Kaupulehu Vacations from $767

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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 $1,336, price is now $767 per person
$767
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Burbank (BUR) 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

OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Kahaluu-Keauhou
Save 100% on your flight
Price was $2,179, price is now $1,313 per person
$1,313
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,004 reviews)
The valet parking fellows were great.

Reviewed on Nov 30, 2025

Hilton Pool Pass Lux Retreat 3BR

Hilton Pool Pass Lux Retreat 3BR

3 out of 5
Save 100% on your flight
Price was $3,154, price is now $1,954 per person
$1,954
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
10/10 Exceptional! (1 review)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $1,922, price is now $1,217 per person
$1,217
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.4/10 Very Good! (1,962 reviews)
Clean room, quiet facilities

Reviewed on Dec 1, 2025

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $4,488, price is now $2,864 per person
$2,864
per person
Feb 4 - Feb 11
found 11 hours ago
Roundtrip flight included
Burbank (BUR) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
The resort is so pretty! And the staff are very friendly. Perfect experience

Reviewed on Nov 28, 2025

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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
$1,265 nightly
The price is $1,493 total per night from Dec 14 to Dec 15
$1,493 total
Dec 14 - Dec 15
Total with taxes and fees
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

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
$1,188 nightly
The price is $1,400 total per night from Dec 18 to Dec 19
$1,400 total
Dec 18 - Dec 19
Total with taxes and fees
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

Four Seasons Resort Hualalai
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
78-128 Ehukai Street Kailua-Kona HI
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $288 total per night from Dec 16 to Dec 17
$288 total
Dec 16 - Dec 17
Total with taxes and fees
8.6/10 Excellent! (1,023 reviews)
We loved our stay at the Outrigger Kona. The resort was stunning and so well maintained and clean. The pool was perfect and not over crowded. Great access to chairs and shade. Parking was easy and convenient. My only slight complaint was with the food around the pool. The selection was minimal, cost ...

Reviewed on Nov 29, 2025

OUTRIGGER Kona Resort and Spa
See all 5,581 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.
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Discover the most popular places to visit in Kaupulehu

Kua Bay featuring a coastal town and a beach

Kua Bay

4.5/5(153 reviews)

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

4.5/5(5 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.

Manini'owali Beach

Four Seasons Resort Hualalai Golf Course

4.5/5(62 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.

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
Michael our Foot Soak Attendant

Deep Ocean Water Foot Soak in Kailua Kona

$20
per adult
100% of travellers recommend
Deep Ocean Water Foot Soak in Kailua Kona
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.