Wailea Holidays from NZ$3,071

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Top Holiday Package Deals in Wailea

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
per person
8 Mar - 15 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
9/10 Wonderful! (1,013 reviews)
I research many properties before visiting Maui., Outrigger stood out with being clean, not too costly and very convenient. I didn't want to pay for an over priced hotel as many in the area seem to be, yet, we wanted a safe , clean place and that is exactly what we got. The hotel, the grounds were super clean, very very well maintained and the staff were always nice and had the "Aloha" spirit greeting you. Its in a great area, awesome views, very good coffee and pastries as well. I would definitely stay at this location again, and recommend it to anyone looking for a very nice, clean, safe place to stay that won't break the bank.

Reviewed on 21 Dec. 2024

Modern Kihei Beachside Resort Vistas

Modern Kihei Beachside Resort Vistas

3 out of 5
Save 100% on your flight
per person
8 Mar - 15 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
No reviews
Oceanfront Wailea Resort Vistas

Oceanfront Wailea Resort Vistas

3 out of 5
Wailea
per person
8 Mar - 15 Mar
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
10/10 Exceptional! (1 review)
Great spot, we were considering the four seasons but this did a better job for us as we loved the extra space, 2nd bath, location to beach and all the amenities a home would have. Very clean and great communication, host was flexible in offering us a half day as our plane left at night. 5 Stars all the way!

Reviewed on 29 Nov. 2024

Our pick of the best Wailea 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$1,607 per night from 11 Jan to 12 Jan
NZ$1,607
includes taxes & fees
11 Jan - 12 Jan 2025
9.6/10 Exceptional! (1,000 reviews)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again"

Reviewed on 17 Dec. 2024

Four Seasons Resort Maui at Wailea
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$1,974 per night from 5 Jan to 6 Jan
NZ$1,974
includes taxes & fees
5 Jan - 6 Jan 2025
8.8/10 Excellent! (986 reviews)
"Excellent place for family with kids"

Reviewed on 17 Dec. 2024

Grand Wailea Maui, A Waldorf Astoria Resort
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$1,518 per night from 4 Jan to 5 Jan
NZ$1,518
includes taxes & fees
4 Jan - 5 Jan 2025
9/10 Wonderful! (916 reviews)
"We loved the swings, play room, slides and convenience store. Did not like the app which sent us walking all the way around the property to get from one kids pool to other. Also did not like the wrist band keys or the card keys as neither of them worked to get into the rooms on multiple occasions ..."

Reviewed on 27 Nov. 2024

Wailea Beach Resort - Marriott, Maui
See all 1,162 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$3,071, 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
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
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

Activities

Morning views at Haleakalā National Park

Haleakala National Park Sunrise Tour

NZ$375
per adult
92% of travellers recommend
Haleakala National Park Sunrise Tour
Deluxe Molokini & Turtle Snorkel Luxury Sail Tour with Meals

Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar

NZ$396
per adult
96% of travellers recommend
Luxury Molokini & Turtle Snorkel Sail with Breakfast, Lunch & Open Bar
Wailea Beach: Guided Sea Scooter Snorkeling Tour

Wailea Beach: Guided Sea Scooter Snorkeling Tour

NZ$254
per adult
100% of travellers recommend
Wailea Beach: Guided Sea Scooter Snorkeling 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.