Vacation rentals in Kailua Bay

"Harbor View Hale" Romantic Retreat

Aloha! Escape to this romantic, luxuriously designed 1-bedroom retreat with A/C. Sleep soundly in a teak canopy Cal King bed, cook in a sleek kitchen with stainless steel appliances, and enjoy the convenience of an in-unit washer/dryer. Relax on your private lanai with stunning ocean views overlooking a lush tropical garden full of fruit trees and birdsong. A custom *tablet* offers local tips, property info, and more. Guests love the cool comfort and authentic vibe of our Hawaiian neighborhood.

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

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.

A Delightful Beach Loft with Panoramic Ocean View

7 minutes from the airport, 9 miles from downtown Kona, and a short drive to nearby beaches, this delightfully chill guest loft is perfectly situated for exploring all the island has to offer! The bright, tasteful decor is a nod to a musical paradise of yesteryear with both mid-century flare and rustic beach shack charm. It has a kitchen, queen bed, 55” smart tv, private lanai with a panoramic view of the Kona coast and a shared bbq. The Loft sits above the carport on the 2nd floor.

Downtown Kona Plaza Condo w/AC

Visit all the Big Island has to offer and lay your head to rest at this comfortable, renovated condo located in the heart of downtown Kona. Situated on historical Ali'i Drive, we are just steps from shops, restaurants, coffee houses, and beaches. Take in the breathtaking sunsets and hear the nightly luau from the enclosed lanai. Enjoy the newly refinished pool, and head up to the sunset deck for a bbq or cocktail. Catch charters, sunset cruises, and snorkel tours off of Kailua Pier.

Plantation Hale

Step back in time to old Hawai'i at our Plantation Hale, located just steps from the beautiful beaches and shoreline of Ali’i drive where you'll discover all the best restaurants and shopping in Kona. Ever wonder what it might have been like to live back in the days when sugarcane was king, and everybody had a ukulele? Not only will you be delighted inside, but the atmosphere at Kona Islander, with all of its beautiful landscaping and meandering pathways, is just as enchanting.

Lilikoi Loft

Introducing a private oasis of comfort and charm, our newly renovated tiny house. This simple retreat is a testament to minimalist luxury and offers a convenient escape near Kona International Airport and downtown Kailua Kona. The exterior of the tiny house is a harmonious blend of rustic charm and simple design, featuring a quaint porch, perfect for sipping your morning coffee or working on the computer while gazing at the pacific ocean.

Cozy Pineapple Studio 2 Blocks From The Ocean

You'll love the peaceful and chill vibe of the comfy Pineapple 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.

My Little Surf Shack in Kailua Kona

The newly remodeled air-conditioned 400 sq ft suite in my 'Little Surf Shack' has a great 180 degree view of Kona's coastline...Check out the shoreline breaks to see which beaches are pounding and choose your surf spot...This suite is 7 minutes from the airport, 6.7 mi / 12 minutes to Costco, approx. 12 min. to Kona's main drag. General Excise Tax/ Transient Tax totaling 14.9621% must be paid separately on every rental. #W00891336-01

Cottage with Ocean and Sunset view

Situated on the island's western side at a cool 1300ft elevation, this small cottage is suitable for two people. Privacy is the keyword. This is a quiet, clean, peaceful place with A/C. It is near the airport, town, and 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!

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. Transient Accommodation License TA-018-066-6368-01

Good Vibes Ohana

Designed by an architectural drafter and his wife who paid attention to the details, welcome to Good Vibes Ohana. A tiny studio made with love and a touch of modern aloha. The studio is at a cool 1,400 ft. elevation & has a partial ocean view from the patio. Driving distance from the Kona airport (KOA) & downtown Kailua-Kona is under 15 minutes. Matsuyama Food Mart & Gas is less than 5 minutes away. GE, TA, TAT tax Included.