Wailea-Makena Luxury Holidays

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Top flight + Luxury hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

AU$2,312
per person
4 Nov - 11 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
We stayed for a night, room was ok. Sheets were stained we asked them to change them. Bathroom was not cleaned properly. We were heading to the other side of the island and they had power outage we asked for late check out but declined, which was fine. They have 24 hrs airport shuttle which was very convenient. Costco is a step away

Reviewed on 29 Sept 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
AU$5,713
per person
24 Nov - 30 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
AU$3,726
per person
4 Nov - 11 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
AU$3,621
per person
4 Nov - 11 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
Convenient location nd good staff at the concierge for tour bookings

Reviewed on 30 Sept 2026

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
AU$2,545
per person
4 Nov - 11 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (289 reviews)
Only negative thing I have to say is the food wasn’t the best. There’s plenty of other places to go that are very close though.

Reviewed on 1 Oct 2026

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5* Luxury holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
AU$3,621
per person
4 Nov - 11 Nov
found 1 day ago
Return flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
Convenient location nd good staff at the concierge for tour bookings

Reviewed on 30 Sept 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
AU$5,713
per person
24 Nov - 30 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
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How to find luxurious holiday packages in Wailea-Makena?

How to find a luxury holiday in Wailea-Makena?

Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2026 luxury escape Wailea-Makena couldn’t be easier. Use Expedia’s filters to find luxury escapes Wailea-Makena hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.

How to book a luxury holiday in Wailea-Makena with Expedia?

Once you’ve identified your ideal luxury holiday Wailea-Makena you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Wailea-Makena deals around your selected dates and you could save money too.

Are luxury holidays in Wailea-Makena worth the cost?

Memories are priceless so splashing out on luxury getaways to Wailea-Makena in 2026 can be well worth the extra expense. That said, there are some great value luxury escapes Wailea-Makena deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Wailea-Makena for a group or larger family holiday to keep costs down.

How do I choose the perfect luxury holiday package for Wailea-Makena?

Make sure you think carefully about what you want from your luxury holiday in Wailea-Makena before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.

Where can I find excellent deals on luxury holidays in Wailea-Makena?

Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Wailea-Makena deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Wailea-Makena or a longer trip with luxury hire car, use the filters to access some of the best deals available.

How to find luxury spa Wailea-Makena holiday packages?

Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Wailea-Makena with free cancellation too, so you can book with confidence.

How to discover last-minute luxury holiday deals to Wailea-Makena with Expedia.

While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Wailea-Makena. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.

How to find luxury pet-friendly Wailea-Makena holiday packages?

If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Wailea-Makena hotels that will welcome your furry friend.

How to find great luxury beach holiday packages in Wailea-Makena?

To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Wailea-Makena hotels and apartments with direct access to beaches.

Why book luxury holiday packages in Wailea-Makena with Expedia?

Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Wailea-Makena you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.

Activities

Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

AU$146
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Snorkel at the Molokini Crater Marine Life Conservation Area

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

AU$276
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
Maui Premium Dinner Cruise: Four Course Dining Experience

Award-winning Dinner Cruise: Four Course Dining Experience

AU$239
per adult
90% of travellers recommend
Award-winning Dinner Cruise: Four Course Dining Experience
See all activities in Wailea-Makena
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.