Condo holiday rentals in Kailua Bay

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Top-rated condo rentals in Kailua Bay

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The living room features a light wood floor and a cozy seating area with patterned sofas. A glass dining table accompanies rattan chairs, while a flat-screen TV is mounted on the wall. A decorative coffee table sits in the center, adorned with a floral arrangement.

Condo in Kailua-Kona

Center of Kona, 2-Unit A/C, Full Kitchen, Laundry

Aloha Haven is a private condo, located at the center of Kailua-Kona. The condo has newly installed split 2-unit AC, also new appliances in the full kitchen. Laundry is in the unit. With a few minutes easy walk, you can reach to the Kona Bay, Pier, stores, restaurants/bars and historical sites, etc. Aloha Haven is about 15-min driving from KOA int'l airport, easy to access to Route 19, 11, 190 for any destinations on the island. Guests will have a free designated car parking in the community.

FamilyValueCleanliness

4.82 out of 5 average rating, 212 reviews

Guest favourite

Condo in Kailua-Kona

Kona Landing | Ocean Views, BBQ, Pool, Beach Gear

Kona Landing ~ Walkable ✔ Resort amenities ✔ Beach access ✔ ★ "Alisha’s place is all you want! Cute, cozy, clean and conveniently located." ☞ Walk Score 76 (Walk to cafes, dining, shopping) ☞ Private lanai w/ outdoor dining + day bed ☞ Resort style shared pool + BBQ area ☞ 7th-floor sundeck w/ ocean view ☞ Fully equipped + stocked kitchen ☞ Designated parking → 1 car ☞ 55” TV smart TV w/ Netflix ☞ Onsite washer + dryer 2 mins → DT Kailua-Kona 15 mins → Ellison Onizuka Kona Airport (KOA) ✈

ValueLocationGetting around

4.86 out of 5 average rating, 211 reviews

Top Guest favourite

The living area features a patterned green couch adorned with bright yellow pillows, complemented by two wicker side tables. A ceiling fan provides airflow, while natural light streams in through the sliding glass door leading to the lanai.

Condo in Kailua-Kona

Downtown Kona Condo / Vintage Hawaii / Fast WiFi

The sweet golden era of Hawaii – that’s what awaits you in this stylish centrally located condo. Nestled in the heart of Kona town, literally a coconuts-fall from world-famous All’i Drive, just walking distance to beaches, oceanfront bars/restaurants, and shops (but don’t forget our farmers market, shave ice or local breweries!). Or maybe stay-in, spin Hawaiian vinyl records, enjoy the lanai catching a peek-a-boo oceanview. Practical too: Air Con, excellent WiFi, smart TV, and a full kitchen.

FamilyLocationPool

4.89 out of 5 average rating, 166 reviews

Top Guest favourite

The exterior of the Kona Islander Inn is shown, featuring a welcoming sign for vacation rentals. The building, surrounded by lush greenery and palm trees, highlights the architectural style with its balconies. The scene conveys a relaxed atmosphere, enhancing the tropical environment.

Condo in Kailua-Kona

Lovely Studio at the Kona Islander Inn

Studio with kitchenette (microwave, hot plate, small refrigerator and coffee pot), AC, Cable TV, free WIFI, queen bed and pull out sofa bed. Located on the 2nd floor (no elevator) with view of pool and gardens and sunset. Short walk to historical Kailua Kona Town, shops, restaurants, farmers market and sunbathing beach. Relaxing atmosphere with pool, hot tub and coin operated laundry facilities. On site free parking on first come first serve basis. Free on street public parking nearby.

LocationValueWi-Fi

4.79 out of 5 average rating, 196 reviews

Guest favourite

Condo in Kailua-Kona

2 bedroom condo in the heart of downtown Kailua.

This fully equipped two-bedroom, two- bathroom condo is in the heart of downtown Kailua-Kona. The start and finish of the Ironman Triathlon is a five- minute walk away, as are shopping, dining, and Kailua's night life. Each bedroom has a queen-sized bed and its own bathroom, one with a stand up shower and the second with a tub/shower combination. The wifi is fast and reliable and the shaded, fan cooled, lanai is right off the pool. Both the condo and the complex are no smoking zones.

FamilyValueParking

4.88 out of 5 average rating, 103 reviews

Guest favourite

Condo in Kailua-Kona

Ocean View Condo in Kona Town w/ Pool & XL Lanai

Perfect Location! Ocean View condo in the heart of Kona Town. You will love the location on historic Ali'i Drive with the ocean across the street and 2 minute walks to restaurants, bars, shopping, Kona Pier, swimming & snorkeling, a perfect sandy beach, farmer's market and grocery stores. You will love my "Little Slice of Paradise" :oversized lanai with ocean views, new AC, washer & dryer, snorkel and beach gear. Take advantage of secure covered parking, BBQ sun deck and refreshing pool.

FamilyValueAccess

4.78 out of 5 average rating, 249 reviews

Top Guest favourite

A spacious living area features a large gray sectional sofa, providing ample seating. A flat-screen TV is positioned across from the sofa, complemented by framed art on the wall. The room is illuminated by natural light from the upper level, with a staircase leading to additional spaces.

Condo in Kailua-Kona

3BR in DTWN Kona! ❀ Walk to Shops, Food & Beach!

Our place is one of the few 3BR spaces in fun downtown Kailua-Kona. You will be hard-pressed to find another place in Kona with as much space in a location as convenient. Most anything you would need is within walking distance (1/3 mile radius): ●The Ali'i Drive oceanfront ●40+ restaurants/food options ●Tons of shops and stores ●Kamakahonu Beach ●Great snorkeling in Kailua Bay ●Ocean activities departing from Kailua Pier ●Grocery, pharmacy, banks, post office ●Historical sites ●Luaus

FamilyValueLaundry

4.96 out of 5 average rating, 218 reviews

Guest favourite

A dining table set for breakfast is situated on the lanai, featuring plates, cups, and a glass with a beverage. In the background, lush tropical greenery and the ocean are visible under a clear blue sky.

Condo in Kailua-Kona

Kailua Bay Resort - Hale Ho’omaha

Modern Hawaiian style, freshly updated top floor condo with ocean and mountain views from the lanai. Spacious living, full kitchen, 1 private bedroom, 1 bedroom open upstairs loft, 2 bathrooms. Perfectly situated near downtown Kona which hosts an array of restaurants, shopping options, and adventure opportunities such as paddle boarding, snorkeling, and ocean kayaking. Kailua Bay Resort - Hale Ho’omaha, “house of rest” offers everything you need for a relaxing vacation on Big Island.

FamilyValueLayout

4.89 out of 5 average rating, 234 reviews

Guest favourite

A serene view of the ocean at sunset is framed by palm trees. The sky transitions from soft blues to warm tones, while distant boats are visible on the water. Rooftops of nearby buildings add a charming touch to the coastal landscape.

Condo in Kailua-Kona

RARE FIND - Spacious 2BR, Steps from Ali’i Dr.

ALOHA! Cannot beat this LOCATION in the heart of Kailua Kona. Walk downstairs and be on Ali’i Drive; in the middle of it all. Never worry about parking; walk everywhere. 30+ restaurants, shops, local farmer's market, Kona Pier and the Island Breeze Luau on the historic grounds of the King Kamehameha's Beach. The best central site for you to explore Kona and the Big Island. Come back to cold air conditioning to take a break from the humidity before walking back down into town again.

LocationValueDecor

4.93 out of 5 average rating, 187 reviews

Guest favourite

A cozy studio condo features a spacious bed adorned with a light-patterned duvet and a decorative headboard. A rattan loveseat with tropical fabric is positioned next to a glass coffee table. Soft lighting creates a relaxed environment, and light wood flooring enhances the inviting space.

Condo in Kailua-Kona

Studio condo in beautiful tropical setting

‘E Komo Mai’. Welcome Kalanikai Condominiums are in a lush garden setting, close to the city center and walking distance to historic Kailua-Kona Village. A brand new shopping center is nearby. Kona Bay is a 10 minute walk for swimming and sunset viewing. You'll love our ohana with its coziness, artistic Hawaiian touches, and garden view from the lanai. Utilizing the kitchen or BBQ and free parking keeps your costs down so you can enjoy more of the island’s activities.

LocationFamilyCheckout

4.84 out of 5 average rating, 116 reviews

Top Guest favourite

A modern kitchen is visible, featuring white cabinetry, sleek black appliances, and a glossy countertop. A dining area with bar seating is positioned near a cozy living space, which includes a light-colored couch and large ottoman, complemented by soft lighting along the walls.

Condo in Kailua-Kona

Inna's Downtown-Walk to Beach and to Supermarket!

This luxurious condo with custom interior design is located in historic downtown Kona from where you can walk to sandy Kailua Bay beach just 2 blocks away, restaurants, supermarket, shopping and entertainment. The condo features: pool with BBQ deck, private laundry, full kitchen with dishwasher and ice maker, two zoned ultra quiet AC, Cal. King bed, a screened-in Lanai with peekaboo view of the ocean, fiber optic internet, and a 65” 4K smart TV!

FamilyValueWi-Fi

4.97 out of 5 average rating, 327 reviews

Guest favourite

Condo in Kailua-Kona

Downtown Kona Loft•Ocean View•Walk to Beach/Dining

Say ‘Aloha’ to your Kona getaway! Located right in the heart of downtown Kailua-Kona, this bright loft-style condo places you just a 5–10 minute stroll from sandy beaches, vibrant dining, and historic Aliʻi Drive. Whether you’re sipping morning coffee on your private ocean-view lanai or diving into tropical waters with our included beach gear, this is your perfect Big Island basecamp.

ValueLocationIndoor spaces

4.92 out of 5 average rating, 226 reviews