Kaupulehu Vacations from $698
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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 Islander Vacation Club
Historic Kailua Village
Price was $1,069, price is now $698 per person
$698
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
7/10 Good! (364 reviews)
Liked the front desk staff, and the location.
Room was okay, but small.
Reviewed on Jun 20, 2026
Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
Save 100% on your flight
Price was $1,640, price is now $952 per person
$952
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.4/10 Very Good! (492 reviews)
The check in process was very easy, even for late check in. The property was beautiful. We had an ocean view. There was construction going on in other parts of the complex, but did not bother us. They offered beach chairs and pool noodles for the nice pool. Had the pool to ourselves most times. Loved to be able to walk out and see the sunset every night. The room was nice. Loved having laundry and a full sized fridge. The fridge had some rust and the pull out bed had some kind of sand or something on it, but we just used one of our sheets to cover over it. The staff was very friendly. We loved the location. Just a short walk to the shops and restaurants in town. Overall we had a great experience!
Reviewed on Jun 13, 2026
Lea Casa at Casa de Emdeko
Holualoa Village
Save 100% on your flight
Price was $1,594, price is now $958 per person
$958
per person
Aug 23 - Aug 28
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
OUTRIGGER Kona Resort & Spa
Keauhou
Save 100% on your flight
Price was $1,720, price is now $1,109 per person
$1,109
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,102 reviews)
Absolutely beautiful hotel with the best staff! Loved my stay here! I’d choose to stay here every time! Such a wonderful experience! Views are incredible, breakfast was delicious, the luau is beautiful and an absolute must do!! Mahalo!
Reviewed on Jun 18, 2026
Fairway Villas Waikoloa by OUTRIGGER
Save 100% on your flight
Price was $2,436, price is now $1,637 per person
$1,637
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.8/10 Excellent! (524 reviews)
Clean condo. Six of us had plenty of room. 3 adults, 3 teenagers. Excellent value for 3 bd 3 bath. Kitchen was equipped but not chef level but we prepared only simple breakfast food and ate out mostly. About 12-15 minutes walk to beach but beach parking is plentiful. I would recommend to families or couples.
Reviewed on Jun 11, 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 Dovetail and Honl's Beach.
Kaupulehu Hotel Deals
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
$1,549 nightly
The price is $1,839 total per night from Jun 22 to Jun 23
$1,839 total
Jun 22 - Jun 23
Total with taxes and fees
9.2/10 Wonderful! (93 reviews)
"Fantastic experience staying at the Kona Village Resort. Staff's attention to detail was phenomenal. The atmosphere was like Paradise. Food was delicious, too. Everything you could want in a special vacation."
Reviewed on Jun 13, 2026
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
$1,258 nightly
The price is $1,492 total per night from Jun 22 to Jun 23
$1,492 total
Jun 22 - Jun 23
Total with taxes and fees
9.6/10 Exceptional! (494 reviews)
"This is an exceptional property, large, expansive and beautifully integrated into the landscape. The staff is exceptional and will impress you from the moment of your arrival. The rooms are nicely decorated in an authentic, local character. We only dined at one restaurant, ULU, and it was excellent. ..."
Reviewed on Jun 13, 2026
Hilton Waikoloa Village
69-425 Waikoloa Beach Dr Waikoloa HI
Fully refundableReserve now, pay when you stay
$409 nightly
The price is $485 total per night from Jul 1 to Jul 2
$485 total
Jul 1 - Jul 2
Total with taxes and fees
8.4/10 Very Good! (1,185 reviews)
"Great place with a beautiful ocean flow pool and an active marine life. Expensive dining on property but good quality food and drinks."
Reviewed on Jun 18, 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
Glass-Bottom Boat Tour in Waikoloa
$50
per adult
94% of travellers recommend
Glow of the Deep: Night Snorkeling with Manta Rays
$80
per adult
86% of travellers recommend
Mauna Kea Summit & Stars Adventure
$330
per traveler
90% of travellers recommend
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- Car rentals near Kikaua Point Beach Park
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.