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The Latest Wailea Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Napili Kai Beach Resort
Save 100% on your flight
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,004 reviews)
Location location location! Nāpili Bay is beautiful, great channel vistas, super relaxing, excellent beach, swimmable & memorable.
Reviewed on Sep 25, 2024
Aston Mahana at Kaanapali
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9/10 Wonderful! (1,537 reviews)
Proximity to all local eateries and beach and grocery store is perfect! Very quiet. No frills other than a place with kitchen, washer/dryer, and fantastic ocean view. There was no housekeeping service during our stay which we did not mind. Water and elevator got shut off for a few hours but we worked around it. Pool and jacuzzi are perfect! Highly recommend this place.
Reviewed on Sep 25, 2024
Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,004 reviews)
It wasn’t perfect! We reserved the suite for 3 person, for 4 nights, but they had everything in the suite for 2 people and we had to ask them every day to provide us extra towels, cups, etc.
Reviewed on Sep 24, 2024
Wailea Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is ¥94,734 per night from Oct 2 to Oct 3
¥94,734
per night
Oct 2 - Oct 3
8.8/10 Excellent! (1,009 reviews)
"The price is high because very few properties can have such luxury. There are many great properties nearby but this is the penultimate with a tiki meets art deco neo classical architecture/styling. My only disappointment is that they no longer have a (walnut) lei upon arrival. I’d assume after the ..."
Reviewed on Sep 23, 2024
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is ¥115,005 per night from Oct 6 to Oct 7
¥115,005
per night
Oct 6 - Oct 7
9.6/10 Exceptional! (999 reviews)
"Best place to relax and have a great time"
Reviewed on Sep 19, 2024
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is ¥108,350 per night from Oct 26 to Oct 27
¥108,350
per night
Oct 26 - Oct 27
9.2/10 Wonderful! (1,006 reviews)
"It wasn’t perfect! We reserved the suite for 3 person, for 4 nights, but they had everything in the suite for 2 people and we had to ask them every day to provide us extra towels, cups, etc."
Reviewed on Sep 24, 2024
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
Discover the most popular places to visit in Wailea
Wailea Beach
4.5/5(1,614 reviews)
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.
Makena State Park Beach
4.5/5(438 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Maluaka Beach
4.5/5(101 reviews)
This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.
Things to do
Guided Secret Falls Tour with Snacks and Drinks
¥17,979
Per adult
98% of travellers recommend
Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar
¥41,168
Per adult
96% of travellers recommend
S'mores and Stargazing at Hidden Beach
¥12,692
Per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.