Kaupulehu Vacations from $959

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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.
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,532, price is now $959 per person
$959
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,124 reviews)
Great location. View was amazing. Room was clean and staff were very friendly.

Reviewed on Oct 30, 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 $1,955, price is now $999 per person
$999
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.6/10 Excellent! (452 reviews)
The place was nice! Nothing fancy, but big and with a good kitchen. The patio was nice, but looked out onto the public beach where some rough locals were constantly hanging out. Great walking distance to tourist trap area.

Reviewed on Oct 29, 2025

Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $2,176, price is now $1,154 per person
$1,154
per person
Jan 1 - Jan 8
found 11 hours ago
Roundtrip non-stop flight included
Burbank (BUR) 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

Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Holualoa Village
Save 100% on your flight
Price was $2,804, price is now $1,854 per person
$1,854
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
9/10 Wonderful! (979 reviews)
Only 2 day stay but Very beautiful and quiet rooms are well equipped and very spacious would definitely recommend a friend or family and would definitely come back to stay again! Thank you!!

Reviewed on Oct 6, 2025

Hilton Pool Pass Incl. Serene Resort Gem

Hilton Pool Pass Incl. Serene Resort Gem

3 out of 5
Save 100% on your flight
Price was $4,043, price is now $2,694 per person
$2,694
per person
Jan 5 - Jan 12
found 20 hours ago
Roundtrip flight included
Seattle (SEA) to Kailua-Kona (KOA)
10/10 Exceptional! (2 reviews)

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 Honl's Beach and Sadie Seymour Botanical Garden.

Find hotels in Holualoa Village

Kaupulehu Hotel Deals

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
$1,208 nightly
The price is $1,424 total per night from Nov 11 to Nov 12
$1,424 total
Nov 11 - Nov 12
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
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive, Kailua-Kona, HI
$1,198 nightly
The price is $1,414 total per night from Nov 5 to Nov 6
$1,414 total
Nov 5 - Nov 6
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
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 2 to Nov 3
$259 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (2,707 reviews)
I am loving it and funtastic

Reviewed on Oct 27, 2025

Royal Kona Resort
See all 5,486 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

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
Manta Ray Night Snorkel Experience of a Lifetime

Manta Ray Night Snorkel Experience of a Lifetime

$84
per adult
100% of travellers recommend
Manta Ray Night Snorkel Experience of a Lifetime
Hawaii’s GOAT Experience: Mauna Kea Summit, Sunset & Stars

Hawaii’s GOAT Experience: Mauna Kea Summit, Sunset & Stars

$289
per adult
94% of travellers recommend
Hawaii’s GOAT Experience: Mauna Kea Summit, Sunset & Stars
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.