
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.
5.0 out of 5 average rating, 295 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
4.94 out of 5 average rating, 101 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) ✈
4.86 out of 5 average rating, 211 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.
4.79 out of 5 average rating, 196 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.
4.89 out of 5 average rating, 105 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.
4.89 out of 5 average rating, 235 reviews
RARE FIND - Spacious 2BR, Steps from Ali’i Dr.
ALOHA! Cannot beat this LOCATION in the heart of Kailua Kona. Walk downstairs and be on Ali’i Drive; in the middle of it all. Never worry about parking; walk everywhere. 30+ restaurants, shops, local farmer's market, Kona Pier and the Island Breeze Luau on the historic grounds of the King Kamehameha's Beach. The best central site for you to explore Kona and the Big Island. Come back to cold air conditioning to take a break from the humidity before walking back down into town again.
4.93 out of 5 average rating, 188 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.
4.84 out of 5 average rating, 116 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.
4.98 out of 5 average rating, 113 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!
4.97 out of 5 average rating, 329 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.
4.93 out of 5 average rating, 282 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.
4.92 out of 5 average rating, 229 reviewsPopular amenities for Kailua Bay holiday rentals
Other great holiday rentals in Kailua Bay

Ocean View Heart of Town Quiet - Walk to Amenities
4.96 out of 5 average rating, 26 reviews
Alii Villas#340 Top floor with Ocean Views!
4.63 out of 5 average rating, 8 reviews
Steps to ocean, 1st floor downtown Kona, free park
4.86 out of 5 average rating, 7 reviews
Aloha Studio
4.91 out of 5 average rating, 23 reviews
Stylish pool view condo king bed
4.87 out of 5 average rating, 55 reviews
Kona Hale 9
4.94 out of 5 average rating, 53 reviews
Kona Cloud • Treehouse Inspired Jungle Escape
4.98 out of 5 average rating, 53 reviews
Charming Loft Close To Ocean & Local Eateries!
4.89 out of 5 average rating, 38 reviewsDestinations to explore
- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Waikoloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Sea Village
- Kilauea
- 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
- Kona Farmer's Market
- Punaluu Black Sand Beach
- Kua Bay
- Hapuna Beach State Recreation Area
- 49 Black Sand Beach
- Captain James Cook Monument
- Kealakekua Bay State Historical Park
- Big Island Retreat





