Wailea-Makena Vacation Packages

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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.

Top Wailea-Makena Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was CA $3,086, price is now CA $1,850 per person
CA $1,850
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
8/10 Very good! (399 reviews)
Room had a weird smell and cockroaches. Found was in my bed in the middle of the night. It is an island

Reviewed on Oct 26, 2026

Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was CA $9,525, price is now CA $5,886 per person
CA $5,886
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!

Reviewed on Oct 19, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $2,916, price is now CA $1,925 per person
CA $1,925
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
8.4/10 Very good! (970 reviews)

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
Price was CA $5,245, price is now CA $3,555 per person
CA $3,555
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
8.6/10 Excellent! (233 reviews)

Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

3.5 out of 5
Price was CA $3,496, price is now CA $2,557 per person
CA $2,557
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Kahului (OGG)
9.4/10 Exceptional! (21 reviews)
It was a nice place I had a great ocean view

Reviewed on Oct 27, 2026

Ready to book your vacation to Wailea-Makena?

 

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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 CA $964 per night from Nov 20 to Nov 21
CA $964
CA $1,235 total
Nov 20 - Nov 21
includes taxes & fees
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 CA $1,456 per night from Nov 27 to Nov 28
CA $1,456
CA $1,827 total
Nov 27 - Nov 28
includes taxes & fees
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 CA $1,435 per night from Nov 15 to Nov 16
CA $1,435
CA $1,795 total
Nov 15 - Nov 16
includes taxes & fees
Four Seasons Resort Maui at Wailea
See all 2,960 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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)
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.
See properties

What to do in Wailea-Makena

Sail Maui 'Alihilani Sunset Sail

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

CA $147
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Maui Ocean Center located at Ma'alaea, Maui.

Maui Ocean Center All Day Admission Ticket

CA $78
per adult
90% of travellers recommend
Maui Ocean Center All Day Admission Ticket
Wailea Wildlife Tour with Snorkeling

South Maui Sightseeing & Turtle Town Snorkel: Turtle Guarantee

CA $140
per adult
100% of travellers recommend
South Maui Sightseeing & Turtle Town Snorkel: Turtle Guarantee
See all activities 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 CA $1,850. 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.

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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.