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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
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
4.94 out of 5 average rating, 213 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 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, 228 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 favorite
A private lanai features a round table with two chairs overlooking the ocean. The table is set with plates and glasses, complemented by a bottle of wine. The deep blue water and rocky shoreline are visible in the background, under a clear sky.
Condo in Kailua-Kona
4.93 out of 5 average rating, 168 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

Top guest favorite
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, 429 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 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, 204 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 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, 142 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 favorite
A serene pool area features a vibrant view of the sunset over the ocean. Loungers and an umbrella are set around the pool, with lush greenery in the background, creating a tranquil outdoor space for relaxation.
Guest suite in Kailua-Kona
4.96 out of 5 average rating, 167 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 favorite
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, 352 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.

Superhost
A charming cottage constructed with intricate antique Bali panels is surrounded by lush greenery. The outdoor living area features seating arrangements under a partially covered roof, with soft lighting highlighting the unique decor and inviting atmosphere.
Guesthouse in Captain Cook
4.81 out of 5 average rating, 820 reviews

Kealakekua Bay Bali Cottage -steps from Bay

This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, under counter refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 10.25% TAT and 4.25% GE .

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
4.96 out of 5 average rating, 583 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
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, 128 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.

Guest favorite
A welcoming entrance features a wooden door set against vertical wood paneling, with a simple welcome sign reading 'Aloha.' A dark floor mat with the text 'good vibes' is positioned at the threshold, while inviting light spills from the interior space.
Guest suite in Kailua-Kona
4.96 out of 5 average rating, 182 reviews

Good Vibes Ohana

Designed by an architectural drafter and his wife who paid attention to the details, welcome to Good Vibes Ohana. A tiny studio made with love and a touch of modern aloha. The studio is at a cool 1,400 ft. elevation & has a partial ocean view from the patio. Driving distance from the Kona airport (KOA) & downtown Kailua-Kona is under 15 minutes. Matsuyama Food Mart & Gas is less than 5 minutes away. GE, TA, TAT tax Included.

Popular amenities for Kailua-Kona vacation rentals

When is the best time to visit Kailua-Kona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ881ﺩ.ﺇ918ﺩ.ﺇ837ﺩ.ﺇ793ﺩ.ﺇ746ﺩ.ﺇ735ﺩ.ﺇ735ﺩ.ﺇ683ﺩ.ﺇ701ﺩ.ﺇ823ﺩ.ﺇ775ﺩ.ﺇ841
Avg. temp6°C6°C6°C7°C9°C10°C9°C9°C9°C9°C7°C6°C

Frequently Asked Questions

  • How is the weather in Kailua-Kona?

    Kailua-Kona has a tropical climate with warm temperatures all year round. The dry season is from April to October with average temperatures around 85°F (29°C), while the wet season is from November to March with temperatures averaging around 80°F (27°C).

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

    Popular activities in Kailua-Kona include snorkeling in Kealakekua Bay, touring local coffee farms, and exploring the historic Hulihe'e Palace. Additionally, visitors can engage in water sports at Kahalu'u Beach Park or take a sunset cruise.

  • What is the best time of year to visit Kailua-Kona?

    Many visitors choose to explore Kailua-Kona between December and March when the weather is warm and there's less rainfall. During October, the famous Ironman World Championship takes place, which may interest sports enthusiasts.

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

    Popular areas to stay in Kailua-Kona include Ali'i Drive for its oceanfront accommodations, Keauhou for its tranquility and historic sites, and Holualoa for its coffee farms and art galleries. For a resort-like experience, the Waikoloa area is also a popular choice.

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

    Popular places to visit in Kailua-Kona include the Kaloko-Honokohau National Historical Park, Hulihe'e Palace, Kona Coffee Living History Farm, and Kealakekua Bay. Visitors also enjoy exploring the Mokuaikaua Church, the first Christian church in Hawaii.

  • What are some hiking trails in Kailua-Kona?

    The Kona area has numerous hiking trails for all skill levels. The Captain Cook Monument trail, the Kekaha Kai State Park trail, and the Pololu Valley Lookout trail offer wonderful opportunities to enjoy Hawaii's natural beauty and wildlife.

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

    Families can explore the region's beautiful beaches, visit the Kona Coffee Living History Farm to learn about coffee production, or engage with marine life at Kahalu'u Bay where sea turtles are frequently spotted. The Ocean Rider Seahorse Farm is also a unique educational experience for kids.

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

    Day trip ideas include a visit to the Hawaii Volcanoes National Park, which is about 96 miles (154 km) from Kailua-Kona, or a trip to the historic town of Hilo. Another option is exploring the Pololu Valley, which presents hiking opportunities and scenic views.

  • 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 1,180 condo rentals to over 330 house rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 1,270 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 100 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 140 homes with a bbq area, over 80 homes with self check-in, over 310 homes with free parking, over 50 homes with a gym, 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 1,940 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 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 50 house rentals with a gym in Kailua-Kona. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 310 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 140 house rentals with a bbq area in Kailua-Kona. Enjoy a tailored experience with all the comforts you desire.

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 2,350 vacation rentals in Kailua-Kona

  • Verified guest reviews

    Over 106,870 verified reviews to help you choose

  • Family-friendly vacation rentals

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

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    1,940 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wi-Fi availability

    2,320 of Kailua-Kona vacation rentals include wi-fi 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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