Wailea-Makena Holidays from NZ$2,380

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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$2,638, price is now NZ$2,380 per person
NZ$2,380
per person
27 Mar - 31 Mar
found 7 hours ago
Return direct flight included
Christchurch (CHC) to Kahului (OGG)
8.4/10 Very Good! (32 reviews)
The room was very clean and I was very comfortable.

Reviewed on 29 Jan 2026

Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

3.5 out of 5
Price was NZ$3,211, price is now NZ$2,695 per person
NZ$2,695
per person
27 Mar - 31 Mar
found 7 hours ago
Return direct flight included
Christchurch (CHC) to Kahului (OGG)
8/10 Very Good! (959 reviews)
The room was great. Full kitchen, private sleeping area. A table and chairs on the patio overlooking the pool. Would definitely recommend.

Reviewed on 31 Jan 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$1,504 per night from 22 Feb to 23 Feb
NZ$1,504
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access.

Reviewed on 25 Jan 2026

Grand Wailea Maui, A Waldorf Astoria Resort
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$1,782 per night from 3 Mar to 4 Mar
NZ$1,782
3 Mar - 4 Mar
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
Pools were excellent, and the service was fantastic.

Reviewed on 30 Jan 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is NZ$1,907 per night from 27 Feb to 28 Feb
NZ$1,907
27 Feb - 28 Feb
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
All around amazing experience. Gorgeous setting, great amenities, our trip went off without a hitch.

Reviewed on 23 Jan 2026

Fairmont Kea Lani Maui
See all 2,934 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

Maui Snorkeling Adventure to Molokini and Turtle Town

NZ$278
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Waterslide fun for all ages

Molokini Crater & Turtle Town Snorkel & Waterslide Adventure

NZ$341
per adult
94% of travellers recommend
Molokini Crater & Turtle Town Snorkel & Waterslide Adventure
Turtle Town Snorkel with Photo and Video

Turtle Town Snorkel with Photo and Video

NZ$179
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.

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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.