Wailea-Makena Holidays from NZ$3,040

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The Latest Wailea-Makena Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana

Sands of Kahana

3 out of 5
Price was NZ$4,373, price is now NZ$3,040 per person
NZ$3,040
per person
29 Dec - 3 Jan
found 21 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.2/10 Very Good! (450 reviews)
The condo we stayed in was nice and it was massive. The restaurant on site is so good and the pools and beach access was nice! I didn’t have a problem with this because of the time of year, but there isn’t A/C in the units, so keep that in mind if you’re looking for that or your trip is in the warmer months.

Reviewed on 30 Oct 2025

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was NZ$9,225, price is now NZ$6,580 per person
NZ$6,580
per person
28 Dec - 4 Jan
found 22 hours ago
Return flight included
Auckland (AKL) to Kahului (OGG)
No reviews
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was NZ$45,133, price is now NZ$34,430 per person
NZ$34,430
per person
5 Jan - 11 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.8/10 Excellent! (1,008 reviews)
We spent 1 day of our trip to Maui at the Grand Wailea to enjoy the pools before we left the island. This was our 4th time at Grand Wailea - and it was amazing again. There was a bit of concern with my initial booking that I tried to get corrected by phone before arrival, but Gilbert at the front desk was super reassuring and got us all sorted! We had a wonderful stay! Wayne at the swim-up bar was super nice, and we all loved the aquarium bar at Humahuma - definitely another highlight!

Reviewed on 3 Nov 2025

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Price was NZ$19,851, price is now NZ$15,594 per person
NZ$15,594
per person
5 Jan - 11 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
No reviews
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was NZ$4,309, price is now NZ$3,413 per person
NZ$3,413
per person
29 Dec - 3 Jan
found 21 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very Good! (347 reviews)
The staff were super nice and kept the property nice and clean. Everything was well maintained and even the guests were friendly as well

Reviewed on 19 Oct 2025

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$1,303 per night from 16 Nov to 17 Nov
NZ$1,303
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
Wonderful place can’t wait to go back great value

Reviewed on 2 Nov 2025

Grand Wailea Maui, A Waldorf Astoria Resort
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$1,201 per night from 1 Dec to 2 Dec
NZ$1,201
1 Dec - 2 Dec
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Really enjoyed our week here, nice room and extremely helpful and attentive staff. Location is great.

Reviewed on 29 Oct 2025

Wailea Beach Resort - Marriott, Maui
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 NZ$1,591 per night from 3 Dec to 4 Dec
NZ$1,591
3 Dec - 4 Dec
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
This place is not for the average traveller. Plan on a large budget. The breakfast buffet for two with one mimosa each ran roughly $160 after tip. Dinner for two was a little over $400, after tip. The Luao for two was around $850. It was our 10-year anniversary, and I was well prepared and fully ...

Reviewed on 9 Oct 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 2,820 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.

Discover the most popular places to visit in Wailea-Makena

Wailea Beach showing a sandy beach, tropical scenes and swimming

Wailea Beach

4.5/5(32 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.

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

Keawakapu Beach North

5/5(4 reviews)

This long white sand beach is a hidden gem on Maui’s popular and crowded southern coastline, providing an escape from the tourist hotspots.

Keawakapu Beach North
Maluaka Beach which includes rocky coastline, mountains and a pebble beach

Maluaka Beach

4/5(3 reviews)

Packed with native marine life, Maluaka Beach is a prime spot for catching sight of Hawaiian green turtles and majestic hump-backed whales.

Maluaka Beach

What to do in Wailea-Makena

Molokini Island

Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo

NZ$278
per adult
88% of travellers recommend
Molokini and Turtle Town Snorkeling Adventure Aboard the Malolo
Encounter Hawaii's Marine Life

Maui Ocean Center All Day Admission Ticket

NZ$96
per adult
90% of travellers recommend
Maui Ocean Center All Day Admission Ticket
Turtle Town Snorkel with Photo and Video

Turtle Town Snorkel with Photo and Video

NZ$171
per adult
100% of travellers recommend
Turtle Town Snorkel with Photo and Video
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 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.

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