Wailea Holidays from NZ$1,898

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Top Holiday Package Deals in Wailea

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$2,145, price is now NZ$1,898 per person
NZ$1,898
per person
16 Mar - 21 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) 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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Save 100% on your flight
Price was NZ$10,165, price is now NZ$6,529 per person
NZ$6,529
per person
16 Mar - 21 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The room was always clean. Susie at the front desk was so helpful and kind. I’ll be coming back

Reviewed on 2 Feb 2026

Montage Kapalua Bay

Montage Kapalua Bay

5 out of 5
Save 100% on your flight
Price was NZ$19,398, price is now NZ$14,371 per person
NZ$14,371
per person
16 Mar - 21 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9.6/10 Exceptional! (204 reviews)
The views are next level. We enjoyed the pools, spa, restaurant and more. It was our second stay there and definitely going back.

Reviewed on 31 Jan 2026

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was NZ$3,549, price is now NZ$2,752 per person
NZ$2,752
per person
16 Mar - 21 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
8.4/10 Very Good! (1,548 reviews)
Had a fantastic stay at the hotel. It is located right on a beautiful beach with nice sand and warm water. The view from the room was like a postcard. Enjoyed live music every night under a large tree on the property. Also the valet guys were great. Had a great stay and will definitely return.

Reviewed on 6 Feb 2026

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
Aloha state of mind #lifeatexpedia

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$1,631 per night from 7 Mar to 8 Mar
NZ$1,631
7 Mar - 8 Mar
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
The room was always clean. Susie at the front desk was so helpful and kind. I’ll be coming back

Reviewed on 2 Feb 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$1,657 per night from 1 Mar to 2 Mar
NZ$1,657
1 Mar - 2 Mar
includes taxes & fees
9.2/10 Wonderful! (997 reviews)
Just a great all-round vacation

Reviewed on 31 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$1,875 per night from 26 Feb to 27 Feb
NZ$1,875
26 Feb - 27 Feb
includes taxes & fees
9.4/10 Exceptional! (1,002 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 1,223 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$1,898, 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

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 Kihei

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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.