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Kailua-Kona vacation rentals

Book unique condos, vacation rentals, and more on Airbnb

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!
$218 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.
$382 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
Best Location Hawaiian Charm W/Modern Amenities
$176 per night
Superhost
Condo in Kailua-Kona
Deluxe Penthouse Oceanfront Studio Condo w/ A/C.
$263 per night
Superhost
Condo in Kailua-Kona
Hale Hina Downtown Kailua Kona
$142 per night
Superhost
Apartment in Kailua-Kona
Great Location, In Town, Modern and Clean
$179 per night
Superhost
Condo in Kailua-Kona
Charming Condo in Heart of Kona, Pool & A/C
$183 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!
$389 per night
Superhost
Condo in Kailua-Kona
Gorgeous Oceanfront Condo - AC & Free WIFI/Parking
$254 per night
Superhost
Condo in Kailua-Kona
Romantic Seaside Island Mermaid, Downtown Kona!
$194 per night
Superhost
Condo in Kailua-Kona
Deluxe Oceanfront Studio Condo@The Kona Bali Kai
$285 per night
Superhost
Condo in Kailua-Kona
Seaside Chic OceanFront @ Kona's Sea Village
$190 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
$238 per night
Superhost
Home in Kailua-Kona
Kona Sunsets & Ocean Views at Hillside Home
$219 per night
Superhost
Home in Kailua-Kona
Avocado Cottage Cabin
$116 per night
Superhost
Home in Captain Cook
Tiny House Hawaii
$190 per night
Superhost
Home in Kailua-Kona
Private Pool - 180° Ocean View - Minutes to Beach
$464 per night
Superhost
Home in Holualoa
Aolani Coffee Cottage w/ Ocean Views & AC
$434 per night
Superhost
Home in Captain Cook
Oceanview Gem: Sweeping Views from a Striking Home
$335 per night
Superhost
Home in Kailua-Kona
Earthy Modern Beach House
$243 per night
Superhost
Home in Holualoa
2 Bedroom in the Kona Hills on a Coffee Farm
$154 per night
Superhost
Home in Kailua-Kona
Stunning views + designer remodeled Kona Home
$407 per night
Superhost
Home in Kailua-Kona
Kona Mamaki House -Entire house
$175 per night

Kailua-Kona condo rentals

Superhost
Condo in Kailua
Magic Reef 306 Oceanfront
$240 per night
Superhost
Condo in Kailua Kona
Hale La'Aloa @Magic Sands
$263 per night
Superhost
Condo in Kailua-Kona
The Pineapple
$145 per night
Superhost
Condo in Kailua-Kona
O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman
$175 per night
Superhost
Condo in Kailua-Kona
DirectOnOcean w/ AC-Lanai BeachGearPoolElevator
$351 per night
Superhost
Condo in Kailua-Kona
Cozy Oceanfr, 1br, 1Qn bed, 1Qn Sofa bed. Paradise
$190 per night
Superhost
Condo in Kailua-Kona
Hawaiian Vacation Starts Here!
$148 per night
Superhost
Condo in Kailua-Kona
Incredible Downtown Kona /Renovated/New Dual AC
$146 per night
Superhost
Condo in Kailua-Kona
Sea,Town,Nature &Relax Ironman Destination
$183 per night
Superhost
Condo in Kailua-Kona
Air Conditioned Beach-Front Gem in Kona Town!
$112 per night
Superhost
Condo in Kailua-Kona
Ocean Views, Family-Friendly, WiFi, Kitchen, W/D
$315 per night
Superhost
Condo in Kailua-Kona
Kona Nate's Ocean View Escape
$149 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.

Frequently Asked Questions

  • What types of vacation rentals are available in Kailua-Kona?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kailua-Kona. From over 890 condo rentals to over 220 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Kailua-Kona?

    Yes! Work meets play with ease at over 950 vacation rentals in Kailua-Kona featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Kailua-Kona?

    Four-legged friends are welcome in Kailua-Kona. Choose from more than 70 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Kailua-Kona?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a gym, over 120 homes with a bbq area, over 80 homes with self check-in, over 200 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there Kailua-Kona vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,460 vacation homes with pools in Kailua-Kona, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Kailua-Kona?

    Experience the best of Kailua-Kona with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Kailua-Kona have free parking?

    Absolutely! We offer over 200 house rentals with free parking in Kailua-Kona. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kailua-Kona have a bbq area?

    Absolutely! We offer over 120 house rentals with a bbq area in Kailua-Kona. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kailua-Kona have self check-in?

    Absolutely! We offer over 80 house rentals with self check-in in Kailua-Kona. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kailua-Kona have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Kailua-Kona. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  3. Hawaii
  4. Hawaii County
  5. Kailua-Kona