
Holiday houses in Kailua-Kona
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Quick stats about holiday rentals in Kailua-Kona

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

Nightly prices starting at
Kailua-Kona holiday rentals start at $73 AUD per night before taxes and fees

Verified guest reviews
Over 111,970 verified reviews to help you choose

Family-friendly holiday rentals
1,190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Holiday rentals with a pool
2,110 properties feature pools

Rentals with dedicated workspaces
1,280 properties have a dedicated workspace

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

Private Pool - 180° Ocean View - Minutes to Beach
WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Private Oasis with FIVE STAR Service and Amenities
See our 6 or 7-NIGHT STAY DISCOUNT - Cleaning fee ONLY $45 - Book now Approx 2hr drive to the volcano from Kona 924sq feet/85sq meters private entrance apartment attached to my house. Three miles/seven minutes from the center of town. Not conducive for walking or biking. Early/Late check-in/out are almost always available. We block 1 to 2 days between guests. If you are a day short at the beginning or end of your intended stay, please contact us and we will open some dates for you if possible.

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.

Exceptional Oceanview Home - Pool & Stunning View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

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. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. 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. 100% non-smoking property inside and out.

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.

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood everywhere, and ample windows/skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

Private Kona Oceanview Retreat with parking
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 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. Minutes from Alii Drive and Kona's best beaches. 15 min to Kona Airport. 2-night minimum.

Romantic Treehouse Cabin: Birdwatching Hike Yoga
Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

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.

Fresh & Bright Tropical Getaway- Ocean View
Aloha and Welcome to our cozy ohana. You can expect clean, comfy, modern, with lots of light in this spacious guest suite. The accommodation is in a quiet and safe neighborhood with convenient parking. At a higher elevation, the area is much cooler and breezier than staying in town and you can fall comfortably asleep in our comfortable queen-sized bed, listening to the sounds of coqui frogs and waking up to the beautiful sound of birds. We hope you enjoy your stay with us!
Popular amenities for Kailua-Kona holiday rentals
Other great holiday rentals in Kailua-Kona

Your Big Island Escape - King Bed & A/C

Hale's Hale

Cloud Forest Retreat with Treehouse Vibes

Charming Mountain Retreat

Romantic Keauhou Retreat | Pool + Tropical Lanai!

Luxury | Remodeled 2 bed/2 bath/AC

Hale Walua Ocean View Artist's Ohana

Stunning Oceanfront Beach Condo!
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345 AUD | $358 AUD | $339 AUD | $313 AUD | $294 AUD | $290 AUD | $290 AUD | $270 AUD | $277 AUD | $306 AUD | $293 AUD | $335 AUD |
| 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.
Destinations to explore
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- Hapuna Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Kea
- Kilauea
- Waikoloa Beach
- Mauna Lani Beach Club
- Sea Village
- Manini'owali Beach
- Makalawena
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
- Magic Sands Beach Park
- Big Island Retreat
- 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
- Kealakekua Bay State Historical Park
- Captain James Cook Monument
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