Wailea-Makena Beach Vacations

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Flight and Beach hotel deals in Wailea-Makena

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Kapalua Villas Maui
Hotel Wailea, Relais & Chateaux - Adults Only
OUTRIGGER Honua Kai Resort & Spa
The Whaler Resort Kaanapali Beach
Fairmont Kea Lani Maui
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5* Beach holidays in Wailea-Makena

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The Ritz-Carlton Maui, Kapalua
Hotel Wailea, Relais & Chateaux - Adults Only
Fairmont Kea Lani Maui
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3 Night Beach holidays in Wailea-Makena

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The Ritz-Carlton Maui, Kapalua
Hotel Wailea, Relais & Chateaux - Adults Only
Fairmont Kea Lani Maui
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4 Night Beach holidays in Wailea-Makena

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Hono Koa Vacation Club
Hotel Wailea, Relais & Chateaux - Adults Only
Maui Beach Vacation Club
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Find the best beach vacations in Wailea-Makena

What are some benefits when booking beach vacations in Wailea-Makena?

When you travel to the beach in Wailea-Makena, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.


How can I book the best beach vacations in Wailea-Makena?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Wailea-Makena trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Wailea-Makena?

There are quite a few things you can do to get cheap beach vacations in Wailea-Makena. Prices range from CA $1,705, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Wailea-Makena. These package deals let you save by booking your accommodation and your flight together with savings of up to 32.

Why should I book family beach vacations?

When you're travelling with the family to Wailea-Makena, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Wailea-Makena?

It's easy to find a beachfront vacation accommodation in Wailea-Makena using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Wailea-Makena as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Wailea-Makena is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Hawaii. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Wailea-Makena

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
  • 3 min walk from Wailea Beach
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,002 reviews)
Not the quality it use to be. Many better options to choose from in the area. Service is mediocre. Spa and gym are very nice.

Reviewed on Apr 6, 2026

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
  • 11 min walk from Wailea Beach
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (1,006 reviews)
Best pool ever. No one under 18 allowed. All seats facing pool and ocean. Always could find a chair.

Reviewed on Apr 5, 2026

Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
  • 4 min walk from Wailea Beach
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,000 reviews)
Last night on an extended trip to Asia, stopped over in Maui. A perfect end to our trip (despite the inclement weather). We have always stayed in the Ka'anapali area of Maui, but due to weather Wailea was better option for this trip and The Four Seasons didn't disappoint. Would definitely consider ...

Reviewed on Mar 28, 2026

Four Seasons Resort Maui at 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.

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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.