Vacation rentals in Kailua-Kona

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Top-rated vacation rentals in Kailua-Kona

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Top guest favorite
A spacious wooden deck surrounds a geodesic dome, offering a serene outdoor setting. Two hanging egg chairs are positioned for relaxation, while a portable heater is located nearby. The dome features a transparent facade that reflects sunlight, surrounded by lush greenery.
Dome in Holualoa
5 out of 5 average rating, 268 reviews

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

Top guest favorite
A well-appointed bedroom features a spacious wooden bed adorned with colorful bedding. Large windows provide views of the lush surroundings, while the high ceiling adds to the open atmosphere. A ceiling fan circulates air, and natural light illuminates the space.
Guest suite in Holualoa
4.95 out of 5 average rating, 244 reviews

Zen Sanctuary, Jungle Vibes on Mountainside

Beautiful, peaceful, jungle vibes, surrounded by nature, 15 min from the center of Kona, up on the mountainside, lush lot w/ fruit and mac nut trees! The ADULTS-ONLY space has an open floorplan, with high ceilings and lots of room. Luxury memory foam King bed, two front lanais, nice Weber grill, big Samsung TV with cable, Wifi, shared washer and dryer, and a great kitchen with all the amenities. Also: beach towels, chairs, cooler, & umbrella! This Private space is the largest unit of the home.

Top guest favorite
A lush green yard is framed by palm trees, with vibrant blue water visible beyond. A pathway of stepping stones leads through the manicured grass towards the ocean, highlighted by a clear sky dotted with scattered clouds.
Home in Keauhou
4.98 out of 5 average rating, 101 reviews

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. King bed. Living room. Full kitchen. Bathroom with large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only.

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, 222 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 vibrant sunset fills the sky with orange and pink hues, contrasted by the silhouette of a historic church with a tall spire. Lush palm trees frame the scene, adding to the tropical atmosphere as the day transitions into evening.
Condo in Kailua-Kona
4.96 out of 5 average rating, 233 reviews

Downtown Kona Plaza Condo w/AC

Visit all the Big Island has to offer and lay your head to rest at this comfortable, renovated condo located in the heart of downtown Kona. Situated on historical Ali'i Drive, we are just steps from shops, restaurants, coffee houses, and beaches. Take in the breathtaking sunsets and hear the nightly luau from the enclosed lanai. Enjoy the newly refinished pool, and head up to the sunset deck for a bbq or cocktail. Catch charters, sunset cruises, and snorkel tours off of Kailua Pier.

Top guest favorite
A spacious outdoor lanai features a large umbrella providing shade over glass-top tables and bright teal chairs. The stunning ocean view is visible in the background, along with a beautifully maintained pool and lush greenery surrounding the area.
Guest suite in Kailua-Kona
4.99 out of 5 average rating, 336 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

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.

Guest favorite
A unique architectural structure is set among lush greenery, featuring a sloped roof that contrasts with the blue sky. The tranquil ocean view is framed by trees, highlighting the serene natural surroundings of the property.
Cabin in Kealakekua
4.95 out of 5 average rating, 614 reviews

Love Kona farm life *Superstar Truss Cabin!

If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

Guest favorite
A cozy sleeping area features a spacious bed adorned with a floral-patterned blanket in blue and yellow. Windows allow natural light, and a television is mounted on the wall. A decorative shelf holds towels, contributing to the room's functionality.
Guest suite in Kailua-Kona
4.89 out of 5 average rating, 399 reviews

Jasmine Studio; King Bed, Close to Airport

Conveniently located just 5 minutes from the airport and 15 minutes to downtown Kailua-Kona, this inviting space offers comfort and ease. Enjoy vaulted ceilings, a cozy lanai for morning coffee, a spacious bathroom with double vanity, and a well-equipped kitchenette. Stay cool with powerful A/C or relax with the tropical breeze. Reliable WiFi and a large Roku TV make it easy to unwind. Automated check-in and flexible booking ensure a smooth, stress-free stay.

Guest favorite
A modern kitchen space is highlighted, featuring a wooden island with three metal stools. Stainless steel appliances, including a refrigerator and microwave, complement the light wood cabinetry. Natural light fills the room through window views of the surrounding landscape.
Guesthouse in Holualoa
4.89 out of 5 average rating, 179 reviews

Paniolo Place (taxes included)

Welcome to Paniolo Place in beautiful Holualoa. Enjoy the amazing sunsets, ocean and mountain views, cool Mauka (mountain) breezes, peaceful surroundings, you'll be off the beaten path but an easy drive to town, beaches, shopping, restaurants and the airport. A perfect getaway with some ranching history unique to Kona. Feels like a rustic cabin but all the comforts and nature's serenity of this special place will make this an amazing stay. Welcome!

Top guest favorite
A scenic shoreline is featured, lined with lush palm trees and greenery. The calm water gently meets the sandy beach, while an inviting building is visible in the foreground. The backdrop consists of distant mountains under a clear blue sky.
Loft in Waimea
4.91 out of 5 average rating, 130 reviews

Peaceful Ohana on the beach!

Take it easy at this unique and tranquil getaway. Two full beds, full bathroom, and kitchenette right on the beach. ***Update: We are updating furniture to a new king size bed (instead of 2 beds) and a seating area with a sofa with a sleeper and modular coffee table. We will update pictures when done, but won’t have it complete until mid August.****

Top guest favorite
A spacious living area features a vibrant wave mural as the focal point. A modern teal sofa complements a wooden coffee table adorned with seashells. Soft lighting is provided by lamps on either side, and a desk area is visible, creating a comfortable and functional space.
Apartment in Captain Cook
4.96 out of 5 average rating, 306 reviews

SWELL: Romantic Gem w/Sweeping Coastline Views

SWELL: A Haven for Sea Lovers Modern charm meets vintage ease in this dreamy hideaway for those drawn to the ocean’s pull. Lounge in the Bamboo Wave Bed, curl up on the sofa, or sway in the hammock—always in view of where ocean meets sky. We clean with UV light, antibacterial products, and care—so your stay is spotless, safe, and serene.

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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