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.
Palms at Wailea Maui
Wailea
Price was CA $4,014, price is now CA $3,028 per person
CA $3,028
per person
Jul 28 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very Good! (541 reviews)
Liked the grounds as they were nicely manicured. Disliked the dated furniture, carpet and leaking restroom.
Reviewed on Jun 17, 2026
Maui Banyan Vacation Club
South Kihei
Price was CA $2,938, price is now CA $2,293 per person
CA $2,293
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8/10 Very Good! (372 reviews)
Staff was nice, I did find cockroaches in my room. When I told the staff they asked me what I wanted them to do about it.... other than that there is a nice full kitchen and an easy walk to the BEACH.
Reviewed on Jun 14, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $6,348, price is now CA $4,962 per person
CA $4,962
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Everything about this property was above my expectations.
Reviewed on Jun 16, 2026
Sugar Beach Resort - Maui Condo & Home
North Kihei
Price was CA $3,305, price is now CA $2,630 per person
CA $2,630
per person
Sep 2 - Sep 9
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (522 reviews)
The room was clean, but you can tell the property is dated. Location is convenient.
Reviewed on Jun 7, 2026
Kaanapali Hillside Hotel Deals
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $678 per night from Jul 19 to Jul 20
CA $678
CA $887 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,080 reviews)
"The beach view was spectacular. Staff was very friendly and helpful. I had been there before and the service is consistently excellent."
Reviewed on Jun 22, 2026
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $391 per night from Jun 28 to Jun 29
CA $391
CA $539 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (1,761 reviews)
"It was our first time there it was recommended by friends of ours my room was super clean breakfast was delicious,Staff were very courteous beach views were unbelievable! Will definitely be back!"
Reviewed on Jun 22, 2026
Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $746 per night from Jul 5 to Jul 6
CA $746
CA $968 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,016 reviews)
"Beautiful grounds, delicious breakfast, and amenities were great."
Reviewed on Jun 18, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
