Holiday rentals in Kailua Bay

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Top-rated holiday rentals in Kailua Bay

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

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Top guest favourite
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
5.0 out of 5 average rating, 293 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 favourite
Flat in Kailua-Kona
4.94 out of 5 average rating, 99 reviews

Kona Condo: Walk to Ocean, Restaurants, Nightlife

Stay in the heart of downtown Kona, steps from Aliʻi Drive’s restaurants, shops, historic landmarks, small beaches, & waterfront activities. This spacious condo combines a walkable location with everything you need for a comfortable stay: * Powerful air-conditioning * Private lanai with seating & hammock * King-size bed * Double-size sleeper loveseat * Fully equipped kitchen * Large-capacity washer and dryer * Free underground parking * Swimming pool * Rooftop barbecue decks * Two elevators

Guest favourite
Apartment in Kailua-Kona
4.86 out of 5 average rating, 211 reviews

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) ✈

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.
Apartment in Kailua-Kona
4.79 out of 5 average rating, 196 reviews

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.

Guest favourite
Apartment in Kailua-Kona
4.88 out of 5 average rating, 103 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.

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.
Apartment in Kailua-Kona
4.89 out of 5 average rating, 234 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.

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.
Apartment in Kailua-Kona
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.

Top guest favourite
A bright bedroom features two spacious beds covered in white bedding, complemented by light-coloured curtains that frame the windows. A ceiling fan is positioned overhead, while a black nightstand and a small bookshelf add functionality to the room. Two art pieces depicting scenic landscapes are displayed on the wall.
Guest house in Kailua-Kona
4.98 out of 5 average rating, 111 reviews

Comfort By The Coast

Aloha and E Komo Mai (Welcome) to our Ohana unit (2nd floor), where you will find everything you need while vacationing in paradise 🌺. When you stay at this centrally-located Ohana, you will find everything within walking distance. Within a .8 miles radius, you will find the following: Safeway, Starbucks, gas station, fast food, bars, restaurants, farmers market & downtown Kona/pier. Perfect for a walk, dining, Ironman, or catching breathtaking sunsets.

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.
Apartment in Kailua-Kona
4.97 out of 5 average rating, 327 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 favourite
Flat in Kailua-Kona
4.93 out of 5 average rating, 280 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.

Guest favourite
Apartment in Kailua-Kona
4.92 out of 5 average rating, 225 reviews

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.

Top guest favourite
Apartment in Kailua-Kona
4.96 out of 5 average rating, 179 reviews

Kona 1BR Condo w/ Pool, Office, Walk to Beach

Wake up in the heart of sunny Kailua-Kona, sip fresh-ground Kona coffee on your private lanai, then stroll five minutes to the waterfront, cafés, and the open-air farmers’ market. Whether you’re dialing into work on dual monitors or floating in the palm-lined pool, this newly upgraded 1-bedroom condo is built for travelers who refuse to choose between productivity and play.

Popular amenities for Kailua Bay holiday rentals