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.
Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite

South Kihei
£1,849
per person
5 Oct - 11 Oct
found 5 hours ago
Return flight included
London (LON) to Kahului (OGG)
8.6/10 Excellent! (26 reviews)
Awesome Maui Vista is our New Home away from Home. The condo has the essentials and honestly more than we personally needed. Being able to walk across the street to Charley Young Beach was so convenient and where we spent most of our time. There are 2 shopping centers close by just a 10-15 minute walk in either direction

Reviewed on 26 Jul 2026

AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
£1,926
per person
19 Oct - 26 Oct
found 15 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (272 reviews)
Great location and pool!

Reviewed on 12 Aug 2026

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
£2,371
per person
5 Oct - 11 Oct
found 5 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
There was a delay in our room and we received an upgrade. The front desk was very helpful and pleasant. The bell staff were also so patient and kind. The property is magical and we wish we had stayed an extra night. Highly recommend a stay here instead of doing road to Hana in one day. The tennis and basketball are immaculate! Thank you for having us, we will always remember the great views and spacious property

Reviewed on 1 Aug 2026

Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

£1,973
per person
5 Oct - 11 Oct
found 5 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
£2,896
per person
5 Oct - 11 Oct
found 5 hours ago
Return flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (1,003 reviews)
The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area.

Reviewed on 18 Aug 2026

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5* Luxury holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
£2,896
per person
5 Oct - 11 Oct
found 5 hours ago
Return flight included
London (LON) to Kahului (OGG)
8.8/10 Excellent! (1,003 reviews)
The overall experience was very good. On arrival we were very disappointed to see that the “lei greeter” was no longer a thing at this property. The greeting and the lei were great ways to get us into the aloha frame of mind. They should consider bringing that back. Also, the registration used to offer refreshing cool water during check in. During the hurricane lala storm our sliding glass door would not seal. We had a very loud screeching all night. We finally had to open the door. The screeching stopped but then the storm noise was also loud. Sleeping was very difficult. Our next door neighbors did not have that noise problem. The gardens are very well maintained. The pools are very nice. It seems the water elevator has been broken for awhile. Elevator access to rooms in two towers were serviced by only one elevator. The other has been broken for weeks. We had long waits going up and down between the rooms, lobby, and pool area.

Reviewed on 18 Aug 2026

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All you need to know about luxury holidays in Wailea-Makena

What can I expect from a luxury Wailea-Makena holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Wailea-Makena?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Wailea-Makena holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Wailea-Makena?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Wailea-Makena starting at £1,849. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Wailea-Makena?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Wailea-Makena spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Wailea-Makena?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Wailea-Makena?

You can wangle a top-notch luxury holiday in Wailea-Makena for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Wailea-Makena with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Wailea-Makena with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Wailea-Makena to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Things to do

South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

£75
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Lahaina Sunset Dinner Cruise

Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta

£100
per adult
84% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
Calypso Sunset Dinner Cruise

Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta

£113
per adult
90% of travellers recommend
Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta
See all activities in Wailea-Makena

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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. Flight-inclusive packages are ATOL protected.