Wailea-Makena Vacation Packages 2026 from $1,277

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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.

Kapalua Villas Maui

Save 100% on your flight

$1,277

per person

Jun 3 - Jun 8

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

8.8/10 Excellent! (983 reviews)

Amazing stay! Beautiful unit and location walkable to a few beaches.

Reviewed on Apr 14, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$1,948

per person

Jul 16 - Jul 21

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Kahului (OGG)

9.4/10 Exceptional! (1,003 reviews)

Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Palms at Wailea Maui

Wailea

Save 100% on your flight

$1,613

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

8.4/10 Very Good! (533 reviews)

Excellent renovated space. Could be better stocked like the other rental companies, but overall a great stay and unit well located in the complex.

Reviewed on Apr 14, 2026

Royal Lahaina Bungalows & Spa

Save 100% on your flight

$1,782

per person

Jul 6 - Jul 12

found 1 hour ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (9 reviews)

The property was nice The house keeping was horrible.

Reviewed on Mar 14, 2026

Fairmont Kea Lani Maui

Wailea

Save 100% on your flight

$3,556

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Kahului (OGG)

9.4/10 Exceptional! (1,006 reviews)

I think they were really nice people, but I believe the hotel needs more kids' attraction activities..

Reviewed on Apr 21, 2026

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Discover the most popular places to visit in Wailea-Makena

Wailea Beach

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.

Keawakapu Beach North

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.

Maluaka Beach

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.

Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$716 nightly

$850 total

May 6 - May 7

Total with taxes and fees

8.8/10 Excellent! (1,004 reviews)

No response from front desk when the water was turned off.

Reviewed on Apr 17, 2026

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$795 nightly

$944 total

Apr 24 - Apr 25

Total with taxes and fees

9.6/10 Exceptional! (1,000 reviews)

Everything about the hotel and staff is exceptional - there is no better place to stay!

Reviewed on Apr 20, 2026

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI

$738 nightly

$876 total

May 3 - May 4

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

Loved the location, amenities and staff! Everything was excellent. The only thing lacking is upgrades to the rooms. They are looking a bit tired, since most of your time is spent enjoying everything else outside, it’s not a major hurdle.

Reviewed on Apr 22, 2026

See all 2,962 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.