
Kaupakulua Holidays from AU$743
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Your Kaupakulua Holiday
When you choose a Kaupakulua holiday package, it's all about enjoying your getaway to the fullest. Discover the best things about this fun-filled city knowing that everything has been organised before you go. Fill your days with visits to Hookipa Beach Park, Kuau Bay Beach and Maui Spa Retreat, some of the things you simply have to see during a trip to Kaupakulua. Expedia is here to help you escape your routine. Tailor your holiday to Kaupakulua to suit your style of travel, whatever that may be!
The Latest Kaupakulua Holiday Deals
Price found within the past 48 hours. Click for updated prices.


Grand Champions
Wailea
Save 100% on your flight
Price was AU$4,488, price is now AU$2,931 per person
AU$2,931
per person
15 July - 20 July
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (5 reviews)
Grand Champions exceeded every expectation. The property is beautifully maintained with lush tropical landscaping that instantly sets the tone for a relaxing Maui getaway. The unit was spotless, well-appointed, and had everything we needed — the kitchen was fully equipped, the beds were comfortable, and the lanai was the perfect spot for morning coffee.
The location in Wailea is unbeatable: quiet and private, yet minutes from world-class beaches, restaurants, and Shops at Wailea. The pools were pristine and never crowded, and the grounds feel more like a resort than a condo complex.
Check-in was seamless and communication with the host was prompt and professional throughout. We’d absolutely stay here again and recommend it to anyone looking for a comfortable, upscale base to explore South Maui. Mahalo!
Reviewed on 20 Apr 2026

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was AU$1,920, price is now AU$1,255 per person
AU$1,255
per person
15 July - 19 July
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (865 reviews)
Beautiful view and close to the beach. Would stay there again.
Reviewed on 3 May 2026


Signature Residences at Maui Banyan
South Kihei
Save 100% on your flight
Price was AU$1,594, price is now AU$1,144 per person
AU$1,144
per person
15 July - 20 July
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (23 reviews)
The unit was spotlessly clean — we're talking white-glove clean. Beds were freshly made, the place was immaculate, and every corner of the space felt genuinely cared for. It's clear the team takes real pride in the property.
Speaking of the team — wow. Any question we had was answered quickly and warmly. They felt less like a property management company and more like locals who actually wanted us to have the best trip possible.
Reviewed on 26 Apr 2026
Kaupakulua Holiday
Kaupakulua Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 24ºC |
Max Temp Summer | 27ºC |
Top Sights | Twin Falls and Haiku Park |
Our pick of the best Kaupakulua Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is AU$1,847 per night from 27 May to 28 May
AU$1,847
27 May - 28 May
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Pool was Great
Reviewed on 5 May 2026

Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is AU$460 per night from 25 May to 26 May
AU$460
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (2,588 reviews)
Very nice place to stay Easy walk to many places great views And each floor had a washer and dryer
Reviewed on 9 May 2026

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
The price is AU$1,899 per night from 31 May to 1 June
AU$1,899
31 May - 1 June
includes taxes & fees
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 6 May 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
AU$19
per traveller
90% of travellers recommend

Maui: Road to Hana Adventure with Farm to Table Lunch
AU$361
per adult
94% 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.












