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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.



Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
$2,092
per person
Dec 6 - Dec 12
found 16 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards!
Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches.
The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool!
The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X
Reviewed on Sep 6, 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.

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.

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.

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.

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 romantic area.
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.
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
Oct 1 - Oct 2
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
"Some of the best customer service we’ve ever had. Room was gorgeous, grounds were stunning, views were amazing"
Reviewed on Sep 14, 2026

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
$704 nightly
$836 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"great ocean view"
Reviewed on Sep 15, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$880 nightly
$1,045 total
Sep 18 - Sep 19
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"
Reviewed on Aug 25, 2026
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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