Kaanapali Hillside Holidays from NZ$2,599
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The Latest Kaanapali Hillside Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Sands of Kahana
Save 100% on your flight
Price was NZ$4,917, price is now NZ$2,599 per person
NZ$2,599
per person
25 Dec - 31 Dec
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8.2/10 Very Good! (446 reviews)
Staffs of front desk were so friendly and helpful.
Reviewed on 12 Oct 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was NZ$14,044, price is now NZ$7,805 per person
NZ$7,805
per person
25 Dec - 31 Dec
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on 27 Aug 2025
Ho‘olei Villas at Grand Wailea
Wailea
Save 100% on your flight
Price was NZ$37,592, price is now NZ$24,003 per person
NZ$24,003
per person
25 Dec - 31 Dec
found 17 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.6/10 Exceptional! (42 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Reviewed on 15 June 2025
Kaanapali Hillside Holiday
Our pick of the best Kaanapali Hillside Hotel Deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$677 per night from 2 Nov to 3 Nov
NZ$677
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (3,785 reviews)
"Perfect location for a Family with Kids"
Reviewed on 12 Oct 2025
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is NZ$467 per night from 31 Oct to 1 Nov
NZ$467
31 Oct - 1 Nov
includes taxes & fees
8.4/10 Very Good! (1,491 reviews)
"We loved the location and how laid-back they were!"
Reviewed on 13 Oct 2025
The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive, Kapalua, HI
The price is NZ$1,885 per night from 30 Oct to 31 Oct
NZ$1,885
30 Oct - 31 Oct
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Every please the staff was great. the room was clean on a daily the staff every helpful."
Reviewed on 11 Oct 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
