Wailea-Makena Holidays from NZ$2,822

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The Latest Wailea-Makena Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
Price was NZ$3,511, price is now NZ$2,822 per person
NZ$2,822
per person
19 May - 24 May
found 19 hours ago
Return direct flight included
Wellington (WLG) to Kahului (OGG)
8.8/10 Excellent! (1,312 reviews)
This hotel was very suitable for my purposes because of its location close to the airport. The pool area and ocean view were a special surprise and my room was very attractive.

Reviewed on 19 Mar 2026

Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was NZ$5,183, price is now NZ$3,297 per person
NZ$3,297
per person
19 May - 24 May
found 19 hours ago
Return direct flight included
Wellington (WLG) to Kahului (OGG)
8.6/10 Excellent! (814 reviews)
The 12th floor is scary so if you have kids try to ask for something closer to the ground lol other than that it was good

Reviewed on 18 Mar 2026

Kahana Villa

Kahana Villa

3 out of 5
Price was NZ$4,157, price is now NZ$2,916 per person
NZ$2,916
per person
19 May - 24 May
found 19 hours ago
Return direct flight included
Wellington (WLG) to Kahului (OGG)
8.2/10 Very Good! (365 reviews)
Unit was even better than I expected

Reviewed on 17 Mar 2026

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was NZ$4,038, price is now NZ$2,888 per person
NZ$2,888
per person
19 May - 24 May
found 19 hours ago
Return direct flight included
Wellington (WLG) to Kahului (OGG)
8.4/10 Very Good! (537 reviews)
There were barking dogs and crowing chickens but that’s all over the island we had a great time here and would stay here again the pool hot tub bbq grills were a plus loved having a washer/dryer and kitchenette

Reviewed on 3 Mar 2026

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was NZ$3,773, price is now NZ$3,166 per person
NZ$3,166
per person
19 May - 24 May
found 19 hours ago
Return direct flight included
Wellington (WLG) to Kahului (OGG)
8.6/10 Excellent! (1,713 reviews)
Original Kanaapali resort, with old Hawaiian feel. While this resort is not equipped with the same amenities of the much more modern resorts that are in the area, it exceeds expectations by providing peace and that old Hawaiian feel that we enjoy. Rooms were very nice, being a smaller property, there aren’t the crowds to navigate. On-site restaurant is nice, however definitely on the more expensive end. We would enjoyed live music at Branches, the outdoor stage, on property. Being an older property, it felt like everything was much closer to the beach, which was very convenient. We would definitely visit again!

Reviewed on 18 Mar 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$1,744 per night from 21 Mar to 22 Mar
NZ$1,744
21 Mar - 22 Mar
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
Four Seasons is worth every penny, every time. They are excellent. This property and the service is unmatched in the area. I stayed all of last week and then came back. Staff is so excellent. Property is gorgeous. It's just perfect. A lot of things aren't worth the price these days, but I have to ...

Reviewed on 19 Mar 2026

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is NZ$2,270 per night from 18 Apr to 19 Apr
NZ$2,270
18 Apr - 19 Apr
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff

Reviewed on 16 Mar 2026

Fairmont Kea Lani Maui
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$1,602 per night from 17 Apr to 18 Apr
NZ$1,602
17 Apr - 18 Apr
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
We were a party of 6 spread into 2 rooms. We were in the tower, which was fine- although not that convenient since we were at the kids pool everyday, which is on the other side of the resort. The housekeeping service was excellent- never disturbed us - always working around when we were out. Rooms ...

Reviewed on 13 Mar 2026

Wailea Beach Resort - Marriott, Maui
See all 2,940 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

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

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

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$173
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$267
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Waterslide fun for all ages

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

NZ$328
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.