Holiday houses in Kailua-Kona

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Top-rated holiday rentals in Kailua-Kona

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

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Guest favourite
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
4.87 out of 5 average rating, 454 reviews

Plumeria Studio; Garden Balcony, Close to Airport

Plumeria at Kailana Cottage Kailana Cottage includes two separate rental units that share a hallway. Plumeria is set up like a hotel-style room, featuring a king-size bed, bright bathroom, TV, and a unique kitchenette located on the screened-in balcony—perfect for enjoying tropical breezes and sunset views. The kitchenette includes a hot plate, microwave, coffee press, tea/coffee, mini fridge, and basic cookware. Conveniently located near the airport with automated check-in and free parking.

Top Guest favourite
A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.
Condo in Kailua-Kona
4.95 out of 5 average rating, 224 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Top Guest favourite
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, 264 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.

Guest favourite
A queen size bed is dressed in a floral-patterned quilt, with decorative pillows placed atop. Natural light enters through a window adorned with a bamboo-themed curtain. Artwork on the walls complements the serene ambiance of the space.
Guest suite in Kailua-Kona
4.93 out of 5 average rating, 315 reviews

Private guest wing - 3 blocks to beach

Private entrance to your Hawaiian retreat. Queen size bed, Newly installed quiet mini split A/C, high speed internet, 65” smartTV, electric adjustable desk(monitor and keyboard available upon request) Private kitchenette and bath. Nice location, in between old town Kona and Magic Sands/Kahalu’u beaches. Our local tv weatherman says we have the Best weather on the planet! Check out our other listings: airbnb.com/h/turtlebeach-Kona airbnb.com/h/treetop-kona airbnb.com/h/hawaiianretreat-Kona

Top Guest favourite
A wooden bistro table with two chairs is positioned on a balcony. A bottle of wine and two glasses rest on the table, overlooking the ocean and coastal scenery. The waves can be seen gently crashing against the rocky shoreline below, with clouds scattered across a blue sky.
Condo in Kailua-Kona
4.98 out of 5 average rating, 101 reviews

Unsurpassed sunset views!

One of the best locations in the Sea Village for privacy and gorgeous Sunset views! This well-appointed, remodeled 1 bedroom unit was hand-picked when brand new because it feels like you’re right over the ocean, fall asleep to the sound of the waves crashing outside, yet a close walk to the friendly town of Kona and so many wonderful restaurants! *Note: Taxes are included in the Daily Rate, saving you more than 18%! Hawaii Tax ID# TA-052-854-7840-01 GE-052-854-7840-01 STVR-19-360359

Guest favourite
An airy living space features a cozy seating area with a glass coffee table and a decorative plant. A spacious bed is positioned at the far end, flanked by large windows that invite natural light. Light-colored wood beams and a soft carpet lend warmth to the interior.
Farm stay in Captain Cook
4.86 out of 5 average rating, 274 reviews

Private Tropical Kona Farm Stay • Ocean Views

Private tropical farm stay with sunset ocean views on a lush two-acre fruit farm on the slopes of Mauna Loa in South Kona. Mele Ka ʻĀina Farm grows avocados, pineapples, lilikoi, coffee, bananas and medicinal mushrooms. Visit our on-site apothecary featuring small-batch Hawai’i tallow skincare and botanical products made on the farm. Five minutes to the Captain Cook Monument trailhead to snorkel Kealakekua Bay. Outdoor jungle shower. Perfect for couples, friends and solo adventurers.

Top Guest favourite
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 favourite
A patio area features a small outdoor dining set with four metal chairs and a table, surrounded by lush greenery. A gas grill is positioned nearby, and large sliding glass doors provide access to the interior. Pebbles line the ground, adding to the natural appeal.
Guesthouse in Waimea
4.94 out of 5 average rating, 160 reviews

Mango Hale Cottage

Listed price is for 2 guests. An additional charge of $40/nt for an extra guest. Mango Cottage is an original beach house located at the private and quiet end of Puako Beach Dr. The Cottage is a minute walk to the Paniau beach access which is a well known and popular beach for snorkeling, surfing, and fishing. The property is shared with the main house(Mango Hale) and surrounded by a lush lawn, mango & coconut trees, which provide a cool & comfortable environment.

Top Guest favourite
The exterior of the rental house features a wide porch with comfortable seating and a well-maintained landscape. The one-story structure has a sloped roof and large windows providing natural light. A paved driveway offers easy access to the residence, surrounded by lush greenery.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 193 reviews

Amazing Sunset / Ocean View, Beautiful New Home

A beautiful house for rent adjacent to the house that our family occupies. The rental unit is located in a new and quiet subdivision with 180 degree ocean views, is well landscaped and has ample parking. Accessible by newly paved roads, which offer ample room for morning walks. Enjoy amazing sunsets every evening right from the lanai. Lanai includes comfortable outdoor furniture. The eating areas have a beautiful ocean view. TA-034884812801

Guest favourite
An oceanfront lanai offers seating and dining options, framed by palm trees. The view showcases a calm sea and rocky shoreline, enhancing the connection with the outdoors.
Condo in Kailua-Kona
4.86 out of 5 average rating, 232 reviews

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and dolphins (in season) dancing in the turquoise water. Watch the surfers on the world-famous Banyans Surf break during the day and enjoy stunning sunsets at dusk.

Top Guest favourite
An open living area is highlighted by wood rafter ceilings and large windows. A wooden dining table with a pineapple centerpiece faces a cozy seating arrangement. Rattan chairs and a warm-toned cabinet add character, while natural light filters through light curtains, creating a welcoming atmosphere.
Apartment in Keauhou
4.93 out of 5 average rating, 193 reviews

La Caseta- Tropical at Keauhou Bay

Walk to two beaches from La Caseta for gorgeous Kona sunsets and spend evenings on the lanai with a drink in hand and geckos scrambling overhead. No hard to contact agency at this legal rental, with on property owner hosts. Wood rafter ceilings, wing back rattan chairs, curated art, and tropical plants pepper the space with style. This is an older home where we rely on the trade winds and ocean dips over air-con.

Top Guest favourite
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 holiday rentals

When is the best time to visit Kailua-Kona?

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Avg. price$339 AUD$353 AUD$322 AUD$305 AUD$287 AUD$282 AUD$282 AUD$263 AUD$270 AUD$298 AUD$285 AUD$326 AUD
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

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.

Quick stats about holiday rentals in Kailua-Kona

  • Total holiday rentals

    Explore 2,370 holiday rentals in Kailua-Kona

  • Nightly prices starting at

    Kailua-Kona holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 107,450 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday 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 holiday 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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