Kaupakulua Holidays
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Top hotels in Kaupakulua
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is S$1,082 per night from 10 May to 11 May
S$1,082
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Beach chairs cost $150 per and you have to get up at 5:45am if you want a pool chair. The pool was dirty
Reviewed on 9 Apr, 2026
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is S$1,156 per night from 30 Apr to 1 May
S$1,156
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 S$383 per night from 21 Apr to 22 Apr
S$383
21 Apr - 22 Apr
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.
What to do in Kaupakulua
7-Line Maui Zipline on the North Shore
S$199
per adult
98% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
S$332
per adult
92% of travellers recommend
Waterfall & Rainforest Hiking Adventure
S$216
per traveller
98% of travellers recommend
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
