Kaupulehu Vacations from $931
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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.
Lea Casa at Casa de Emdeko
Holualoa Village
$1,033
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
9/10 Wonderful! (77 reviews)
Great location. View of the ocean is spectacular. Can eat at cabana and watch the waves, sunset. Ocean pool was unfortunately closed during our stay due to high surf.
Reviewed on Sep 12, 2026
Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
$1,061
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
8.4/10 Very Good! (499 reviews)
We come every year for a week for our anniversary. The price markup went up about 40%??probably due to inflation ??!! It was still a nice time ex c ept for the cconstruction going on. Fortunately for us we do things on the island and dont just stay in the condo. FOR RELAXING rhiugh the pool is nice & its a pretty quiet retirement type of place. If youre younger its not a party time place which we love. We love kona reef & if the process come down a bit we will be back next year. Thanks Afton for an easy check in upon arrival.
Reviewed on Sep 19, 2026
Where to stay in Kaupulehu
Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Keauhou
2 out of top 10 points of interest in this area
This ancient Hawai’ian haven on the Kona coast sits on a beautiful shoreline dotted with temples, schools of magnificent manta rays and luxurious resorts.
Holualoa Village
While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.
Kahaluu-Keauhou
1 out of top 10 points of interest in this area
While visiting Kahaluu-Keauhou, you might make a stop by sights like Keauhou Shopping Center and Keauhou Bay Beach.
Historic Kailua Village
1 out of top 10 points of interest in this area
Visitors to Historic Kailua Village rave about its stunning beaches, island views, and popular shops. You might also want to make some time to see Kona Brewing Company or Kamakahonu Beach while you're exploring the neighborhood.
Kalaoa
1 out of top 10 points of interest in this area
Unique features of Kalaoa include the coffeehouses and seaside views. Make a stop by Kaloko-Honokohau National Historical Park or Kailua-Kona Beaches while you're exploring the area.
Kaupulehu Hotel Deals
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
$1,208 nightly
$1,433 total
Sep 25 - Sep 26
Total with taxes and fees
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
$1,364 nightly
$1,620 total
Sep 27 - Sep 28
Total with taxes and fees
9.4/10 Exceptional! (104 reviews)
"Trust me-you won’t be disappointed. Beautiful and private resort."
Reviewed on Sep 19, 2026
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
$219 nightly
$261 total
Sep 27 - Sep 28
Total with taxes and fees
8.4/10 Very Good! (3,002 reviews)
"While the hotel boasts a fantastic location with beautiful views and great walkable access, my stay was hindered by front desk service, cleanliness, and dining issues: Arrival: First impressions were lacking as the check-in staff seemed overwhelmed and weren't very welcoming. Room Maintenance: The ..."
Reviewed on Sep 22, 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.
Stay near popular Kaupulehu attractions
Photo by Bill Dillard
Kailua-Kona Beaches
9.2/10 (80 reviews)
Why not spend a lazy afternoon at Kailua-Kona Beaches during your trip to Kailua-Kona? Stroll along the beaches or visit the spas in this romantic area.
Kua Bay
9.2/10 (379 reviews)
Get off the beaten track to discover one of Hawaii’s most serene stretches of coast.
Photo by Shoba Krishnamurthy
Manini'owali Beach
9.0/10 (128 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
8.4/10 (309 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.
Kikaua Point Beach Park
Why not spend a lazy afternoon at Kikaua Point Beach Park during your trip to Kukio? Stroll along the beaches or visit the spas in this relaxing area.
King's Pond
Commune with nature and explore the great outdoors at King's Pond during your travels in Kailua-Kona. Wander the seaside or discover the sunsets in this relaxing area.
Kaʻupulehu Cultural Center
10.0/10 (4 reviews)
Enjoy an outing to Kaʻupulehu Cultural Center during your stay in Kailua-Kona. Stroll along the seaside or discover the sunsets in this romantic area.
Things to do
Glass-Bottom Boat Tour in Waikoloa
$50
per adult
94% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
$89
per adult
96% of travellers recommend
Mauna Kea Summit & Stars Adventure
$297
per traveler
90% of travellers recommend
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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.