Kaupakulua Vacation Packages
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Your Kaupakulua Vacation
Say farewell to the stress of planning and hello to a Kaupakulua vacation package. With the finer details organized before you leave, you can focus on discovering every inch of this city, starting with Haiku, which is great for views, walking and nature. Fill your schedule with tours of Hookipa Beach Park, Kuau Bay Beach and Maui Spa Retreat, some of the top attractions you really should see during a trip to Kaupakulua. Your dream Kaupakulua vacation is clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored just for you.
Top Kaupakulua Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $7,056, price is now CA $4,641 per person
CA $4,641
per person
Jun 12 - Jun 19
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Everything was Amazing!! Will be coming back
Reviewed on Apr 18, 2026
Fairmont Kea Lani Maui
Wailea
Price was CA $8,421, price is now CA $5,770 per person
CA $5,770
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
BEAUTIFUL PROPERTY!! Worth every cent. The staff was first class and took care of our every need.
Reviewed on May 6, 2026
Palms at Wailea Maui
Wailea
Price was CA $4,556, price is now CA $3,177 per person
CA $3,177
per person
Jun 14 - Jun 21
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (537 reviews)
Twin room had dirty sheets and place was swarmed with mosquitos.
Reviewed on May 2, 2026
Maui Beach Vacation Club
North Kihei
Price was CA $2,669, price is now CA $1,953 per person
CA $1,953
per person
Jun 14 - Jun 21
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (865 reviews)
Beautiful view and close to the beach. Would stay there again.
Reviewed on May 3, 2026
Kaupakulua Hotel Deals
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is CA $1,152 per night from May 25 to May 26
CA $1,152
CA $1,368 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
Clean room Quite room Kindful staff
Reviewed on Apr 25, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is CA $1,285 per night from May 28 to May 29
CA $1,285
CA $1,614 total
May 28 - May 29
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Pool was Great
Reviewed on May 5, 2026
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $330 per night from May 25 to May 26
CA $330
CA $455 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (2,585 reviews)
The room was very run down and old.
Reviewed on May 6, 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 Beach Parks Self-Guided Driving Audio Tour
CA $19
per traveller
90% of travellers recommend
Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
CA $65
per adult
100% 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.
