Search Deals onHawaii Island Vacation Packages
Hawaii Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Kona Islander Vacation Club
Save 100% on your flight
Price was $1,376, price is now $839 per person
$839
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Stay at this hotel in Kailua-Kona. Enjoy free parking, daily housekeeping, and a garden. Our guests praise the property condition in our reviews. Popular attractions Magic Sands Beach and Kahalu'u Beach Park are located nearby.
We stayed in Condo 351, which had an amazing ocean view. You could hear the waves at night, which was so relaxing. The condo also had a mini fridge and a microwave, and it was within walking distance of several restaurants and a convenience store. It was a great location and made everything really convenient.
Reviewed on Jul 30, 2026

Kona Reef, A Raintree Vacation Club Resort
Save 100% on your flight
Price was $2,093, price is now $1,066 per person
$1,066
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Stay at this condo in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Magic Sands Beach and Kahalu'u Beach Park are located nearby.
2nd time staying on this property and this unit was no as nice as the one we got.before. This one was clean but run down. Couch bed was not comfortable at all. No closet door for the washer/dryer, Crack and sagging ceiling in the bedroom. It is a great location, next ro the water, beautiful balcony view of the ocean, walking distance to downtown and next door to a small beach. If you are going to be out and about all day, it is a good place to come back to at Nighy. Just not all units are as nice and you don't get to pick which unit you stay in, It would be nice if you could pick.
Reviewed on Jul 31, 2026

Lea Casa at Casa de Emdeko
Save 100% on your flight
Price was $2,332, price is now $1,243 per person
$1,243
per person
Sep 15 - Sep 22
found 16 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Stay at this condo in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Magic Sands Beach and Kahalu'u Beach Park are located nearby.
Great location, quiet.
Unit pretty dark and very dated looking.
Had all the amenities I needed.
Reviewed on Apr 28, 2026

Sea Village
Save 100% on your flight
Price was $1,713, price is now $1,124 per person
$1,124
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Stay at this aparthotel in Kailua-Kona. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Magic Sands Beach and Kahalu'u Beach Park are located nearby.

Hale Maluhia Country Inn
Save 100% on your flight
Price was $1,286, price is now $859 per person
$859
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Stay at this guesthouse in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Popular attractions Magic Sands Beach and Kahalu'u Beach Park are located nearby.
There was bugs in the room and bed , changed to another room bugs again.
review said there are fresh muffins and bread in the morning, there was nothing , the wifi was terrible, tv did not work , no coffee. it was the worst experience. also, no Air conditioning
Reviewed on Jun 30, 2026

Hamakua Hotel
Price was $2,166, price is now $1,489 per person
$1,489
per person
Oct 1 - Oct 5
found 16 hours ago
Roundtrip flight included
San Diego (SAN) to Hilo (ITO)
Book a stay at this beach hotel in Honomu. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hakalau Beach Park and Kolekole Beach Park are located nearby.
Chef, Server and Staff were next level awesome!!!!!
Beat in class!!!
Reviewed on Jul 27, 2026

Waikoloa Beach Marriott Resort & Spa
Save 100% on your flight
Price was $2,489, price is now $1,803 per person
$1,803
per person
Oct 11 - Oct 17
found 7 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Book a stay at this luxury resort in Waikoloa. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mauna Lani Beach and Mauna Lani Resort Golf Course are located nearby.

Aston Kona by the Sea
Save 100% on your flight
Price was $1,823, price is now $1,343 per person
$1,343
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Stay at this aparthotel in Kailua-Kona. Enjoy 2 meeting rooms, a garden, and laundry facilities. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Magic Sands Beach and Kahalu'u Beach Park are located nearby.
Nice place to stay on the Kona Coast, unit was clean and it was nice having a washer/dryer in the unit. Kitchen was well stocked with dishes, etc. The view from the Lanai was awesome. The only thing lacking was a sunset view, but it could be better in the winter months I would guess. Not much close by as easily walkable, as it is about a 5-minute drive to Kona area. Great place to base yourself for your stay, but rent a car, you will need it for sure. I put 575 miles on my rental car in a week. Be warned that it takes quite a while to get to most places outside Kona, as most of the island is 35 mph to 45 mph zones. Cheers & Aloha ...
Reviewed on Jul 27, 2026
Hawaii Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Hawaii Island Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Sep 21 - Mon, Sep 21
HNL
Daniel K. Inouye Intl.
ITO
Hilo Intl.
$135 Roundtrip, found 17 hours ago
$135
Roundtrip
found 17 hours ago

Wed, Aug 5 - Thu, Aug 13
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago

Mon, Aug 31 - Mon, Aug 31
SFO
San Francisco Intl.
KOA
Kona Intl.
$307 Roundtrip, found 17 hours ago
$307
Roundtrip
found 17 hours ago

Sun, Sep 27 - Wed, Sep 30
LAX
Los Angeles Intl.
KOA
Kona Intl.
$312 Roundtrip, found 5 days ago
$312
Roundtrip
found 5 days ago
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