
Kaupakulua Vacations from ¥103,868
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The Latest Kaupakulua Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Mahina Surf
Price was ¥117,542, price is now ¥103,868 per person
¥103,868
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (15 reviews)
This was our first visit to any of the islands and we didn’t want to leave. This place is perfect! Everything you want and close to everything in west Maui. You can walk out your door and watch the sea turtles come on shore and lay in the sun or watch them swimming. The outdoor of the property is perfectly manicured with flowers. It also has a nice pool and it’s so quiet with beautiful sunsets. A lot of people snorkelled from there since the coral reef is right there.
Reviewed on Apr 26, 2026


Palms at Wailea Maui
Wailea
Price was ¥743,458, price is now ¥633,343 per person
¥633,343
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.4/10 Very Good! (534 reviews)
Staying at this property was overall a dream. . My only thoughts are suggestions, the pool has no shaded areas either with umbrellas or palm trees, and it was hot. They take exceptional care of cleaning the pool and the deck.
My only single complaint was no AC in the living area or 2nd bedroom. While, they supply us with fans the intense afternoon sun was brutal.
Reviewed on Apr 28, 2026

Fairmont Kea Lani Maui
Wailea
Price was ¥1,061,410, price is now ¥953,238 per person
¥953,238
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,005 reviews)
The room price is only the beginning. There are significant additional charges for nearly every single activity. Very expensive
Reviewed on Apr 26, 2026

The Residences at Kamaole Sands Resort
South Kihei
Price was ¥750,843, price is now ¥681,390 per person
¥681,390
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
10/10 Exceptional! (2 reviews)
The place was very clean. The staff was very communicative and accommodating. I stayed Wednesday-Sunday and I extended my stay 1 night which was very fast and easy. They left us chairs and towels which was very nice for the beach. The place was very spacious for 2 people. If you want to cook this has plenty of counter space. The balcony had a partial ocean view which was very nice. Great value for your money. Check in/out was very easy. You can walk right to the best beaches around.
Only Cons I can think of: Not a lot of blankets and the wifi in the bedroom didn’t really work, it was low signal. It would’ve been nice to watch Netflix from the bedroom. That’s the only negative I can think of.
Reviewed on Feb 24, 2026
Find the Best Kaupakulua Vacation Packages
Kaupakulua Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is ¥138,685 per night from May 28 to May 29
¥138,685
¥175,036 total
May 28 - May 29
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Cleaning service was slow
Reviewed on Apr 29, 2026

Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is ¥34,361 per night from May 5 to May 6
¥34,361
¥48,212 total
May 5 - May 6
includes taxes & fees
9.6/10 Exceptional! (2,573 reviews)
There are two towers and they are drastically different. Hoku which we stayed in is in need of an update. Coming off the elevator to the floor the distinct smell of mildew from the hallway carpet was apparent. Our room was dated. It’s not awful which is why I would imagine is priced how it is. You ...
Reviewed on Apr 30, 2026

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
The price is ¥176,192 per night from May 7 to May 8
¥176,192
¥218,678 total
May 7 - May 8
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
The room price is only the beginning. There are significant additional charges for nearly every single activity. Very expensive
Reviewed on Apr 26, 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

Road to Hana Maui Tour: Self-Guided Audio Drive
¥2,437
per traveler
82% of travellers recommend

Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
¥7,551
per adult
100% of travellers recommend

Maui Beach Parks Self-Guided Driving Audio Tour
¥2,143
per traveler
90% 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.
