
Wailea Vacations from ¥277,704
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The Latest Wailea Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Aston Maui Hill
South Kihei
Price was ¥315,413, price is now ¥277,704 per person
¥277,704
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9/10 Wonderful! (931 reviews)
We recently stayed in a spacious 2-bedroom unit at Aston Maui Hill. The layout was great for our family, and the full kitchen was well equipped with cooking utensils, pots, and pans, making it easy to prepare meals. A rice cooker was available upon request, which was a nice bonus.
There were a few maintenance issues during our stay. The dishwasher was old and appeared dirty, so we chose not to use it. The coffee maker was broken when we arrived, but the front office promptly replaced it after we requested one. Some of the table lamps were not working because a couple of light bulbs were missing.
The living room couch felt old and outdated, but having three TVs with cable was convenient. The beds were comfortable, and the master bedroom air conditioner worked very well. However, the AC in the second bedroom struggled to cool the room. Maintenance checked it and recommended setting it to 68°F. It eventually improved, but it took about 24 hours before we noticed a difference.
The biggest downside was the master bathroom. It is quite dated, had a noticeable moldy smell, and we saw both cockroaches and ants during our stay.
Overall, the unit was spacious and functional, and the staff responded quickly when we needed assistance. However, the property would benefit from updates, better pest control, and improvements to some of the appliances and air conditioning.
Reviewed on Jul 12, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥513,120, price is now ¥400,000 per person
¥400,000
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!
Reviewed on Jul 8, 2026

Fairmont Kea Lani Maui
Wailea
Price was ¥465,119, price is now ¥390,673 per person
¥390,673
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
It would have been nice to have another restaurant available for lunch. The only ones open were Sushi (my family doesn't eat sushi) and the Ama (which was packed). Ko only served at the bar. It was a bit frustrating.
Reviewed on Jul 13, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was ¥401,780, price is now ¥350,400 per person
¥350,400
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Room was great. Resort was beautiful. Grounds immaculately maintained. Housekeeping could not have been better. Location to mall was great. Restaurants really good but expensive. Drinks very expensive. Walk way along the ocean to other resorts. Only issue a lot of rules by the pool. Don’t bring leftover food to the pool because they will ask you to leave.
Reviewed on Jul 12, 2026

Lumeria Maui Educational Retreat Center
Price was ¥319,632, price is now ¥281,417 per person
¥281,417
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.6/10 Excellent! (222 reviews)
We loved the three resident cats on the property and the whispering pine trees with hammocks. A very serene and peaceful place with nice breakfast buffet and real chill vibes. Cool wildlife too - geckos, anoles, toads, snails, and birds. Overall a lovely place. Best of all ... The staff was nice, helpful, and just all around great folks.
Reviewed on Jul 11, 2026
Where to stay in Wailea
Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea

South Kihei
4 out of top 10 points of interest in this area
While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.
Wailea Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is ¥140,136 per night from Aug 13 to Aug 14
¥140,136
¥176,898 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
"If you wanted to sit by the pool, you need to get in line by 7 AM to place your towel and if they see your chair unattended for at least one hour they move your belongings. The cabanas, food etc way overpriced. If you want to sit at the beach, you have to pay $150 to rent two chairs and an umbrella. ..."
Reviewed on Jul 13, 2026

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
The price is ¥163,912 per night from Aug 8 to Aug 9
¥163,912
¥204,228 total
Aug 8 - Aug 9
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"It would have been nice to have another restaurant available for lunch. The only ones open were Sushi (my family doesn't eat sushi) and the Ama (which was packed). Ko only served at the bar. It was a bit frustrating."
Reviewed on Jul 13, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is ¥194,128 per night from Jul 16 to Jul 17
¥194,128
¥241,059 total
Jul 16 - Jul 17
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"Excellent staff and service!"
Reviewed on Jul 8, 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.
Frequently asked questions
Stay near popular Wailea attractions
Things to do

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
¥33,523
per adult
94% of travellers recommend

Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
¥21,610
per adult
84% of travellers recommend

South Maui: Snorkel to Coral Gardens or Molokini Crater
¥16,246
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.










