Wailea-Makena Vacations from $735

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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.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

Save 100% on your flight
$735
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
No reviews
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
$820
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (926 reviews)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
Save 100% on your flight
$935
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)
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

Wailea
Save 100% on your flight
$1,549
per person
Oct 19 - Oct 26
found 13 hours ago
Roundtrip flight included
Los Angeles (QLA) to Kahului (OGG)
7.8/10 Good! (20 reviews)
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

South Kihei
Save 100% on your flight
$1,283
per person
Sep 30 - Oct 7
found 16 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Kahului (OGG)
8.6/10 Excellent! (70 reviews)
We booked this room because we had planned a family trip for my mother's 60th birthday and traveled with 3 other families that also booked rooms in the same building. As soon as we walked in we noticed the disgusting carpet that is stained, worn, wrinkled and just felt disgusting to step on. Then the pullout couch was old and broken. Just touching the cushions felt like we needed to wash our hands. Then the bedroom comforter and bed was disgusting and old. Looked orginal from 1980's same with all the furniture in the room was just old and grungy. My allergies which are not bad we're completely triggered every night with the musty nasty mix of humid carpet and old furniture and bed sheet smell. It was terrible. Then they do not provide any beach towels and only provided 5 shower towels for a 5 night 6 day stay. We had to email for more shower towels which they brought 3. Even the coffee machine was old and gross. The drapes are old and gross and had to call maintenance because the cord to pull them up and down broke. Just over all terrible place to stay! On the flip side, the other family rooms were completely updated, beautiful, smelt clean, and comfortable. This owner clearly doesn't care to upkeep or care about customer experience. We paid really good money for this unit and the only reason I gave two stars is because of the view. I would not recommend to anyone. Save your money and poor experience.

Reviewed on Jul 29, 2026

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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.
See properties
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.
Photo by Quintin Doroquez

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.
Photo by Torrey Kwok

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.
Photo by Kathie Mercier

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

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
$786 nightly
$933 total
Aug 29 - Aug 30
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

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
$1,028 nightly
$1,220 total
Aug 17 - Aug 18
Total with taxes and fees
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
$880 nightly
$1,045 total
Aug 24 - Aug 25
Total with taxes and fees
Four Seasons Resort Maui at Wailea
See all 2,900 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.

Find the Best Wailea-Makena Vacation Packages

Wailea-Makena Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

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