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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!
$260 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!
$209 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.
$368 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!
$173 per night
Superhost
Condo in Kailua-Kona
Deluxe Penthouse Oceanfront Studio Condo w/ A/C.
$270 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
$178 per night
Superhost
Condo in Kailua-Kona
Hale Hina Downtown Kailua Kona
$143 per night
Superhost
Condo in Kailua-Kona
Charming Condo in Heart of Kona, Pool & A/C
$180 per night
Superhost
Apartment in Kailua-Kona
Your Hawaii Home away from Home
$148 per night
Superhost
Condo in Kailua-Kona
Ocean Front Kona Reef A35! It doesn't get better!
$382 per night
Superhost
Condo in Kailua-Kona
Gorgeous Oceanfront Condo - AC & Free WIFI/Parking
$268 per night
Superhost
Condo in Kailua-Kona
Romantic Seaside Island Mermaid, Downtown Kona!
$194 per night
Superhost
Apartment in Kailua-Kona
Ali'i Tiki Hale in the Heart of Kona!
$175 per night
Superhost
Condo in Kailua-Kona
O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman
$179 per night

Kailua-Kona home rentals

Superhost
Home in Kailua-Kona
Entire guesthouse, AC,1 Bed, easy to get around 🏝
$144 per night
Superhost
Home in Kailua-Kona
Relaxing Tropical Retreat close to Kailua Kona
$245 per night
Superhost
Home in Kailua-Kona
Kona Sunsets & Ocean Views at Hillside Home
$226 per night
Superhost
Home in Captain Cook
Tiny House Hawaii
$190 per night
Superhost
Home in Kailua-Kona
Avocado Cottage Cabin
$117 per night
Superhost
Home in Kailua-Kona
Private Pool - 180° Ocean View - Minutes to Beach
$464 per night
Superhost
Home in Captain Cook
Oceanview Gem: Sweeping Views from a Striking Home
$343 per night
Superhost
Home in Holualoa
Aolani Coffee Cottage w/ Ocean Views & AC
$434 per night
Superhost
Home in Kailua-Kona
The Kumu House
$251 per night
Superhost
Home in Kailua-Kona
Stunning views + designer remodeled Kona Home
$414 per night
Superhost
Home in Holualoa
2 Bedroom in the Kona Hills on a Coffee Farm
$151 per night
Superhost
Home in Kailua-Kona
Kona Mamaki House -Entire house
$174 per night

Kailua-Kona condo rentals

Superhost
Condo in Kailua Kona
Hale La'Aloa @Magic Sands
$273 per night
Superhost
Condo in Kailua
Magic Reef 306 Oceanfront
$233 per night
Superhost
Condo in Kailua-Kona
The Pineapple
$145 per night
Superhost
Condo in Kailua-Kona
DirectOnOcean w/ AC-Lanai BeachGearPoolElevator
$351 per night
Superhost
Condo in Kailua-Kona
Seaside Chic OceanFront @ Kona's Sea Village
$190 per night
Superhost
Condo in Kailua-Kona
KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE !!!
$169 per night
Superhost
Condo in Kailua-Kona
Sea,Town,Nature &Relax Ironman Destination
$179 per night
Superhost
Condo in Kailua-Kona
Hawaiian Vacation Starts Here!
$148 per night
Superhost
Condo in Kailua-Kona
Cozy Oceanfr, 1br, 1Qn bed, 1Qn Sofa bed. Paradise
$180 per night
Superhost
Condo in Kailua-Kona
Air Conditioned Beach-Front Gem in Kona Town!
$111 per night
Superhost
Condo in Kailua-Kona
Kona Nate's Ocean View Escape
$149 per night
Superhost
Condo in Kailua-Kona
Incredible Downtown Kona /Renovated/New Dual AC
$144 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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