Wailea-Makena Vacation Packages 2026 from $997

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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 Beach Vacation Club

North Kihei

Save 100% on your flight

$997

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (926 reviews)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,387

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

Great atmosphere relaxing,.quiet & beautiful!

Reviewed on Aug 16, 2026

Maui Banyan Vacation Club

South Kihei

$999

per person

Sep 28 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8/10 Very Good! (382 reviews)

Right by the beach and everything. Place was clean and nice!

Reviewed on Aug 15, 2026

Wailea Beach Villas

Wailea

Save 100% on your flight

$2,401

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.8/10 Exceptional! (197 reviews)

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$1,792

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,006 reviews)

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Stay near popular Wailea-Makena attractions

A tropical beach with palm trees, a sandy shore, and the ocean.

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 with palm trees, a hotel, and the ocean.

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 beach with clear blue water, a sandy shore, and a mountain 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 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 sandy beach with a large tree and a clear blue sky.

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 relaxing 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

Aug 31 - Sep 1

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

"This was a lovely stay. We ended up in the Napua wing and it truly was great. The staff was very kind and remembered our names instantly. A lazy river should come with every hotel hahaha!"

Reviewed on Aug 14, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,068 nightly

$1,268 total

Aug 19 - Aug 20

Total with taxes and fees

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$880 nightly

$1,045 total

Aug 31 - Sep 1

Total with taxes and fees

See all 2,911 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.