Ko‘olauloa District Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

Photo by David Watson
  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Ko‘olauloa District

Price found within the past 48 hours. Click for updated prices.
 OUTRIGGER Waikiki Beachcomber Hotel

OUTRIGGER Waikiki Beachcomber Hotel

Waikiki
¥241,272
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (2,808 reviews)
S

Reviewed on Sep 22, 2026

The Beach Villas at Ko Olina by Real Select Vacations

The Beach Villas at Ko Olina by Real Select Vacations

Ko Olina
Save 100% on your flight
¥470,991
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.6/10 Exceptional! (85 reviews)
OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

Waikiki
Save 100% on your flight
¥283,230
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (3,544 reviews)
We had an updated 14th floor ocean front corner Jr. Suite with two balconies. The views were awesome, and could hear nightly live music from Dukes patio. The King bed looked out to the ocean, nice way to wake up. The only issue was the TV's did not work. But who goes to Waikiki to watch TV? The entire property is under going a year long renovation, so there was limited elevators, no lobby and construction noise M-F. The on-site ABC store shut down too. Dukes and the Hulu Grill were excellent, as was the entire staff. It would have been 5 Stars across except for the renovation. Can't wait until they are finished.

Reviewed on Sep 23, 2026

OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

Waikiki
¥253,002
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.4/10 Exceptional! (3,166 reviews)
Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

Waikiki
¥244,672
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.2/10 Wonderful! (3,462 reviews)
The hotel was very nice. Clean, great location and nice amenities.

Reviewed on Sep 23, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Ko‘olauloa District
View all trips

5* Luxury vacations in Ko‘olauloa District

Price found within the past 48 hours. Click for updated prices.
'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

Waikiki
¥208,536
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.6/10 Excellent! (4,225 reviews)
THIS PLACE WAS AMAZING!!!! the staff was soo sweet they got to know my little girl so well, the front desk assistants are so sweet definitely staying again!

Reviewed on Sep 23, 2026

Halekulani

Halekulani

Waikiki
Save 100% on your flight
¥457,013
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.8/10 Exceptional! (1,001 reviews)
The first night we arrived, I had already reserved a table two weeks in advance for my friend’s birthday. I even called twice to confirm, and both times they assured me that our table was reserved. But when we arrived, they did not give us the table we had been promised. We were kept waiting and eventually seated somewhere far away from the stage. When dinner was served, the food was very disappointing. The quality is nothing like it used to be, and it was not enjoyable at all. I’m not sure what has happened with the management, but this was definitely not the hotel I remembered and had visited many times before. Even the water glass they brought me was extremely dirty, with a piece of food still stuck to it. I clearly remember the manager, Steve, coming over and apologizing, but despite everything that happened, nothing was offered to make up for the experience other than an apology. Then, on the second or third night, we asked to have our room cleaned in the morning. When we came back that night and were getting ready for bed, we noticed a stain on the bedsheet. We honestly could not tell whether it was blood, feces, or chocolate because the room did not have enough lighting. The manager came to the room and simply offered a $200 discount. I will absolutely not return to this hotel, and I would not recommend it. Perhaps because I booked the room through Expedia, they were more careless about our experience, but I really don’t know.

Reviewed on Sep 22, 2026

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Waikiki
¥326,435
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.2/10 Wonderful! (1,211 reviews)
The Royal Hawaiian is the place to stay on Oahu. Beautiful hotel. Elegant, quiet, amazing staff. It has a beautiful beach and feel secluded yet it is just steps away from beautiful luxury shopping.

Reviewed on Sep 22, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Ko‘olauloa District
View all trips

3 Night Luxury vacations in Ko‘olauloa District

Price found within the past 48 hours. Click for updated prices.
Newly Innovated Oceanview Beach Condo - Sauna Pool

Newly Innovated Oceanview Beach Condo - Sauna Pool

Waikiki
¥200,336
per person
Dec 6 - Dec 9
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Honolulu (HNL)
No reviews
Halekulani

Halekulani

Waikiki
¥337,330
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9.8/10 Exceptional! (1,001 reviews)
The first night we arrived, I had already reserved a table two weeks in advance for my friend’s birthday. I even called twice to confirm, and both times they assured me that our table was reserved. But when we arrived, they did not give us the table we had been promised. We were kept waiting and eventually seated somewhere far away from the stage. When dinner was served, the food was very disappointing. The quality is nothing like it used to be, and it was not enjoyable at all. I’m not sure what has happened with the management, but this was definitely not the hotel I remembered and had visited many times before. Even the water glass they brought me was extremely dirty, with a piece of food still stuck to it. I clearly remember the manager, Steve, coming over and apologizing, but despite everything that happened, nothing was offered to make up for the experience other than an apology. Then, on the second or third night, we asked to have our room cleaned in the morning. When we came back that night and were getting ready for bed, we noticed a stain on the bedsheet. We honestly could not tell whether it was blood, feces, or chocolate because the room did not have enough lighting. The manager came to the room and simply offered a $200 discount. I will absolutely not return to this hotel, and I would not recommend it. Perhaps because I booked the room through Expedia, they were more careless about our experience, but I really don’t know.

Reviewed on Sep 22, 2026

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

Waikiki
¥227,479
per person
Dec 16 - Dec 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (3,544 reviews)
We had an updated 14th floor ocean front corner Jr. Suite with two balconies. The views were awesome, and could hear nightly live music from Dukes patio. The King bed looked out to the ocean, nice way to wake up. The only issue was the TV's did not work. But who goes to Waikiki to watch TV? The entire property is under going a year long renovation, so there was limited elevators, no lobby and construction noise M-F. The on-site ABC store shut down too. Dukes and the Hulu Grill were excellent, as was the entire staff. It would have been 5 Stars across except for the renovation. Can't wait until they are finished.

Reviewed on Sep 23, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Ko‘olauloa District
View all trips

4 Night Luxury vacations in Ko‘olauloa District

Price found within the past 48 hours. Click for updated prices.
Paradise Bay Resort

Paradise Bay Resort

Kahaluʻu
¥180,314
per person
Dec 18 - Dec 22
found 3 hours ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.8/10 Excellent! (1,006 reviews)
This place is gorgeous! I am a native to Oahu and wanted to staycation for my anniversary. Didn't want to do the Waikiki stay, and I've always seen this resort but they never have availability! Just so happen, the dates worked and I was in awe from the moment I got here. Everything is so open and connected to nature. The room was perfect, with a full kitchen and dishes / cookware are all included! Resort fee includes free rentals of snorkeling equipment, kayaks (single & double), paddle boards, and on Saturday from 10am-2pm they offer a ride out to the sandbar on their boat! The pool and jacuzzi were amazing! The banana bread and coffee in the main area were really yummy. Ice machine right outside our room, next to our car that we parked literally feet from the front door to our room. Gorgeous nature scenery in every direction! Unit 61 is a corner unit on the top floor overlooking the pool and the canal that leads to the ocean. Kayaking out to the little island was cute but water was a bit choppy today. The little waterfalls that they have stationed all.over the property make everything sound so serene. We will.definitely be back for future staycations!

Reviewed on Sep 20, 2026

OUTRIGGER Waikiki Beach Resort

OUTRIGGER Waikiki Beach Resort

Waikiki
¥216,173
per person
Dec 18 - Dec 22
found 3 hours ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
9/10 Wonderful! (3,544 reviews)
We had an updated 14th floor ocean front corner Jr. Suite with two balconies. The views were awesome, and could hear nightly live music from Dukes patio. The King bed looked out to the ocean, nice way to wake up. The only issue was the TV's did not work. But who goes to Waikiki to watch TV? The entire property is under going a year long renovation, so there was limited elevators, no lobby and construction noise M-F. The on-site ABC store shut down too. Dukes and the Hulu Grill were excellent, as was the entire staff. It would have been 5 Stars across except for the renovation. Can't wait until they are finished.

Reviewed on Sep 23, 2026

Stay Hotel Waikiki

Stay Hotel Waikiki

Waikiki
¥190,592
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Honolulu (HNL)
8.2/10 Very Good! (1,994 reviews)
Don't see what you're looking for?
See all available trips from Tokyo to Ko‘olauloa District
View all trips
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.