
Leeward Coast Luxury Vacations
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Top Luxury vacation packages in Leeward Coast
Price found within the past 48 hours. Click for updated prices.


Wayfinder Waikiki
Waikiki
Save 100% on your flight
Price was ¥281,306, price is now ¥177,930 per person
¥177,930
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (1,710 reviews)
Cute little (by Waikiki standards) hotel. Room was nice with local vibe and hotel staff were friendly and very helpful. We had a very pleasant stay.
Reviewed on Sep 24, 2025

'Alohilani Resort Waikiki Beach
Waikiki
Save 100% on your flight
Price was ¥267,321, price is now ¥173,526 per person
¥173,526
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.6/10 Excellent! (3,208 reviews)
Cons: no free upgrade despite availability, check-in staff terrible and arrogant, had to change rooms, housekeeping terrible as we always had to call for them to clean the room and even then… had to pay for everything including for the beach. Pros: location but mostly the staff at Swell, mainly Matt, Dana, Chris, Ramon.
Reviewed on Sep 24, 2025

OUTRIGGER Waikiki Beach Resort
Waikiki
Price was ¥320,824, price is now ¥213,210 per person
¥213,210
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (3,122 reviews)
Outrigger Waikiki Beach Resort was a great location. The beach access was was right outside the pool area. The property has 5 washers & dryer for guests. A nice little sandwiches shop while you wait for your laundry. Unfortunately, the entire week we were visiting this property the elevator was not working properly and sometime was waited 20-30 minutes.
Reviewed on Sep 25, 2025

Aston Waikiki Beach Tower
Waikiki
Save 100% on your flight
Price was ¥417,543, price is now ¥289,084 per person
¥289,084
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.2/10 Wonderful! (1,777 reviews)
We have a marvelous experience and would recommend Waikiki Beach tower to all of our friends and family - excellent service and wonderful staff!!!
Reviewed on Sep 23, 2025
5* Luxury vacations in Leeward Coast
Price found within the past 48 hours. Click for updated prices.

'Alohilani Resort Waikiki Beach
Waikiki
Save 100% on your flight
Price was ¥267,321, price is now ¥173,526 per person
¥173,526
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.6/10 Excellent! (3,208 reviews)
Cons: no free upgrade despite availability, check-in staff terrible and arrogant, had to change rooms, housekeeping terrible as we always had to call for them to clean the room and even then… had to pay for everything including for the beach. Pros: location but mostly the staff at Swell, mainly Matt, Dana, Chris, Ramon.
Reviewed on Sep 24, 2025


Renaissance Honolulu Hotel & Spa
Ala Moana
Price was ¥269,196, price is now ¥211,464 per person
¥211,464
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (299 reviews)
It was Avery nice hotel. Comfortable rooms and beds. Would stay here again.
Reviewed on Sep 14, 2025
3 Night Luxury vacations in Leeward Coast
Price found within the past 48 hours. Click for updated prices.

OUTRIGGER Waikiki Beach Resort
Waikiki
Price was ¥225,546, price is now ¥166,561 per person
¥166,561
per person
Dec 2 - Dec 5
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (3,122 reviews)
Outrigger Waikiki Beach Resort was a great location. The beach access was was right outside the pool area. The property has 5 washers & dryer for guests. A nice little sandwiches shop while you wait for your laundry. Unfortunately, the entire week we were visiting this property the elevator was not working properly and sometime was waited 20-30 minutes.
Reviewed on Sep 25, 2025


Aston Waikiki Beach Tower
Waikiki
Price was ¥265,067, price is now ¥200,766 per person
¥200,766
per person
Nov 29 - Dec 2
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to Honolulu (HNL)
9.2/10 Wonderful! (1,777 reviews)
We have a marvelous experience and would recommend Waikiki Beach tower to all of our friends and family - excellent service and wonderful staff!!!
Reviewed on Sep 23, 2025
4 Night Luxury vacations in Leeward Coast
Price found within the past 48 hours. Click for updated prices.

Paradise Bay Resort
Kahaluʻu
Price was ¥306,980, price is now ¥203,264 per person
¥203,264
per person
Nov 20 - Nov 24
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (1,011 reviews)
Staff was great! Incredible setting with magnificent view. Location was well situated. The room we had was perfect fir sitting on veranda and soaking up the views. The room contained a kitchen area but the layout needs to be reimagined. No counter space, missing essentials like a pot holder or drying rack for dishes. A small butcher block island would be helpful for food prep and to store pots and pans instead if in the oven. There are outside BBQ grills available to use which we did.
The room itself was spacious with plenty if windows and a private balcony. The security is very good at the hotel. The staff is very friendly and helpful. Yoga with a very nice instructor is available every morning, no charge. All in all, a very good experience and would recommend.
Reviewed on Sep 25, 2025

Ilikai by Luana Hawaii Vacation Rentals
Waikiki
Save 100% on your flight
Price was ¥491,471, price is now ¥237,761 per person
¥237,761
per person
Nov 1 - Nov 5
found 14 hours ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (49 reviews)
Odd request to turn off AC everytime we leave the unit..we like to come back from a beach day to a cold place. Pillows were the worst.
Great location and close to many restaurants
Reviewed on Sep 17, 2025

Ala Moana Hotelcondo by Luana Vacation Rental
Ala Moana
Save 100% on your flight
Price was ¥590,586, price is now ¥327,308 per person
¥327,308
per person
Dec 13 - Dec 17
found 23 hours ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
7.4/10 Good! (255 reviews)
The Waikīkī tower at the Ala Moana Hotel is undergoing renovation. This Luana Vacation rental has recently been refreshed. Bright colors and updated furniture really have improved this property. Good value for the money
Reviewed on Jul 31, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.