Holiday rentals 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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Top guest favourite
Aerial view captures a vibrant beach scene, featuring clear turquoise waters where numerous individuals are enjoying various water activities. Palm trees line the beach, providing shade to the sandy shore, while a road with parked vehicles is visible in the background.
Guest suite in Kailua-Kona
4.97 out of 5 average rating, 245 reviews

Walk to Magic Sands Beach! Prime location

Aloha and welcome to your 1st floor large private suite located in Kailua Kona on The Big Island of Hawaii. Enjoy all that the island has to offer while staying in a quiet residential neighborhood in an extremely desirable prime location in Kona! Walk to Magic Sands Beach and catch a beautiful Kona sunset at night! Free beach item use: beach chairs, coolers, snorkel gear, boogie boards, and a beach umbrella. Central location close to restaurants, grocery stores, and shopping. On-site parking.

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, 230 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 favourite
A charming cottage with a red exterior features large windows and a welcoming porch. Surrounded by lush greenery and native plants, a well-maintained yard is visible. A paved driveway leads up to the cottage, complemented by a stone wall in the background.
Cottage in Kailua-Kona
4.94 out of 5 average rating, 433 reviews

Radiant Ocean View Cottage on a Coffee Farm. Very Private.

Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Top guest favourite
A private lanai is enclosed by a decorative railing, offering expansive views of the ocean and vibrant tropical plants. Wicker seating is arranged for relaxation, complementing the serene outdoor setting bathed in natural light.
Guest house in Kailua-Kona
4.97 out of 5 average rating, 777 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

Top guest favourite
A modern wooden cabin is positioned on a gently sloping lawn, surrounded by native trees. A concrete path leads to the entrance, which features wooden accents. The sky is filled with colorful hues, suggesting a vibrant sunset behind the structure.
Cabin in Kailua-Kona
5 out of 5 average rating, 146 reviews

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Top guest favourite
A cozy suite is visible from the entrance, featuring a comfortable full bed dressed with soft linens. A bedside lamp provides warm light, and decorative plants add a touch of nature. The room is complemented by smooth wood flooring and a decorative area rug.
Guest suite in Kailua-Kona
4.96 out of 5 average rating, 169 reviews

Bungalow Bliss Ocean & Pool View

Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona! Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy!

Top guest favourite
A wooden sign carved with the word 'ALOHA' is displayed against a backdrop of dark volcanic rocks. Colorful hibiscus flowers are painted on either side of the sign, adding a tropical touch to the natural surroundings.
Guest house in Kailua-Kona
4.96 out of 5 average rating, 248 reviews

Tiny House in Kona - 5 Minute Walk to the Beach!

Mahalo nui for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

Top guest favourite
A colorful quilt covers a spacious bed, complementing the serene atmosphere of the room. A wall-mounted television displays a scenic image. Large glass doors provide access to a private lanai with ocean views, creating a bright and inviting space.
Guest suite in Kailua-Kona
5 out of 5 average rating, 357 reviews

Your Big Island Escape - King Bed & A/C

Kona sweet spot with private lanai, amazing ocean view, ideal temperatures & personal parking spot. Devoted Super-hosts on-site to maximize your accommodations & experience. Very safe neighborhood. Lots of amenities / beach gear. Only 6 minutes to beaches & great snorkeling, 10 minutes to downtown for diverse food options, shopping & historic sites. Exquisite Kohala beaches 30 minutes north. Popular Walua Trail just 2 blocks away to stroll or jog. * Please no 3rd party bookings. Mahalo.

Guest favourite
Bright pink and white flowers bloom on a tree branch, creating a vibrant focal point. In the background, a small round table with two blue chairs is visible, surrounded by lush greenery and shaded by an umbrella.
Flat in Kailua-Kona
4.87 out of 5 average rating, 210 reviews

Space for Couples w/ garden view near airport

Enjoy cool breezes in a garden-like setting at 860 foot elevation on our large property. Only a 5 minute drive to the Kona airport and a 15 minute drive to town. An ideal spot for couples, this updated one bedroom, one bath condo includes a king bed, large closet, free parking, Roku TV, mini-fridge, BBQ grill, beach gear and much more. A perfect place for couples to relax on the lanai w/ a cup of Kona coffee after a fun day of exploring the island.

Top guest favourite
The exterior features a wooden deck, offering easy access to the entrance. A gentle overhang provides shelter, and string lights are visible, suggesting a cozy ambiance. The white facade of the tiny house is complemented by surrounding greenery and a pebbled walkway.
Tiny home in Kailua-Kona
4.92 out of 5 average rating, 133 reviews

Lilikoi Loft

Introducing a private oasis of comfort and charm, our newly renovated tiny house. This simple retreat is a testament to minimalist luxury and offers a convenient escape near Kona International Airport and downtown Kailua Kona. The exterior of the tiny house is a harmonious blend of rustic charm and simple design, featuring a quaint porch, perfect for sipping your morning coffee or working on the computer while gazing at the pacific ocean.

Top guest favourite
The cottage is seen nestled among a vibrant flower garden, featuring a variety of colorful blooms including sunflowers. Lush greenery surrounds the area, enhancing the natural setting and providing a serene atmosphere.
Guest house in Kailua-Kona
4.96 out of 5 average rating, 369 reviews

Cottage with Ocean and Sunset view

Situated on the island's western side at a cool 1300ft elevation, this small cottage is suitable for two people. Privacy is the keyword. This is a quiet, clean, peaceful place with A/C. It is near the airport, town, and beautiful beaches, located in a safe, affluent neighborhood. After the lava eruption on the other side of the island in 2018 subsided, we are now thrilled to have the best air quality and blue skies since 2007!

Guest favourite
A dining table with a tiled top is surrounded by four cushioned chairs under a large umbrella. Lush greenery and a panoramic ocean view can be seen in the background, creating a serene outdoor setting on the lanai.
Guest suite in Kailua-Kona
4.94 out of 5 average rating, 633 reviews

Cozy, Private Studio with an Incredible View!

Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch. Transient Accommodation License TA-018-066-6368-01

Popular amenities for Kailua-Kona holiday rentals

When is the best time to visit Kailua-Kona?

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Avg. price$312 SGD$325 SGD$297 SGD$281 SGD$264 SGD$260 SGD$260 SGD$242 SGD$249 SGD$292 SGD$275 SGD$298 SGD
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 2,350 holiday rentals in Kailua-Kona

  • Verified guest reviews

    Over 106,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    1,940 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wifi availability

    2,320 of Kailua-Kona holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Free parking on premises and Gym 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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