Wailea-Makena Beach Holidays 2026

Top flight + Beach hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Resort & Bungalows

Save 100% on your flight

AU$1,290

per person

18 May - 24 May

found 4 hours ago

Return flight included

Honolulu (HNL) to Kahului (OGG)

8.6/10 Excellent! (1,694 reviews)

Yes, there was partial ocean view as expected per our reservation & we could also view the beach. Overall it was great. Very friendly & attentive staff.

Reviewed on 10 Mar 2026

The Whaler Resort Kaanapali Beach

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AU$1,988

per person

18 May - 24 May

found 4 hours ago

Return flight included

Honolulu (HNL) to Kahului (OGG)

9.6/10 Exceptional! (364 reviews)

Had room and view we anticipated

Reviewed on 12 Mar 2026

Kapalua Villas Maui

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AU$1,507

per person

18 May - 24 May

found 4 hours ago

Return flight included

Honolulu (HNL) to Kahului (OGG)

8.6/10 Excellent! (974 reviews)

Here’s the good and bad: the view is fantastic, the patio is great, the kitchen was remodeled and is very nice. It’s lovely to have two full bathrooms and they were well supplied. But the place smelled like mildew, which could have been from 3 days of rain ahead of our visit but it didn’t go away. The carpets and curtains need renewing and the furniture looked quite dated. Overall it didn’t feel clean and it was not a relaxing place for us because of that. It just needs a little TLC bc the view is outstanding. We were traveling for our 50th anniversary so our expectations were high and I don’t think the pictures told the story of this place. Next time we’ll rent a top floor instead of bottom level. We’ve stayed at these condos before and the ones that have been updated are worth the price but this one let down our expectations.

Reviewed on 5 Mar 2026

Hilton Vacation Club Ka'anapali Beach Maui

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AU$1,646

per person

18 May - 24 May

found 4 hours ago

Return flight included

Honolulu (HNL) to Kahului (OGG)

9/10 Wonderful! (1,010 reviews)

Spacious, clean rooms. The pool and slide were great for kids and the mini golf and activity centers were great ways to take a break from the sun during peak hours. The wi-fi was spotty in the room and the beach is somewhat rocky - great snorkeling but less apt for swimming with kids. Overall a great spot, with the food trucks and grocery store within walking distance. Would go back!

Reviewed on 10 Mar 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

AU$4,183

per person

18 May - 23 May

found 4 hours ago

Return direct flight included

Sydney (SYD) to Kahului (OGG)

8.8/10 Excellent! (1,002 reviews)

Excellent and beautiful place to visit.

Reviewed on 9 Mar 2026

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5* Beach holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton Maui, Kapalua

Save 100% on your flight

AU$3,960

per person

18 May - 24 May

found 4 hours ago

Return flight included

Honolulu (HNL) to Kahului (OGG)

9/10 Wonderful! (1,003 reviews)

Partial ocean view as promised. Food good but not outstanding and food prices were ridiculously high ( $60) for breakfast buffet. It was nice but very busy and noisy at times because of so many people. Nice luxury hotel but didnt always feel like the relaxed pace we have expected from Hawaii.

Reviewed on 12 Mar 2026

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea

AU$4,183

per person

18 May - 23 May

found 4 hours ago

Return direct flight included

Sydney (SYD) to Kahului (OGG)

8.8/10 Excellent! (1,002 reviews)

Excellent and beautiful place to visit.

Reviewed on 9 Mar 2026

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How can I book a Wailea-Makena beach holiday package with Expedia?

Beach holidays to beach holidays on Expedia?

To find your ideal family-friendly Wailea-Makena beach holiday package, simply use the site’s or the app’s search function to explore diverse packages tailored to your chosen destination. Refine your search with filters to narrow down options based on your favourite amenities.

How can I select the perfect beach holiday package for Wailea-Makena?

Customise your quest for Wailea-Makena beach holiday packages, including flights, with search filters and prioritise your preferred options. This way, you’ll uncover fantastic beach holidays, whether it’s a romantic beach escape, a luxurious beach package, or a surfers’ paradise in Wailea-Makena.

How can I find the best Wailea-Makena beach holiday deals?

Grab some of the best Wailea-Makena beach holiday deals by being flexible with your destination and dates, ideally travelling outside of peak seasons. If you have specific seas in mind, enter the details and apply filters to uncover a budget-friendly trip.

How can I discover last-minute Wailea-Makena beach holiday deals?

If you love a last-minute deal, you’ve come to the right place. Select our top picks or customise your beach getaway in Wailea-Makena using date and destination filters. Bundle accommodation, airfare, and car rental for the best value. Tailor your search with filters covering amenities, price, star rating, and more.

How can I find pet-friendly Wailea-Makena beach holiday packages?

Indulge yourself and your furry companion in Wailea-Makena’s pet-friendly beach holiday options. Enhance your getaway with our filters, including doggy day care, divine pet-friendly beach apartments, and access to pet-friendly local beaches.

When are the best times to go for a Wailea-Makena beach holiday?

For the ultimate Wailea-Makena beach holiday, choose summer for vibrant energy. Alternatively, opt for winter to enjoy a tranquil, less crowded experience with ample alone time.