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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.

Superhost
Apartment in Kailua-Kona
Ali'i Tiki Hale in the Heart of Kona!
Beautiful 2nd floor condo in 12 unit complex near town. Pool, BBQ, great location on Ali'i Drive across the street from Banyans surf beach. 10 minutes drive from Magic Sands, Kahalu'u Beach and Downtown Kona. 1 bdrm unit, washer/dryer/dishwasher. 2 A/C units, full kitchen, bathroom, shower. Spectrum 100mbps wi-fi, cable/smart TV. King Bed, sofa bed, snorkel gear. Price includes 17.5% hotel/STVR tax. We have all permits to operate as vacation rental including those required by Bill 108.
$151 per night
Superhost
Condo in Kailua-Kona
Hale Wiki Downtown Kailua Kona
Welcome to Hale Wiki, a newly renovated studio steps away from Kailua Bay, Aliʻi Drive and all the best dining and shopping Kona has to offer. This clean and modern studio is centrally located but tucked away in historic Kailua Village. Stroll along Aliʻi Drive to the best restaurants and shops in town, soak in the spa and bbq poolside, or stop by the farmerʻs market, pack up the cooler and hit the beach. Hale Wiki is the perfect jumping off point for all your Hawaiʻi Island adventures.
$129 per night
Apartment in Kailua
RENOVATED Studio By The Ocean!!! Deep Cleaned!
Aloha! We invite you to sit back, relax and enjoy our studio next to the ocean. My studio is 15 mins from the Kona airport and 3 mins to the beach. We have free parking, renovated kitchen stocked with pots and pans to plates and cups and wine glasses. Cable TV, Wifi, pool, BBQ, and hair dryer available for your use. Kona Town right next door with open air eateries, live music, outdoor market and watch dolphins, surfers and sunsets just steps away!
$149 per night

Stay near Kailua-Kona's top sights

Royal Kona Resort27 locals recommend
Kona Farmers Market68 locals recommend
Courtyard by Marriott King Kamehameha's Kona Beach Hotel28 locals recommend
Old Kona Airport State Recreation Area40 locals recommend
On the Rocks150 locals recommend
Kona Inn Shopping Village16 locals recommend

Kailua-Kona beach vacation rentals

Superhost
Private room in Kailua-Kona
Beautiful condo in Kona!
$158 per night
Resort in Kailua-Kona
OCEAN FRONT Kona Studio with Spectacular View.
$154 per night
Superhost
Condo in Kailua-Kona
Everything you need at Kona Shores (tax included)
$151 per night
Guest suite in Kailua-Kona
Kona Pacific Studio
$126 per night
Superhost
Apartment in Kailua-Kona
Cozy ground floor studio by pool
$128 per night
Superhost
Condo in Kailua-Kona
The Palm
$145 per night
Superhost
Condo in Kailua-Kona
Plantation Hale
$149 per night
Condo in Kailua-Kona
DELUXE OCEAN APARTMENT IN KONA!!
$155 per night
Condo in Kailua-Kona
Comfy, Clean & stylish condo w/ ocean&sunset views
$149 per night
Superhost
Condo in Kailua-Kona
Seafarer's Lodge-Downtown Kona-With Parking & AC
$133 per night
Condo in Kailua-Kona
“A little place in Paradise” 🌺
$160 per night
Superhost
Condo in Kailua-Kona
Oceanview condo walking distance to Kona Town
$165 per night

Kailua-Kona fishing vacation rentals

Superhost
Apartment in Kailua-Kona
Calming Volcano Studio Close To The Ocean
$126 per night
Apartment in Kailua-Kona
KONA MAGIC SANDS#309 TOP FLOOR DIRECT BEACHFRONT,
$100 per night
Superhost
Private room in Kailua-Kona
Our Happy Place
$92 per night
Condo in Kailua-Kona
Casa De Emdeko 210- 1/1 DELUXE SIZED UNIT,REMODELE
$100 per night
Condo in Kailua-Kona
Royal Sea Cliff#406 Luxury 4th Floor Unit with Ama
$100 per night
Condo in Kailua-Kona
White Sands Village#225: Incredible Wrap Around La
$100 per night
Superhost
Private room in US
Kona日落美景夏威夷大島, best sunset ,may pickup airpot
$149 per night
Condo in Keauhou
KKSRC 7102, Ground Floor, Garden/Golf Views, AC
$159 per night
Superhost
Condo in Waikoloa Village
Fairway Villas Condo - 2bd/2bth - Waikoloa Resort
$179 per night
Superhost
Condo in Waikoloa Beach
Waikoloa Beach, Golf Pkg, Serene Hawaii Escape
$285 per night
Condo in Waimea
Tranquil 3bd/2ba with garage, short walk to Beach
$358 per night
Superhost
Condo in Waikoloa Village
Kolea 8A at Waikoloa Beach, Hawaii
$700 per night

Private Kailua-Kona vacation rentals

Apartment in Kailua-Kona
Kona Plumeria Guesthouse
$130 per night
Superhost
Guest suite in Kailua-Kona
Hibiscus; Private hotel style apartment, CLEAN
$97 per night
Condo in Kailua-Kona
Hawaiian Gardenia Room ~ Kona Islander Inn #331
$99 per night
Superhost
Condo in Kailua-Kona
Hale Hina Downtown Kailua Kona
$150 per night
Apartment in Kailua-Kona
Oceanfront!!! Paradise in Kona! Best Location!!
$161 per night
Superhost
Condo in Kailua-Kona
SALTY LIVIN’ at Kona Makai (Tax Included)
$189 per night
Apartment in Kailua-Kona
Charming and well situated studio
$120 per night
Superhost
Condo in Kailua-Kona
Cozy Oceanfr, 1br, 1Qn bed, 1Qn Sofa bed. Paradise
$154 per night
Superhost
Condo in Kailua-Kona
Studio condo, King bed, pool view on Alii Drive
$121 per night
Condo in Kailua-Kona
Remodeled Studio at the Kona Islander Inn
$154 per night
Superhost
Apartment in Kailua-Kona
Ocean View Condo in Center of Kailua Kona
$184 per night
Superhost
Apartment in Kailua-Kona
Great Location, In Town, Modern and Clean
$187 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.


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.


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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