Some info has been automatically translated. Show original language

Kailua-Kona vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Kailua-Kona

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Kailua-Kona

4.99 out of 5 average rating, 258 reviews

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.

Oct 1 – 8

G$32,233 GYD per night
Superhost

Guest suite in Kailua-Kona

4.88 out of 5 average rating, 409 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.

Feb 10 – 17

G$21,543 GYD per night
Guest favorite

Cottage in Kailua-Kona

4.94 out of 5 average rating, 342 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 21 – 28

G$38,396 GYD per night

Popular amenities for Kailua-Kona vacation rentals

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
Kona Inn Shopping Village16 locals recommend
Kailua Pier19 locals recommend

Kailua-Kona beach vacation rentals

Guest favorite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 284 reviews

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

May 27 – Jun 3

G$32,893 GYD per night
Guest favorite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 372 reviews

Honu Ohana - walk to White Sands

Aug 10 – 17

G$32,043 GYD per night
Guest favorite

Apartment in Kailua-Kona

4.89 out of 5 average rating, 479 reviews

Completely remodeled studio condo

Jan 24 – 31

G$32,596 GYD per night
Guest favorite

Condo in Kailua-Kona

4.93 out of 5 average rating, 154 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Dec 17 – 22

G$43,849 GYD per night
Guest favorite

Guest suite in Kailua-Kona

4.87 out of 5 average rating, 276 reviews

Nansea's Studio: Walk to Magic Sands Beach

Jul 19 – 26

G$32,680 GYD per night
Superhost

Condo in Kailua-Kona

4.81 out of 5 average rating, 278 reviews

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

Jan 25 – Feb 1

G$34,766 GYD per night
Guest favorite

Guest suite in Waimea

4.98 out of 5 average rating, 258 reviews

One bedroom suite, private pool and ocean views.

Sep 30 – Oct 7

G$104,386 GYD per night
Superhost

Home in Kailua-Kona

4.97 out of 5 average rating, 118 reviews

Little Piece of Heaven- Oceanfront/Private Home

Mar 2 – 9

G$211,181 GYD per night
Guest favorite

Guest suite in Captain Cook

4.94 out of 5 average rating, 155 reviews

Paradise Cove

Aug 6 – 13

G$28,667 GYD per night
Guest favorite

Apartment in Kailua-Kona

4.98 out of 5 average rating, 117 reviews

Short walk to the shoreline.

Jun 20 – 27

G$30,718 GYD per night
Guest favorite

Apartment in Kailua-Kona

4.82 out of 5 average rating, 382 reviews

Hale Nani no ʻoe - Ocean view - 2 blocks from H20

Apr 19 – 26

G$31,154 GYD per night
Superhost

Guesthouse in Captain Cook

4.81 out of 5 average rating, 765 reviews

Kealakekua Bay Bali Cottage -steps from Bay

Jun 17 – 24

G$45,632 GYD per night

Private Kailua-Kona vacation rentals

Guest favorite

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 192 reviews

Walk to Magic Sands Beach! Prime Location

May 29 – Jun 5

G$28,415 GYD per night
Superhost

Treehouse in Kailua-Kona

4.9 out of 5 average rating, 307 reviews

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

Oct 9 – 16

G$167,763 GYD per night
Guest favorite

Guest suite in Waikoloa Village

4.85 out of 5 average rating, 343 reviews

Design for relax in the Paradise with A/C

Jul 26 – Aug 2

G$20,131 GYD per night
Guest favorite

Guest suite in Waimea

4.98 out of 5 average rating, 158 reviews

Artist designed suite. Private garden & waterfall.

Aug 14 – 21

G$26,426 GYD per night
Guest favorite

Apartment in Kailua-Kona

4.97 out of 5 average rating, 662 reviews

Hale Kea Kona - Your Private Oceanview Getaway

Aug 31 – Sep 7

G$37,149 GYD per night
Guest favorite

Guesthouse in Holualoa

4.96 out of 5 average rating, 192 reviews

Holualoa Jungle Getaway (15 min from Kona)

Jun 14 – 21

G$28,794 GYD per night
Guest favorite

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 152 reviews

Our Hawaii Hale: Detached 2 bed ohana with parking

Mar 1 – 8

G$29,848 GYD per night
Guest favorite

Apartment in Kailua-Kona

4.85 out of 5 average rating, 361 reviews

Spacious Retreat in Kona - Paradise near Kona

Aug 14 – 21

G$28,751 GYD per night
Guest favorite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 128 reviews

Tropical Garden Bungalow

Aug 14 – 21

G$23,776 GYD per night
Guest favorite

Guest suite in Kailua-Kona

5.0 out of 5 average rating, 240 reviews

Your Big Island Escape - King Bed & A/C

Aug 16 – 23

G$32,018 GYD per night
Guest favorite

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 325 reviews

Honu Hale

Jun 29 – Jul 6

G$32,296 GYD per night
Superhost

Cottage in Captain Cook

4.79 out of 5 average rating, 165 reviews

Honaunau Farm Retreat- Teahouse Cottage

Jun 21 – 28

G$25,323 GYD per night

Kailua-Kona fishing vacation rentals

Guest favorite

Condo in Waikoloa Village

4.94 out of 5 average rating, 90 reviews

2 Bdrm, 2 Bath, Condo with an Infinity Pool

Sep 26 – Oct 3

G$65,875 GYD per night
Superhost

Apartment in Kailua-Kona

4.9 out of 5 average rating, 31 reviews

Calming Volcano Studio Close To The Ocean

Aug 20 – 27

G$33,062 GYD per night
Guest favorite

Condo in Waikoloa Beach

4.98 out of 5 average rating, 45 reviews

Waikoloa Beach, Golf Pkg, Serene Hawaii Escape

Nov 1 – 8

G$81,686 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$46,203 GYD per night
Guest favorite

Condo in Waimea

5.0 out of 5 average rating, 16 reviews

Mauna Lani private BBQ lanai, 12 min walk to Beach

Nov 23 – 30

G$152,523 GYD per night
Superhost

Condo in Waikoloa

Fairway Villas Waikoloa O21

Jan 12 – 19

G$84,920 GYD per night

Condo in Kailua-Kona

4.73 out of 5 average rating, 187 reviews

Kona Kai Retreat-1.5 blocks to ocean in Kona.

Mar 14 – 21

G$50,372 GYD per night

Villa in Waikoloa

5.0 out of 5 average rating, 4 reviews

Fairway Villas Waikoloa J21-Near Beach and Waikolo

Feb 27 – Mar 6

G$85,683 GYD per night
Guest favorite

Room in Kailua-Kona

4.78 out of 5 average rating, 251 reviews

Our Happy Place

Apr 17 – 24

G$23,867 GYD per night
Guest favorite

Room in US

4.97 out of 5 average rating, 161 reviews

Kona日落美景夏威夷大島, best sunset ,may pickup airpot

Dec 10 – 17

G$29,043 GYD per night

Resort in Kailua-Kona

Wyndham Mauna Loa Village HI

May 1 – 8

G$104,281 GYD per night
Guest favorite

Condo in Kailua-Kona

5.0 out of 5 average rating, 6 reviews

White Sands Village#225: Incredible Wrap Around La

Sep 5 – 12

G$55,500 GYD per night

Quick stats about vacation rentals in Kailua-Kona

Total rentals

2K properties

Rentals with dedicated workspaces

1K properties have a dedicated workspace

Rentals with a pool

1.6K properties have a pool

Pet-friendly rentals

80 properties allow pets

Family-friendly rentals

930 properties are a good fit for families

Total number of reviews

72K 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 960 condo rentals to over 270 house 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 1,050 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 80 vacation rentals for guests traveling with pets.

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Hawaii County
  5. Kailua-Kona