Wailea-Makena Vacations from ₩2,820,518

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Wailea-Makena Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Aston at the Maui Banyan

Aston at the Maui Banyan

3 out of 5
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
7.6/10 Good! (1,000 reviews)
Room we had was to small we thought it had a kitchen but it didn’t read the description very carefully

Reviewed on Sep 16, 2024

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
9/10 Wonderful! (1,549 reviews)
Property was 50 feet from the ocean with great balcony (lanai). Dukes Restaurant was only a short walk down the beach. Staff was exceptionally friendly. The condo pool is very old with minimal shallow water so it might be an issue for a family with children. Pool and beach furniture was plentiful. Rooms are individually owned so decorating and amenities vary. Unfortunately, the TV's in our room were both very old and had small screens (approx 24 inch diagonal). Owner needs to upgrade at least the bedroom to a larger size. Otherwise, the unit was terrific, and we enjoyed our stay.

Reviewed on Nov 4, 2024

Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
8.2/10 Very Good! (1,344 reviews)
Bring 39 feet from the ocean to hear its music was beautiful.

Reviewed on Oct 29, 2024

Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Save 100% on your flight
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
8.6/10 Excellent! (910 reviews)
Loved the property and location. Only issue is that eating establishments are somewhat limited in variety and price and most require advance reservations. I found I would drive to kanapali for more options

Reviewed on Oct 1, 2024

Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
per person
Dec 22 - Dec 29
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
8/10 Very Good! (1,302 reviews)
Probably was great right on the water friendly staff had a great vacation

Reviewed on Oct 31, 2024

Find the Best Wailea-Makena Vacation Packages

Wailea-Makena Hotel Deals

Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is ₩700,020 per night from Dec 1 to Dec 2
₩700,020
₩906,848 total
includes taxes & fees
Dec 1 - Dec 2
9.2/10 Wonderful! (999 reviews)
"."

Reviewed on Oct 29, 2024

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 ₩1,086,155 per night from Nov 17 to Nov 18
₩1,086,155
₩1,281,250 total
includes taxes & fees
Nov 17 - Nov 18
9.6/10 Exceptional! (1,005 reviews)
"Excellent customer service"

Reviewed on Oct 31, 2024

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 ₩1,043,534 per night from Nov 8 to Nov 9
₩1,043,534
₩1,320,174 total
includes taxes & fees
Nov 8 - Nov 9
8.8/10 Excellent! (1,002 reviews)
"Positives: Beautiful hotel and grounds with a great beach and many walkable shops and restaurants. Great cleaning staff. Negatives: Adults pool was not cleaned regularly. Remaining pools are all filled with kids. Rooms have a very small shower area sadly. Also, very, very cheap toilet paper. Patio ..."

Reviewed on Nov 4, 2024

Grand Wailea Maui, A Waldorf Astoria Resort
See all 2,786 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 ₩2,820,518. 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

Image for Keawakapu Beach North

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
Image for Shops at Wailea

Shops at Wailea

4.5/5(104 reviews)

You can find the perfect gifts to bring home at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.

Shops at Wailea
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.