Vacation rentals in Kailua-Kona

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Top-rated vacation rentals in Kailua-Kona

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

Superhost

Treehouse in Kailua-Kona

4.9 out of 5 average rating, 307 reviews

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

Welcome to Kona Luxury Treehouse on the Big Island! Voted the #1 airbnb in Hawaii. Experience this magical and beautifully handcrafted treehouse, nestled high above the lush 3 acres of our beautiful fruit farm. With live tree trunks grow through the center of this unique structure, JUST ADDED infrared sauna, outdoor shower, and hot tub! The treehouse boasts gorgeous views of the ocean and tropical foliage. At an elevation of 1,800 ft, our indoor/outdoor living spaces are comfortable year round.

Oct. 8 – 15

$1,121 CAD per night
Guest favourite

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.

Aug. 22 – 29

$252 CAD 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.

Nov. 22 – 29

$175 CAD 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

Other great vacation rentals in Kailua-Kona

Guest favourite

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 192 reviews

Walk to Magic Sands Beach! Prime Location

May 17 – 24

$237 CAD per night
Guest favourite

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

$136 CAD per night
Guest favourite

Guest suite in Kailua-Kona

5.0 out of 5 average rating, 240 reviews

Your Big Island Escape - King Bed & A/C

Jul. 8 – 15

$256 CAD per night
Guest favourite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 128 reviews

Tropical Garden Bungalow

Aug. 28 – Sep. 4

$171 CAD per night
Guest favourite

Guest suite in Waimea

4.98 out of 5 average rating, 158 reviews

Artist designed suite. Private garden & waterfall.

Aug. 14 – 21

$189 CAD per night
Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 202 reviews

MODERN space, MINUTES from beaches and airport!

Aug. 31 – Sep. 7

$226 CAD per night
Guest favourite

Guesthouse in Holualoa

4.96 out of 5 average rating, 192 reviews

Holualoa Jungle Getaway (15 min from Kona)

Jun. 14 – 21

$234 CAD per night
Guest favourite

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 152 reviews

Our Hawaii Hale: Detached 2 bed ohana with parking

Jan. 7 – 14

$236 CAD per night
Superhost

Cottage in Captain Cook

4.79 out of 5 average rating, 165 reviews

Honaunau Farm Retreat- Teahouse Cottage

Aug. 3 – 10

$202 CAD per night
Superhost

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 104 reviews

Cozy studio w/ full kitchen, W/D; close to town

Jul. 2 – 9

$202 CAD per night
Guest favourite

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 325 reviews

Honu Hale

Jun. 29 – Jul. 6

$254 CAD per night
Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 372 reviews

Honu Ohana - walk to White Sands

Aug. 10 – 17

$240 CAD 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

Destinations to explore

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