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


Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was ¥229,346, price is now ¥168,330 per person
¥168,330
per person
Jun 12 - Jun 16
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (14 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

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥183,876, price is now ¥140,204 per person
¥140,204
per person
Jul 14 - Jul 16
found 10 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Everything was Amazing!! Will be coming back
Reviewed on Apr 18, 2026

The Residences at Kamaole Sands Resort
South Kihei
Save 100% on your flight
Price was ¥185,080, price is now ¥145,638 per person
¥145,638
per person
Jun 12 - Jun 16
found 16 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
10/10 Exceptional! (2 reviews)
The place was very clean. The staff was very communicative and accommodating. I stayed Wednesday-Sunday and I extended my stay 1 night which was very fast and easy. They left us chairs and towels which was very nice for the beach. The place was very spacious for 2 people. If you want to cook this has plenty of counter space. The balcony had a partial ocean view which was very nice. Great value for your money. Check in/out was very easy. You can walk right to the best beaches around.
Only Cons I can think of: Not a lot of blankets and the wifi in the bedroom didn’t really work, it was low signal. It would’ve been nice to watch Netflix from the bedroom. That’s the only negative I can think of.
Reviewed on Feb 24, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was ¥437,664, price is now ¥350,692 per person
¥350,692
per person
Jun 12 - Jun 16
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
It is an amazing and stunningly beautiful resort!
Reviewed on May 3, 2026
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View all trips5* Cheap 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 ¥183,876, price is now ¥140,204 per person
¥140,204
per person
Jul 14 - Jul 16
found 10 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Everything was Amazing!! Will be coming back
Reviewed on Apr 18, 2026

Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was ¥229,346, price is now ¥168,330 per person
¥168,330
per person
Jun 12 - Jun 16
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.6/10 Excellent! (14 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

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was ¥437,664, price is now ¥350,692 per person
¥350,692
per person
Jun 12 - Jun 16
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (1,002 reviews)
It is an amazing and stunningly beautiful resort!
Reviewed on May 3, 2026
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View all trips3 Night Cheap vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Fairmont Kea Lani Maui
Wailea
Price was ¥557,406, price is now ¥462,809 per person
¥462,809
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (1,001 reviews)
BEAUTIFUL PROPERTY!! Worth every cent. The staff was first class and took care of our every need.
Reviewed on May 6, 2026

Wailea Beach Villas
Wailea
Price was ¥639,028, price is now ¥563,590 per person
¥563,590
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.8/10 Exceptional! (194 reviews)
Great location! Amazing views. Highly recommend. Kitchen was well appointed. Balcony was a great spot for the sunset.
Reviewed on Apr 10, 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was ¥546,131, price is now ¥489,256 per person
¥489,256
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.2/10 Wonderful! (1,003 reviews)
The rooms were clean, very comfortable, and the staff was amazing. The property was clean and spacious. The grounds and walking path offer beautiful views. The stunning sunsets and ocean views made it easy to relax and enjoy the setting. The Infinity pool was excellent.
Reviewed on May 9, 2026
4 Night Cheap vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

Maui Banyan Vacation Club
South Kihei
Save 100% on your flight
Price was ¥119,236, price is now ¥84,340 per person
¥84,340
per person
Jun 12 - Jun 16
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8/10 Very Good! (367 reviews)
Nice property next to the beach
Reviewed on May 6, 2026

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was ¥199,217, price is now ¥131,419 per person
¥131,419
per person
Jun 12 - Jun 16
found 16 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (865 reviews)
Beautiful view and close to the beach. Would stay there again.
Reviewed on May 3, 2026

Mana Kai Maui- Official Onsite Rental
South Kihei
Save 100% on your flight
Price was ¥141,445, price is now ¥102,981 per person
¥102,981
per person
Jun 12 - Jun 16
found 17 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,003 reviews)
One of the best locations in Maui
Reviewed on May 7, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
