amazing views and direct access to a swim-able beach. would absolutely stay here again!"

Reviewed on 18 Nov,2024

Aston Kaanapali Shores
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$490 per night from 20 Dec to 21 Dec
S$490
includes taxes & fees
20 Dec - 21 Dec
8.8/10 Excellent! (1,000 reviews)
"Easy check in. Housekeeping staff were superb. Liked the good bye ceremony. Felt there were added fees that I hadn't expected - parking included about 4 charges per day, and the resort fee that I thought was already paid. Easy to get to."

Reviewed on 19 Nov,2024

OUTRIGGER Kaanapali Beach Resort
The Westin Maui Resort & Spa, Ka'anapali
The Westin Maui Resort & Spa, Ka'anapali
4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is S$849 per night from 14 Dec to 15 Dec
S$849
includes taxes & fees
14 Dec - 15 Dec
8.8/10 Excellent! (612 reviews)
"More restaurants in the area are needed."

Reviewed on 18 Nov,2024

The Westin Maui Resort & Spa, Ka'anapali
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?
From as low as , you can create your own Kaanapali Hillside holiday package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Kaanapali Hillside?
Bundle, bundle, bundle. Hotels, flights and rental cars — combine whatever you need into a Kaanapali Hillside holiday package to save loads of cash. Score even more deals when you include extras such as activities or tours to your booking. But that’s not the only good part. You have the freedom to customize your holiday your own way. We offer over 550 partner airlines and 1,000,000 hotel options throughout the world, so that everyone has a chance to travel and live out those holiday dreams.
Where should I stay in Kaanapali Hillside?
With fascinating attractions like Kaanapali Beach and Whalers Village in this neighbourhood, look for a hotel located near either one. Black Rock is another sight in Kaanapali Hillside that pulls the crowds.
How far in advance should I book my Kaanapali Hillside holiday?
Reward yourself with the biggest variety at the lowest prices by booking your holiday to Kaanapali Hillside early. Air carriers typically release flight tickets anywhere up to 12 months before departure, so start your planning as soon as possible. That said, Expedia is committed to providing you with the best deals around, so it’s always a good time to book your dream holiday!
What does an Expedia Kaanapali Hillside travel package include?
That depends entirely on you. You can pick from a variety of Kaanapali Hillside bundles, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you’ve made your booking, you can add the fun stuff like activities and tours. Whatever your Kaanapali Hillside escape looks like, get set to save!
What should I know before booking a Kaanapali Hillside travel package?
So many places to venture to, so many things to see. With a package, you’ll be able to check more of them off your list. Bundle your hotels, flights and rental cars and get ready to save.
Can I choose my airline with a Kaanapali Hillside Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Kaanapali Hillside holiday package?
If your travel plans in Kaanapali Hillside have changed, it’s good to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose fees. For more details, check our Customer Service Portal.

* 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.