
Kaupulehu Vacations from ¥51,318
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The Latest Kaupulehu Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Kona Islander Vacation Club
Historic Kailua Village
Save 100% on your flight
Price was ¥118,300, price is now ¥71,713 per person
¥71,713
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
7/10 Good! (333 reviews)
Staff was great but it was a real process getting the correct password for our wifi. It was just out of date and they had to contact the rental company over in Maui. Otherwise we had a nice time!
Reviewed on Dec 28, 2025

Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
Price was ¥303,700, price is now ¥203,544 per person
¥203,544
per person
Apr 1 - Apr 5
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
8.6/10 Excellent! (458 reviews)
Overall, our accommodation was quite good! The room facilities were a bit outdated, and the bathroom sink was a little small for a family of three. Room B23 had a great view, overlooking the ocean, trees, and beach. The kitchen stove was convenient for preparing simple meals. The washing machine and dryer came with laundry detergent, which was very convenient for doing laundry – a real necessity in Hawaii! The beds were comfortable, and the sofa bed was also quite comfortable. The downsides: the housekeeper only cleaned the room once, and for the rest of the time, we had to request towels and other necessities from the office. There were some small cockroaches in the room, but I think this is unavoidable due to the climate of Hawaii.
Reviewed on Dec 29, 2025

Castle Kanaloa at Kona
Kahaluu-Keauhou
Save 100% on your flight
Price was ¥122,256, price is now ¥83,666 per person
¥83,666
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
7.6/10 Good! (459 reviews)
Great location and surrounding areas of this resort.close to the beaches suitable for snorkeling where we went every day. Beautiful green space in the resort and it has three swimming pools but we just didn’t have time to enjoy. Love the space of the unit we stayed. Very clean, staff are very nice and friendly. The only issue we had with our unit was lacking some basic kitchen appliances/tool such as electric kettle, scissor and basic ingredients. Fortunately we bought ingredients for our previous stay at Hilo. We understand that some units managed by the resort belong to different owners. We would like to come back but want to pick a different unit.
Reviewed on Jan 1, 2026

Mauna Lani, Auberge Collection
Save 100% on your flight
Price was ¥517,516, price is now ¥356,087 per person
¥356,087
per person
Apr 1 - Apr 5
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
Absolutely loved this resort! The vibe was chill and inviting. The room we received upon checking in was not quite what we were expecting. Called down to ask for a room with a view that would match the description of the premium one bedroom suite that was described when booking. Within a half hour we were moved and the room was exactly as booked and provided an amazing view of the ocean and overlooked much of the resort. The room was very nice and comfortable for the four of us with the pull out sofa in the living room and two full bathrooms. The food was excellent and amenities were well maintained. Above all else the staff were amazing. Everyone was very friendly and helpful. We loved the options for shopping on the property and the gym was excellent. Overall very memorable experience and look forward to a return visit!
Reviewed on Jan 10, 2026
Where to stay in Kaupulehu
Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu

Holualoa Village
While visiting Holualoa Village, you might make a stop by sights like Sadie Seymour Botanical Garden and Honl's Beach.
Kaupulehu Hotel Deals

Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
The price is ¥170,413 per night from Jan 28 to Jan 29
¥170,413
¥220,058 total
Jan 28 - Jan 29
includes taxes & fees
9.6/10 Exceptional! (74 reviews)
X
Reviewed on Jan 11, 2026

Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
The price is ¥222,880 per night from Jan 25 to Jan 26
¥222,880
¥265,859 total
Jan 25 - Jan 26
includes taxes & fees
9.6/10 Exceptional! (476 reviews)
Exceptional resort.
Reviewed on Jan 13, 2026

PACIFIC 19 Kona
75-5646 Palani Rd Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is ¥27,626 per night from Jan 26 to Jan 27
¥27,626
¥37,499 total
Jan 26 - Jan 27
includes taxes & fees
8.2/10 Very Good! (2,153 reviews)
The building and room were a little aged, but the feel of the hotel was good.
Reviewed on Jan 12, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Discover the most popular places to visit in Kaupulehu

Manini'owali Beach
4.5/5(5 reviews)
If a restful vacation is part of your travel plans, Manini'owali Beach might be the perfect place to seek out during your trip to Kailua-Kona. Take some time to visit the spas in this relaxing area.
Four Seasons Resort Hualalai Golf Course
4.5/5(62 reviews)
Play a round of golf in Kailua-Kona at Four Seasons Resort Hualalai Golf Course, and enjoy other activities such as snorkeling. Wander the beautiful beaches and seaside in this romantic area.
Things to do

Glass-Bottom Boat Tour in Waikoloa
¥7,829
per adult
94% of travellers recommend

Big Island GOAT Experience: Mauna Kea Summit, Sunset & Stars
¥45,249
per adult
94% of travellers recommend

Manta Ray Night Snorkel Experience of a Lifetime
¥14,718
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


