Wailea Holidays from NZ$3,078

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Top Holiday Package Deals in Wailea

Price found within the past 48 hours. Click for updated prices.
Petite Retreat at Kahana Falls

Petite Retreat at Kahana Falls

2 out of 5
Price was NZ$3,078, price is now NZ$3,078 per person
NZ$3,078
per person
3 Jan - 7 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
10/10 Exceptional! (1 review)
Everything was great. The room was clean. A very nice pool area. Close to everything we wanted to do.

Reviewed on 31 Oct 2025

Maui Beach House

Maui Beach House

2 out of 5
Price was NZ$4,566, price is now NZ$4,365 per person
NZ$4,365
per person
3 Jan - 7 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very Good! (1 review)

Our guide on where to stay in Wailea

Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea
Keawakapu Beach showing landscape views, tropical scenes and a sandy beach

South Kihei

4 out of top 10 points of interest in this area

While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.

Find hotels in South Kihei

Our pick of the best Wailea 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$1,329 per night from 16 Dec to 17 Dec
NZ$1,329
16 Dec - 17 Dec
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
Incredible stay

Reviewed on 1 Dec 2025

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$1,806 per night from 4 Dec to 5 Dec
NZ$1,806
4 Dec - 5 Dec
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
Honestly, a little bit of everything stood out. The room was spotless, the staff was incredibly warm and welcoming, and the overall property and amenities were beautiful. The location right by the shops and restaurants was also a huge plus. It all came together to make the stay amazing.

Reviewed on 28 Nov 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
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$1,250 per night from 12 Dec to 13 Dec
NZ$1,250
12 Dec - 13 Dec
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Amazing hotel and views , everything

Reviewed on 28 Nov 2025

Wailea Beach Resort - Marriott, Maui
See all 1,203 properties in Wailea
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.

Frequently asked questions

How much does a Wailea holiday package cost?
The most affordable Wailea package is NZ$3,078, so your dream holiday can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to custom build a package that matches your travelling style.
How do I get a cheap travel package to Wailea?
Crafting your own Wailea holiday package with Expedia is the easiest way to save. We have access to more than 550 airlines and 1 000 000 properties across the globe. With such an extensive range to select from, you'll have no trouble pulling together your ideal escape.
Where should I stay in Wailea?
A holiday in Wailea isn't complete without checking out Wailea Beach, Kamaole Beach Park and Makena State Park Beach. Spend your nights close to these top sights and make sightseeing easy.
What are the top hotels in Wailea?
Lock in a room at Ocean And Golf Course View 3 Bed. It's one of this area's most sought-after hotels. Another top-rated option in Wailea is Wailea Ekahi 36b One Of The Best Locations In Wailea.
How far in advance should I book my Wailea holiday?
While prices change from time to time, we generally recommend booking your spot as soon as possible. Most international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Wailea occasionally appear in the weeks prior to departure.
What does an Expedia Wailea travel package include?
Car rentals, hotels and flights — we connect you to the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an awesome Wailea getaway.
What should I know before booking a Wailea travel package?
You'll pick up amazing savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste time or money? Whether you're organising an upscale romantic escape or a budget family adventure, browse our holiday packages today.
If I'm not able to travel, can I cancel my Wailea holiday package?
Yes, you can. We realise life doesn't always go to plan, so we're here to help if you need to make changes to your Wailea holiday package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Wailea

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
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
Makena Beach State Park showing a beach

Makena State Park Beach

4.5/5(7 reviews)

The three beaches and soaring volcano which make up Makena Beach State Park provide something for everyone to enjoy.

Makena State Park Beach

Activities

Waterslide fun for all ages

Molokini Crater & Turtle Town Snorkel & Waterslide Adventure

NZ$351
per adult
94% of travellers recommend
Molokini Crater & Turtle Town Snorkel & Waterslide Adventure
Molokini Snorkel Express

2 Hour Molokini Snorkel Express from Kihei

NZ$250
per adult
92% of travellers recommend
2 Hour Molokini Snorkel Express from Kihei
Maui Family and Couple Beach Photo Session

Maui Family and Couple Beach Photo Session

NZ$176
per adult
100% of travellers recommend
Maui Family and Couple Beach Photo Session
See all activities in Kihei
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.