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
Palms at Wailea Maui
Maui Banyan Vacation Club
Hotel Wailea, Relais & Chateaux - Adults Only
Sugar Beach Resort - Maui Condo & Home

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Kaanapali Hillside Hotel Deals

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
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

The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
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

Royal Lahaina Resort & Bungalows
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 $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

Hyatt Regency Maui Resort & Spa
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.