
Kaupakulua Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Kaupakulua Holiday
Our pick of the best Kaupakulua Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is NZ$1,518 per night from 30 Apr to 1 May
NZ$1,518
30 Apr - 1 May
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Absolutely terrible. I had to wake up every morning and line up at 6:15 am to get pool chairs. The hotel charges for beach chairs which I never encountered with other hotels. The staff is not so friendly, especially the concierge named "Sharp" (?) that she should not be in this business. The restaurants ...
Reviewed on 10 Apr 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is NZ$1,556 per night from 30 Apr to 1 May
NZ$1,556
30 Apr - 1 May
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
Last night on an extended trip to Asia, stopped over in Maui. A perfect end to our trip (despite the inclement weather). We have always stayed in the Ka'anapali area of Maui, but due to weather Wailea was better option for this trip and The Four Seasons didn't disappoint. Would definitely consider ...
Reviewed on 28 Mar 2026

Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
The price is NZ$520 per night from 30 Apr to 1 May
NZ$520
30 Apr - 1 May
includes taxes & fees
8.8/10 Excellent! (1,349 reviews)
Friendly staff, nice pool. Decent rooms. Restaurant was not good and very overpriced; worst meals of the trip. Odd that you have to request your room to be cleaned, and 24 hours in advance. The keys were terrible; deactivated constantly.
Reviewed on 10 Apr 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.
Discover the most popular places to visit in Kaupakulua
Twin Falls
Commune with nature and explore the great outdoors at Twin Falls during your travels in Haiku. While you're in the area, stroll along the beautiful beaches.
Haiku Park
Explore the great outdoors at Haiku Park, a lovely green space in Pauwela. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
What to do in Kaupakulua

Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
NZ$81
per adult
100% of travellers recommend

Maui Luau: Gilligans' Island Luau in Kihei
NZ$284
per adult
76% of travellers recommend

Maui Beach Parks Self-Guided Driving Audio Tour
NZ$23
per traveller
90% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
