Wailea Holidays from NZ$1,812

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Top Holiday Package Deals in Wailea

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
per person
25 Aug - 30 Aug
just found
Return flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very Good! (341 reviews)
Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again.

Reviewed on 14 Jul. 2025

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
per person
25 Aug - 30 Aug
just found
Return flight included
Auckland (AKL) to Kahului (OGG)
8.8/10 Excellent! (190 reviews)
This place doesn’t have beach access but close to beaches that do

Reviewed on 7 Jul. 2025

The Gardens at West Maui

The Gardens at West Maui

3 out of 5
per person
25 Aug - 30 Aug
just found
Return flight included
Auckland (AKL) to Kahului (OGG)
8.4/10 Very Good! (479 reviews)
What a great experience from check in to check out, this place is well located, close to best beaches, activities, surf places, scuba diving. The hotel is like an apartment, with all the commodities that you need to make your stay be comfortable and enjoy your vacation trouble free, plenty of parking. Mss Lisa, the lady i the front desk is the most professional and gentle person in the world, I can continue talking about my great experience in this place all day. If I come back to Maui, the most beautiful Island in the world, I would stay here again. I recommend this hotel 100%, and give this place a 1000 stars.

Reviewed on 14 Jul. 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
per person
25 Aug - 30 Aug
just found
Return flight included
Auckland (AKL) to Kahului (OGG)
8.2/10 Very Good! (1,358 reviews)
Other than the first night after that was pretty good

Reviewed on 20 Jul. 2025

Kahana Villa

Kahana Villa

3 out of 5
per person
25 Aug - 30 Aug
just found
Return flight included
Auckland (AKL) to Kahului (OGG)
8/10 Very Good! (338 reviews)
Great location. Stay away from condos close to the road because it gets noisy. WiFi and washing machine was fixed fairly quickly. Nice pool and tennis/pickel court.

Reviewed on 16 Jul. 2025

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$1,887 per night from 1 Aug to 2 Aug
NZ$1,887
1 Aug - 2 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"This place was AMAZING!!!"

Reviewed on 19 Jul. 2025

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$1,695 per night from 11 Aug to 12 Aug
NZ$1,695
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (999 reviews)
"My corner suit was very nice and clean. Views from every part of my balcony were beautiful!!! Stuff very helpful and knowledgeable."

Reviewed on 18 Jul. 2025

Fairmont Kea Lani Maui
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$1,998 per night from 11 Aug to 12 Aug
NZ$1,998
11 Aug - 12 Aug
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"Ms ging, Vee and almira, and the rest of staff are awesome… Management 🏆"

Reviewed on 7 Jul. 2025

Four Seasons Resort Maui at Wailea
See all 1,194 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$1,812, 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

Guided Turtle Town Snorkeling Tour with Underwater Photos

Snorkel with Turtles and Free Underwater Photos - Turtle Town

NZ$215
per adult
100% of travellers recommend
Snorkel with Turtles and Free Underwater Photos - Turtle Town
Wailea Beach: Guided Sea Scooter Snorkeling Tour

Wailea Beach: Guided Sea Scooter Snorkeling Tour

NZ$248
per adult
100% of travellers recommend
Wailea Beach: Guided Sea Scooter Snorkeling Tour
Morning views at Haleakalā National Park

Haleakala National Park Sunrise Tour

NZ$401
per adult
92% of travellers recommend
Haleakala National Park Sunrise Tour
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.