
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.

Kaimana Beach Hotel
Diamond Head - Kapahulu - St. Louis
Price was ¥295,609, price is now ¥207,102 per person
¥207,102
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (986 reviews)
The room was great and we loved the beach access. Less than 15 minutes from Waikiki!
Reviewed on Mar 15, 2026

OUTRIGGER Waikiki Beach Resort
Waikiki
Save 100% on your flight
Price was ¥411,150, price is now ¥263,346 per person
¥263,346
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (3,419 reviews)
We didn’t get to enjoy the pool during our stay, out of choice. The staff was nice and service in all areas was great. They acted quick during the storm to not disrupt any services.
Reviewed on Mar 21, 2026


OUTRIGGER Reef Waikiki Beach Resort
Waikiki
Save 100% on your flight
Price was ¥398,873, price is now ¥271,529 per person
¥271,529
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.4/10 Exceptional! (3,028 reviews)
Love the pool area but it is sometimes hard to find seats together. Would recommend removing a portion of the rarely used reserved seats and adding more regular seats.
Reviewed on Mar 21, 2026

OUTRIGGER Waikiki Beachcomber Hotel
Waikiki
Save 100% on your flight
Price was ¥329,692, price is now ¥226,578 per person
¥226,578
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (2,593 reviews)
The property was excellent and very good amenities too. Don’t fall for the trap breakfast included. The optio
Reviewed on Mar 20, 2026
5* Luxury vacations in Leeward Coast
Price found within the past 48 hours. Click for updated prices.


The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Waikiki
Price was ¥394,278, price is now ¥293,034 per person
¥293,034
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.2/10 Wonderful! (1,042 reviews)
Everything was fine. The beach is so overcrowded and the pool is too. The pool is very small. The beach is public so tons of people. Everything is an upcharge, we very much felt things were expensive even by Hawaii standards. Service and meals at the restaurants were very good, especially lunch. The room didn’t get cleaned til like 5:00 every day but it was ok. The spa was very nice and the outdoor huts for massages were so very nice. Overall I don’t think Royal Hawaiian should be among the expensive hotels anymore. It’s dated and needs renovating. But it is a pretty place.
Reviewed on Mar 21, 2026

The Ritz-Carlton Residences, Waikiki Beach
Waikiki
Price was ¥395,245, price is now ¥316,706 per person
¥316,706
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.4/10 Exceptional! (1,012 reviews)
Called the Ritz priced like a Ritz but did not feel likena Ritz
Reviewed on Mar 20, 2026
3 Night Luxury vacations in Leeward Coast
Price found within the past 48 hours. Click for updated prices.

OUTRIGGER Reef Waikiki Beach Resort
Waikiki
Price was ¥231,758, price is now ¥180,715 per person
¥180,715
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.4/10 Exceptional! (3,028 reviews)
Love the pool area but it is sometimes hard to find seats together. Would recommend removing a portion of the rarely used reserved seats and adding more regular seats.
Reviewed on Mar 21, 2026

Sheraton Waikiki Beach Resort
Waikiki
Price was ¥274,368, price is now ¥199,574 per person
¥199,574
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.2/10 Wonderful! (2,967 reviews)
The staff were nice and friendly and the view was amazing
Reviewed on Mar 21, 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki
Waikiki
Price was ¥231,996, price is now ¥189,248 per person
¥189,248
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.2/10 Wonderful! (1,042 reviews)
Everything was fine. The beach is so overcrowded and the pool is too. The pool is very small. The beach is public so tons of people. Everything is an upcharge, we very much felt things were expensive even by Hawaii standards. Service and meals at the restaurants were very good, especially lunch. The room didn’t get cleaned til like 5:00 every day but it was ok. The spa was very nice and the outdoor huts for massages were so very nice. Overall I don’t think Royal Hawaiian should be among the expensive hotels anymore. It’s dated and needs renovating. But it is a pretty place.
Reviewed on Mar 21, 2026
4 Night Luxury vacations in Leeward Coast
Price found within the past 48 hours. Click for updated prices.


Ilikai by Luana Hawaii Vacation Rentals
Waikiki
Save 100% on your flight
Price was ¥755,733, price is now ¥398,803 per person
¥398,803
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (56 reviews)
A bit dated room but good location. Amenities are great and beach access was very close.
Reviewed on Feb 23, 2026

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
