Kaupulehu Vacation Packages for 2026
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Kaupulehu Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Gingerhill Farm Retreat
$682
per person
Nov 1 - Nov 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this country house in Kealakekua. Enjoy free WiFi, free parking, and a garden. Popular attractions Greenwell Farms and H.N. Greenwell Store Museum are located nearby.
Our stay at Gingerhill Farm in Hawaii was a truly unique experience and the perfect retreat. If you're looking for something comfortable and memorable outside of the traditional resort stay, this is it.
The outdoor shower and open-air kitchen were absolute highlights—they made us feel immersed in the beautiful surroundings while still having everything we needed. The property is filled with lush gardens, blooming ginger, and vibrant tropical plants that create a peaceful, relaxing atmosphere. We also loved spotting the friendly geckos throughout the property, which added to the authentic island experience.
A wonderful bonus was discovering the beautiful artwork by Mayumi Oda displayed throughout the property. Her vibrant, nature-inspired prints complemented the peaceful setting perfectly and added another layer of inspiration to our stay.
If you appreciate nature, tranquility, and a one-of-a-kind place to stay, Gingerhill Farm is a wonderful choice!
Reviewed on Jul 26, 2026
Lea Casa at Casa de Emdeko
Holualoa Village
$990
per person
Nov 1 - Nov 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Honl's Beach are located nearby.
Great location, quiet.
Unit pretty dark and very dated looking.
Had all the amenities I needed.
Reviewed on Apr 28, 2026
OUTRIGGER Kona Resort & Spa
Keauhou
$999
per person
Nov 1 - Nov 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Magic Sands Beach and Holua Tennis Center are located nearby.
Hale Maluhia Country Inn
Holualoa Village
$805
per person
Nov 1 - Nov 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Ipu Hale Gallery are located nearby.
This looks nothing like advertisement
Room came no A/C I had to go out and purchase a fan. The owner are extremely nice but the place itself needs some TLC and some upgrades
Reviewed on Aug 29, 2026
Club Wyndham Mauna Loa Village
Keauhou
$1,023
per person
Nov 1 - Nov 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Book a stay at this golf hotel in Kailua-Kona. Enjoy free WiFi, 6 outdoor pools, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Magic Sands Beach and Holua Racquet and Paddle are located nearby.
Our August stay (after LaLa) at the Club Wyndham Mauna Loa was great! Recommend to others.
Location: two blocks from Keauhou Bay where you can book many water activities like boat, fishing, kayak & snorkel tours for reasonable cost. The bay is a bit rocky but access is good for swimming, suggest aqua/river shoes; lots of fish. (Negnote: the locals should pack out there beer cans/trash at the BBQ area; yes we made a cursory attempt to pack some cans out.) Locals craft market fair nearby is very nice.
Staff: Check in staff were great, they have a small snack/drink area. It is an established timeshare but no "hardsell" sales were made. Caleb was actually really helpful with info about the property with local grocery, food, activities, info etc.; Thanks.
Accommodations: Our 1 bedroom suite for 4 was great, clean, functional, nice kitchen, A/C (living room & bedroom), 2 flat TV's, refrigerator/plenty of ice, blender, coffee maker, ceiling fan, comfy bed. Parking was underground - shaded. Many nice pools to choose from, water is warm, great sunsets, lots of colorful birds. Golf, tennis, racket & pickle ball available.
We rented a car but; onsite bikes with baskets & you could go to to local markets. A shuttle/carpool to Kona would be nice where parking is $12.50 per hour NO CASH - no cell service NO PARKING; goes for a lot local beaches too.
Embrace more Solar Power. Beware of the billionaires kicking out millionaires.
Mahalo.
Reviewed on Sep 2, 2026
Castle Waimea Country Lodge
$769
per person
Nov 1 - Nov 6
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this hotel in Kamuela. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Parker Ranch Center and Ulu La'au are located nearby.
Kaupulehu Vacation Packages
Trying to figure out a way to package your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Kaupulehu vacation packages can help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Kaupulehu the best one yet. With only a few clicks, you can pick the best Kaupulehu vacation package for you and your family. We have an incredible choice of flights and hotels, as well as Kaupulehu activities to pull from.
Kaupulehu Hotels
Our listings include hotels that are close to all the Kaupulehu points of interest, and some that are just outside the city center for a more restful retreat.
We have fantastic rates on everything from family-friendly resorts that check off all the vacation must-haves to inexpensive hotels which are great for those on looking to save. You can scan all the possibilities and choose the accommodation that is best for you and your family. With AARP Travel Center's Kaupulehu hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Kaupulehu
People from all over make this city their vacation destination, and with good reason. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Book Together and Save
With so much to see and do in Kaupulehu, you'll be wanting to focus on your outings, not spending time to finding the hotel with the lowest rate. AARP Travel Center allows you to easily get all you want, and save a little money at the same time. You can plan your whole holiday, including activities in Kaupulehu from only one place. The hardest packing you'll have to do is for your suitcase. Bundle today and save!
Top Hotel Deals
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
Book a stay at this luxury resort in Kailua-Kona. Enjoy free WiFi, free parking, and 7 outdoor pools. Popular attractions Four Seasons Resort Hualalai Golf Course ...
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
Book a stay at this luxury hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Four Seasons Resort Hualalai Golf Course ...
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Hilton Waikoloa Village
69-425 Waikoloa Beach Dr Waikoloa HI
Book a stay at this beach resort in Waikoloa. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hilton Grand Vacations Club Kings’ Land Waikoloa
69-699 Waikoloa Beach Dr Waikoloa HI
Book a stay at this golf resort in Waikoloa. Enjoy 2 outdoor pools, 2 hot tubs, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
OUTRIGGER Kona Resort & Spa
78-128 Ehukai Street Kailua-Kona HI
Book a stay at this golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
Hilton Grand Vacations Club Ocean Tower Waikoloa Village
69-425 Waikoloa Beach Drive Waikoloa HI
Book a stay at this spa resort in Waikoloa. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the pool and the helpful staff in ...
PACIFIC 19 Kona
75-5646 Palani Rd Kailua-Kona HI
Stay at this hotel in Kailua-Kona. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
75-5660 Palani Road Kailua-Kona HI
Book a stay at this beach hotel in Kailua-Kona. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Kona Coast Resort
78-6842 Alii Dr Kailua-Kona HI
Book a stay at this golf hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Mauna Lani, Auberge Collection
68-1400 Mauna Lani Dr Kamuela HI
Book a stay at this luxury resort in Kamuela. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Fairmont Orchid
1 North Kaniku Drive Kohala Coast HI
Book a stay at this luxury resort in Kamuela. Enjoy free WiFi, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff in our ...
Waikoloa Beach Marriott Resort & Spa
69-275 Waikoloa Beach Dr Waikoloa HI
Book a stay at this luxury resort in Waikoloa. Enjoy 3 outdoor pools, a full-service spa, and breakfast (surcharge). Our guests praise the pool and the helpful ...
The Westin Hapuna Beach Resort
62-100 Kauna'oa Drive Kamuela HI
Book a stay at this luxury resort in Kamuela. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Holiday Inn Express Hotel & Suites Kailua-Kona by IHG
75-146 Sarona Ln Kailua-Kona HI
Book a stay at this business-friendly hotel in Kailua-Kona. Enjoy free breakfast, free WiFi, and 9 beach bars. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$133
Roundtrip
found 3 days ago
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$133
Roundtrip
found 3 days ago
Tue, Nov 3 - Tue, Nov 10
SEA
Seattle - Tacoma Intl.
KOA
Kona Intl.
$261
Roundtrip
found 1 day ago
Mon, Oct 26 - Tue, Nov 3
LAX
Los Angeles Intl.
KOA
Kona Intl.
$406
Roundtrip
found 2 days ago
Mon, Oct 26 - Tue, Nov 3
LAX
Los Angeles Intl.
KOA
Kona Intl.
$417
Roundtrip
found 2 days ago
Best points of interest in Kailua-Kona
- Four Seasons Resort Hualalai Golf Course Vacations
- Kua Bay Vacations
- Manini'owali Beach Vacations
- Kikaua Point Beach Park Vacations
- King's Pond Vacations
- Kaʻupulehu Cultural Center Vacations
- Mauna Kea Beach Vacations
- Hāpuna Beach State Recreation Area Vacations
- Kailua Pier Vacations
- Mauna Lani Resort Golf Course Vacations
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More Types of Hotels
- Hotels with WiFi in Kaupulehu
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- Hotel with wifi in Kaupulehu
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- Family Hotels in Kaupulehu
- Hotels with Bars in Kaupulehu
- Hotels with Tennis Courts in Kaupulehu
- Beach Hotels in Kaupulehu
- Hotels with Balconies in Kaupulehu
- Adults Only Resorts & Hotels in Kaupulehu
- Hotel with a Concierge in Kaupulehu
- Hotels with Hot Tubs in Kaupulehu
- Hotels with Complimentary Breakfast in Kaupulehu
- Resorts & Hotels with Spas in Kaupulehu
- Oceanfront Hotels in Kaupulehu
- Hotels with smoking rooms in Kaupulehu
- Pet-friendly Hotels in Kaupulehu
- Luxury Hotels in Kaupulehu
- All-inclusive Hotel in Kaupulehu