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, 405 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, 234 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, 219 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, 195 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 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, 247 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

4.88 out of 5 average rating, 102 reviews

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.

4.77 out of 5 average rating, 243 reviews

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.

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.

4.89 out of 5 average rating, 227 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 bright living area features a comfortable white sofa adorned with green leaf-patterned cushions, paired with a wooden coffee table. Tropical artwork is displayed on the walls, and large sliding doors open to a lanai with outdoor seating, offering views of greenery.

4.83 out of 5 average rating, 138 reviews

Kona Seaflower at Kailua Bay Resort near beach

SUPERBLY LOCATED! This centrally located, professionally decorated 2-bedroom 2-bath (sleeps 4) condominium is conveniently located 1 block from downtown Kailua-Kona, pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your private lanai. This spacious, well-appointed 3rd floor (no elevator) condominium (970 ft.²) with vaulted ceilings features a fully equipped kitchen, cable TV, high-speed Internet, and Wi-Fi with a washer/dryer

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.

4.86 out of 5 average rating, 207 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.

4.97 out of 5 average rating, 321 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!