Holiday houses in Kailua-Kona

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Top-rated holiday rentals in Kailua-Kona

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Guest favourite

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 200 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

13–20 Jun

$259 NZD per night

Superhost

Guest suite in Kailua-Kona

4.87 out of 5 average rating, 422 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.

13–20 Mar

$207 NZD per night

Guest favourite

Apartment in Kailua-Kona

4.99 out of 5 average rating, 263 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.

1–8 Sep

$329 NZD per night

Guest favourite

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 147 reviews

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

Mahalo nui for your Interest! After a year-long break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1000+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

8–15 Jun

$285 NZD per night

Guest favourite

Guest suite in Kailua-Kona

5.0 out of 5 average rating, 250 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

$314 NZD per night

Guest favourite

Apartment in Captain Cook

4.92 out of 5 average rating, 253 reviews

BLUE BLISS: Hip Hideaway w/Hawaiian Gardens

Laid back, retro-inspired + uber comfy, this unique space is perfect for those seeking a stylish, authentic Hawaiian experience. Just 20 minutes from Kona, the chill pace of South Kona offers that much needed retreat. Deliciously warm breezes blow through your screened-in living space, or lanai. Vinyl records, a classic cruiser and that shade of blue which perfectly matches the nearby ocean you'll be enjoying, gives all the beach vibes you've been craving. Long-term discounts offered!

17–24 May

$290 NZD per night

Guest favourite

Guest suite in Kailua-Kona

4.94 out of 5 average rating, 406 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.

26 Nov – 3 Dec

$239 NZD per night

Guest favourite

Yurt in Captain Cook

4.98 out of 5 average rating, 131 reviews

The Jungle Yurt at Tara Farms

Tara Farms is a private, secluded and beautifully landscaped 5 acre coffee & fruit farm in the heart of Kona coffee country overlooking Kealakekua Bay and the South Kona coastline, with some of the island’s most popular swimming, snorkeling and kayaking spots and Pu'uhonua O Honaunau National Historic Park all less than 15 minutes away. **New pictures coming soon** Nightly rate Includes Hawaii TAT & GET taxes (17.5%) Total. GE-178-038-2208-01

17–22 May

$316 NZD per night

Guest favourite

Guest suite in Kailua-Kona

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.

17–24 Mar

$271 NZD per night

Guest favourite

Guest suite in Kailua-Kona

4.91 out of 5 average rating, 228 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.

22–29 Sep

$210 NZD per night

Guest favourite

Guesthouse 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!

2–9 Oct

$237 NZD per night

Guest favourite

Guest suite in Waimea

4.98 out of 5 average rating, 161 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.

26 Oct – 2 Nov

$219 NZD per night