Kaupulehu Vacation Packages

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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.

Top Holiday Package Deals in Kaupulehu

Price found within the past 48 hours. Click for updated prices.
Kona Islander Vacation Club

Kona Islander Vacation Club

Historic Kailua Village
CA $1,763
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
7/10 Good! (383 reviews)
I was hoping that the reviews were not true but it is true. There are roaches and ants in the room. I can also see roach sticky pads and ant baits under the couch and on the side of the fridge. Very gross. The rooms are outdated but it was nice that there is AC. The best part was the location. It was very convenient to everything such as shopping and restaurants. But because of convenience, the location is noisy but it was not an issue for me. Parking is very limited onsite but I did not have an issue. There was also street parking if needed.

Reviewed on Aug 29, 2026

Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

Holualoa Village
CA $2,088
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
9/10 Wonderful! (77 reviews)
Great location, quiet. Unit pretty dark and very dated looking. Had all the amenities I needed.

Reviewed on Apr 28, 2026

Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

CA $5,069
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
9.4/10 Exceptional! (93 reviews)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

Holualoa Village
CA $1,868
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
9/10 Wonderful! (211 reviews)
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

Aston Kona by the Sea

Aston Kona by the Sea

Holualoa Village
CA $2,453
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,271 reviews)
Aston Kona by the Sea was probably the best place my family and I ever stayed, and we travel a lot! We splurged on an ocean-view room and were literally a stone's throw from the ocean. The view was spectacular and it was amazing to fall asleep to the sound of waves crashing outside our room! However, everything about this place was superlative. The accommodations were clean, spacious and comfortable. There was plenty of parking. The location was central to the activities that we planned, and not very far from restaurants and shopping. This place was an excellent value and we will surely look to stay here when we return to the Big Island!

Reviewed on Aug 30, 2026

Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
A golf course with palm trees and a view of the ocean.

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.

A coastal landscape with a church, a parking lot, and dense greenery.

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.

A tropical beach with clear turquoise water, palm trees, and red boats docked at a pier.

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.

A coastal resort with a beach, parking area, and lush greenery.

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.

A beach with rocky areas, palm trees, and people swimming and walking.

Kahaluu Bay

1 out of top 10 points of interest in this area

Kahaluu Bay is a destination visitors seek out for is beaches, seaside views, and pristine golf courses. You might want to check out attractions like Kahalu'u Beach Park or Magic Sands Beach while you're exploring the neighborhood.

Kaupulehu Hotel Deals

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

72-100 Ka'upulehu Drive Kailua-Kona HI
CA $1,669
CA $1,992 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (501 reviews)
"Went there everything is beautiful but the most amazing thing is the people!!!!!"

Reviewed on Aug 11, 2026

Four Seasons Resort Hualalai
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

72 300 Maheawalu Drive Kailua-Kona HI
CA $1,596
CA $2,050 total
Sep 29 - Sep 30
includes taxes & fees
9.4/10 Exceptional! (101 reviews)
"Great property for a family vacation. Loved the bikes. Staff was very friendly. We had a great time!"

Reviewed on Aug 19, 2026

Kona Village, A Rosewood Resort
Royal Kona Resort

Royal Kona Resort

75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
CA $271
CA $362 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very good! (2,985 reviews)
"Room was clean, the ac worked great, the staff was friendly and helpful! I wish the room had a microwave and that the room was a touch more sound proof. I love the sound of the waves , but I'm a light sleeper and it was a bit too loud even with my headphones."

Reviewed on Aug 31, 2026

Royal Kona Resort
See all 5,949 properties in Kaupulehu
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.

Frequently asked questions

How much does a Kaupulehu vacation package cost?
You can grab a vacation package to this destination from CA $1,763 on Expedia. However, how much your vacation to Kaupulehu costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Kaupulehu?
August, October and December are great times to look for cheap Kaupulehu vacation packages. Travelling in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Kaupulehu?
Typically, a handful of days is enough to explore the top attractions during your Kaupulehu vacation. But if you want to have more time to relax or go on day tours, consider extending your itinerary.
How to find the best Kaupulehu package deals?
Finding a cheap Kaupulehu package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Kaupulehu package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Kaupulehu vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your Kaupulehu getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Kaupulehu?
If you're planning a spontaneous Kaupulehu adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Kaupulehu?
  1. Pick your dates: The things you'd like to do in Kaupulehu and your favourite season can help you decide when to go.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to put aside for your trip to Kaupulehu. Then, choose a property that fits your budget, whether that's an affordable option or a deluxe getaway.
  3. Work out your trip length: Consider how much time you want to spend exploring Kaupulehu. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Kaupulehu vacation package.

Stay near popular Kaupulehu attractions

A carved stone statue on a rocky beach with turquoise waters and palm trees in the background.
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 Kaupulehu? Stroll along the beaches or visit the spas in this relaxing area.
See properties
A beach with clear turquoise water and a sandy shore.

Kua Bay

9.2/10 (379 reviews)
Get off the beaten track to discover one of Hawaii’s most serene stretches of coast.
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A beach with clear turquoise water, waves crashing against rocks, and a clear blue sky.
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 romantic area.
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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.
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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 romantic area.
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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.
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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.
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Things to do

Young girl holding a sea urchin on the glass bottom boat in the Pacific Ocean near the Big Island of Hawaii

Glass-Bottom Boat Tour in Waikoloa

CA $69
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Kona Catamaran Sail aboard Spirit of Aloha from Honokohau Harbor

Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha

CA $123
per adult
96% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
Snow covering the top of the Mauna Kea volcano in Hawaii

Mauna Kea Summit & Stars Adventure

CA $411
per traveller
90% of travellers recommend
Mauna Kea Summit & Stars Adventure
See all activities in Kailua-Kona
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.