Wailea-Makena Vacation Packages 2026 from $909

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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

$909

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

8/10 Very Good! (382 reviews)

Excellent property, check-in/out was easy (they let me check in early), great location, parking extremely easy every day. Only thing to plan for that is different from some other rentals: don’t expect anything to already be in the kitchen as far as foo/spices/condiments or things like that. Some places will at least have salt & pepper non-perishable essentials like that, maybe umbrellas or chairs, this place did not so do just be prepared to bring everything you plan to need (bathroom has the basics though: shampoo/conditioner, soap, towels etc.). Great stay, very satisfied and would more than happily repeat.

Reviewed on Aug 3, 2026

Wailea Beach Villas

Wailea

Save 100% on your flight

$1,924

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.8/10 Exceptional! (197 reviews)

Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.

Reviewed on Jul 31, 2026

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,347

per person

Sep 16 - Sep 21

found 11 hours ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (922 reviews)

Lahaina Shores Beach Resort By Castle

$981

per person

Sep 16 - Sep 21

found 11 hours ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

No reviews

Wailea Grand Champions - Maui Condo & Home

Wailea

Save 100% on your flight

$1,554

per person

Sep 10 - Sep 17

found 18 hours ago

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 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 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 family-friendly area.

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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 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 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

Aug 22 - Aug 23

Total with taxes and fees

8.8/10 Excellent! (1,007 reviews)

"They did a wonderful job I was well taken care of at all times"

Reviewed on Aug 7, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,048 nightly

$1,244 total

Aug 17 - Aug 18

Total with taxes and fees

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$880 nightly

$1,045 total

Aug 26 - Aug 27

Total with taxes and fees

See all 2,898 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.