Vacation rentals in Kailua Bay

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Top-rated vacation rentals in Kailua Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.
Home in Kailua-Kona
4.96 out of 5 average rating, 173 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Top guest favorite
An outdoor space surrounded by lush tropical plants creates a serene atmosphere. A concrete path leads to a seating area with natural wood furniture and a comfortable wicker chair, while soft lighting enhances the inviting environment.
Apartment in Kailua-Kona
4.99 out of 5 average rating, 316 reviews

Private Oasis with FIVE STAR Service and Amenities

See our 6 or 7-NIGHT STAY DISCOUNT - Cleaning fee ONLY $45 - Book now Approx 2hr drive to the volcano from Kona 924sq feet/85sq meters private entrance apartment attached to my house. Three miles/seven minutes from the center of town. Not conducive for walking or biking. Early/Late check-in/out are almost always available. We block 1 to 2 days between guests. If you are a day short at the beginning or end of your intended stay, please contact us and we will open some dates for you if possible.

Guest favorite
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.
Condo in Kailua-Kona
4.92 out of 5 average rating, 218 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!

Top guest favorite
A spacious wooden deck surrounds a geodesic dome, offering a serene outdoor setting. Two hanging egg chairs are positioned for relaxation, while a portable heater is located nearby. The dome features a transparent facade that reflects sunlight, surrounded by lush greenery.
Dome in Holualoa
5 out of 5 average rating, 284 reviews

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

Top guest favorite
A lush green yard is framed by palm trees, with vibrant blue water visible beyond. A pathway of stepping stones leads through the manicured grass towards the ocean, highlighted by a clear sky dotted with scattered clouds.
Home in Kailua-Kona
4.98 out of 5 average rating, 112 reviews

The Mango Cottage on Keauhou Bay

Cottage on private, gated, 1 acre waterfront estate. Swim, surf, kayak, and snorkel from yard. Watch dolphins and boats in the bay. Walk to manta ray, snorkeling, kayaking, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. King bed. Full kitchen. Large shower. Covered deck with partial ocean views. Use of kayaks and stand-up paddle boards. Book alone or with Ocean Cottage. Couples and single travellers only. 100% non-smoking property inside and out.

Top guest favorite
A modern wooden cabin is positioned on a gently sloping lawn, surrounded by native trees. A concrete path leads to the entrance, which features wooden accents. The sky is filled with colorful hues, suggesting a vibrant sunset behind the structure.
Cabin in Kailua-Kona
4.98 out of 5 average rating, 183 reviews

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Top guest favorite
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 813 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat on a quiet Kona hillside — where mornings begin with Pacific views from your own lanai, and evenings end in what guests call "the best shower of my life." This standalone 600 sq ft guesthouse has its own private entrance, queen bed, full kitchen, and spa bathroom with rainfall shower and bidet. Beach chairs, snorkels, masks, umbrella, and cooler all included. Minutes from Alii Drive and Kona's best beaches. 15 min to Kona Airport. 2-night minimum.

Top guest favorite
A two-story treehouse cabin is surrounded by lush greenery, including large banana leaves and tropical plants. Multiple windows reflect the natural light, and the wooden siding harmonizes with the forest backdrop, creating a seamless connection between the cabin and its environment.
Guesthouse in Kailua-Kona
5 out of 5 average rating, 236 reviews

Romantic Treehouse Cabin: Birdwatching Hike Yoga

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Top guest favorite
A cozy living area features a comfortable gray couch positioned across from two woven chairs. A round coffee table with decorative items sits in the center. Natural light filters through two windows adorned with blinds, while a plush rug adds warmth to the wood floor.
Apartment in Holualoa
4.99 out of 5 average rating, 287 reviews

Anuhea House Akau - Beautiful custom-built studio

Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in the heart of Holualoa we are a 5 minute walk to Holualoa town with its local artist galleries and coffee shop. We are a 10-15 minute drive to Kailua-Kona and its beautiful beaches. Follow us on IG @anuheahouse!

Guest favorite
A unique architectural structure is set among lush greenery, featuring a sloped roof that contrasts with the blue sky. The tranquil ocean view is framed by trees, highlighting the serene natural surroundings of the property.
Cabin in Kealakekua
4.95 out of 5 average rating, 633 reviews

Love Kona farm life *Superstar Truss Cabin!

If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

Top guest favorite
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
4.97 out of 5 average rating, 319 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!

Guest favorite
A modern kitchen area is showcased, featuring dark cabinetry and stainless steel appliances. Two wooden stools are positioned at the counter, which is equipped with a sink and cooking essentials. A comfortable living space is visible to the left, accompanied by natural light from the entrance.
Apartment in Kailua-Kona
4.93 out of 5 average rating, 275 reviews

Great Location, In Town, Modern and Clean

Great condo, right in town. Walk to the beach, shops, and restaurants. Newly remodeled condo, furnished with full kitchen and in unit washer and dryer. Fast wifi, air conditioning, and beach equipment for your use. You don't need a rental car, and you can enjoy the pool, hot tub, and BBQ area as well. Free parking stall included, you can walk to most restaurants and shops on Alii drive without having to pay the parking fees.

Popular amenities for Kailua Bay vacation rentals

  1. Airbnb
  2. United States
  3. Hawaii
  4. Hawaii County
  5. Kailua-Kona
  6. Kailua Bay