
Wailea Vacations
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- Maui Beach Vacation Club
Aug 13 - Aug 16Maui Beach Vacation Club + Flight
North Kihei3 nights8.4/10 - Very Good (883 reviews)"It’s been a week and no response from anyone at Maui Vacation club. The listing is inaccurate. I had to spend 3000$ to find alternative accommodation since this place was horrible. They ruined my vacation and have yet to give me a refund for booking a stay and having to leave due to the conditions of the property. Do not ruin your trip."Reviewed June 9, 2026Roundtrip • Nagoya (NGO) - Maui (OGG)NGO - OGG • 1 stop OGG - NGO • 1 stop¥322,489¥282,024found 10 hours agoper traveler - Fairmont Kea Lani Maui
Aug 13 - Aug 16Fairmont Kea Lani Maui + Flight
Wailea3 nights9.4/10 - Exceptional (1,004 reviews)"Property is very clean and close to the ocean. The staff were amazing and very helpful with anything we needed. They had a courtesy shuttle you can use to get around wailea."Reviewed June 7, 2026Roundtrip • Nagoya (NGO) - Maui (OGG)NGO - OGG • 1 stop OGG - NGO • 1 stop¥590,095¥492,002found 10 hours agoper traveler - Maui Banyan Vacation Club
Aug 13 - Aug 16Maui Banyan Vacation Club + Flight
South Kihei3 nights8.0/10 - Very Good (371 reviews)"Room is clean with full kitchen, nice beaches just across the road"Reviewed May 28, 2026Roundtrip • Nagoya (NGO) - Maui (OGG)NGO - OGG • 1 stop OGG - NGO • 1 stop¥340,550¥289,659found 10 hours agoper traveler - Wailea Beach Villas
Aug 13 - Aug 16Wailea Beach Villas + Flight
Wailea3 nights9.8/10 - Exceptional (196 reviews)"Stayed in a similar property before, Villas are located right on Wailea beach, behind the villas are the Shops @ Wailea that has restaurants, groceries, and many higher end shops. Brought the family and rented 2 villas. The one my wife and I stayed in was just remodeled with very nice contemporary furniture, art and all new kitchenware. Ocean views from the lanai. It's a great value for a family, We plan on returning again."Reviewed May 13, 2026Roundtrip • Nagoya (NGO) - Maui (OGG)NGO - OGG • 1 stop OGG - NGO • 1 stop¥716,627¥621,235found 9 hours agoper traveler - Lumeria Maui Educational Retreat Center
Aug 13 - Aug 16Lumeria Maui Educational Retreat Center + Flight
Makawao3 nights8.6/10 - Excellent (220 reviews)"I had a great stay! Solo woman traveler and wanted some R&R from the city life. This place was perfect. Grounds are well-kept and like a movie; serene and beautiful. Loved the jacuzzi and pool! Got some nice sun before going to back to the city life. Mahalo for having me! Looking forward to my next stay!"Reviewed June 4, 2026Roundtrip • Nagoya (NGO) - Maui (OGG)NGO - OGG • 1 stop OGG - NGO • 1 stop¥346,061¥308,946found 10 hours agoper traveler
Where to stay in Wailea
Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea

South Kihei
4 out of top 10 points of interest in this area
While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.
Wailea Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is ¥122,369 per night from Jun 23 to Jun 24
¥122,369
¥155,658 total
Jun 23 - Jun 24
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Loved the view!"
Reviewed on Jun 8, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is ¥151,351 per night from Jun 26 to Jun 27
¥151,351
¥179,672 total
Jun 26 - Jun 27
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."
Reviewed on May 25, 2026

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
The price is ¥118,999 per night from Jun 23 to Jun 24
¥118,999
¥152,484 total
Jun 23 - Jun 24
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Good"
Reviewed on Jun 8, 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.
Frequently asked questions
Discover the most popular places to visit in Wailea

Wailea Beach
4.5/5(1,632 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.

Makena State Park Beach
4.5/5(450 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.

Little Beach
4.5/5(14 reviews)
Why not spend a carefree afternoon at Little Beach during your travels in Kihei? Wander the seaside or discover the beautiful sunsets in this romantic area.
Things to do

Maui Ocean Center All Day Admission Ticket
¥8,699
per adult
90% of travellers recommend

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
¥30,890
per adult
94% of travellers recommend

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
¥21,927
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















