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Holiday rentals in Kailua-Kona

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Top-rated holiday rentals in Kailua-Kona

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

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Guest suite in Kailua-Kona

4.87 out of 5 average rating, 420 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.

26 Jan – 2 Feb

$139 SGD per night

Guest favourite

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 199 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

4–11 Aug

$192 SGD per night

Guest favourite

Guest suite in Kailua-Kona

5.0 out of 5 average rating, 248 reviews

Your Big Island Escape - King Bed & A/C

Kona sweet spot with private lanai, amazing ocean view, ideal temperatures & personal parking spot. Devoted Super-hosts on-site to maximize your accommodations & experience. Very safe neighborhood. Lots of amenities / beach gear. Only 6 minutes to beaches & great snorkeling, 10 minutes to downtown for diverse food options, shopping & historic sites. Exquisite Kohala beaches 30 minutes north. Popular Walua Trail just 2 blocks away to stroll or jog. * Please no 3rd party bookings. Mahalo.

16–23 Aug

$196 SGD per night

Guest favourite

Guest suite in Kailua-Kona

4.94 out of 5 average rating, 403 reviews

Ohana Suite Close to Town with A/C

This is our ohana suite in a quiet residential area. The suite includes access to your own lanai complete with patio furniture. We are 20 minutes from the international airport and less than a 10 min drive to center of downtown with restaurants and shopping areas. 7 min drive to magic sand beach and only a 15 min walk to Ali'i drive. We live on the property upstairs and you will have your own entrance. There is keyless entry via code for your convenience. A/C available.

19–26 Aug

$156 SGD per night

Guest favourite

Guest house in Kailua-Kona

4.97 out of 5 average rating, 524 reviews

Charming Cottage

This quaint & private little cottage is in the Kaloko native Hawaiian forest of Kailua-Kona on the Big Island of Hawai’i. Less than 15 minutes from Kona Airport & less than 15 minutes from town. Not located in town. Elevation is approx. 2200 ft above sea level. Great if you are looking to experience a tropical forest. Due to severe allergies we are unable to host any animals. Not suitable for children. Must use phone navigation to locate as we are in a rural area :)

22–29 Aug

$208 SGD per night

Guest favourite

Guest suite in Keauhou

4.93 out of 5 average rating, 472 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.

20–27 Mar

$209 SGD per night

Guest favourite

Guest house in Kailua-Kona

4.95 out of 5 average rating, 317 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!

28 Sep – 5 Oct

$151 SGD per night

Guest favourite

Guest suite in Hōlualoa

4.97 out of 5 average rating, 475 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.

28 Mar – 4 Apr

$202 SGD per night

Guest favourite

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.

25 Dec – 1 Jan

$167 SGD per night

Guest favourite

Guest house in Kailua-Kona

4.96 out of 5 average rating, 157 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

30 Mar – 6 Apr

$192 SGD per night

Guest favourite

Guest suite in Kailua-Kona

4.97 out of 5 average rating, 144 reviews

Picturesque Private Studio / Panoramic Ocean Views

Breathtaking studio suite perched at 1100 feet elevation in a residential neighborhood of tropical one acre estates, providing privacy, expansive 180 degree ocean views and cool breezes. Enjoy the peaceful sanctuary of your private lanai for sipping your favorite beverage while gazing at the fabulous coastal views and sunsets. You will find everything you need for your vacation or business stay.

5–12 Jul

$195 SGD per night

Guest favourite

Flat in Kailua-Kona

4.95 out of 5 average rating, 429 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...

14–21 Jun

$174 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Houses

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Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Kailua-Kona holiday rentals

Free parking on premises

Air conditioning

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

Other great holiday rentals in Kailua-Kona

Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 211 reviews

MODERN space, MINUTES from beaches and airport!

27 Sep – 4 Oct

$182 SGD per night

Guest favourite

Guest house in Kailua-Kona

4.96 out of 5 average rating, 146 reviews

Tiny House in Kona - 5 Minute Walk to the Beach!

26 Aug – 2 Sep

$202 SGD per night

Guest favourite

Dome in Holualoa

5.0 out of 5 average rating, 105 reviews

The Ulu Inn: Luxury Couples Retreat Dome, Kona

2–9 Feb

$396 SGD per night

Guest favourite

Guest house in Holualoa

4.96 out of 5 average rating, 195 reviews

Holualoa Jungle Getaway (15 min from Kona)

12–19 Jul

$186 SGD per night

Apartment in Kailua-Kona

4.89 out of 5 average rating, 385 reviews

Plantation Hale

20–27 Jul

$196 SGD per night

Guest favourite

Cottage in Kailua-Kona

4.95 out of 5 average rating, 349 reviews

Radiant Ocean View Cottage on a Coffee Farm. Very Private.

21–28 Apr

$256 SGD per night

Guest favourite

Guest suite in Kailua-Kona

4.9 out of 5 average rating, 374 reviews

Honu Ohana - walk to White Sands

4–11 Jul

$207 SGD per night

Guest favourite

Guest suite in Kailua-Kona

4.93 out of 5 average rating, 130 reviews

Tropical Garden Bungalow

18–25 Aug

$153 SGD per night

Quick stats about holiday 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

Destinations to explore