Kaanapali Hillside Vacation Packages

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Your Kaanapali Hillside Vacation

Lock in a Kaanapali Hillside vacation package and get ready to experience all this lively city has to offer. Consider staying in the neighborhood of Napili, which is great for walking, coastal beaches and hiking. A trip to Kaanapali Hillside is a terrific opportunity to do some sightseeing. Check out popular attractions like Kaanapali Beach, Kapalua Golf Club Plantation Course and D.T. Fleming Beach Park. Whoever you're taking a break with and whether your budget is big or small, your dream Kaanapali Hillside vacation is only clicks away with Expedia.

Top Kaanapali Hillside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aston at the Maui Banyan

Aston at the Maui Banyan

3 out of 5
Save 100% on your flight
per person
Sep. 9 - Sep. 16
just found
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
7.6/10 Good! (1,002 reviews)
The stay was good, it would be nice if there was at least 2 beach chairs and an umbrella for the beach. The staff was nice enough to reach out first nice and ask if there was anything we needed and delivered to the door. Parking wasn’t terrible. The place and nice and kept clean. The beach was literally down the street. It is listed as partial beach view but your don’t really get a beach view from the patio. The unit had a lot of utensils and made it pretty convenient, it would probably also be nice to have Tupperware, to take fruit and snacks to the beach for the kids. Over all good place to stay I would recommend!

Reviewed on Jun. 21, 2024

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Aug. 24 - Aug. 31
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.2/10 Wonderful! (1,406 reviews)
All around great experience. Highly recommend!!

Reviewed on Jun. 16, 2024

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3 out of 5
Save 100% on your flight
per person
Aug. 4 - Aug. 9
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.8/10 Excellent! (1,000 reviews)
Location is excellent

Reviewed on Jun. 21, 2024

Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Sep. 9 - Sep. 16
just found
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.2/10 Very Good! (1,331 reviews)
The unit we stayed in was ocean front, which was great but overall this property feels run down. Our unit had some bug issues and also the lights outside are very bright when they are right outside your bedroom window. If you’re a sensitive sleeper I would bring a sleep mask! I don’t think we would stay here again.

Reviewed on May 27, 2024

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Aug. 4 - Aug. 9
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.6/10 Excellent! (2,169 reviews)
This was my second stay. I enjoyed my stay again. I highly recommend this resort. People are really nice.

Reviewed on Jun. 15, 2024

Kaanapali Hillside Hotel Deals

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 CA $284 per night from Jun. 24 to Jun. 25
CA $284
CA $376 total
includes taxes & fees
Jun 24 - Jun 25
8.4/10 Very Good! (3,054 reviews)
"La ubicación perfecta"

Reviewed on Jun. 19, 2024

Aston Kaanapali Shores
Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui
4 out of 5
104 Kaanapali Shores Pl, Lahaina, HI
The price is CA $594 per night from Jun. 27 to Jun. 28
CA $594
CA $749 total
includes taxes & fees
Jun 27 - Jun 28
8.6/10 Excellent! (1,001 reviews)
"Convenient location by super market, breakfast and dinner restaurants. Longer drive to Hana and Haleakala. Good pool and hot tube. Service was sort of sparse in May, was told they were more seasonal after COVID and the fire chased potential visitors away. The Lahaina fire does not really affect anything ..."

Reviewed on Jun. 18, 2024

Hilton Vacation Club Ka'anapali Beach Maui
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 CA $755 per night from Jun. 24 to Jun. 25
CA $755
CA $963 total
includes taxes & fees
Jun 24 - Jun 25
9/10 Wonderful! (1,005 reviews)
"Loved this hotel and think of it often! Was a very large compound so felt very resort-ish. The pool options were great and the gym was awesome! I'd recommend making dinner resos as soon as you can, we didn't and never got to try the sushi restaurant on site (and it was so cute - really wanted to!) ..."

Reviewed on Jun. 20, 2024

Hyatt Regency Maui Resort & Spa
See all 7,984 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Kaanapali Hillside vacation package cost?
From as low as CA $1,285, you can create your own Kaanapali Hillside vacation 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 vacation 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 vacation 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 vacation dreams.
Where should I stay in Kaanapali Hillside?
With fascinating attractions like Kaanapali Beach and Whalers Village in this neighborhood, 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 vacation?
Reward yourself with the biggest variety at the lowest prices by booking your vacation 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 vacation!
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 vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation 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 vacation 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.