Holiday rentals in Kailua Bay

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Top-rated holiday rentals in Kailua Bay

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Guest favourite
A spacious lanai is presented with modern furnishings, including a sofa and a dining area. Large sliding glass doors offer views of the surrounding nature and ocean. The wooden deck is complemented by potted plants, allowing for an inviting outdoor space.
Home in Kailua-Kona
4.9 out of 5 average rating, 165 reviews

Ocean-View Retreat in Kona Countryside

Escape to a private, 2BR retreat on 3 lush acres in Holualoa—where hotel-style efficiency meets island charm.Step onto the lanai for sweeping ocean views, stunning sunsets, and cool mountain breezes.Just 10 minutes to Kona town, beaches, and the airport.With a full kitchen, BBQ, fire pit table, and modern comforts, it’s perfect for couples seeking a peaceful and private escape with scenic veiws. Grill dinner, unwind by the fire pit, or roll out a yoga mat and greet the day in serene surroundings

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, 291 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.

Guest favourite
Apartment in Kailua-Kona
4.86 out of 5 average rating, 209 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
Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.
Guest house in Keauhou
4.97 out of 5 average rating, 144 reviews

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

Top guest favourite
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, 193 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 favourite
Guest house in Holualoa
4.97 out of 5 average rating, 823 reviews

Romantic Kona Oceanview Retreat w/ Rainfall Shower

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 favourite
A modern kitchen boasts sleek grey cabinetry and a large island with a light marble surface, featuring a decorative bowl of fruit. Pendant lighting hangs above, and expansive windows offer sweeping views of the ocean beyond, enhancing the bright and airy ambiance.
Home in Kahaluu-Keauhou
4.99 out of 5 average rating, 109 reviews

New Modern Interior|OceanView| HotTub|Forest Deck

180° ocean view from front door to bedroom Fully renovated in 2024 with modern design and furnishings 1700+ sq. ft. on a 12,000+ sq. ft. lot, ocean-facing with forest backdrop 5 mins to beach, including popular snorkeling at Kahaluu 9 mins to Kona downtown for dining and shopping Sunset Hot Tub – brand new for relaxation Four outdoor sitting areas; large deck in forest setting All rooms has brand new AC Dual Dishwasher 85-inch luxury TV Extremely safe neighborhood with private gate

Top guest favourite
A spacious bedroom features a king-sized bed adorned with soft linens and decorative pillows. Natural light filters through large glass doors, offering views of lush surroundings. Wooden accents, a cozy area rug, and a potted plant enhance the serene atmosphere.
Home in Keauhou
4.98 out of 5 average rating, 259 reviews

Kona Sanctuary · Ocean View Hot Tub · A/C

Aolani Coffee Cottage: A Tranquil Sanctuary in the Heart of Hawaii Welcome to Aolani Coffee Cottage, an enchanting retreat nestled among the lush coffee farms of Holualoa and only a 10 minute drive from the stunning Magic Sands Beach.. Here, serenity abounds, offering you a haven to rest, recharge, and reconnect with the beauty of Hawaii. Our cottage is the embodiment of peace and creativity, providing the perfect escape to recharge and find inspiration.

Top guest favourite
A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.
Home in Kailua-Kona
4.97 out of 5 average rating, 218 reviews

Halia Hale

Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

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, 278 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.

Popular amenities for Kailua Bay holiday rentals