Kaupulehu Vacations from $932

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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

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $1,370, price is now $932 per person
$932
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kailua-Kona (KOA)
7/10 Good! (333 reviews)
Quaint, small, efficient condo. Right on the main strip with easy walking distance to the best restaurants and sites. Highly recommend.

Reviewed on Sep 23, 2025

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,629, price is now $2,474 per person
$2,474
per person
Feb 26 - Mar 4
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
The property and the customer service here are both exceptional. I can’t wait to return!

Reviewed on Dec 3, 2025

Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,678, price is now $1,148 per person
$1,148
per person
Feb 26 - Mar 4
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,139 reviews)
Clean courteous and very nice place

Reviewed on Dec 7, 2025

Stylish Villa with Pool Access

Stylish Villa with Pool Access

4 out of 5
Save 100% on your flight
Price was $3,259, price is now $2,240 per person
$2,240
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
No reviews
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

3 out of 5
Price was $1,567, price is now $1,116 per person
$1,116
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
8.8/10 Excellent! (503 reviews)
Amazing place, pool is fantastic, rooms and kitchen are great! We will be coming back here for sure! Close to everything. Recommend to everyone!

Reviewed on Dec 1, 2025

Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Sadie Seymour Botanical Garden featuring a park and tropical scenes

Holualoa Village

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

Find hotels in Holualoa Village

Kaupulehu Hotel Deals

Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive Kailua-Kona HI
9.4/10 Exceptional! (71 reviews)
I have to rant about this place. I have traveled all over the world and this resort is the most beautiful place I have been. The food is out of this world. The staff is absolutely the best I have ever seen. The rooms are top notch all the way. I can’t not say enough about this resort and the people ...

Reviewed on Nov 22, 2025

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Kona Village, A Rosewood Resort
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive Kailua-Kona HI
9.6/10 Exceptional! (474 reviews)
What an amazing property but even more importantly what a superamazing staff!! Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!! Isiah from in room dining was great ...

Reviewed on Oct 15, 2025

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Four Seasons Resort Hualalai
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd Kailua-Kona HI
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (2,022 reviews)
Parking can be tough at night

Reviewed on Dec 2, 2025

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PACIFIC 19 Kona
See all 5,588 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Kid Friendly Vacations
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Discover the most popular places to visit in Kaupulehu

Kua Bay featuring a coastal town and a beach

Kua Bay

Get off the beaten track to discover one of Hawaii’s most serene stretches of coast.

Kua Bay
Manini'owali Beach at Kua Bay, part of Kekaha Kai State Park, is another of the very pretty Hawaii Big Island beaches, with fine white sand that slopes gently to the beautiful clear turquoise water. The swimming here is awesome when the ocean is calm, and there can be some decent snorkeling along the rocky outcroppings at either end of the beach. During certain times of the year, particularly the summer months, the beautiful soft sand covers the entire beach from north to south. More lava rocks become exposed in the winter months as sand is carried out with the surf. Be aware of those rocks in the shallows when boogie boarding or body surfing. This is a good place to have water shoes to navigate across the rocks. Manini'owali Beach is one of the nicer Big Island beaches that is easy to reach from Kailua-Kona. You can practically drive right to the beach, and some days it seems everyone on the Big Island knows it! If you arrive later in the day, parking can be a little crazy, especially on weekends. As you approach the beach you may see cars lined up down the road. You may have to walk down the road a bit but don't worry; there's plenty of room on the beach! There is a rocky shoreline trail at the northern end of the beach that leads to another of our favorite Hawaii beaches, spectacular Kikaua Beach to the north. The trail winds through a lava field and across a coral beach less than a mile to scenic Kikaua Point.

Manini'owali Beach

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.

Manini'owali Beach

Four Seasons Resort Hualalai Golf Course

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.

Four Seasons Resort Hualalai Golf Course

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

$50
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Captain Cook Reef Snorkeling of Kealakekua Bay

Captain Cook Reef Snorkeling of Kealakekua Bay

$80
per adult
Captain Cook Reef Snorkeling of Kealakekua Bay
Mauna Kea Summit Tour with Free Night Star Photo

Big Island: Mauna Kea Summit Tour with Free Night Star Photo

$260
per adult
90% of travellers recommend
Big Island: Mauna Kea Summit Tour with Free Night Star Photo
See all activities in Kailua-Kona

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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.