Wailea-Makena Vacation Packages 2026 from $887

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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

$887

per person

Nov 13 - Nov 19

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

8/10 Very Good! (388 reviews)

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,375

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)

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,659

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,000 reviews)

Traveled to Hotel Wailea for our honeymoon. We couldn't have made a better choice! Adults only concept was perfect for what we wanted. A tranquil, relaxing environment to enjoy the beauty of Maui. All dining options were excellent. We especially enjoyed the complimentary shuttles to local beaches including property chairs and umbrellas. Open air concept for the gym and dining were a unique experience. 100% of hotel staff were courteous and attentive. I will treasure our stay here always.

Reviewed on Sep 22, 2026

Wailea Grand Champions - Maui Condo & Home

Wailea

Save 100% on your flight

$1,694

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Kahului (OGG)

7.8/10 Good! (20 reviews)

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$3,183

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.6/10 Exceptional! (1,003 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 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 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 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

$860 nightly

$1,021 total

Oct 9 - Oct 10

Total with taxes and fees

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI

$704 nightly

$836 total

Oct 6 - Oct 7

Total with taxes and fees

9.2/10 Wonderful! (1,004 reviews)

"Everywhere we went the staff was friendly and informative when needed"

Reviewed on Sep 21, 2026

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$960 nightly

$1,140 total

Sep 23 - Sep 24

Total with taxes and fees

See all 2,953 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.