
Vacation rentals in Kailua-Kona
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Quick stats about vacation rentals in Kailua-Kona

Total vacation rentals
Explore 2,460 vacation rentals in Kailua-Kona

Nightly prices starting at
Kailua-Kona vacation rentals start at G$10,452 GYD per night before taxes and fees

Verified guest reviews
Over 112,120 verified reviews to help you choose

Family-friendly vacation rentals
1,150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
2,070 properties feature pools

Rentals with dedicated workspaces
1,260 properties have a dedicated workspace

Wi-Fi availability
2,430 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!
Top-rated vacation rentals in Kailua-Kona
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
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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.
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Kona Coffee Estate Retreat | Ocean & Sunset Views
Escape to our family-friendly 3.5-acre Kona Coffee Farm, nestled in the mountains minutes from beaches, 15 min to Kailua-Kona, and 5 min to Captain Cook. Kids can feed our friendly chickens, spot geckos, and explore the lush grounds filled with coffee trees, fruit, and flowers. The 3BR, 2BA modern farmhouse includes a spacious lanai, perfect for family meals, morning coffee, and stargazing. Enjoy cool mountain breezes, a refreshing escape from the coastal heat, and the magic of Kona Coffee.
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Clean spacious in Kailua Kona.
Enjoy easy access to everything from this perfectly located home base. It's close to Kona airport, Costco, beautiful beaches, and only a 10 min drive to Kona town. It is located in a quiet neighborhood right in Kailua Kona near some of the best beaches on the island. The perfect place for a small group of friends or family to have a wonderful vacation. When staying in our space, we have a variety of beach toys and towels that we welcome guests to use. The Ironman triathletes are also welcome.
ValueFamilyParking

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. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.
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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.
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Kona Oceanview Retreat - A/C & Rainfall Shower
Escape to a private oceanview retreat on a quiet Kona hillside — where mornings begin with Pacific views from your own lanai, and evenings end in what guests call "the best shower of my life." This standalone 600 sq ft guesthouse has A/C, its own private entrance, queen bed, full kitchen, and spa bathroom with rainfall shower and bidet. Beach chairs, snorkels, masks, umbrella, and cooler all included. 15 min to Kona Airport. 2-night minimum. TVR Registration BBR-00008
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Halia Hale
Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.
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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!
LocationFamilyHiking

Family-Friendly 4BR Oasis by Magic Sands
Escape to this spacious island retreat featuring an open-concept living area, gourmet kitchen, and beautifully designed coastal interiors. Relax on the covered lanai with outdoor dining, lounge seating, BBQ, and a lush tropical backyard. The home offers luxurious king suites, a spa-inspired primary bath with a Jacuzzi tub, and is just minutes from Kona's best beaches, snorkeling, shopping, and dining. 🌺
LocationValueLong stay

Enchanting Eco-Hideaway: Bohemian Retreat
~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias
ValueLocationQuiet

Kona retreat with Hot Tub, Tiki Bar & Pickleball
Your Kona reset starts here 🌊✨ Relax in the NEW hot tub, grill dinner at sunset, and enjoy breezy island living with room for the whole crew. Private hot tub • Ocean-view lanais • Pickleball Court • Pool table/game room • BBQ • Multiple king bedrooms • Second refrigerator • Family-friendly amenities
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Popular amenities for Kailua-Kona vacation rentals
Kailua-Kona beach vacation rentals

Seahorse Luxury Suite at Seaspray Ocean View
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OCEANFRONt 3+2.5 FREE AC BeachGear
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Stunning One Bedroom Condo Just Steps from Ocean!
LocationFamilyCleanliness

Kona Surf Snorkel Paradise, Beachfront, Hot Tub
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Ocean Front Kona Condo at Honl’s. Top 1% on Airbnb
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Updated condo with ocean views & air conditioning
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Just A Few Steps To The Beach
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NEW! UNIQUE Top floor Oceanfront Magic Sands Beach
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Private Kailua-Kona vacation rentals

Mini Plantation with a View
ValueFamilyLong stay

Ocean, Sunset, Mountain & Celestial Views
LocationValueQuiet

Gated Tropical Retreat near Kailua Kona and Ocean.
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Exceptional Oceanview Home - Pool & Stunning View
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Stunning Serene Bali Retreat [Pool/AC/Ocean View]
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Amazing Kona Sunset View - Sleeps 4
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2 Bedroom in the Kona Hills on a Coffee Farm
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Love Kona farm life *Superstar Truss Cabin!
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Kailua-Kona house rentals

Beautiful, Spacious Home w/Expansive Ocean Views
ValueFamilyBreakfast

Private & Beautiful home on 1 acre
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Hale Aka'ula, House of the Red Sunset
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Stunning Ocean Views + Designer Designed Kona Home
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Mollie’s Paradise Resort Home & Private Pool
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Wailima Beach House, Kona, Magic Sands Beach
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Big Family Home, Pool, Views, Yard, Lanai, Clean!
LocationFamilyCleanliness

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
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When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$49,751 GYD | G$51,632 GYD | G$48,915 GYD | G$44,734 GYD | G$43,271 GYD | G$42,435 GYD | G$41,808 GYD | G$38,881 GYD | G$39,926 GYD | G$44,107 GYD | G$42,226 GYD | G$48,288 GYD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°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.
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.
Destinations to explore
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- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Kohanaiki Private Club Community
- Waikoloa Beach
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Spencer Beach Park
- Manini'owali Beach
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kona Farmer's Market
- Kua Bay
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Kailua Pier
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