Kaupulehu Vacations from $854

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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.
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,480, price is now $854 per person
$854
per person
May 6 - May 11
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kailua-Kona (KOA)
9/10 Wonderful! (72 reviews)
The unit was perfect! Everything you need was there, newer and clean. The furniture and bed were comfortable. The complex is very nice!

Reviewed on Feb 20, 2026

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Price was $2,053, price is now $1,053 per person
$1,053
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
8.6/10 Excellent! (477 reviews)
The room was the most poorly equipped condo we have ever stayed in. Very few kitchen utensils, tiny skillets, tiny coffee pot. No food storage bags or covered containers. Rusty freezer. The outside facilities were nice, clean pool and hot tub, nice gas grills. Not enough umbrellas for shade. Stayed in E3, below street level. Would not recommend.

Reviewed on Mar 1, 2026

Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Price was $1,748, price is now $1,034 per person
$1,034
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
7/10 Good! (345 reviews)
Convienience because of central location. We had a pool view balcony. Less expensive. A good option to consider.

Reviewed on Mar 10, 2026

OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
Keauhou
Save 100% on your flight
Price was $1,421, price is now $885 per person
$885
per person
May 6 - May 11
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,002 reviews)
Loved everything about our stay

Reviewed on Mar 10, 2026

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Price was $5,454, price is now $3,723 per person
$3,723
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,004 reviews)
The whole experience at Mauna Lani was top-notch. Food is terrific (especially Canoe House; fabulous meal and service!), hospitality was warm and welcoming, the room was clean and comfortable with an incredible view, the golf courses and pools and beach amenities were five-star, and the overall vibe was relaxing and posh without being pretentious. Excited to return…hopefully soon!

Reviewed on Feb 28, 2026

Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Aerial view of Kahikolu Congregation Church, Kealakekua Bay, Big Island, Hawaii, United States of America, North America

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

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive Kailua-Kona HI
$1,573 nightly
The price is $1,866 total per night from Mar 14 to Mar 15
$1,866 total
Mar 14 - Mar 15
Total with taxes and fees
9.6/10 Exceptional! (481 reviews)
The room was decent but prime ocean view isn't always full ocean view. customer service is pretty mediocre for the price. Food is good for breakfast. Would avoid beach house for dinner. Pool side drinks are mediocre. Overall probably would recommend staying at the Kona Village hotel next door. They ...

Reviewed on Feb 27, 2026

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
$1,654 nightly
The price is $1,964 total per night from Mar 14 to Mar 15
$1,964 total
Mar 14 - Mar 15
Total with taxes and fees
9.6/10 Exceptional! (77 reviews)
If you’re looking for a hassle free vacation, choose Four Seasons.

Reviewed on Mar 5, 2026

Kona Village, A Rosewood Resort
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Fully refundableReserve now, pay when you stay
$458 nightly
The price is $543 total per night from Mar 22 to Mar 23
$543 total
Mar 22 - Mar 23
Total with taxes and fees
8.4/10 Very Good! (1,127 reviews)
Beautiful

Reviewed on Mar 12, 2026

Hilton Waikoloa Village
See all 5,637 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
#blue 50 Shades of Blue - 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 romantic 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

Manta Night Snorkel

Glow of the Deep: Night Snorkeling with Manta Rays

$80
per adult
84% of travellers recommend
Glow of the Deep: Night Snorkeling with Manta Rays
See whales from up-close

Whale Watching On The Big Island

$98
per adult
82% of travellers recommend
Whale Watching On The Big Island
Captain Cook Reef Snorkeling of Kealakekua Bay

Captain Cook Reef Snorkeling of Kealakekua Bay

$80
per adult
Captain Cook Reef Snorkeling of Kealakekua Bay
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.