
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.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥244,362, price is now ¥171,604 per person
¥171,604
per person
Aug 12 - Aug 14
found 2 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Everything was Amazing!! Will be coming back
Reviewed on Apr 18, 2026

Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was ¥502,430, price is now ¥372,964 per person
¥372,964
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Kahului (OGG)
8.2/10 Very Good! (16 reviews)
The property and rooms are very nice. Very lush and beautiful landscaping and easy walk to the beach. The staff are very friendly and helpful. The issues that we had is that the air conditioner in the room was either not working properly, or undersized for the room. We had it set at 68 and it was hot in the room. We tried to turn it down to 66 and eventually 64, and I have a temp meter and the room was reading 80 degrees at night. It was very uncomfortable to sleep. We couldn't open the windows because all of the screen were either not there, or bent and it let in mosquitos. That was the biggest hang up to making this trip 5 stars.
Reviewed on Apr 27, 2026

Makena Surf - CoralTree Residence Collection
Wailea
Save 100% on your flight
Price was ¥960,319, price is now ¥766,904 per person
¥766,904
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (110 reviews)
First time on Maui! Excellent place to stay for a week, beautiful beach, clean and well maintained property!
Reviewed on Apr 6, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Save 100% on your flight
Price was ¥267,148, price is now ¥213,450 per person
¥213,450
per person
Aug 12 - Aug 14
found 2 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,007 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

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was ¥238,665, price is now ¥190,952 per person
¥190,952
per person
Aug 12 - Aug 14
found 2 hours ago
Roundtrip flight included
Honolulu (HNL) 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
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See all available trips from Honolulu to Wailea-Makena
View all trips5* Luxury vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥244,362, price is now ¥171,604 per person
¥171,604
per person
Aug 12 - Aug 14
found 2 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Everything was Amazing!! Will be coming back
Reviewed on Apr 18, 2026

Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was ¥502,430, price is now ¥372,964 per person
¥372,964
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Kahului (OGG)
8.2/10 Very Good! (16 reviews)
The property and rooms are very nice. Very lush and beautiful landscaping and easy walk to the beach. The staff are very friendly and helpful. The issues that we had is that the air conditioner in the room was either not working properly, or undersized for the room. We had it set at 68 and it was hot in the room. We tried to turn it down to 66 and eventually 64, and I have a temp meter and the room was reading 80 degrees at night. It was very uncomfortable to sleep. We couldn't open the windows because all of the screen were either not there, or bent and it let in mosquitos. That was the biggest hang up to making this trip 5 stars.
Reviewed on Apr 27, 2026

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was ¥238,665, price is now ¥190,952 per person
¥190,952
per person
Aug 12 - Aug 14
found 2 hours ago
Roundtrip flight included
Honolulu (HNL) 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
Don't see what you're looking for?
See all available trips from Honolulu to Wailea-Makena
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
