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 12 May to 13 May
S$1,082
12 May - 13 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 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$359 per night from 28 Apr to 29 Apr
S$359
28 Apr - 29 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
Maui: Road to Hana Adventure with Farm to Table Lunch
S$332
per adult
92% of travellers recommend
West Maui Mountain Waterfall and Ocean Tour via Horseback
S$240
per adult
90% of travellers recommend
Maui Beach Parks Self-Guided Driving Audio Tour
S$17
per traveller
90% of travellers recommend
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