Holiday rentals in Kailua-Kona

5 out of 5 average rating, 212 reviews

Dome in Holualoa

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

4.9 out of 5 average rating, 288 reviews

Jasmine Studio; No Cleaning Fee. King Bed

Located conveniently 5 minutes from the airport and a short 15 min drive to downtown Kailua Kona. Vaulted ceilings, a cute lanai to enjoy your morning coffee, large bathroom with double vanity, and a kitchenette make this rental a real gem. The AC is powerful for when the tropical breeze isn't quite cool enough, The WIFI is reliable and there is a large screen TV with ROKU for when you just want to hang out. We offer automated check in, excellent room amenities and flexibility with booking.

5 out of 5 average rating, 114 reviews

Cabin in Kailua-Kona

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

5 out of 5 average rating, 327 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.

4.94 out of 5 average rating, 374 reviews

Guest suite in Holualoa

Loft Adventure Cottage, Mountain & Jungle Vibes

Mountain retreat "Tiny-home" cottage with loft, attached to the main house but entirely private. Complete with Air Conditioning! This is a peaceful escape from the hustle & bustle of town, surrounded by nature- 15 minutes from the center of Kona. You must be able to climb a ladder up to the loft bed. We have fresh eggs from our hens and seasonal Avos, Lemons, Papaya, Lychee, Mamaki Tea, Pineapple, etc. Great for a solo-traveler or couple to call "home-base" while exploring the Big Island.

4.94 out of 5 average rating, 470 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... Our guest particularly love the authentic experience of living in a Hawaiian Neighborhood.

4.97 out of 5 average rating, 114 reviews

Comfy Surf Studio Close To The Ocean

You'll love the peaceful and chill vibe of the comfy Surf Studio, with a private full bathroom and well-appointed kitchenette including an on-demand hot and cold filtered water server. Located less than half a mile from Ali'i drive, it's convenient for exploring restaurants, retail shops, bars, coffee and smoothie spots, fresh farmers markets, beaches, and much more. Click the reserve button below to book your stay with us today.

Guest house in Kailua-Kona

4.95 out of 5 average rating, 232 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

4.91 out of 5 average rating, 122 reviews

Sweeping Ocean Views 5 Minutes From Kailua Town.

Amazing Kona coastline views from your private guest suite. Only 5 miles away from Magic Sands beach. Look down on the surfers at the famous spots of Lyman's and Banyans from your covered lanai area. On large swell days you can hear the waves crashing from your room. Large grassy yard with tropical flowers and fruits growing. 5 minutes from Kailua town and all the amenities it offers.

4.94 out of 5 average rating, 586 reviews

Cozy, Private Studio with an Incredible View!

Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch.

Guest house in Kailua-Kona

4.9 out of 5 average rating, 135 reviews

Lavender Lane

Escape to Lavender Lane, a serene guest house nestled in a tranquil setting. Ideal for solo retreats or getaways, this cozy hideaway features a comfortable bed, a well-equipped kitchenette, and a private entrance. Explore nearby attractions or unwind amidst blooming lavender and fragrant herbs. Experience peace and relaxation at Lavender Lane—your perfect getaway awaits!

4.97 out of 5 average rating, 168 reviews

Apartment in Kailua-Kona

Deluxe Oceanfront Studio Condo@The Kona Bali Kai

Very oceanfront studio (Unit #225) giving you the very Hawaiian experience in a luxury setting. Located in the Kona Bali Kai resort, this is a north end unit and is the closest condo to the ocean there! It has a beautiful full sized kitchen as well as a Cal king size pedestal bed, so although a studio, it has all the right amenities!!

Holiday rentals for every style

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Popular amenities for Kailua-Kona holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Kailua-Kona

5 out of 5 average rating, 16 reviews

Gorgeous Unit, Stunning Views!

TuanRating, 5 stars3 weeks ago

The apartment was beautiful! The view was exactly as the photo depicted. The place was organized, clean, and was supplied with almost everything and anything we needed. Overall, it was a great place to stay!

4.99 out of 5 average rating, 75 reviews

Home in Keauhou

The Mango Cottage on Keauhou Bay

KaylieRating, 5 stars1 week ago

Peter and Lori are friendly and welcoming and their property is truly lovely -- it is evident that a lot of care, effort and thought goes into to maintaining it. The cottage makes a perfect home base for exploring the area. It is also so pretty and comfortable that you just might want to pick up a pizza, watch some Jeopardy and dream about what it would be like if every Friday evening was that perfect :) Thank you so much Peter & Lori!

4.97 out of 5 average rating, 32 reviews

Stay Across Banyans: Surf, Sunsets, & Amenities AC

ElexisRating, 5 stars2 weeks ago

Angela is an incredible host! She is very accommodating and has a clean, well-designed home. The in-unit washer/dryer is a huge plus! 10/10 stay would recommend!!

5 out of 5 average rating, 27 reviews

Apartment in Kailua-Kona

Brand NEW Oceanfront Retreat! Steps to Beach!

ChelseaRating, 5 stars1 week ago

Very responsive, and kind! Loved my stay at this Airbnb, the weather wasn’t that great for my visit but the Airbnb made it better! View was great, looked just like the pictures!

Guest house in Kailua-Kona

5 out of 5 average rating, 85 reviews

Hale Kamalei in Kailua Kona

HyunjeongRating, 5 stars1 week ago

wonderful place clean and cozy I want to stay again!

5 out of 5 average rating, 16 reviews

Kaloko Ohana Unit

ReaganRating, 5 stars3 weeks ago

This is a great place. Catherine was kind and responsive. Would definitely stay here again

Superhost

Home in Captain Cook

4.64 out of 5 average rating, 44 reviews

House sit ( Kitty feed) /Whale watching/snorkeling

JuliaRating, 5 stars63 months ago

Beautiful oasis with a great beach to walk down to. We were pleasantly surprised to find that we loved that beach! It was so peaceful and the waves were often mellow. It is a bit of a drive into Kona, about 45 minutes. There is a lot to do near the house but to get to white sandy beaches you have to go about 1.25 hours away. The house was great. Clean and open. Neighbors are loud at times but mostly quiet. When they are loud though it is really loud. Overall lovely place and great value.