Wailea-Makena Holidays from NZ$2,051

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The Latest Wailea-Makena Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Maui Schooner Resort

Maui Schooner Resort

3.5 out of 5
Central Kihei
Price was NZ$2,598, price is now NZ$2,051 per person
NZ$2,051
per person
30 July - 4 Aug
found 21 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.2/10 Wonderful! (522 reviews)
We loved the location and watching the sunset every day

Reviewed on 13 June 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
Wailea
Save 100% on your flight
Price was NZ$5,904, price is now NZ$4,587 per person
NZ$4,587
per person
30 July - 4 Aug
found 21 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
The hotel was very clean. The rooms were big as well.

Reviewed on 16 June 2026

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
South Kihei
Price was NZ$2,674, price is now NZ$2,261 per person
NZ$2,261
per person
30 July - 4 Aug
found 21 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
9.6/10 Exceptional! (2,624 reviews)
Great courtesy shuttle! Streaming services for tv would be nice.

Reviewed on 17 June 2026

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$1,555 per night from 1 July to 2 July
NZ$1,555
1 July - 2 July
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
"It’s got an amazing location. It felt like they are letting the hotel go down a bit though. The staff serving the pool area was paper thin. Cabana rentals that use to be $500 are now $1700/day. Our room had a broken ceiling light we had to have a repair man do for over a hour and even after that ..."

Reviewed on 15 June 2026

Grand Wailea Maui, A Waldorf Astoria Resort
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$2,036 per night from 8 July to 9 July
NZ$2,036
8 July - 9 July
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on 25 May 2026

Four Seasons Resort Maui at Wailea
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is NZ$1,517 per night from 19 July to 20 July
NZ$1,517
19 July - 20 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"The hotel was very clean. The rooms were big as well."

Reviewed on 16 June 2026

Wailea Beach Resort - Marriott, Maui
See all 2,946 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

Wailea Beach

9.4/5 (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.
See properties

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 cancelling 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 travellers 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 travellers 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.