Kaupulehu Vacations from $1,231
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Your Kaupulehu Vacation
Excellent adventures await when you book a vacation package to Kaupulehu. Whether you're a foodie, art enthusiast or just a traveler who loves discovering new places, there's something for everyone in this exciting city. If taking in sights is part of the plan during your trip to Kaupulehu, look around popular attractions like Four Seasons Resort Hualalai Golf Course, Kailua-Kona Beaches and Kua Bay. Don't put off your visit to this city any longer. Your perfect Kaupulehu vacation is just a few clicks away with Expedia.
The Latest Kaupulehu Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
Save 100% on your flight
Price was $1,959, price is now $1,231 per person
$1,231
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.6/10 Excellent! (485 reviews)
The condo was very nice and clean; with all you needed to enjoy the stay. The only issue we had was that the toilet had a leak at the base and caused the bathroom floor to be wet. We did let the office know but it was not fixed by the time we had to leave. We solved the problem by wrapping a beach towel around the base on the toilet.
Reviewed on May 2, 2026
Lea Casa at Casa de Emdeko
Holualoa Village
Save 100% on your flight
Price was $2,631, price is now $1,441 per person
$1,441
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
9/10 Wonderful! (77 reviews)
This place was awesome, it’s right on the beach and we saw eels, crabs, and fish playing in the reef below. Perfect viewing for sunsets as well. Check in and out was a breeze. Having the full kitchen is nice so we could cook breakfast before we went out and explored. Having the beach towels, coolers, and chairs already at the place really helped when packing for the trip. The place is beautiful surrounded with amazing plants all around. Perfect place to stay in Hawaii.
Reviewed on Apr 18, 2026
Mauna Lani, Auberge Collection
Save 100% on your flight
Price was $4,108, price is now $2,362 per person
$2,362
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,003 reviews)
Unique open atrium layout, great spacious rooms. excellent location with small beach where you could see colourful fish.
delicious food.
Reviewed on Apr 27, 2026
Fairway Villas Waikoloa by OUTRIGGER
Save 100% on your flight
Price was $2,096, price is now $1,391 per person
$1,391
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.8/10 Excellent! (520 reviews)
Traveled with our little family. Overall very satisfied with our stay. The check in process, the property, the communication and check out was all a breeze. The unit was great, clean and spacious. Only saw one cockroach on the last day outside near our door. Which I’m guessing is not a big deal for Hawaii. The only thing I would wish for is having the most basics in the kitchen, like salt, pepper and cooking oil. Also, having more laundry detergent available would be ideal. I ended up going to the office, which is not on site, to ask for extra and they gave me some extra no problem.
Reviewed on Apr 25, 2026
Royal Sea Cliff Kona by OUTRIGGER
Holualoa Village
Save 100% on your flight
Price was $2,106, price is now $1,404 per person
$1,404
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.6/10 Excellent! (583 reviews)
It was a 9 out 10 the only thing was the parking guest can only park in parking stalls without numbers because there’s residence that live there so finding a parking spot with no number is slim pickings but besides that the place is amazing kitchen was perfect. Everything we needed room was a 10 beautiful property had an amazing time. Quiet not a place for small kids real relaxed would stay there again no questions asked
Reviewed on May 1, 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 Honl's Beach and Sadie Seymour Botanical Garden.
Kaupulehu Hotel Deals
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
$1,208 nightly
The price is $1,433 total per night from May 14 to May 15
$1,433 total
May 14 - May 15
Total with taxes and fees
9.6/10 Exceptional! (486 reviews)
I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, ...
Reviewed on May 6, 2026
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
$1,506 nightly
The price is $1,787 total per night from May 8 to May 9
$1,787 total
May 8 - May 9
Total with taxes and fees
9.4/10 Exceptional! (86 reviews)
Beyond lovely! A spectacular resort.
Reviewed on May 1, 2026
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $244 total per night from May 19 to May 20
$244 total
May 19 - May 20
Total with taxes and fees
8.2/10 Very Good! (2,923 reviews)
all was great
Reviewed on May 5, 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.
Discover the most popular places to visit in Kaupulehu
Kua Bay
4.5/5(155 reviews)
Get off the beaten track to discover one of Hawaii’s most serene stretches of coast.
Manini'owali Beach
4.5/5(6 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 romantic area.
Four Seasons Resort Hualalai Golf Course
4.5/5(63 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
Mauna Kea Summit & Stars Adventure
$330
per traveler
90% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
$50
per adult
94% of travellers recommend
Glow of the Deep: Night Snorkeling with Manta Rays
$72
per adult
84% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Kikaua Point Beach Park
- Hotels near Four Seasons Resort Hualalai Golf Course
- Hotels near Manini'owali Beach
- Hotels near Kua Bay
- Makalawena Hotels
- Kehaka Kai State Park
- Hotels near Makalawena Beach
- Hotels near Kekaha Kai State Park
- All-Inclusive Resorts in Kona Coast
- Hotels near Mahai'ula Beach
- Hilton Hotels in Kona Coast
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- Condo Rentals in Kona Coast
- Quiet Resorts & in Kona Coast
- Waterpark Hotels in Kona Coast
- Cabin Rentals in Kona Coast
- Hotels with Childcare in Kona Coast
- Villas in Kona Coast
- Resorts & Hotels with Spas in Kona Coast
- Resorts in Kona Coast
- Historic Hotels in Kona Coast
- Vacation Homes in Kona Coast
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- Ski Hotels in Kona Coast
- Hotels with Hot Tubs in Kona Coast
- Car rentals near Kikaua Point Beach Park
- Car rentals near Four Seasons Resort Hualalai Golf Course
- Car rentals near Kukio
- Car rentals near Kua Bay
- Car rental Kailua-Kona Airport (KOA)
- Car rentals near Makalawena
- Car rentals near Mahaiula Bay
- Car rentals near Kona Coast
- Rent A Wreck Rental Cars in Kona Coast
- Avis Rental Cars in Kona Coast
- Dollar Rent A Car Rental Cars in Kona Coast
- Enterprise Rental Cars in Kona Coast
- Alamo Rent A Car Rental Cars in Kona Coast
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.