
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.

Signature Residences at Maui Banyan
South Kihei
Save 100% on your flight
Price was ¥164,066, price is now ¥125,835 per person
¥125,835
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
No reviews
Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time.
Reviewed on Nov 23, 2025

The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was ¥355,278, price is now ¥227,504 per person
¥227,504
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated.
It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property is well manicured and clean. The pools were fun and the golf cart ride for the long walk to the beach is a must.
Unfortunately we left with a slight sour note at the end of the trip. I left my Nike Dri-Fit hoodie in the armoire the entire time during my stay... Never took it out, and only had it there for the weather back home.
Although it was my mistake, I left my sweater behind. I contacted the hotel an hour after I checked out. And somehow, the staff "did not locate" the sweater. It was frustrating to have to keep asking for updates for a sweater. Until lost and found finally admitted they didn't find a sweater.
Reviewed on Jan 3, 2026

OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥222,287, price is now ¥146,778 per person
¥146,778
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (2,864 reviews)
Room was wonderful! We ate on the deck every day. Our favorite part was being able to leave our things in the room and head straight out to the pool or beach. No fuss! Good experience with kids. Beach was a little steep for my non-swimmers, but we got used to navigating the waves safely. Loved it, no notes.
Reviewed on Jan 26, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥405,182, price is now ¥287,799 per person
¥287,799
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Everything was exceptional!
Great property, quiet and peaceful
Reviewed on Jan 6, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was ¥306,296, price is now ¥243,459 per person
¥243,459
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access.
Reviewed on Jan 25, 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.

The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was ¥355,278, price is now ¥227,504 per person
¥227,504
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated.
It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property is well manicured and clean. The pools were fun and the golf cart ride for the long walk to the beach is a must.
Unfortunately we left with a slight sour note at the end of the trip. I left my Nike Dri-Fit hoodie in the armoire the entire time during my stay... Never took it out, and only had it there for the weather back home.
Although it was my mistake, I left my sweater behind. I contacted the hotel an hour after I checked out. And somehow, the staff "did not locate" the sweater. It was frustrating to have to keep asking for updates for a sweater. Until lost and found finally admitted they didn't find a sweater.
Reviewed on Jan 3, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥405,182, price is now ¥287,799 per person
¥287,799
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Everything was exceptional!
Great property, quiet and peaceful
Reviewed on Jan 6, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was ¥306,296, price is now ¥243,459 per person
¥243,459
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,000 reviews)
The entire staff is soooo kind! Absolutely beautiful grounds and rooms. We ate at all the restaurants there. While pricey, everything was delicious. Pools are very fun, including the pool bar. And, very easy beach access.
Reviewed on Jan 25, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Wailea-Makena
View all trips3 Night Luxury vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥222,287, price is now ¥146,778 per person
¥146,778
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (2,864 reviews)
Room was wonderful! We ate on the deck every day. Our favorite part was being able to leave our things in the room and head straight out to the pool or beach. No fuss! Good experience with kids. Beach was a little steep for my non-swimmers, but we got used to navigating the waves safely. Loved it, no notes.
Reviewed on Jan 26, 2026

The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was ¥355,278, price is now ¥227,504 per person
¥227,504
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
Yes it's secluded. Yes it is a large property that requires a lot of walking. The rooms are slightly dated.
It's all made up by the attention and care from the staff at the Ritz. My wife and I were celebrating our honeymoon. We were treated with the utmost care from the kind folks there. The property is well manicured and clean. The pools were fun and the golf cart ride for the long walk to the beach is a must.
Unfortunately we left with a slight sour note at the end of the trip. I left my Nike Dri-Fit hoodie in the armoire the entire time during my stay... Never took it out, and only had it there for the weather back home.
Although it was my mistake, I left my sweater behind. I contacted the hotel an hour after I checked out. And somehow, the staff "did not locate" the sweater. It was frustrating to have to keep asking for updates for a sweater. Until lost and found finally admitted they didn't find a sweater.
Reviewed on Jan 3, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥405,182, price is now ¥287,799 per person
¥287,799
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Everything was exceptional!
Great property, quiet and peaceful
Reviewed on Jan 6, 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.
