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.
OUTRIGGER Honua Kai Resort & Spa
Price was CA $3,995, price is now CA $2,410 per person
CA $2,410
per person
May 28 - Jun 3
found 1 hour ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (2,929 reviews)
Overall, a nice place to stay. Room was nice. Pools were nice. Right on a good section of beach. Free valet services, but the valets were hard to find at the desk and a little slow. It also does seems a little odd that they’re still not cleaning rooms as if we are still worried about Covid. Not even an offer to clean the room or replace towels, soap, toilet paper, etc in the week we were there. Also, a little odd that you keep the “spa” in your name when it is shut down and not opening again.
Reviewed on Mar 16, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $5,766, price is now CA $3,326 per person
CA $3,326
per person
May 28 - Jun 3
found 1 hour ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Literally the best hotel experience I’ve had.
Reviewed on Mar 21, 2026
The Whaler Resort Kaanapali Beach
Price was CA $3,836, price is now CA $2,439 per person
CA $2,439
per person
May 28 - Jun 3
found 1 hour ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.6/10 Exceptional! (367 reviews)
The resort was in the perfect location! We had a wonderful time walking up and down the beach and Whaler Village is literally right next to it less than five min walk. They had tons of shops and great food options!
Reviewed on Mar 27, 2026
Mana Kai Maui- Official Onsite Rental
South Kihei
Price was CA $3,993, price is now CA $2,596 per person
CA $2,596
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (1,006 reviews)
Didn't know the restaurant was closed
Reviewed on Mar 19, 2026
Kaanapali Hillside Hotel Deals
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $388 per night from Apr 24 to Apr 25
CA $388
CA $534 total
Apr 24 - Apr 25
includes taxes & fees
8.6/10 Excellent! (1,709 reviews)
Rooms were clean, property was well kept. Very friendly staff, I would only suggest some updating on the Bungalow’s. They seem to need a bit of refreshing.
Reviewed on Mar 28, 2026
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $760 per night from Apr 18 to Apr 19
CA $760
CA $982 total
Apr 18 - Apr 19
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Perfect room view ocean view
Reviewed on Mar 26, 2026
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
The price is CA $310 per night from Apr 5 to Apr 6
CA $310
CA $410 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (1,321 reviews)
Parking was bad.
Reviewed on Mar 28, 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.
