Wailea-Makena Holidays from NZ$2,177

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The Latest Wailea-Makena Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Yonegan Central Maui Getaways

Yonegan Central Maui Getaways

2 out of 5
Price was NZ$2,430, price is now NZ$2,177 per person
NZ$2,177
per person
12 June - 19 June
found 17 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.2/10 Very Good! (86 reviews)
AC was fine, as is security. My only complaint was being woken up by the roosters.

Reviewed on 21 Mar 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was NZ$3,376, price is now NZ$2,364 per person
NZ$2,364
per person
12 June - 19 June
found 17 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.4/10 Very Good! (861 reviews)
Beautiful view and close to the beach. Would stay there again.

Reviewed on 3 May 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was NZ$3,421, price is now NZ$2,455 per person
NZ$2,455
per person
12 June - 19 June
found 17 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very Good! (367 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 16 Apr 2026

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
Price was NZ$2,960, price is now NZ$2,274 per person
NZ$2,274
per person
12 June - 19 June
found 17 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.8/10 Excellent! (106 reviews)
Everything was great!! Kitchen, hot tub, snacks, and amenities were so clean and the owners were some of the nicest people I’ve met!! Will be coming back here again and staying for SURE!! Plus it’s centrally located, so pretty much everything is 30 mins away instead of super long drives!

Reviewed on 21 Apr 2026

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
South Kihei
Price was NZ$3,754, price is now NZ$3,206 per person
NZ$3,206
per person
12 June - 19 June
found 17 hours ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9.6/10 Exceptional! (2,579 reviews)
Nice, professional staff. Clean room. Great pools. Great location!

Reviewed on 2 May 2026

Wailea-Makena Holiday

Our pick of the best 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 NZ$1,701 per night from 25 May to 26 May
NZ$1,701
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
Clean room Quite room Kindful staff

Reviewed on 25 Apr 2026

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 NZ$1,906 per night from 19 May to 20 May
NZ$1,906
19 May - 20 May
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
It is an amazing and stunningly beautiful resort!

Reviewed on 3 May 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 NZ$2,333 per night from 1 June to 2 June
NZ$2,333
1 June - 2 June
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
Staff were constantly smiling and were engaging and helpful. They were genuine and attentive offering nice personal solutions. Turn down bed service is always a nice treat after a long day and filling dinner.

Reviewed on 1 May 2026

Fairmont Kea Lani Maui
See all 2,942 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

Wailea Beach

4.5/5(33 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 North

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

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

Sail Maui 'Alihilani Sunset Sail

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

NZ$176
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

NZ$271
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

NZ$335
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
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.

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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.