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 Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was CA $1,685, price is now CA $1,122 per person
CA $1,122
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8.4/10 Very Good! (861 reviews)
We had an excellent stay at Maui Beach Resort. The property was very clean, and the staff were consistently helpful and friendly throughout my visit. A special mention to Mark, the security guard, who truly went above and beyond to assist with a late check-in—his kindness made a great first impression. The location is perfect, right across the street from the beach, which made it easy to enjoy the ocean anytime. The unit itself was lovely, with a refreshing ocean breeze that made the stay even more relaxing. The resort also features a large pool and a spa, which were both fantastic for unwinding. Overall, a wonderful experience—I would definitely stay here again and highly recommend it to others.

Reviewed on Apr 20, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was CA $8,084, price is now CA $4,821 per person
CA $4,821
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was CA $4,149, price is now CA $2,714 per person
CA $2,714
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.4/10 Very Good! (533 reviews)
Excellent renovated space. Could be better stocked like the other rental companies, but overall a great stay and unit well located in the complex.

Reviewed on Apr 14, 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was CA $1,784, price is now CA $1,218 per person
CA $1,218
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
8/10 Very Good! (365 reviews)
The property is clean, well maintained, and very close to the 3 parks, a restaurant, and abc stores. Will recommend this place, it’s decent for your budget. Will stay Here again.

Reviewed on Apr 16, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Price was CA $4,320, price is now CA $2,954 per person
CA $2,954
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
Restaurant was closed and under construction which was VERY ANNOYING. Water shut off for several hours due to construction. Porta potty was available however was poorly attended. Would not have been a problem if we knew ahead of time. Was just ok

Reviewed on Apr 25, 2026

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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 $1,181 per night from May 28 to May 29
CA $1,181
per night
May 28 - May 29
8.8/10 Excellent! (1,002 reviews)
No response from front desk when the water was turned off.

Reviewed on Apr 17, 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 CA $1,502 per night from May 5 to May 6
CA $1,502
per night
May 5 - May 6
9.4/10 Exceptional! (1,002 reviews)
The room price is only the beginning. There are significant additional charges for nearly every single activity. Very expensive

Reviewed on Apr 26, 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 CA $1,702 per night from May 10 to May 11
CA $1,702
per night
May 10 - May 11
9.6/10 Exceptional! (1,002 reviews)
Clean room Quite room Kindful staff

Reviewed on Apr 25, 2026

Four Seasons Resort Maui at Wailea
See all 2,948 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.
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All Inclusive Vacations
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Discover the most popular places to visit in Wailea-Makena

Wailea Beach

Wailea Beach

4.5/5(300 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 North

Keawakapu Beach North

4.5/5(41 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
Maluaka Beach

Maluaka Beach

4/5(25 reviews)

This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.

Maluaka Beach

What to do in Wailea-Makena

Sail Maui 'Alihilani Sunset Sail

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

CA $143
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Molokini Island

Maui Snorkeling Adventure to Molokini and Turtle Town

CA $221
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Maui Ocean Center All Day Admission Ticket

Maui Ocean Center All Day Admission Ticket

CA $76
per adult
90% of travellers recommend
Maui Ocean Center All Day Admission Ticket
See all activities in Wailea-Makena

Frequently asked questions

Can I cancel my flight booking to Wailea-Makena due to COVID-19?
In these challenging times, many airlines are offering more flexibility. Go to our Customer Service Portal for useful information about amending or canceling your booking due to COVID-19.
What's the best way to find cheap flights to Wailea-Makena that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to get you the most flexible fares in town. Just tick the "No change fee" box directly below the filter subheading "Flexible change policies" to find the best flights to Wailea-Makena.
What are some of the general tips for travelers to Wailea-Makena during the COVID-19 outbreak?
With new rules, restrictions and safety measures to follow, travel looks a lot different nowadays. Here's what you should know before you get on that plane to Wailea-Makena:
  • Before committing to anything, see if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by checking government travel advisories.
  • Keep your face mask on even during airport screening. A TSA officer will ask you to adjust your mask for identification purposes.
  • To minimize the risk of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be taken out for X-ray scanning.
  • Place any personal items (keys, wallet and phone) in your carry-on rather than a bin to reduce handling during the screening process.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Wailea-Makena?
Let Hawaiian Airlines take you there. This well-known carrier operates 1202 flights every month to Kahului Airport (OGG), a Wailea-Makena gateway.
How can I find cheap tickets to Wailea-Makena?
You'll always walk away with a fabulous deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see a list of prices for nearby days. was the lowest price for a flight to Wailea-Makena in the last seven days.
How much is a flight to Wailea-Makena?
If you were jetting one way from (), you could've nabbed a cheap fare for just in the last seven days. Round-trip flights to Wailea-Makena ranged from only to during this same period.
What are the most popular airports to fly into in Wailea-Makena?
Kahului Airport (OGG) is the main point of entry for many headed to Wailea-Makena. Approximately 3826 flights every month touch down at this airport.
When is the cheapest time to fly to Wailea-Makena?
Consider jetting off earlier in the week to nab the best deal to Wailea-Makena. Tuesday is generally the most economical day to depart, followed by Monday. Saturday often has the highest fares. This is because a lot of travelers prefer to start their break on a weekend.
How much is a plane ticket to Wailea-Makena?
In the last seven days, plane tickets to Wailea-Makena cost between and . Prices depend on a number of things, particularly the time of departure, carrier, cabin class and when the fare is booked.
Which airlines with flights to Wailea-Makena employ COVID-19 cleanliness policies?
While flying during the COVID-19 pandemic can be slightly overwhelming, airlines are doing all they can to protect the well-being of customers and crew. Here are a few carriers that have implemented changes:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.