
Holiday rentals in Kailua-Kona
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kailua-Kona
Guests agree: these stays are highly rated for location, cleanliness and more.

Kahaluu Bay Get-Away
Kahalulu Bay Get-Away is your perfect choice for an authentic, comfortable Hawaiian stay. Perched gently above Kahalulu Bay, you'll enjoy tropical tradewinds, Kona sunsets, the sounds of the surf and the songs of nature. The setting is totally private with ocean views, rock walls, large trees, lush greenery, an archeological site from the 12th century and a pool that is all-day worthy. Come. Relax. Enjoy. You’re in for a treat. Family built, enjoyed for decades and now shared with you...Aloha :)

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.

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 with direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walking distance to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor art market. Two room suite. Queen bed. Living room with 50 in TV. Bathroom with large shower. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower.

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

Spectacular Views of Kailua-Kona
Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

Prime Location: Walk to all Kona has to offer!
The interior of this thoughtfully created space is a stand out if you are at all familiar with the typical offerings in the area. Quartz counters, custom shower, AC, and a great location. One parking space is included just in front of the apartment so getting in and out is fast and easy. Walking distance to all Kona has to offer and clean, cool, and comfortable to come home to. Please ask any and all questions. We are long-time residents and hope to make your stay all it can be.

Big Lanai w/ outdoor living! Ocean view & breezes!
Ocean Sunset Views and breezes on the spacious Hawaiian style outdoor living Lanai! Fully equipped Kitchen – including filtered water, and several small appliances 2 Bedrooms - queen size beds. Futon can also be used for sleeping. Overhead fans in every room. Bathroom w/ double shower. Outdoor shower too! Private entrance, driveway, carport Lovely residential Keahou neighborhood 5 Minute drive to Beaches – swimming, snorkeling and surfing Wifi and Netflix Laundry

Romantic cottage Big Island coffee farm retreat
ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!

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.

Professional Design Ocean View Private Apartment
Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable queen-size bed. AC unit in apartment, evenings and mornings are cool due to elevation. Spend lazy afternoons on the porch and soak up the jungle energy. Experience the magic of Big Island Kealakekua for yourself!

Plumeria Studio; Garden Balcony, Close to Airport
Kailana Cottage includes two separate rental units that share a hallway. These units are freshly remodeled, super clean, fresh and new. This unit is called Plumeria, it is set up like a hotel room; spacious room with King sized bed, large bright bathroom, TV, and kitchenette on the screened in balcony to enjoy tropical sunsets and breezes. The kitchenette has a hot plate, microwave, coffee press, tea/coffee, mini fridge along with utensils, plates, pans, etc.

On-the-Ocean, Stunning Corner Unit, Spacious, AC!
Right-on-the-ocean, newly renovated, upscale and spacious condo in a gated boutique complex. Unbelievable views from the lanai and living room. Top floor corner unit with windows everywhere so you feel like you are living outside. King bed and queen sleeper sofa with memory foam mattress for up to 4 guests. Ocean-front pool with community BBQ. Quiet; set back from Ali'i Drive. Close to everything--just one mile from downtown Kona. Reserved parking spot. AC.
Popular amenities for Kailua-Kona holiday rentals
Other great holiday rentals in Kailua-Kona

Puako Coastal Retreat w/ Ocean Views Beach Access

Downtown 2BR Condo w/ Pool & BBQ, AC, Fast Wi-Fi

Kona Joe Coffee #1

Beautifully Upgraded Condo in Oceanfront Complex!

Golf Course and Ocean Views

Charming farmhouse with huge oceanview patio lanai

Serene Apartment on Organic Farm

Zen-Inspired Retreat, Breathtaking Ocean City View
When is the best time to visit Kailua-Kona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $307 SGD | $320 SGD | $292 SGD | $276 SGD | $260 SGD | $256 SGD | $256 SGD | $238 SGD | $244 SGD | $270 SGD | $258 SGD | $295 SGD |
| 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.
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 $64 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
2,350 of Kailua-Kona holiday rentals include wifi 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!
Destinations to explore
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Villa rentals Kailua-Kona
- House rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Resort rentals Kailua-Kona
- Beach apartment rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Rentals with pools Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Luxury rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Waterfront rentals Kailua-Kona
- Rentals with a patio Kailua-Kona
- Apartment rentals Kailua-Kona
- Cabin rentals Kailua-Kona
- Hotel rooms Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Rentals with a firepit Kailua-Kona
- Smoking-friendly rentals Kailua-Kona
- Serviced apartment rentals Kailua-Kona
- Rentals with a cinema Kailua-Kona
- Rentals with beach access Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Beach house rentals Kailua-Kona
- Flat rentals Kailua-Kona
- Guest house rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Kona Country Club
- Makalawena
- Mauna Lani Beach Club
- Manini'owali Beach
- Mauna Kea
- Kilauea
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Pololū Valley Lookout
- Magic Sands Beach Park
- Waialea Beach
- Sea Village
- Punaluu Black Sand Beach
- Hapuna Beach State Recreation Area
- Kaloko-Honokohau Nat'l Hist Park
- Kua Bay
- Captain James Cook Monument
- Kona Farmer's Market
- Things to do Kailua-Kona
- Food and drink Kailua-Kona
- Things to do Hawaii County
- Food and drink Hawaii County
- Nature and outdoors Hawaii County
- Sports activities Hawaii County
- Art and culture Hawaii County
- Things to do Hawaii
- Wellness Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Art and culture Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Food and drink Hawaii
- Things to do United States
- Art and culture United States
- Food and drink United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States
- Wellness United States
- Sightseeing United States






