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.
Maui Beach Vacation Club
North Kihei
Price was CA $2,259, price is now CA $1,562 per person
CA $1,562
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very Good! (861 reviews)
We had an excellent stay at Maui Beach Resort. The property was very clean, and the staff were consistently helpful and friendly throughout my visit. A special mention to Mark, the security guard, who truly went above and beyond to assist with a late check-in—his kindness made a great first impression.
The location is perfect, right across the street from the beach, which made it easy to enjoy the ocean anytime. The unit itself was lovely, with a refreshing ocean breeze that made the stay even more relaxing. The resort also features a large pool and a spa, which were both fantastic for unwinding.
Overall, a wonderful experience—I would definitely stay here again and highly recommend it to others.
Reviewed on Apr 20, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $7,576, price is now CA $4,821 per person
CA $4,821
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Everything was Amazing!! Will be coming back
Reviewed on Apr 18, 2026
Palms at Wailea Maui
Wailea
Price was CA $4,149, price is now CA $2,714 per person
CA $2,714
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (533 reviews)
Excellent renovated space. Could be better stocked like the other rental companies, but overall a great stay and unit well located in the complex.
Reviewed on Apr 14, 2026
Mana Kai Maui- Official Onsite Rental
South Kihei
Price was CA $4,320, price is now CA $2,954 per person
CA $2,954
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
Restaurant was closed and under construction which was VERY ANNOYING. Water shut off for several hours due to construction. Porta potty was available however was poorly attended. Would not have been a problem if we knew ahead of time. Was just ok
Reviewed on Apr 25, 2026
Maui Banyan Vacation Club
South Kihei
Price was CA $2,313, price is now CA $1,641 per person
CA $1,641
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very Good! (366 reviews)
The property is clean, well maintained, and very close to the 3 parks, a restaurant, and abc stores. Will recommend this place, it’s decent for your budget. Will stay
Here again.
Reviewed on Apr 16, 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 $884 per night from Apr 28 to Apr 29
CA $884
CA $1,129 total
Apr 28 - Apr 29
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
Clean room
Reviewed on Apr 26, 2026
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $363 per night from May 1 to May 2
CA $363
CA $503 total
May 1 - May 2
includes taxes & fees
8.6/10 Excellent! (1,734 reviews)
Beautiful property. Perfect location. Lots to do.
Reviewed on Apr 27, 2026
Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $668 per night from May 11 to May 12
CA $668
CA $873 total
May 11 - May 12
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
The spa was amazing, the pools were in good condition, breakfast was delicious and rooms were stunning
Reviewed on Apr 27, 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.
