Wailea-Makena Vacation Packages 2026 from $989

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Your Wailea-Makena Vacation

Make organizing your next adventure a breeze with a Wailea-Makena vacation package. Whether it's the cuisine, nature or something else that draws you here, our packages will help you discover it all. Can't decide what should come first? Makena is one of the most popular cities to explore during your trip to Wailea-Makena. If you're ready to stop daydreaming and start doing, Expedia will help turn your Wailea-Makena vacation into a reality.

The Latest Wailea-Makena vacation packages

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

Maui Banyan Vacation Club

South Kihei

Save 100% on your flight

$989

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (392 reviews)

We were pleasantly surprised how nice and how large the unit was. We loved the view of the path and gardens from the balcony. The only glitch was that when we arrived, the door code we were given didn't work. But this was quickly resolved - the lady at the front desk just reset it to a new code and we were in.

Reviewed on Sep 25, 2026

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,368

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (937 reviews)

The only problem with the resort was the rooms do not have AC and it got a little bit hot!

Reviewed on Sep 28, 2026

Hotel Wailea Maui

Wailea

Save 100% on your flight

$2,903

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,002 reviews)

Everything was excellent, form the location to the incredible food!

Reviewed on Sep 22, 2026

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$3,085

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.6/10 Exceptional! (1,002 reviews)

Great experience and would highly recommend.

Reviewed on Sep 27, 2026

Wailea Grand Champions - Maui Condo & Home

Wailea

Save 100% on your flight

$1,658

per person

Dec 11 - Dec 18

just found

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

7.8/10 Good! (20 reviews)

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Stay near popular Wailea-Makena attractions

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 reviews)

This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.

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A beach path leading to the ocean, surrounded by lush green foliage.

Keawakapu Beach North

9.4/10 (804 reviews)

Enjoy the peace and quiet at one of Maui’s less crowded and wider beaches, where kids can wander around the rock pools, and divers can explore the artificial reef.

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A lifeguard station with a sign that reads "Lifeguard Duty Call 911" on a beach with the ocean in the background.

Kamaole Beach Park 3

9.2/10 (1,660 reviews)

During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 3 along with the snorkeling. Wander the seaside or discover the beautiful sunsets in this romantic area.

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A beach with clear turquoise water, a person in the water, and a mountain in the background.

Maluaka Beach

9.4/10 (731 reviews)

This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.

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A coastal landscape with a sandy beach, turquoise waters, and a hill with dense vegetation.

Makena State Park Beach

9.4/10 (1,787 reviews)

Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.

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A beach with lush greenery, palm trees, and a clear blue ocean.

Polo Beach

9.2/10 (186 reviews)

If a restful vacation is part of your travel plans, Polo Beach might be the perfect place to seek out during your trip to Kihei. Wander the seaside or discover the beautiful sunsets in this romantic area.

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A dessert on a white plate with a strawberry and mint garnish.

Shops at Wailea

9.2/10 (381 reviews)

You can find the perfect gifts to bring home at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.

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A calm sea with a rainbow, palm trees, and a cloudy sky.

Ulua Beach

8.8/10 (53 reviews)

Why not spend a carefree afternoon at Ulua Beach during your travels in Kihei? Discover the beautiful sunsets in this romantic area, or enjoy its snorkeling spots.

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Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Oct 29 - Oct 30

Total with taxes and fees

8.8/10 Excellent! (1,011 reviews)

"Everything was just FANTASTIC. Please don't laugh. The only thing that we can think of that for you guys to do something about, and only if you are allowed to do something about it, is too many black bees at the smoking hut areas."

Reviewed on Sep 27, 2026

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI

$662 nightly

$786 total

Oct 25 - Oct 26

Total with taxes and fees

9.2/10 Wonderful! (1,003 reviews)

"Location was fantastic and the staff was great."

Reviewed on Sep 28, 2026

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$880 nightly

$1,045 total

Sep 29 - Sep 30

Total with taxes and fees

9.6/10 Exceptional! (1,001 reviews)

"Incredible service and high end property. The rooms are updated with a nice balcony. 3 pools and direct beach access makes it easy."

Reviewed on Sep 24, 2026

See all 2,951 properties in Wailea-Makena

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.