Kailua-Kona Vacation Rentals

Located on the sunny west coast of the Big Island, Kailua-Kona is a vibrant town known for its historical landmarks, oceanfront dining, and scenic beaches. From the historic Huliheʻe Palace to the lively Aliʻi Drive lined with shops and restaurants, the town offers a perfect blend of culture and coastal charm. Visitors can enjoy sunbathing and snorkeling at popular beaches like Magic Sands Beach, Kahaluʻu Beach Park, and Honl’s Beach-all conveniently located within Kailua-Kona town.

Explore our wide selection of Kailua-Kona vacation rentals, including oceanfront condos, luxurious resort communities, and family-friendly homes. Whether you're looking for a romantic escape or a group getaway, our curated listings offer comfort, convenience, and stunning island views. Many rentals are located within popular complexes such as Alii Villas, Casa de Emdeko, Hale Kona Kai, and more. Enjoy private lanais, swimming pools, and direct beach access. Browse the listings below to find your ideal Kailua-Kona vacation rental and start planning your unforgettable Big Island retreat today!

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View of Mauna Kea in Gated Community across from Golf Course

Quiet & Private 1 bed/1 day bed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated community at a cool 2400 ft elevation. Wake up to beautiful views of Mauna Kea. Located 30 min by car from Kona Airport, Waimea, Waikoloa, Kona town & 10 min from the "New Saddle Road entrance" that will get you to Hilo in 1 hour.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kailua-Kona

from $149 

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Luxury Ocean View Kona Condo with Modern Amenities

Discover this luxurious Kona condo offering stunning ocean vistas and modern comforts. Located in a tropical gated community just a mile from central Kona Town, this fully remodeled unit combines style and convenience for a perfect island retreat.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $188 

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Charming Kona Beach 1BR with Lanai & Private Parking

Experience the ultimate Kona getaway in this charming one-bedroom condo featuring a spacious living area and a scenic lanai perfect for watching cruise ships or the famous Kona Green Flash Sunset. The cozy, beach-inspired living room offers flexible sleeping arrangements with two twin beds or a king-sized bed, ideal for relaxing after a day of exploring.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $362 

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Kailua-Kona 1BR Condo with Ocean & Resort Amenities

Embark on your Hawaiian adventure with this delightful 1-bedroom, 1-bathroom first-floor condo nestled in the heart of Kailua-Kona. Just a few steps from the beach, this retreat offers everything needed to create unforgettable memories in paradise.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $235 

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Renovated Oceanview Condo at Kona Palms

Step into a beautifully renovated and contemporary Kona Palms condo, offering a perfect blend of style, comfort, and breathtaking ocean vistas. Every detail has been thoughtfully upgraded, featuring fresh paint, modern flooring, chic furniture, and plush towels, creating a serene sanctuary by the sea.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $453 

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Beachfront Condo at White Sands 202 with Ocean View

Welcome to White Sands 202, a beautifully decorated 2-bedroom, 2-bathroom beachfront condo offering a relaxing retreat with stunning ocean views. Step outside to your private lanai, ideal for enjoying meals while taking in breathtaking sunsets.

• 3 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $283 

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Charming Wooden Gem Tiny Hut in Hawai'i

The Wooden Gem is a beautifully crafted tiny hut designed by skilled local furniture makers using sustainable hardwoods, set amidst the lush native forest of Kaloko Mauka. Perched at 2200 ft elevation, this secluded sanctuary offers a perfect blend of tranquility and convenience, only 10 minutes from town, beaches, and the airport.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kailua-Kona

from $237 

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Luxury Kona Ocean View Suites at Wyndham Mauna Loa

Discover the perfect Hawaiian retreat at Wyndham Mauna Loa Village in Kailua-Kona. This tranquil resort offers three spacious suites, each with full kitchens, modern amenities, and access to top resort facilities including outdoor pools, tennis courts, a hot tub, and a fitness center.

• 8 bedroom
• 5 bathroom
• Sleeps 16

Hawaii> Kailua-Kona

from $669 

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Spacious 4-Bedroom Ocean View Home in Kailua-Kona

Discover the charm of Kailua-Kona from this spacious 4-bedroom house, ideally situated just 660 feet above sea level on the west side of Hualalai Volcano. The home offers breathtaking 180-degree views of the Pacific Ocean and spectacular sunsets that will leave you in awe.

• 4 bedroom
• 4 bathroom
• Sleeps 8

Hawaii> Kailua-Kona

from $890 

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Oceanfront Kona Bali Kai Condo with Spectacular Views

Escape to this beautiful oceanfront condo located on Ali'i Drive in Kailua-Kona, offering breathtaking views of the Pacific Ocean. Wake up to the soothing sounds of waves and step directly onto the beach for your morning stroll or surf session.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $394 

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