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

The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was ¥221,226, price is now ¥143,064 per person
¥143,064
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (367 reviews)
The room was nice the staff was very friendly and helpful. Wifi was good and the view was great!!! Plenty of places to shop within walking distance and some of the finest food you will find right there. Would love to go back!
Reviewed on Mar 23, 2026

OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥237,994, price is now ¥147,032 per person
¥147,032
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (2,929 reviews)
Overall, a nice place to stay. Room was nice. Pools were nice. Right on a good section of beach. Free valet services, but the valets were hard to find at the desk and a little slow. It also does seems a little odd that they’re still not cleaning rooms as if we are still worried about Covid. Not even an offer to clean the room or replace towels, soap, toilet paper, etc in the week we were there. Also, a little odd that you keep the “spa” in your name when it is shut down and not opening again.
Reviewed on Mar 16, 2026

Fairmont Kea Lani Maui
Wailea
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Price was ¥921,139, price is now ¥670,626 per person
¥670,626
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,012 reviews)
Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff
Reviewed on Mar 16, 2026

Signature Residences at Maui Banyan
South Kihei
Price was ¥405,716, price is now ¥295,726 per person
¥295,726
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.8/10 Excellent! (11 reviews)
Beautiful property. Close to the beach-Kamaole beaches just across the street. Good location. Room had beach accessories such as chairs, umbrellas, toys, goggles, ice bags for picnics. Overall clean. We will use this property again when we return!
Reviewed on Mar 13, 2026

The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was ¥311,319, price is now ¥229,706 per person
¥229,706
per person
May 30 - Jun 2
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,007 reviews)
Beach access and pool area was clean
Reviewed on Mar 24, 2026
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View all trips5* Romantic 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 ¥311,319, price is now ¥229,706 per person
¥229,706
per person
May 30 - Jun 2
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,007 reviews)
Beach access and pool area was clean
Reviewed on Mar 24, 2026

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was ¥921,139, price is now ¥670,626 per person
¥670,626
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,012 reviews)
Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff
Reviewed on Mar 16, 2026
Don't see what you're looking for?
See all available trips from Honolulu to Wailea-Makena
View all trips3 Night Romantic vacations in Wailea-Makena
Price found within the past 48 hours. Click for updated prices.

The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was ¥221,226, price is now ¥143,064 per person
¥143,064
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (367 reviews)
The room was nice the staff was very friendly and helpful. Wifi was good and the view was great!!! Plenty of places to shop within walking distance and some of the finest food you will find right there. Would love to go back!
Reviewed on Mar 23, 2026

OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥237,994, price is now ¥147,032 per person