
Holiday rentals in Kailua Bay
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Top-rated holiday rentals in Kailua Bay
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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.

Ocean View Heart of Town Quiet
You will enjoy easy access to everything from this centrally located haven. A beautiful full-bedroom with a lovely ocean view from the lanai. Located in the heart of town, it is just a short walk to the beach, shops, restaurants, and grocery stores. Newly remodeled, spacious, and beautifully decorated. Near various activities, air-conditioned, and convenient. A car is not necessary as tour companies are near, or enjoy a designated parking spot. Barbeque area and salt water pool are on property.

Cloud 9 Forest Retreat | Private| Hike | Yoga
Welcome to your peaceful cloud forest sanctuary in Kailua-Kona. The property’s six acres of lush tropical greenery, offers cool mountain air, private lanais, vibrant birdlife, and unforgettable sunset skies. Relax by the fireplace, unwind on the covered deck, and enjoy the perfect balance of nature, privacy, and island comfort—just minutes from Kona’s beaches, dining, hiking, and local attractions. Maid service and personal chef available. Yoga close by. ⭑ CONTACT US FOR SEASONAL DISCOUNTS ⭑

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

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) ✈

Downtown Kona Condo / Vintage Hawaii / Fast WiFi
The sweet golden era of Hawaii – that’s what awaits you in this stylish centrally located condo. Nestled in the heart of Kona town, literally a coconuts-fall from world-famous All’i Drive, just walking distance to beaches, oceanfront bars/restaurants, and shops (but don’t forget our farmers market, shave ice or local breweries!). Or maybe stay-in, spin Hawaiian vinyl records, enjoy the lanai catching a peek-a-boo oceanview. Practical too: Air Con, excellent WiFi, smart TV, and a full kitchen.

NEW Luxury Oceanfront Kona Condo at Honl’s Beach
Wake up to panoramic Pacific Ocean views in this newly renovated oceanfront Kona condo. Sip your morning coffee on your private lanai, watch surfers at iconic Honl’s Beach, and end each day with unforgettable Hawaiian sunsets just steps from the water. Soak in the sun at the wonderful ocean-side pool, or stroll into historic downtown Kona to explore the local vibes of the boutiques and gourmet dining. Centrally located for Big Island adventures, this amazing unit is your perfect home base.

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.

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.

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!

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.

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.
Popular amenities for Kailua Bay holiday rentals
Other great holiday rentals in Kailua Bay

Charming Loft Close To Ocean & Local Eateries!

Shell Cottage: Cozy Beach Stay

Kona Cloud • Treehouse Inspired Jungle Escape

Ocean View Condo - Walk to Beach and Historic Town

Alii Villas#340 Top floor with Ocean Views!

Aloha Studio

Top-Floor Kona Plaza Gem

Luxury condo, side ocean view walk to town
Destinations to explore
- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Kohanaiki Private Club Community
- Waikoloa Beach
- Mauna Lani Beach Club
- Kilauea
- Sea Village
- Spencer Beach Park
- Manini'owali Beach
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Punaluu Black Sand Beach
- Kua Bay
- Kona Farmer's Market
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Kailua Pier





