
Vacation rentals in Kailua-Kona
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Kailua-Kona
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua-Kona vacation rentals
Kailua-Kona beach vacation rentals

Direct-On-Ocean/Walkable inTown/Quiet/PoolElevator

2 Bedroom Penthouse Condo With Ocean View And Pool

Ocean Front Corner Condo in Paradise

O/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman

*Oceanfront Penthouse in Kona with AC!*

Stunning Ocean View Beach Front Villa and Kahaluʻu

Deluxe Penthouse Oceanfront Studio Condo w/ A/C.

Kona Reef Sand and Surf (Beachfront, Walk to Town)
Private Kailua-Kona vacation rentals

Holualoa Sunset Cottage

Epic Kona Coastline Ocean View - 3 Bedrooms

Alii Hale, AC, cozy 1 bedroom

Piece of Paradise Coffee Farm

HAVEN: Poolside Sanctuary with Heavenly Views

Space for Couples w/ garden view near airport

Blissful paradise with epic view- Hale Mahana

Peaceful Paradise Kailua-Kona, Hawaii
Kailua-Kona fishing vacation rentals

Fairway Villas Waikoloa O21

Waikoloa Beach Villas C3 - Ground Floor, Near Pool

Calming Volcano Studio 2 Blocks From The Ocean

Lovely 2 Bedroom/2 Bathroom Unit In Kona

1st Fl Gem, Kings, Steps 2 Beach

Gorgeous Private Home with Pool and Spa in Waikolo

Golf Pkg, Waikoloa Beach, Serene Tropical Escape

Mauna Lani Palm VIllas F-1, 3 bedroom 3 bath
Quick stats about vacation rentals in Kailua-Kona
Total rentals
2.4K properties
Total number of reviews
105K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
1.9K properties have a pool
Rentals with dedicated workspaces
1.3K properties have a dedicated workspace
Your guide to Kailua-Kona
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.
The best time to stay in a vacation rental in Kailua-Kona
Hawaii’s perennially warm weather makes it a great place to visit all year round, with temperatures very rarely dropping below 75 degrees Fahrenheit. That said, there’s always an increased chance of showers and surf swells during the winter. The big waves make winter time a draw for seasoned surfers. For those looking for calmer seas, late spring or early fall are good times to go as the beaches aren’t quite as popular as during peak summer months.
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.
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.
Destinations to explore
- Honolulu Vacation rentals
- O‘ahu Vacation rentals
- Kauaʻi County Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikiki Beach Vacation rentals
- Kihei Vacation rentals
- Kona Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Princeville Vacation rentals
- Hilo Vacation rentals
- Kailua Vacation rentals
- Hotel rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Rentals with a washer and dryer Kailua-Kona
- Apartment rentals Kailua-Kona
- House rentals Kailua-Kona
- Villa rentals Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Beachfront rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Guesthouse rentals Kailua-Kona
- Beach house rentals Kailua-Kona
- Rentals with beach access Kailua-Kona
- Rentals with a fire pit Kailua-Kona
- Luxury rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Rentals with pools Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Resort rentals Kailua-Kona
- Cabin rentals Kailua-Kona
- Condo rentals Kailua-Kona
- Beach condo rentals Kailua-Kona
- Rentals with a patio Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Kaunaoa Beach
- Pahoa Beach
- Kohanaiki Private Club Community
- Four Seasons Resort Hualalai
- Ke‘EI Beach
- Mauna Kea Golf Course
- Waikōloa Beach
- Mauna Lani Golf
- Waikoloa Beach Golf Course
- Volcano Golf and Country Club
- Kona Country Club
- 49 Black Sand Beach
- Hapuna Golf Course
- Kona Dog Beach
- Kealakekua Bay State Historical Park
- Makalawena Beach
- Nanea Golf Club
- Honokohau Beach
- Kuki’o Golf & Beach Club
- ʻAlula Beach
- Pololū Beach
- Mahaiʻula Beach
- Things to do Kailua-Kona
- Things to do Hawaii County
- Art and culture Hawaii County
- Nature and outdoors Hawaii County
- Sports activities Hawaii County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Art and culture Hawaii
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Food and drink United States
- Entertainment United States
- Tours United States
- Wellness United States