
Wailea-Makena Luxury Vacations
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Top Luxury vacation packages in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Courtyard Maui Kahului Airport
Price was ¥382,828, price is now ¥332,826 per person
¥332,826
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
Great and friendly staff. Very convenient to the many food trucks and Costco. Pool area was great and cocktails were very nice.
Reviewed on May 13, 2026

Fairmont Kea Lani Maui
Wailea
Price was ¥634,303, price is now ¥511,044 per person
¥511,044
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
The resort was excellent and made for a great trip!
Reviewed on May 31, 2026

Hana-Maui Resort, a Destination by Hyatt Residence
Hana Town Center
Price was ¥436,348, price is now ¥362,522 per person
¥362,522
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
We loved the view, the sound of the ocean, the clouds in the sky, the very laid back atmosphere.
The bungalow was fabulous.
Reviewed on Jun 4, 2026

Wailea Beach Villas
Wailea
Price was ¥746,783, price is now ¥625,082 per person
¥625,082
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.8/10 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 on May 13, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was ¥544,050, price is now ¥466,788 per person
¥466,788
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
This is a 4.5-star property. (Not as high end as Four Seasons, Fairmont, Ritz & the like but close.) First, the staff. Everyone - front desk, concierge, banker, housekeeping, pool, etc., are friendly, attentive, helpful and professional. They learn your name and no one ever says “no” or “you need to go talk to xyz,” but rather finds a way to help. I particularly enjoyed the QR code system for letting valet know when you need your car. Very easy and effective.
Second, the rooms. We opted for an ocean view although not the highest end & had a beautiful view of Ulua beach & the ocean. Pretty roomy with a balcony, mini fridge, nice bathroom and robes, (Again, not Ritz level but very nice.) There are many types of rooms to suit all tastes.
Third, the facilities. Great beaches on property & nearby. A gym and game room with free digital and old school games like skeeball and table shuffleboard. Very fun. There’s a Roy Yamaguchi pizza truck and restaurant, and other restaurants including poolside restaurant/bars with ocean views of course. The food was very good.
For us, the two standouts were the pools - several options including an adults only infinity edge pool (as well as an adventure pool with a water park style slide for the kids and young at heart); and the movie theater with bean bag seating. They were showing the Avenger series when we were there, at 4&7pm, and we went three nights in a row. Brought dinner with us. Really fun.
All in all, highly recommended.
Reviewed on Jun 3, 2026
5* Luxury vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Fairmont Kea Lani Maui
Wailea
Price was ¥634,303, price is now ¥511,044 per person
¥511,044
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
The resort was excellent and made for a great trip!
Reviewed on May 31, 2026
4 Night Luxury vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Maui North Shore
Price was ¥306,742, price is now ¥268,323 per person
¥268,323
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (241 reviews)
We stayed in Hampton inn Maui north shore. We opted for ocean facing with refrigerator and microwave. The stay was very nice and the staff were friendly. It hosts a private beach right behind the property. Very convenient to travel west and east of Maui
Reviewed on Jun 3, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was ¥544,050, price is now ¥466,788 per person
¥466,788
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
This is a 4.5-star property. (Not as high end as Four Seasons, Fairmont, Ritz & the like but close.) First, the staff. Everyone - front desk, concierge, banker, housekeeping, pool, etc., are friendly, attentive, helpful and professional. They learn your name and no one ever says “no” or “you need to go talk to xyz,” but rather finds a way to help. I particularly enjoyed the QR code system for letting valet know when you need your car. Very easy and effective.
Second, the rooms. We opted for an ocean view although not the highest end & had a beautiful view of Ulua beach & the ocean. Pretty roomy with a balcony, mini fridge, nice bathroom and robes, (Again, not Ritz level but very nice.) There are many types of rooms to suit all tastes.
Third, the facilities. Great beaches on property & nearby. A gym and game room with free digital and old school games like skeeball and table shuffleboard. Very fun. There’s a Roy Yamaguchi pizza truck and restaurant, and other restaurants including poolside restaurant/bars with ocean views of course. The food was very good.
For us, the two standouts were the pools - several options including an adults only infinity edge pool (as well as an adventure pool with a water park style slide for the kids and young at heart); and the movie theater with bean bag seating. They were showing the Avenger series when we were there, at 4&7pm, and we went three nights in a row. Brought dinner with us. Really fun.
All in all, highly recommended.
Reviewed on Jun 3, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
