Condo vacation 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, 227 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, 189 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.

4.83 out of 5 average rating, 132 reviews

A panoramic view of the kitchen and living area is presented. The kitchen features white cabinetry and modern appliances. A cozy seating arrangement is seen, with a decorative rug beneath. Natural light flows in through a large window, illuminating the dining table set with a simple centerpiece.

Condo in Kailua

Kailua Kona Downtown Condo Walk to Pier & Beaches

In the center of Kailua Kona Village, a new wall to wall renovation has succeeded in bringing beautiful accommodations at a reasonable price to the heart of Kailua Kona Village. This top floor [2nd] air-co unit located in the historic Kona Kai complex has a peek-a-boo view of the coastline. Inspired by the Hawaiian Paniolo, there are unique one-of-a-kind features, and a gentle country-like appearance. Two blocks to beautiful beaches around the Kailua Pier and access to many ocean activities!

Superhost

A cozy living area features a green sofa adorned with decorative pillows, set beside a wooden coffee table. Natural light enters through large glass doors leading to a garden, while a dining table for two is positioned nearby. Colorful wall art and plants enhance the space.

4.84 out of 5 average rating, 561 reviews

Kona Islander Inn #135

Our studio condo is in the heart of Kona town, on Ali'i Drive, right across the street from the ocean. An easy location if you are looking to walk to many of Kona's best restaurants, snorkel at the nearby pier, or join a manta ray night dive and only 15 minutes from the airport. Our place has great ambiance, the outdoor area, pool and hot tub are stunning, surrounded by tiki torches every evening. Our place is good for couples and small families. One queen bed and a queen pull out sofa-bed.

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.

A wooden balcony is adorned with several chairs and a telescope positioned toward the ocean. Waves gently crash against the shore, while the sun sets in a gradient of warm colors. Palm trees frame the view, enhancing the serene atmosphere.

4.96 out of 5 average rating, 243 reviews

Discounted A35 Kona Reef Oceanfront AC Park Free

The Kona Reef is being renovated in 2026. Check out our special construction rates. Reno hours 8a-5p Mon-Sat while you are out at the beaches, volcano etc. You’ll love this condo! Absolute Ocean Front. 5 minute walk to downtown. Free parking! Completely remodeled! Fresh, clean, stylish & comfortable. NEW Full A/C, Stocked Kitchen & Beach & Golf Equipment. ATTENTION GOLFERS! 2 sets of Callaway Clubs! Check out our 2 other Kona Reef condos D33 & B31 TA-109-938-6880-01 STVR-19-352037

A freshwater pool is surrounded by lush tropical landscaping. Lounge chairs are positioned around the pool area, with umbrellas providing shade. The two-story building features multiple balconies overlooking the pool, adding to the serene atmosphere of the complex.

4.88 out of 5 average rating, 164 reviews

Beautiful Ocean-view Studio - Downtown Kailua Kona

Welcome to your slice of island bliss! Perched on the 2nd floor of the charming Kona Islander Inn, this unit is your gateway to Hawaiian adventures. This bright, ocean-view retreat is brimming with personality, decked out in colorful island-style decor, with all the comforts for your stay. A suntanning beach, outdoor cafes, farmer's market and live entertainment are all within a short walk. Relax on the custom love seat, enjoy the ocean breezes and tropical views right from your lanai.

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 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.