
Wailea-Makena Vacations from $759
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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 $759 per person
$759
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

Lumeria Maui Educational Retreat Center
Price was $2,479, price is now $1,608 per person
$1,608
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.6/10 Excellent! (233 reviews)
The property is beautiful and peaceful. Unique spot to stay and wish we had been there longer to enjoy a yoga class
Reviewed on Nov 11, 2026

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Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$742 nightly
The price is $881 total per night from Nov 29 to Nov 30
$881 total
Nov 29 - Nov 30
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! (1,000 reviews)
"The staff was amazing. However the resort itself is not worth the price. It’s outdated and parts of the resort is going under construction so the construction crew is banging and making noise early in the morning. I’m on vacation, so I shouldn’t be awoken at 6am by the construction going on. I think ..."
Reviewed on Nov 10, 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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