Kaupulehu Vacations from $1,163

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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 $2,087, price is now $1,163 per person
$1,163
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
7/10 Good! (330 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

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $2,176, price is now $1,184 per person
$1,184
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kailua-Kona (KOA)
8.6/10 Excellent! (452 reviews)
Loved the resort, great location, our unit E02, not so much. Very musty, damp, floor was filthy. They were very responsive to my complaints, but reconsider if booking E02. Would go back again.

Reviewed on Nov 2, 2025

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $4,593, price is now $2,936 per person
$2,936
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
18.8/10 Exceptional! (1,003 reviews)
The staff was amazing! Room cleaning was top notch. Amenities were great..only thing we would like to see change is remove carpet from room. Its kinds dirty/shaby.. also the shower was a little smelly. Maybe some drain cleaning under the strainer.. We look forward to the return.

Reviewed on Nov 13, 2025

Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
Price was $6,237, price is now $3,990 per person
$3,990
per person
Jan 14 - Jan 21
found 23 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kailua-Kona (KOA)
18.4/10 Exceptional! (1,001 reviews)
I decided to treat myself and upgrade to the Gold experience at the Fairmont Orchid—and it was worth every penny. From the moment I arrived, Abigail, Jasmine, and Samuel went above and beyond to make my stay unforgettable. Their attention to detail, personalized service, and genuine care truly elevated the experience. Whether it was anticipating my needs, offering thoughtful touches, or ensuring every moment felt special, they delivered the Gold standard in every way. If you’re considering the upgrade, do it—the level of service and comfort is absolutely worth the extra cost.

Reviewed on Nov 13, 2025

Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,862, price is now $1,245 per person
$1,245
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,124 reviews)
Friendly staff, clean room and maid service. The view was awesome

Reviewed on Nov 9, 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
$1,166 nightly
The price is $1,376 total per night from Nov 21 to Nov 22
$1,376 total
Nov 21 - Nov 22
Total with taxes and fees
9.4/10 Exceptional! (67 reviews)
Food was not great…. Every restaurant has the same menu…. Food wasn’t worth the trip or the price…. But the staff and surroundings were fab…. Went to the Canoe House for great food ( Mauna Lani)

Reviewed on Sep 30, 2025

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
$1,258 nightly
The price is $1,483 total per night from Nov 29 to Nov 30
$1,483 total
Nov 29 - Nov 30
Total with taxes and fees
9.6/10 Exceptional! (473 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

Four Seasons Resort Hualalai
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $259 total per night from Nov 16 to Nov 17
$259 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (2,744 reviews)
Friendly and helpful staff, convenient location, nice view. We stayed in the Alii tower and it has both sunrise mountain view and sunset ocean view.

Reviewed on Nov 12, 2025

Royal Kona Resort
See all 5,537 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
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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 relaxing 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
Smiling woman ready to place lei around a customer

Authentic Lei Greeting at Kona Airport

$62
per adult
94% of travellers recommend
Authentic Lei Greeting at Kona Airport
Mauna Kea Summit Tour with Free Night Star Photo

Mauna Kea Summit Tour with Free Night Star Photo

$260
per adult
90% of travellers recommend
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.