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Kailua-Kona vacation rentals

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Top-rated vacation rentals in Kailua-Kona

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Condo in Kailua-Kona
The Palm
This very clean, recently updated, air conditioned condo is a gem right in the middle of Kona. It is walking distance to all of the local restaurants, coffee, shops, galleries, restaurants, churches, and farmers market. Also, just a short walk to the beach. This unit is located on the 3rd floor and has a queen size bed, brand new couch and 55” tv for your enjoyment & comfort. The kitchen has a full size refrigerator & sink, but there is no stove. It does have an electric skillet for cooking
$150 per night
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Rental unit in Kailua-Kona
B5-Ocean front & Ocean View Kona Reef
Oceanfront condo with ocean view from the living room. Walk to the beach from your condo with in and out access! Sandy beach great for snorkeling next door! Only a 5 mins walk to town, restaurants shops and pub! Washer and dryer, dishwasher & everything you need in the kitchen for a comfortable stay. No stairs to climb when you are going to the pool and spa and a gorgeous BBQ area with ocean view! A/C, Wifi, King Bed, Cable and Smart TV, Free parking and Great Kona Weather all year!
$185 per night
Condo in Kailua-Kona
Hale Hina Downtown Kailua Kona
Hale Hina is our freshly remodeled ocean side getaway in the heart of Kailua-Kona. This clean and modern studio is centrally located in town center directly across the street from beautiful Kailua Bay. Stroll along historic Ali’i Drive to the best restaurants and shops Kona has to offer, soak in the spa and bbq poolside, or pack up the cooler and hit the beach. Our sunny studio is the perfect jumping off point for the countless adventures the Island of Hawai’i has to offer!
$175 per night
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Stay near Kailua-Kona's top sights

Photo of Royal Kona Resort
Royal Kona Resort27 locals recommend
Photo of Kona Farmers Market
Kona Farmers Market68 locals recommend
Photo of Old Kona Airport State Recreation Area
Old Kona Airport State Recreation Area40 locals recommend
Photo of Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Courtyard by Marriott King Kamehameha's Kona Beach Hotel28 locals recommend
Photo of On the Rocks
On the Rocks150 locals recommend
Photo of Kailua Pier
Kailua Pier19 locals recommend

Kailua-Kona beach vacation rentals

Private room in Kailua-Kona
Kona OCEAN FRONT Studio with Spectacular View.
$145 per night
Condo in Kailua-Kona
Your Hawaiian retreat awaits at the Kona Shores
$189 per night
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Rental unit in Kailua-Kona
C2- Kona Reef Pool & Partial Ocean View!
$172 per night
Condo in Kailua-Kona
Incredible Downtown Kona /Renovated/New Dual AC
$185 per night
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Condo in Kailua-Kona
DELUXE OCEAN APARTMENT IN KONA!!
$175 per night
Serviced apartment in Kailua
RENOVATED Studio By The Ocean!!! Deep Cleaned!
$134 per night
Condo in Kailua-Kona
Blissful paradise with epic view- Hale Mahana
$243 per night
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Condo in Kailua-Kona
Roma’s Sea Retreat
$107 per night
Condo in Kailua-Kona
Malama Iki
$146 per night
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Condo in Kailua-Kona
Ocean view at Kona Islander Inn
$150 per night
Condo in Kailua-Kona
Plantation Hale
$166 per night
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Condo in Kailua
Roma’s Kona Retreat -Walk to Ocean
$125 per night

Kailua-Kona home rentals

Private room in Kailua-Kona
Hale Aloha
$120 per night
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Private room in Kailua-Kona
Hawaiian Gem Master Suite
$89 per night
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Private room in Kailua-Kona
Master Suite in The Koi House with Pool
$146 per night
PLUS
Private room in Kailua-Kona
Hualalai Mountain Hale 10 minutes to ✈️
$107 per night
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Private room in Kailua-Kona
The Sassy Lilac Megan Love Room
$140 per night
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Private room in Kailua-Kona
Zen Suite (The Bamboo House)
$178 per night
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Private room in Kailua
Ocean/Garden View Suite
$96 per night
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Home in Holualoa
Holualoa Ekolu (Comfort, View, Taxes included)
$181 per night
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Private room in Kailua-Kona
Private room in gated property. Close to airport.
$120 per night
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Home in Kailua-Kona
Entire guesthouse, AC,1 Bed, easy to get around 🏝
$146 per night
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Home in Kailua
OCEAN VIEW STUDIO - close to airport
$135 per night
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Private room in Kailua-Kona
Palm Room (The Koi House) w/ Pool
$148 per night
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Kailua-Kona condo rentals

Condo in Kailua-Kona
Oceanfront Condo-Paradise
$213 per night
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Condo in Kailua-Kona
Kona Sea Haven at Alii Villas
$161 per night
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Condo in Kailua-Kona
Oceanview condo walking distance to Kona Town
$199 per night
Condo in Kailua-Kona
Surf Shack Vibe @Banyan
$188 per night
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Condo in Kailua-Kona
Charming Condo in Heart of Kona, Oceanfront Pool & A/c
$170 per night
PLUS
Condo in Kailua-Kona
Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi
$165 per night
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Condo in Kailua-Kona
SALTY LIVIN’ at Kona Makai (Tax Included)
$300 per night
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Condo in Kailua-Kona
Hawaiian Vacation Starts Here!
$138 per night
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Condo in Kailua-Kona
The Sand
$146 per night
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Condo in Kailua-Kona
Hale Wiki Downtown Kailua Kona
$148 per night
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Condo in Kailua-Kona
Condo w/private lanai & a peek-a-view of the pool!
$168 per night
Condo in Kailua-Kona
Oceanfront/Ocean View Bali Kai Condo with Sunset!
$275 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.


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.

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