
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



The Kalama Residence
South Kihei
Price was $2,884, price is now $1,811 per person
$1,811
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8/10 Very Good! (3 reviews)
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.
Reviewed on Jan 4, 2026

Lahaina Shores Beach Resort By Castle
Price was $1,257, price is now $824 per person
$824
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
9.4/10 Exceptional! (21 reviews)
Superb service and excellent location. Facilities awesome. Very pleased.
Reviewed on Nov 10, 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 $882 total per night from Dec 1 to Dec 2
$882 total
Dec 1 - Dec 2
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! (1,006 reviews)
"Our first night we were notified that there would be an electricity outage for a couple of hours but had no idea or expectation we would be having direct service over our room. The noise woke both of us and kept us up for the entire two hours. The next day we were able to change our room but certainly ..."
Reviewed on Nov 10, 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.



























