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Vacation rentals in Kailua-Kona

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Top-rated vacation rentals in Kailua-Kona

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

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Top guest favorite
Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.
Guesthouse in Keauhou
4.97 out of 5 average rating, 120 reviews

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

Top guest favorite
A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.
Guesthouse in Kailua-Kona
5 out of 5 average rating, 218 reviews

Romantic Cabin Treehouse in Hawaii Cloud Forest

Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Top guest favorite
A rustic cabin is surrounded by lush greenery, featuring a large front porch accessed by wide steps. The vibrant red exterior contrasts with the natural setting, and several chairs are positioned on the porch for relaxation. Tall trees and colorful shrubs frame the scene.
Cabin in Kailua-Kona
4.94 out of 5 average rating, 211 reviews

Carson's Kaloko Mountain Cabin

This rustic and cozy cabin sits on our 5 acre parcel in the cloud forest above Kona town on the Big Island, called Kaloko Mauka. It has it's own private little corner of the property, complete with secluded hot tub, yard and large lanai perfect for the bbq! One king bed in the studio, best for 2-3 adults. Loft can suit a child or two 8 years and older or another adult. There is a fold out futon with extra bedding and pillows. Loft railing is not completely protected for children under 8.

Guest favorite
A spacious studio room features a light blue couch adorned with decorative pillows, positioned next to a coffee table. A California King bed is visible in the background, with natural light filtering through the sliding door that opens to an outdoor view.
Cottage in Holualoa
4.94 out of 5 average rating, 161 reviews

LUCKY LIVIN (Taxes Included)

Lucky Livin is designed to be a chic and unique bridal studio, honeymoon suite, or just a great place to come and stay while on vacation! Located in beautiful Holualoa, this studio sits higher in elevation and is nestled in nature with stunning views of Kona's coast, the surrounding native vegetation, and our farm animals on property. This unit is stocked with everything you will need for your memorable and enjoyable stay and is only a 10-15 minute drive to all Kailua town has to offer!

Top guest favorite
A sweeping view of the landscape is showcased, featuring lush greenery with palm trees lining a pathway. The vibrant hues of the sunset illuminate the horizon, with the calm ocean visible in the background, creating a serene natural setting.
Farm stay in Captain Cook
4.97 out of 5 average rating, 182 reviews

Coffee Farm Retreat

咖啡庄园 Five acre coffee farm, elevation 1500', about one mile up mountain from Highway 11 south Kona. The road is all weather, paved in some places, a little bumpy, worth the 5 min ride. This is Hawaii farm country, not your suburban street with lights and sidewalks. 100 people will visit, 99 love it, one person will complain about the road. Not for everyone. The best views in Kona, quiet, plenty of room. Out of the way, but not isolated. Two bed rooms and a private loft with views.

Guest favorite
A view from the property showcases lush grass leading to a path. Beyond the neatly trimmed hedges, the ocean sparkles in the distance under a clear blue sky, complemented by scattered clouds and greenery along the hillside.
Guesthouse in Holualoa
4.97 out of 5 average rating, 401 reviews

Spectacular Views of Kailua-Kona

Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

Guest favorite
A vibrant rainbow arcs gracefully across the sky, framed by lush greenery and tropical trees. The organic farmhouse is visible, nestled amongst the vibrant foliage, creating a serene and picturesque scene amidst the natural beauty of the landscape.
Farm stay in Kealakekua
4.9 out of 5 average rating, 109 reviews

Private Paradise Organic Farm Stay with Ocean View

This modern farm house offers beautiful views of our bustling organic farm and the Kona coastline beyond. Nestled in a secluded banana grove, this private custom 2 bedroom/2 bath home boasts comfortable Cal King beds, fresh linens, vibrant plants, vintage island furnishings, a well-appointed kitchen, and welcoming outdoor living spaces. You can sample our organic farm produce in a welcome basket, as well as at nearby stores and restaurants a short walk away in Kealakekua village.

Top guest favorite
A vibrant sunset casts shades of orange and pink across the sky, reflecting off the water. Silhouetted palm trees and surrounding buildings frame the scene, while warm glow from outdoor lights below adds to the tranquil atmosphere.
Condo in Kailua-Kona
4.9 out of 5 average rating, 110 reviews

TOP FLOOR, OCEAN VIEW, INCREDIBLE LOCATION

Spacious one bed 2 bath condo in the heart of Kona. Full kitchen w/ everything to eat in but easy walk to shops and restaurants. Enjoy ocean and mountain views from your covered lanai at this fantastic topfloor no smoking condo. Kona Pacific offers: new ac, great pool, gas grills, underground parking (compact only not a full size) and elevators. Grounds are meticulously maintained, concrete structure protects you from the hustle of Ali'i Drive. Very peaceful and serene.

Guest favorite
A spacious room features a large bed adorned with a blue floral quilt. Natural light enters through sliding doors, leading to a private balcony. A flat-screen TV is positioned on a wooden stand across from the bed, and a decorative mirror enhances the room's openness.
Guesthouse in Kailua-Kona
4.86 out of 5 average rating, 451 reviews

Plumeria Studio; Garden Balcony, Close to Airport

Kailana Cottage includes two separate rental units that share a hallway. These units are freshly remodeled, super clean, fresh and new. This unit is called Plumeria, it is set up like a hotel room; spacious room with King sized bed, large bright bathroom, TV, and kitchenette on the screened in balcony to enjoy tropical sunsets and breezes. The kitchenette has a hot plate, microwave, coffee press, tea/coffee, mini fridge along with utensils, plates, pans, etc.

Top guest favorite
A modern kitchen is visible, featuring white cabinetry, sleek black appliances, and a glossy countertop. A dining area with bar seating is positioned near a cozy living space, which includes a light-colored couch and large ottoman, complemented by soft lighting along the walls.
Condo in Kailua-Kona
4.96 out of 5 average rating, 303 reviews

Inna's Downtown-Walk to Beach and to Supermarket!

This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

Guest favorite
A spacious interior showcases a king bed with soft linens, positioned to offer views of the ocean through large sliding glass doors. A dining area with bar stools overlooks the water, while light drapes frame the windows, enhancing the coastal ambiance.
Condo in Kailua-Kona
4.98 out of 5 average rating, 182 reviews

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Aloha! Location, Location, Location! + NEWLY Remodelled interior & has A/C! This unique oceanfront is located on the TOP floor of Kona Magic Sands condominiums. It features A/C, brand NEW stainless steel appliances (Full kitchen & Dish Washer). The honest, elegant and minimal interior design of this space quietly invites in the majestic Pacific Ocean and its breathtaking sunset views. THE VIEW! THE DESIGN!

Top guest favorite
A charming exterior of the country home is shown, featuring a small patio area with two chairs and a side table. Manicured grass and garden beds frame the entrance, providing access to the home. Two large windows allow natural light into the interior.
Guesthouse in Holualoa
4.96 out of 5 average rating, 194 reviews

Holualoa Country Home

The Holualoa Country Home is one bedroom with a queen bed, small patio area with some ocean view, cable TV, Wifi, full kitchen, bath with tub/ shower. The sofa in living area lays flat to a bed. Close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. Holualoa offers peaceful, country living at a cool elevation.

Popular amenities for Kailua-Kona vacation rentals

When is the best time to visit Kailua-Kona?

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Avg. priceﺩ.ﺇ881ﺩ.ﺇ918ﺩ.ﺇ837ﺩ.ﺇ793ﺩ.ﺇ746ﺩ.ﺇ735ﺩ.ﺇ735ﺩ.ﺇ683ﺩ.ﺇ701ﺩ.ﺇ775ﺩ.ﺇ742ﺩ.ﺇ848
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Frequently Asked Questions

  • What are the best places to stay in Kailua-Kona?

    Kailua-Kona has inviting neighborhoods along the coast and near its lively downtown, making both popular choices for visitors seeking local culture and access to restaurants. Many stays are found close to the water or nestled in quieter residential areas.

  • What are the best things to do in Kailua-Kona with kids?

    Families in Kailua-Kona often explore sandy beaches, visit marine centers, or try casual snorkeling around protected coves. Local parks and guided boat tours are frequently suggested for hands-on experiences and wildlife sightings.

  • What are some of the best things to do in Kailua-Kona?

    Explore historic sites like Hulihe‘e Palace, wander through local markets, or join a coffee farm tour to learn about regional flavors. Kailua-Kona also has ocean activities such as kayaking, snorkeling, and guided manta ray nights.

  • How is the weather in Kailua-Kona?

    Kailua-Kona typically has warm days with temperatures held near 70–85°F (21–29°C), and mild evenings. The region experiences low rainfall throughout the year and gentle ocean breezes are common.

  • What are the best places to visit in Kailua-Kona?

    Visit Hulihe‘e Palace for a glimpse into local history, stroll vibrant Kailua Pier, and explore nearby coffee farms. Many people also stop by local art galleries or tranquil beaches to relax and experience island life.

  • What are some hiking trails in Kailua-Kona?

    Kailua-Kona has trails through ancient lava fields, forested paths, and scenic coastal walks. Guided hikes around Kaloko-Honokōhau National Historical Park are frequently suggested for nature and Hawaiian heritage.

  • What are some family activities we can do in Kailua-Kona?

    Try gentle snorkeling or join a family-friendly boat tour, explore interactive displays at marine centers, and stroll through farmers markets together. Parks and walking trails make it easy for everyone to experience the outdoors.

  • What are some of the best day trip ideas from Kailua-Kona?

    Many travelers join guided excursions to volcanic landscapes, visit local coffee farms, or explore waterfalls and botanical gardens around the island. Culturally significant villages and historical sites are also often suggested.

  • Are there any pet friendly accommodations available in Kailua-Kona?

    Kailua-Kona has pet-friendly stays in coastal and residential neighborhoods, with easy access to outdoor paths. Some rentals welcome pets and share recommendations for local walks or nearby dog-friendly beaches.

  • What are some local tips for visiting Kailua-Kona?

    Locals suggest packing reef-safe sunscreen, supporting neighborhood coffee shops, and respecting culturally important sites. Early mornings are often quieter for exploring markets and beaches.

  • What is Kailua-Kona known for?

    Kailua-Kona is known for its role in Hawaiian royal history, distinctive coffee farms, and vibrant oceanfront. The town’s mix of heritage sites and relaxed beach culture draws visitors throughout the year.

  • What are the best hidden gems to explore in Kailua-Kona?

    Look for tucked-away art galleries, historic churches, and quiet tide pools along the shoreline. Small local cafes and lesser-known hiking paths reveal Kailua-Kona’s slower rhythms and creative spirit.

  • What are the best foods to try in Kailua-Kona?

    Try locally grown Kona coffee, fresh poke bowls, and dishes featuring sweet bread or tropical fruits. Island-style plate lunches are frequently suggested, highlighting the area’s diverse culinary influences.

  • What should I bring for a trip to Kailua-Kona?

    Pack lightweight clothing, swimwear, and sturdy footwear for outdoor exploring. Reef-safe sunscreen, a hat, and reusable water bottles are recommended staples for the warm climate.

  • What is the nightlife in Kailua-Kona like?

    Kailua-Kona has relaxed nightlife with beachfront bars, live music venues, and casual eateries around the downtown area. Many visitors enjoy evening walks or gatherings at open-air restaurants with ocean views.

  • What are the most popular events or festivals in Kailua-Kona?

    Kailua-Kona hosts events such as the Ironman World Championship and seasonal coffee festivals, which draw crowds and celebrate local culture. Community gatherings often feature artisans, food vendors, and music in public spaces.

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

    Family-friendly rentals are available across Kailua-Kona’s coastal and residential neighborhoods, with easy access to parks and beaches. Some listings include amenities suited for children and group stays.

  • When is the best time to visit Kailua-Kona?

    Late spring to early fall is often recommended for Kailua-Kona, when skies are typically sunnier and festivals bring energy to the area. Cooler months can be quieter and are popular with those looking for peaceful surroundings.

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.

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.

Quick stats about vacation rentals in Kailua-Kona

  • Total vacation rentals

    Explore 2,370 vacation rentals in Kailua-Kona

  • Nightly prices starting at

    Kailua-Kona vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 107,450 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    1,970 properties feature pools

  • Rentals with dedicated workspaces

    1,260 properties have a dedicated workspace

  • Wi-Fi availability

    2,350 of Kailua-Kona vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Free parking on premises across Kailua-Kona rentals

  • 4.8 Average rating

    Kailua-Kona stays are highly rated by guests—averaging 4.8 out of 5!

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