Condo holiday rentals in Kailua Bay

A comfortable sleeping area features a spacious queen bed adorned with a white quilt. A cozy sitting area is visible with a light green couch and a small coffee table. Warm light from a lamp illuminates the room, complemented by tropical artwork on the walls.

4.99 out of 5 average rating, 396 reviews

Oceanfront/Hawaiian Charm W/Modern Amenities

Welcome to Hale Kani Moana (House of Ocean Sounds❤️)…the best location, city center on world famous Ali’i Drive. Cozy Hawaiian Charm w/ modern amenities. At your doorstep are the best restaurants, nightlife, and shopping. Stunning oceanfront unit w/sunset views (Fall/Winter). Listen to the ocean waves gently crash as you fall asleep. Fully stocked kitchenette, bathroom/shower, and all the beach equipment you’ll need. FREE Parking+FAST Wifi :-) Note: 3rd (Top Floor) stairs only, no elevators

A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.

4.95 out of 5 average rating, 226 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

An open living space is presented, featuring a modern kitchen with black cabinetry and stainless steel appliances. Comfortable gray seating is arranged around a circular coffee table, while a staircase leads to an upper level. Natural light fills the area, complemented by green foliage nearby.

4.92 out of 5 average rating, 214 reviews

Downtown Kona! Ocean View<1/2mi to Beach!

Say ‘Aloha’ to the good life when you book one of the best located condos in downtown Kailua-Kona! Located in the heart of downtown, this modern loft style home is just a 5-10 minute walk to the beach, the famous Alii Drive, restaurants, and on-the-water fun. Equipped with a private lanai and community amenities, you’ll have everything you need to enjoy Kona to it's fullest. Walk to the best downtown Kona Beach for a fun family-friendly day of sun, white sand, turquoise waters, and snorkeling!

4.94 out of 5 average rating, 187 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a boutique complex, meaning no noise from the street or guests above. After a busy day at the beach and a night on the town, you'll appreciate the peace and quiet of your own space with only the sound of the ocean to lull you to sleep.

A well-maintained outdoor pool area is surrounded by vibrant tropical vegetation. Lounge chairs and dining tables are positioned under large red umbrellas, offering shaded seating. The building in the background features balconies, and ocean views are visible beyond the lush landscaping.

4.82 out of 5 average rating, 201 reviews

Kona Paradise with Oceanfront views!

Fall in love with this bright and beautiful End Unit across from Surfers Paradise, ocean access to Lymans Bay, oceanfront complex. Dedicated parking spot in front of unit, first floor, private Lanai with amazing views of the surrounding hills, located on the famous Alii Drive directly across from Ocean. Under 1 mile and walkable to Magic Sands Beach, steps away to Banyans popular surf spot and Da Poke Shack! Just outside the heart of DT Kona & access to all parts of the Big Island.

The living area features a comfortable couch with decorative pillows, a glass coffee table, and a patterned area rug. Light-colored walls are complemented by ocean-themed art. A dining space is visible in the background with a modern table and woven chairs. Natural light fills the room.

4.88 out of 5 average rating, 199 reviews

Incredible Downtown Kona /Renovated/New Dual AC

Enjoy this wonderful getaway condo located in the heart of Kailua-Kona. Just steps from Alii Drive, the ocean, Kailua-Kona Pier, grocery stores, farmers markets, restaurants, and coffee stores. Fully renovated. Dual AC (in both living and bedroom). In-unit washer/dryer. High speed wifi. One assigned parking space. Beach gears (snorkeling gears, beach chairs, boogie boards, and beach towels) are ready for you to use. And enjoy the saltwater pool that comes with a grill/picnic deck.

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.

4.88 out of 5 average rating, 220 reviews

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.

A tranquil pool area is surrounded by lush tropical landscaping, featuring palm trees and vibrant foliage. Lounge chairs are placed around the pool, where guests are seen enjoying the water and the sunny environment. The two-story building with balconies is visible in the background.

4.9 out of 5 average rating, 489 reviews

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.

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.

4.84 out of 5 average rating, 116 reviews

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.

The bright sleeping area features a spacious bed with decorative pillows, accompanied by wooden bedside lamps. A woven wall hanging adds texture to the pale blue walls. A low wooden bench with woven baskets is positioned at the foot of the bed, enhancing the room's inviting design.

4.85 out of 5 average rating, 205 reviews

Ocean Views, Family-Friendly, WiFi, Kitchen, W/D

Aloha Friends and Welcome to KONA LANDING Located on iconic Ali'i Drive, our modern oasis offers ocean views from the lanai, a sparkling pool, and gas BBQs just downstairs. Steps from top restaurants, bars, and the ocean, you can sip Mai Tais while watching the sunset and feeling the ocean breeze. We provide a full beach setup with chairs, snorkeling gear, and towels, along with family-friendly amenities for a comfortable stay. Book now to enjoy the best of Kona!

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.

4.96 out of 5 average rating, 314 reviews

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!