Kailua-Kona vacation rentals

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Top-rated vacation rentals in Kailua-Kona

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Superhost

Guest suite in Kailua-Kona

4.88 out of 5 average rating, 414 reviews

Hibiscus; Private hotel style apartment, CLEAN

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 Hibiscus, it is set up like a hotel room; spacious room with King sized bed, large bright bathroom, lots of closet space, TV, desk and a tea/coffee station with mini fridge and microwave. THIS UNIT DOES NOT HAVE A FULL KITCHEN. Close to the airport with automated check in and flexible booking, free parking, King sized bed and large bathroom.

Mar 12 – 19

G$20,642 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 195 reviews

Walk to Magic Sands Beach! Prime Location

Aloha and welcome to a ground floor private studio located in Kailua Kona on The Big Island of Hawaii. Enjoy all that the island has to offer while staying in a quiet residential neighborhood in an extremely desirable prime location in Kona! Walk to Magic Sands Beach and catch the beautiful Kona sunsets every night! Free beach item use: beach chairs, coolers, snorkel gear, boogie boards, and a beach umbrella. Central location close to restaurants, grocery stores, and shopping. On-site parking

Jun 7 – 14

G$27,423 GYD per night

Guest favorite

Cottage in Kailua-Kona

4.95 out of 5 average rating, 346 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.

Mar 25 – Apr 1

G$38,125 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 469 reviews

Hale Walua Ocean View Artist's Ohana

Welcome to Hale Walua. We love sharing our Ohana and aloha with fellow travelers. Your apartment has a private entrance, ocean view, gorgeous garden dining areas abundant with flowers and fruit, comfy queen bed, kitchenette, lounge room, wifi, Apple TV and full bath along with all the beach toys you'll need during your visit to Hawaii's Big Island. Beauty and peace abounds. Several world premier beaches are within a 10- 25 minute drive.

Nov 4 – 11

G$32,339 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.91 out of 5 average rating, 225 reviews

Cozy ohana, close to airport

Aloha, welcome to my cozy ohana! Located just minutes away from the airport and some of our most beautiful beaches. It has 1 queen bed plus a couch for a 3rd person. 2 walk-in closets. Kitchen and bathroom are brand new! Kitchen includes full fridge, microwave, toaster oven, and hot plate. There's free wifi and a smart TV so you can watch your own Netflix, hulu, e.t.c. Private entrance and oh yeah, the best part...AC! Taxes included.

Oct 3 – 10

G$24,892 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.95 out of 5 average rating, 315 reviews

Cottage with Ocean and Sunset view

Situated on the western side of the island at a cool 1300ft elevation, this is a small cottage suitable for two people. Privacy is the key word. This is a quiet, clean, peaceful place with A/C, near the airport, town + beautiful beaches located in a safe, affluent neighborhood. After the lava eruption on the other side of the island in 2018 subsided, we are now thrilled to have the best air quality and blue skies since 2007!

Sep 28 – Oct 5

G$23,302 GYD per night

Guest favorite

Guest suite in Hōlualoa

4.97 out of 5 average rating, 473 reviews

Cozy apartment in Holualoa

Aloha and Mahalo for visiting my listing. "Pl.note that I don't have included the State& County Transient /Ge tax ( 17.50%) in my price since it would reflect in the fee you pay to airbnb. I will collect it upon arrival." This place is nesteld on the slope of Hualalei mountain inmidst of coffee farms, from this cooler elevation (1200ft.) it is only 15 min./7 miles to Kailua -Kona, the nearest Beaches and Supermarket.

Mar 28 – Apr 4

G$31,296 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 330 reviews

Honu Hale

Come enjoy our beautiful new Ohana! Ideal for couples and solo adventurers alike. The location of our place allows you to conveniently enjoy the many restaurants and quaint shops of central Kailua-Kona. While it is close enough to snorkel, surf, sunbathe, or stroll along the famed and stunning beaches of Ali’i Drive, it is tucked just far enough away to enjoy the intimacy of a quiet and cozy island escape.

May 7 – 14

G$30,852 GYD per night

Guest favorite

Guest suite in Waimea

4.98 out of 5 average rating, 159 reviews

Artist designed suite. Private garden & waterfall.

Stunning guest suite, in the Parker Ranch area, 5 minutes from historic Waimea Town. Great attention to detail in this recently built, spacious, light unit with 16 foot high ceiling, skylight, local hardwood woodwork details and Carrera marble counters in kitchenette and designer bathroom. Enjoy views of Mauna Kea while relaxing on the covered lanai overlooking your private, enclosed tropical garden.

Dec 8 – 15

G$24,469 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 153 reviews

Our Hawaii Hale: Detached 2 bed ohana with parking

Our Hawaii Hale sits at 1500’ elevation and is 10 minutes from the airport, beaches and downtown Kona allowing for easy access to everything the island has to offer! Our unit features 2 full beds, a kitchenette and large bathroom with walk-in shower. Enjoy parking right outside of unit, beach gear & shared laundry! We are in a residential neighborhood with roosters and coqui frogs. TA-106-058-1888-01

Feb 14 – 21

G$29,788 GYD per night

Superhost

Condo in Kailua-Kona

4.86 out of 5 average rating, 134 reviews

Luxury in the Heart of Kona

We are located in the heart of Kona town. You can walk to yummy restaurants, the farmer's market, 2 beaches, great island shopping and fun island activities. Our condo has been remodeled with tile floors, granite countertops, an added kitchenette, and beautiful all wood furniture. We recently replaced the mattress as well. Our unit overlooks the pool and the beautiful Islander Inn tropical gardens.

Jul 16 – 23

G$25,115 GYD per night

Guest favorite

Apartment in Kailua-Kona

4.95 out of 5 average rating, 428 reviews

"Harbor View Hale" Romantic Retreat

Aloha! Retreat in a romantically-luxurious and renovated 1 Bedroom apt with teak canopy CAL KING bed, stainless steel appliances, washer/dryer, a lanai that overlooks the ocean with view on our lush garden with fruit trees, plants, tropical birds. We feature an in-rental TABLET to provide cutting edge support for your most extraordinary vacation experience. Property Guide, Concierge, etc...

Jun 17 – 24

G$32,987 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kailua-Kona vacation rentals

Self check-in

Beachfront

Free parking on premises

Gym

BBQ grill

Stay near Kailua-Kona's top sights

Royal Kona Resort27 locals recommend

Kona Farmers Market68 locals recommend

Courtyard by Marriott King Kamehameha's Kona Beach Hotel28 locals recommend

Old Kona Airport State Recreation Area40 locals recommend

Kailua Pier19 locals recommend

Kona Inn Shopping Village16 locals recommend

Kailua-Kona beach vacation rentals

Superhost

Condo in Kailua-Kona

4.81 out of 5 average rating, 279 reviews

Comfy, Clean & stylish condo w/ ocean&sunset views

Mar 27 – Apr 3

G$32,657 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 374 reviews

Honu Ohana - walk to White Sands

Sep 12 – 19

G$31,978 GYD per night

Guest favorite

Apartment in Kailua-Kona

4.93 out of 5 average rating, 140 reviews

1 BR condo steps from Kona's premier surf break

Jan 24 – 31

G$34,151 GYD per night

Guest favorite

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 274 reviews

Cool & Cozy - AC & Wi-Fi - 4 Blocks from Ocean

Aug 1 – 8

G$35,848 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 286 reviews

Modern, Clean , A/C - Walk to Beach + Beach Gear!

Jul 2 – 9

G$33,134 GYD per night

Guest favorite

Condo in Kailua-Kona

4.86 out of 5 average rating, 263 reviews

Kailua Village Condo in the Heart of Kona

Aug 30 – Sep 6

G$35,964 GYD per night

Superhost

Home in Kailua-Kona

4.97 out of 5 average rating, 119 reviews

Little Piece of Heaven- Oceanfront/Private Home

Mar 25 – Apr 1

G$210,757 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.87 out of 5 average rating, 278 reviews

Nansea's Studio: Walk to Magic Sands Beach

Aug 21 – 28

G$32,615 GYD per night

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Private Kailua-Kona vacation rentals

Guest favorite

Guesthouse in Holualoa

4.96 out of 5 average rating, 194 reviews

Holualoa Jungle Getaway (15 min from Kona)

Jul 28 – Aug 4

G$28,736 GYD per night

Guest favorite

Apartment in Kailua-Kona

4.99 out of 5 average rating, 259 reviews

Private Oasis with FIVE STAR Service and Amenities

Oct 4 – 11

G$34,314 GYD per night

Superhost

Treehouse in Kailua-Kona

4.9 out of 5 average rating, 311 reviews

Luxury Treehouse w/ Hot tub, Sauna, & Ocean View!

Nov 18 – 25

G$167,427 GYD per night

Guest favorite

Apartment in Kealakekua

4.93 out of 5 average rating, 377 reviews

Hale's Hale

Jun 24 – Jul 1

G$24,268 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 130 reviews

Tropical Garden Bungalow

Aug 27 – Sep 3

G$23,728 GYD per night

Guest favorite

Guest suite in Kailua-Kona

4.97 out of 5 average rating, 142 reviews

Picturesque Private Studio / Panoramic Ocean Views

Jun 23 – 30

G$30,211 GYD per night

Guest favorite

Farm stay in Captain Cook

4.85 out of 5 average rating, 131 reviews

Honaunau Farm Retreat - Garden Cottage

Aug 29 – Sep 5

G$30,760 GYD per night

Guest favorite

Guest suite in Kailua-Kona

5.0 out of 5 average rating, 245 reviews

Your Big Island Escape - King Bed & A/C

Jul 13 – 20

G$31,468 GYD per night

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Kailua-Kona fishing vacation rentals

Superhost

Condo in Kailua-Kona

4.73 out of 5 average rating, 187 reviews

Kona Kai Retreat-1.5 blocks to ocean in Kona.

Nov 11 – 18

G$49,317 GYD per night

Superhost

Apartment in Kailua-Kona

4.9 out of 5 average rating, 31 reviews

Calming Volcano Studio Close To The Ocean

May 31 – Jun 7

G$27,753 GYD per night

Guest favorite

Condo in Waikoloa Village

4.95 out of 5 average rating, 91 reviews

2 Bdrm, 2 Bath, Condo with an Infinity Pool

Mar 2 – 9

G$67,856 GYD per night

Guest favorite

Condo in Waikoloa Beach

4.98 out of 5 average rating, 47 reviews

Waikoloa Beach, Golf Pkg, Serene Hawaii Escape

Mar 6 – 13

G$102,644 GYD per night

Superhost

Condo in Kailua-Kona

4.79 out of 5 average rating, 14 reviews

Casa De Emdeko 210

Dec 4 – 11

G$46,110 GYD per night

Guest favorite

Condo in Waimea

5.0 out of 5 average rating, 17 reviews

Mauna Lani private BBQ lanai, 12 min walk to Beach

Nov 23 – 30

G$157,805 GYD per night

Superhost

Condo in Waikoloa

Fairway Villas Waikoloa O21

Mar 28 – Apr 4

G$81,922 GYD per night

Villa in Waikoloa

5.0 out of 5 average rating, 4 reviews

Fairway Villas Waikoloa J21-Near Beach and Waikolo

May 6 – 13

G$93,065 GYD per night

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Quick stats about vacation rentals in Kailua-Kona

Total rentals	1.9K properties
Rentals with dedicated workspaces	970 properties have a dedicated workspace
Rentals with a pool	1.5K properties have a pool
Pet-friendly rentals	70 properties allow pets
Family-friendly rentals	860 properties are a good fit for families
Total number of reviews	74K reviews

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 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 230 house rentals to over 960 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Kailua-Kona?
Yes! Work meets play with ease at over 970 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 70 vacation rentals for guests traveling with pets.

Kailua-Kona vacation rentals

Top-rated vacation rentals in Kailua-Kona

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Kailua-Kona vacation rentals

Stay near Kailua-Kona's top sights

Kailua-Kona beach vacation rentals

Condo in Kailua-Kona

Guest suite in Kailua-Kona

Apartment in Kailua-Kona

Guesthouse in Kailua-Kona

Guest suite in Kailua-Kona

Condo in Kailua-Kona

Home in Kailua-Kona

Guest suite in Kailua-Kona

Private Kailua-Kona vacation rentals

Guesthouse in Holualoa

Apartment in Kailua-Kona

Treehouse in Kailua-Kona

Apartment in Kealakekua

Guest suite in Kailua-Kona

Guest suite in Kailua-Kona

Farm stay in Captain Cook

Guest suite in Kailua-Kona

Kailua-Kona fishing vacation rentals

Condo in Kailua-Kona

Apartment in Kailua-Kona

Condo in Waikoloa Village

Condo in Waikoloa Beach

Condo in Kailua-Kona

Condo in Waimea

Condo in Waikoloa

Villa in Waikoloa

Quick stats about vacation rentals in Kailua-Kona

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Your guide to Kailua-Kona

All About Kailua-Kona

The best time to stay in a vacation rental in Kailua-Kona

Top things to do in Kailua-Kona

Hulihe‘e Palace

Pololu Valley

Night scuba dives

Frequently Asked Questions

How is the weather in Kailua-Kona?

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

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

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

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

What are some hiking trails in Kailua-Kona?

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

What types of vacation rentals are available in Kailua-Kona?

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

Are there pet-friendly vacation rentals in Kailua-Kona?

Destinations to explore