
Wailea-Makena Vacations from $758
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Your Wailea-Makena Vacation
Make organizing your next adventure a breeze with a Wailea-Makena vacation package. Whether it's the cuisine, nature or something else that draws you here, our packages will help you discover it all. Can't decide what should come first? Makena is one of the most popular cities to explore during your trip to Wailea-Makena. If you're ready to stop daydreaming and start doing, Expedia will help turn your Wailea-Makena vacation into a reality.
The Latest Wailea-Makena vacation packages
Price found within the past 48 hours. Click for updated prices.

Castle at Maui Banyan
South Kihei
Price was $1,781, price is now $758 per person
$758
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
7.8/10 Good! (307 reviews)
All good but our cheap jazz got the small room with two beds and it was small room for sure
Reviewed on Nov 6, 2026




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Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$743 nightly
The price is $881 total per night from Dec 11 to Dec 12
$881 total
Dec 11 - Dec 12
Total with taxes and fees

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,038 nightly
The price is $1,232 total per night from Nov 27 to Nov 28
$1,232 total
Nov 27 - Nov 28
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
"Please don’t force me to make a review."
Reviewed on Nov 9, 2026

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
$587 nightly
The price is $697 total per night from Dec 10 to Dec 11
$697 total
Dec 10 - Dec 11
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Excellent!"
Reviewed on Nov 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.
Find the Best Wailea-Makena Vacation Packages
Wailea-Makena Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
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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.



























