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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
Condo in Kailua-Kona
Spectacular View, Direct Oceanfront Kona,Top Floor
ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE Our lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the never ending sound of waves throughout the condo. Enjoy a closet full of essentials for visiting gorgeous beaches on the island. Downtown Kailua-Kona is a short mile walk from the condo, or relax at the oceanfront pool and hot tub!
$263 per night
Superhost
Condo in Kailua-Kona
SALTY LIVIN’ at Kona Makai (Tax Included)
SALTY LIVIN' at Kona Makai is right on the beautiful Kona coast! Kona Makai provides an ocean-side swimming pool, hot tub, minimal fitness center, ping-pong table, cabana, gas bbq areas, tennis courts, and complimentary parking. Kona Makai also has direct access to the black lava shoreline for snorkeling/diving, oceanfront seating perfect for whale watching, enjoying that evening beverage, or witnessing Kona's mesmerizing sunsets! Close to town, beaches, shopping and everything you need!
$235 per night
Superhost
Condo in Kailua-Kona
Right-on-Ocean; Renovated; Walk to Beach/Town, A/C
Right-on-the-ocean, newly renovated, spacious, upscale condo in a gated boutique complex. Unbelievable views from the lanai, living room and bedroom. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. New king bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Heated, ocean-front salt water pool with outdoor shower and community BBQ. Quiet; no noise from Ali'i Drive. Reserved parking spot. A/C. Elevator.
$411 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 Rocks149 locals recommend
Kona Inn Shopping Village16 locals recommend

Kailua-Kona beach vacation rentals

Superhost
Condo in Kailua-Kona
Aloha Paradise! Remodeled with A/C & Ocean View!
$174 per night
Superhost
Condo in Kailua-Kona
Deluxe Penthouse Oceanfront Studio Condo w/ A/C.
$249 per night
Superhost
Condo in Kailua-Kona
Hale Hina Downtown Kailua Kona
$142 per night
Superhost
Condo in Kailua-Kona
Best Location Hawaiian Charm W/Modern Amenities
$163 per night
Superhost
Apartment in Kailua-Kona
Great Location, In Town, Modern and Clean
$180 per night
Superhost
Condo in Kailua-Kona
Charming Condo in Heart of Kona, Pool & A/C
$186 per night
Superhost
Apartment in Kailua-Kona
Your Hawaii Home away from Home
$152 per night
Superhost
Condo in Kailua-Kona
Ocean Front Kona Reef A35! It doesn't get better!
$395 per night
Superhost
Condo in Kailua-Kona
Romantic Seaside Island Mermaid, Downtown Kona!
$192 per night
Superhost
Condo in Kailua-Kona
Gorgeous Oceanfront Condo - AC & Free WIFI/Parking
$254 per night
Superhost
Condo in Kailua-Kona
Deluxe Oceanfront Studio Condo@The Kona Bali Kai
$283 per night
Superhost
Condo in Kailua-Kona
Seaside Chic OceanFront @ Kona's Sea Village
$190 per night

Private Kailua-Kona vacation rentals

Superhost
Apartment in Kailua-Kona
Hale Kea Kona - Your Private Oceanview Getaway
$138 per night
Superhost
Cottage in Kailua-Kona
Radiant Ocean View Cottage on a Coffee Farm. Very Private.
$146 per night
Superhost
Condo in Kailua
Magic Reef 306 Oceanfront
$255 per night
Superhost
Condo in Kailua Kona
Hale La'Aloa @Magic Sands
$242 per night
Superhost
Condo in Kailua-Kona
The Pineapple
$145 per night
Superhost
Guest suite in Kailua-Kona
MODERN space, MINUTES from beaches and airport!
$122 per night
Superhost
Condo in Kailua-Kona
KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE !!!
$169 per night
Superhost
Apartment in Kailua-Kona
Completely remodeled studio condo
$135 per night
Superhost
Condo in Kailua-Kona
Cozy Oceanfr, 1br, 1Qn bed, 1Qn Sofa bed. Paradise
$199 per night
Superhost
Guest suite in Kailua-Kona
Cozy, Private Studio with an Incredible View!
$122 per night
Superhost
Condo in Kailua-Kona
Incredible Downtown Kona /Renovated/New Dual AC
$151 per night
Superhost
Condo in Kailua-Kona
Sea,Town,Nature &Relax Ironman Destination
$190 per night

Kailua-Kona fishing vacation rentals

Superhost
Apartment in Kailua-Kona
Calming Volcano Studio Close To The Ocean
$118 per night
Superhost
Condo in Waikoloa Village
Fairway Villas Condo - 2bd/2bth - Waikoloa Resort
$239 per night
Superhost
Condo in Kailua-Kona
Casa De Emdeko 210
$100 per night
Superhost
Condo in Waikoloa Village
2 Bdrm, 2 Bath, Condo with an Infinity Pool
$261 per night
Superhost
Condo in Waikoloa Beach
Waikoloa Beach, Golf Pkg, Serene Hawaii Escape
$268 per night
Superhost
Condo in Waikoloa Village
Kolea 8A at Waikoloa Beach, Hawaii
$829 per night
Condo in Kailua-Kona
Kona Kai Retreat-1.5 blocks to ocean in Kona.
$195 per night
Condo in Waimea
Tranquil 3bd/2ba with garage, short walk to Beach
$124 per night
Villa in Waikoloa
Fairway Villas Waikoloa J21-Near Beach and Waikolo
$281 per night
Apartment in Kailua-Kona
Lovely 2 Bedroom/Bathroom Suite
$300 per night
Condo in Waikoloa
Fairway Villas Waikoloa O21
$276 per night
Superhost
Room in Kailua-Kona
Our Happy Place
$96 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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