Wailea-Makena Mountain Vacations
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Flight and Mountain hotel deals in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Kapalua Villas Maui
Price was CA $3,196, price is now CA $2,164 per person
CA $2,164
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.6/10 Excellent! (978 reviews)
We had a wonderful 8-day stay. The property was exactly as portrayed on the website. We received quite a lot of rain during our stay, and were concerned because the drain seemed to be backing up outside the door, however the maintenance crew was quick to respond to our call, and fixed the issue and followed up once the rain had subsided. We would absolutely stay there again, and would highly recommend to anyone.
Reviewed on Apr 6, 2026
Fairmont Kea Lani Maui
Wailea
Price was CA $8,296, price is now CA $5,523 per person
CA $5,523
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
nice hotel but not amazing would say the pool and amenities felt lacking.
Pretty expensive for what it is
Reviewed on Apr 4, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $4,763, price is now CA $3,199 per person
CA $3,199
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Beautiful hotel, very unique experience. Everyone was very nice and helpful. We enjoyed our stay
Reviewed on Apr 8, 2026
The Ritz-Carlton Maui, Kapalua
Price was CA $5,401, price is now CA $3,913 per person
CA $3,913
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,002 reviews)
The rooms were amazing and view was great. Beach was quite dirty and lots of debris. The pools had a broken heater and were not swimable due to how cold they were
Reviewed on Apr 7, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was CA $5,804, price is now CA $4,231 per person
CA $4,231
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
8.8/10 Excellent! (1,001 reviews)
Not the quality it use to be. Many better options to choose from in the area. Service is mediocre. Spa and gym are very nice.
Reviewed on Apr 6, 2026
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View all trips5* Mountain holidays in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $4,763, price is now CA $3,199 per person
CA $3,199
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Beautiful hotel, very unique experience. Everyone was very nice and helpful. We enjoyed our stay
Reviewed on Apr 8, 2026
Fairmont Kea Lani Maui
Wailea
Price was CA $8,296, price is now CA $5,523 per person
CA $5,523
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
nice hotel but not amazing would say the pool and amenities felt lacking.
Pretty expensive for what it is
Reviewed on Apr 4, 2026
The Ritz-Carlton Maui, Kapalua
Price was CA $5,401, price is now CA $3,913 per person
CA $3,913
per person
May 14 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,002 reviews)
The rooms were amazing and view was great. Beach was quite dirty and lots of debris. The pools had a broken heater and were not swimable due to how cold they were
Reviewed on Apr 7, 2026
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View all trips3 Night Mountain holidays in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Maui, Kapalua
Price was CA $3,269, price is now CA $2,171 per person
CA $2,171
per person
May 18 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.2/10 Wonderful! (1,002 reviews)
The rooms were amazing and view was great. Beach was quite dirty and lots of debris. The pools had a broken heater and were not swimable due to how cold they were
Reviewed on Apr 7, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $3,266, price is now CA $2,331 per person
CA $2,331
per person
May 18 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Beautiful hotel, very unique experience. Everyone was very nice and helpful. We enjoyed our stay
Reviewed on Apr 8, 2026
Fairmont Kea Lani Maui
Wailea
Price was CA $4,156, price is now CA $3,076 per person
CA $3,076
per person
May 18 - May 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
nice hotel but not amazing would say the pool and amenities felt lacking.
Pretty expensive for what it is
Reviewed on Apr 4, 2026
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See all available trips from Columbus to Wailea-Makena
View all trips4 Night Mountain holidays in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.
Kahana Villa
Price was CA $2,486, price is now CA $1,657 per person
CA $1,657
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Kahului (OGG)
8.2/10 Very Good! (368 reviews)
This was an amazing day for me and my wife after 25 years of marriage for our anniversary. The check-in was easy. The flights were well planned out and we had an amazing time. The host were excellent at directing us for what we wanted to see and again I can’t say enough about how amazing they made our time there. We did not want to leave!
Reviewed on Apr 2, 2026
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $4,599, price is now CA $3,070 per person
CA $3,070
per person
May 13 - May 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Beautiful hotel, very unique experience. Everyone was very nice and helpful. We enjoyed our stay
Reviewed on Apr 8, 2026
Fairmont Kea Lani Maui
Wailea
Price was CA $5,098, price is now CA $3,415 per person
CA $3,415
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
nice hotel but not amazing would say the pool and amenities felt lacking.
Pretty expensive for what it is
Reviewed on Apr 4, 2026
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
