Wailea-Makena Holidays

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Wailea-Makena Holiday

Our pick of the best 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 NZ$1,565 per night from 20 Nov to 21 Nov
NZ$1,565
20 Nov - 21 Nov
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The Hotel was always so clean also the room… All employees were very friendly, kind and respectful….. the Spa was fantastic experience."

Reviewed on 30 Oct 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is NZ$2,188 per night from 28 Nov to 29 Nov
NZ$2,188
28 Nov - 29 Nov
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
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Reviewed on 30 Oct 2026

Fairmont Kea Lani Maui
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 NZ$2,171 per night from 28 Nov to 29 Nov
NZ$2,171
28 Nov - 29 Nov
includes taxes & fees
Four Seasons Resort Maui at Wailea
See all 2,962 properties in Wailea-Makena
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.

Stay near popular Wailea-Makena attractions

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 reviews)
With its smooth sandy shoreline, temperate waters and fantastic sporting facilities, it’s little wonder that Wailea Beach is one of Maui’s most popular destinations.
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What to do in Wailea-Makena

Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

NZ$183
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Turtle Town Sea Scooter Experience: Electric Jet Snorkel

Turtle Town Sea Scooter Experience: Electric Jet Snorkel

NZ$139
per adult
98% of travellers recommend
Turtle Town Sea Scooter Experience: Electric Jet Snorkel
Turtle Town Snorkel With Photo and Video: Turtle Guarantee

Turtle Town Snorkel With Photo and Video: Turtle Guarantee

NZ$184
per adult
100% of travellers recommend
Turtle Town Snorkel With Photo and Video: Turtle Guarantee
See all activities in Wailea-Makena

Frequently asked questions

How much does a Wailea-Makena holiday 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 holiday 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 holiday?
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 holiday you're planning, you're bound to find a package to suit your budget.
Can I choose my airline with a Wailea-Makena Expedia holiday 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 holiday 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.

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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.