
Wailea-Makena Vacations from $981
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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.


Wailea Beach Villas
Wailea
$1,922
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

The Kalama Residence
South Kihei
$2,193
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
8/10 Very Good! (3 reviews)
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.
Reviewed on Jan 4, 2026

Maui Beach Vacation Club
North Kihei
$1,033
per person
Oct 25 - Oct 29
found 7 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (922 reviews)
Must admit when we arrived and found there was no AC was a little worried, but the orientation of the unit meant the breezes blowing through made it just lovely. The beach was literally just over the road and super calm. Pool was great, location great for Kīhei Lahaina and the airport. Really enjoyed our stay
Reviewed on Aug 8, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
$1,612
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.
Reviewed on Jul 25, 2026
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View all tripsStay near popular Wailea-Makena attractions

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.

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.

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.

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.
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.

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.
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.
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.
Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$786 nightly
$933 total
Aug 23 - Aug 24
Total with taxes and fees

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
9.4/10 Exceptional! (1,011 reviews)
"Great experiences and hotel"
Reviewed on Aug 9, 2026

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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















