Wailea-Makena Vacations

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    Save up to NT$5,067 when you book a flight and hotel together*
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Find the Best Wailea-Makena Vacation Packages

Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is NT$20,554 per night from Aug 25 to Aug 26
NT$20,554
NT$26,187 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Good food great area"

Reviewed on 2025/8/10

Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is NT$21,149 per night from Sep 5 to Sep 6
NT$21,149
NT$24,948 total
Sep 5 - Sep 6
includes taxes & fees
9.6/10 Exceptional! (999 reviews)
Best hotel ever…
"Everything was top rate! Can’t wait to go back."

Reviewed on 2025/8/3

Four Seasons Resort Maui at Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
The price is NT$23,729 per night from Sep 11 to Sep 12
NT$23,729
NT$29,753 total
Sep 11 - Sep 12
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"It was ok"

Reviewed on 2025/8/3

Andaz Maui at Wailea Resort - a concept by Hyatt
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.

Discover the most popular places to visit in Wailea-Makena

Frequently asked questions

How much does a Wailea-Makena vacation package cost?
Get your credit card ready, because a trip to Wailea-Makena starts from only . When you combine your flights, hotels and more into a package, you'll land the best prices.
How do I get a cheap travel package to Wailea-Makena?
If you love bargains, bundle your bookings into a Wailea-Makena vacation package. Whether you're looking for flights, hotels, day tours or rental cars, you can book everything in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 properties all over the world to choose from. Fly with who you prefer, stay wherever you like and save your hard-earned money — now that's the ideal escape!
What are the top hotels in Wailea-Makena?
Maui Coast Hotel and Days Inn by Wyndham Maui Oceanfront are two great hotels in Makena. A must-visit on any good Wailea-Makena itinerary, we recommend taking the time to explore this happening city.
How far in advance should I book my Wailea-Makena vacation?
Browse Expedia to compare international airfares as soon as you know your travel dates. You can generally purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you're booking late, don't worry. Cheap tickets to Wailea-Makena sometimes appear just weeks before departure.
What does an Expedia Wailea-Makena travel package include?
Much of that depends on you. You can choose from a variety of Wailea-Makena bundles, such as a hotel, rental car and flight. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your perfect Wailea-Makena break looks like, get set to save!
What should I know before booking a Wailea-Makena travel package?
A travel package can be easier on the credit card than individually booking all you need for your trip. For example, bundle your flights, hotels and rental cars and save big. Whatever sort of vacation you're planning, you're bound to find a package to suit your budget.
Can I choose my airline with a Wailea-Makena Expedia vacation package?
Yes, of course. Expedia has access to more than 550 airline partners throughout the world, so go with the carrier that's a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Wailea-Makena vacation package?
Because we know life is full of surprises, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.