Wailea-Makena Vacations from ￥81,768

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The Latest Wailea-Makena Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 13
found 11 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (640 reviews)
The lady at the front desk is very professional and friendly. I extended my stay an additional 2 days and even though we had to change rooms she made it very smooth. Very impressed. I've stayed at 5 different places on Maui since January 1st. This is the nicest.

Reviewed on Feb 21, 2025

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 13
found 11 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.2/10 Very Good! (428 reviews)
It was nice the restaurant was close, wish they had food options on property. The pizza place across the street was good. We had a great time.

Reviewed on Jan 23, 2025

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 13
found 11 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (2,334 reviews)
Beautiful well kept grounds Two nice pools

Reviewed on Feb 21, 2025

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 13
found 11 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,599 reviews)
We had an amazing time during our stay at the Aston Mahana. Great location, amenities, room, and service! And it's so nice that it's right near the boardwalk. Highly recommended!

Reviewed on Feb 3, 2025

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 13
found 11 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (3,436 reviews)
Overall experience was wonderful. Aston staff was excellent. The only criticism would be the condition of property, overall it is lovely but a few details make it appear to be a work in progress such as the elevator with the construction padding to protect the walls, bathroom door in our room looked to have holes repaired but never sanded or painted after patching. These comments are very minor details and would not prevent me from staying again or recommending Kaanapali Shores. We had a wonderful experience and will book again.

Reviewed on Feb 22, 2025

Find the Best Wailea-Makena Vacation Packages

Wailea-Makena Hotel Deals

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 ￥133,597 per night from Mar 7 to Mar 8
￥133,597
￥157,592 total
includes taxes & fees
Mar 7 - Mar 8
9.6/10 Exceptional! (999 reviews)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."

Reviewed on Feb 10, 2025

Four Seasons Resort Maui at Wailea
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 ￥134,194 per night from Feb 27 to Feb 28
￥134,194
￥166,508 total
includes taxes & fees
Feb 27 - Feb 28
8.8/10 Excellent! (985 reviews)
"The property is very big which leads to a lot of walking. They charge $150.00 a day for beach chairs.and one umbrella No other alternative available. No umbrellas available in the adult section. Not a five star hotel."

Reviewed on Feb 20, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
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 ￥134,343 per night from Feb 27 to Feb 28
￥134,343
￥167,239 total
includes taxes & fees
Feb 27 - Feb 28
9.2/10 Wonderful! (996 reviews)
"Amazing"

Reviewed on Feb 14, 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 2,795 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.

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 ￥81,768. 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.

Discover the most popular places to visit in Wailea-Makena

Wailea Beach showing tropical scenes, swimming and a sandy beach

Wailea Beach

4.5/5(1,614 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.

Wailea Beach
Keawakapu Beach which includes tropical scenes, general coastal views and a hotel

Keawakapu Beach North

4.5/5(85 reviews)

Enjoy the peace and quiet at one of Maui’s less crowded and wider beaches, where kids can wander around the rock pools, and divers can explore the artificial reef.

Keawakapu Beach North
Kamaole Beach Park 3

Kamaole Beach Park 3

4.5/5(324 reviews)

During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 3 along with the snorkeling. Wander the seaside or discover the beautiful sunsets in this family-friendly area.

Kamaole Beach Park 3
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.