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Kailua-Kona vacation rentals

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Top-rated vacation rentals in Kailua-Kona

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Kailua Bay Resort

Kailua Bay Resort is right downtown Kona. The Ocean is visible from the lanai and most everything is within a mile of the flat. The resort also has its own hot tub, pool and barbecue area. The King Kamehameha beach is only a few minutes walk from the house where paddle boards, parasail, snorkeling and booze cruises await. A rental car may also be available upon request.

$152 per night
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Amazing Kona Sunset View - Sleeps 3

One Bedroom/One bath with an Amazing Sunset View! Sleeps 3! Come live the dream on the Big Island of Hawaii. You will Love it Here!

$89 per night
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Kona By The Sea 323 - Kona Oceanfront

Kona by the Sea is an absolute oceanfront property. Unit 323 is a spacious 1 bedroom - 2 bath well-lit condo with many beautiful upgraded features.. Enjoy a great view of the ocean looking south along the Kona Coast. An elevator makes for easy access from the ground floor. Amenities include super high speed wifi, perfect for video chatting or zoom meetings for those who work remotely while enjoying being in Hawaii. Kona by the Sea has 2 pools. One is a saltwater pool situated right on the waterfront. Additional on-site amenities include a spa and barbeque area. Kona by the Sea 323 is the perfect vacation rental for the traveler who wants to stay a while. Super fast fast wifi makes it a winner for the business people that have the ability to work remotely. What could be a better place than having the Kona Coast as the backdrop to your remote working environment! Set along Kona's notorious black lava shoreline, Kona by the Sea opens up to stunning views of the Pacific, creating the backdrop for a dream Kona Beach Vacation. In a popular location for snorkeling and surfing, this condominium resort is within ideal proximity to must-do Kona activities, while still offering a serene retreat with its tropical landscaping and sandy lounge area beneath breezy coconut trees. TA-143-022-3360-01

$187 per night

Vacation rentals for every style

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Stay near Kailua-Kona's top sights

Photo of Old Kona Airport State Recreation Area
Old Kona Airport State Recreation Area26 locals recommend
Photo of Kaloko-Honokōhau National Historical Park
Kaloko-Honokōhau National Historical Park21 locals recommend
Photo of Royal Kona Resort
Royal Kona Resort17 locals recommend
Photo of Kona Farmers Market
Kona Farmers Market36 locals recommend
Photo of Mountain Thunder Coffee Plantation
Mountain Thunder Coffee Plantation18 locals recommend
Photo of Kona Inn Shopping Village
Kona Inn Shopping Village13 locals recommend

Kailua-Kona beach vacation rentals

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Blissful paradise with epic view- Hale Mahana
$204 per night
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Banyans retreat
$119 per night
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Cozy apartment in central Kona
$131 per night
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Roma’s Kona Retreat -Walk to Ocean
$104 per night
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Kona Isle Unit C3, Ocean Front Paradise
$115 per night
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Kona Pacific Studio
$119 per night
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Kona Plumeria Guesthouse
$135 per night
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A lil piece of paradise
$85 per night
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DELUXE OCEAN APARTMENT IN KONA!!
$159 per night
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PARADISE! 1 BR Condo Steps Away from the Beach
$127 per night
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Hulilau
$110 per night
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Suzy's place - Private Room 1
$61 per night

Kailua-Kona home rentals

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R&D Tropical Ohana
$100 per night
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Kona Town Oasis
$102 per night
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Hawaiian Gem Master Suite
$90 per night
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Palm Room (The Koi House)
$129 per night
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Zen Suite (The Bamboo House)
$162 per night
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Koa Room (The Koi House)
$116 per night
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The Sassy Lilac Megan Love Room
$126 per night
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Chandy's "Elua" Just 2 miles from the Kona Airport
$85 per night
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Home on Palani-Close to Kailua Village.
$66 per night
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Entire guesthouse, AC,1 Bed, easy to get around 🏝
$141 per night
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Hualalai Mountain Hale-Close to airport
$96 per night
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Kona Hidden Oasis
$100 per night

Kailua-Kona condo rentals

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Da KONA WEST 305 listen to the ocean 30+days!
$129 per night
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Newly renovated unit with ocean and sunset views
$138 per night
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ABSOLUTELY OCEAN FRONT CONDO
$165 per night
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Kona Billfisher
$119 per night
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Incredible Downtown Kona /Renovated/New Dual AC
$142 per night
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Beautiful Master-bedroom @ Alii Dr. Near the Beach
$115 per night
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Comfy, Clean & stylish condo w/ ocean&sunset views
$139 per night
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Pool view condo in downtown Kona
$121 per night
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KONA Islander Inn 319 Ideal location! Clean!Modern
$142 per night
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Lovely Studio at the Kona Islander Inn
$127 per night
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LOCATION! Luxury Garden Condo with Hot Tub & Pool
$105 per night
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Casa De Emdeko 210- 1/1 DELUXE SIZED UNIT,REMODELE
$100 per night

Your guide to Kailua-Kona

All About Kailua-Kona

The largest town on the island of Hawaii, Kailua-Kona is known for its prime diving and deep-sea fishing conditions and its extensive coffee production. There are hundreds of coffee farms here, which means plenty of opportunities to sample world-class beans. When all that sipping has you working up an appetite, the restaurants offer renowned chefs serving up modern twists on island classics.

And when you’re looking to get in the ocean, the waters in southern Kona are often clear and calm as they’re shielded from the wind by Mauna Loa. This makes for excellent snorkeling and diving conditions, with a potential dolphin or Hawaiian green sea turtle occasionally making an appearance. Manta ray boat tours are also in high demand here, with people itching to catch a glimpse of the second largest species native to local waters.

Back on land, head to Kaloko Honokohau National Historical Park for opportunities to explore sacred temples, petroglyphs, and fishponds central to Native Hawaiian life.


How do I get around Kailua-Kona?

Most major air carriers fly directly to Ellison Onizuka Kona International Airport (KOA) located on the west side of the island or Hilo International Airport (ITO) in the east. There are bus services available across the island, but you may want to opt for car rental to get to your vacation rental and access the island’s remote rainforests and colored-sand beaches.


When is the best time to stay in a vacation rental in Kailua-Kona?

Hawaii’s perennially warm weather makes it a great place to visit all year round, with temperatures very rarely dropping below 75 degrees Fahrenheit. That said, there’s always an increased chance of showers and surf swells during the winter. The big waves make winter time a draw for seasoned surfers. For those looking for calmer seas, late spring or early fall are good times to go as the beaches aren’t quite as popular as during peak summer months.


What are the top things to do in Kailua-Kona?

Hulihe‘e Palace

Built from lava rock, this museum was originally a summer palace for Hawaiian royalty. Today you can view traditional Hawaiian koa furniture, feather work, quilts, and other artifacts on display. On one Sunday each month, the palace holds a cultural day featuring traditional Hawaiian music and hula on the lawn.

Pololu Valley

Just a short drive up the Kohala coast you’ll find Awini Trail, a 25-minute hiking trail leading to Pololu Valley Lookout. This is one of the best lookouts on the island — but note that you’ll be working up a sweat to earn that perfect Hawaii photo. Cool off on your way down the trail with a stop on the stunning black sands of Pololu Valley Beach.

Night scuba dives

Manta rays are nocturnal creatures, and hundreds of them flock to the plankton-rich waters near Kona for their daily feast. Local outfitters offer snorkeling and scuba diving trips where you can witness these gentle creatures without disturbing them in their natural habitat.