Kailua-Kona Vacation Rentals

Kailua-Kona is a lively town on the Big Island's west coast, offering a mix of oceanfront relaxation, cultural landmarks, and vibrant dining and shopping. Popular beaches like Magic Sands, Kahalu'u Beach Park, and Honl's Beach provide excellent snorkeling and sunsets. Our curated vacation rental selection includes oceanfront condos, resort-style communities, and private homes - perfect for couples, families, or group travelers. Enjoy amenities like pools, lanais, and proximity to Ali'i Drive attractions. Start your Big Island adventure in Kailua-Kona today.

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Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona

Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Aloha Springs Ohana

Enjoy a stylish experience at this centrally-located ohana. We are Located at 1500 elevation with sweeping ocean views & cooler breezes just 10 minutes to beaches and down town Kona. The inside offers a stylish remodeled design with 10 foot ceilings two bedrooms...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Royal Sea Cliff Kona 303 Garden View 1BD 1BA

- Ground floor condo near pools and BBQ grills- Covered lanai is 154 square feet/14 square meters- Tile floor throughout unit- Updated kitchen featuring granite counters and stainless-steel appliances- Bedroom with 1 queen bed- Queen sofa bed in the living room-...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Cozy ground-floor condo with heated outdoor pool, private lanai, close to shops

Keauhou Akahi 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in Kailua-Kona, HI! This stunning ground floor condo at the Keauhou Akahi property...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Luxury Oceanfront Living in Kona!

Discover this newly remodeled (in 2024) Oceanfront 1-bedroom gem in Kailua-Kona. This sought after condo offers discrete luxury living right on the Pacific Ocean. Watch the sunset with uninterrupted views directly from your lanai, watch the whales breaching without even...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking

Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown. Enjoy a spacious living...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Enjoy a country feel in this cute and cozy little Ohana with mini kitchen

Welcome to this sweet, clean and cozy little Ohana with a country feel and sounds of nature. Located approx 1000 ft above sea level, you will experience a slightly cooler temperature than down by the water.

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona

​​​​​​Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Ground Floor 1-Bedroom with AC - 1-Block from Ocean, Restaurants and More!

Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Stunning Luxury Family Estate in Kona

In 1998, the Lenett family decided to purchase a plot of land on the beautiful Big Island of Hawai’i, after years of visiting as tourists. The Lenett's, natives of San Francisco, fell in love with the island’s natural beauty, tropical weather, and kind people. For...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Oceanfront 2BR/2BA, 20ft from Shore, 180° Ocean View, Pool

OCEANFRONT, RIGHT ON THE WATER, spacious 2-bed, 2-bath condo on the 2nd floor just south of Kailua-Kona town. With breathtaking 180-degree Kona coastline and ocean views, watch humpback whales, spinner dolphins, yellow tangs and boats from the waterfront lanai as you...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport

Kona Coastview SubdivisionAs you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

The Surf Shack at Kona Bali Kai 151

Summary:The Surf Shack is a stylish one-bedroom condo across from the beach at the Kona Bali Kai. It features AC, WiFi, access to a pool, hot tub, oceanfront picnic area with grills, and free parking. The Kona trolley stop is right outside. Just 1 mile from Magic Sands...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day

Tropical breeze or cool A/C? Your island base has it all.Your tropical hideaway (in a family-friendly neighborhood) is near it all. Walk to restaurants, shops, and the farmers' market. Chill with cool A/C or let the island air flow through the wide-open windows. You'll...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Luxury Family Retreat: Spacious Hawaii Vacation Rental with Premium Amenities

Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

New Listing, Beach Villas Kahaluu, 4ppl OceanView

Beach Villas at Kahaluu – Ocean-View Retreat Across from Snorkeler’s Paradise Aloha and welcome to your Big Island getaway! Nestled right on iconic Alii Drive, this 1-bedroom, 1-bathroom ocean-view villa offers the perfect blend of comfort, location, and tropical...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Sunset Shores - UNIT B Kauipoho

Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Extraordinary - Kona Sea Ridge Condo Big Island

About this spaceLuxury comfort with stunning views. A perfect island getaway, centrally located to explore the Island.The spaceTropical gated community 1 mile from central Kona Town. Fully remodeled unit with high end modern furnishings. Designed for those with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.

Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i Drive and all it offers,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking

Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Kona Palms on Alii Drive in Kailua-Kona, HI

Step into a revitalized world of contemporary elegance at our newly refreshed space. Every inch has been transformed, featuring fresh paint, modern flooring, chic furniture, and sumptuous towels. This sanctuary of serenity offers the perfect escape, enveloped in the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Quiet & Private Retreat w/Outdoor Soaking Tubnn

The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Wyndham Mauna Loa Village|Three Luxury Suites

Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...

🛏 5 Bedrooms
🛁 1 Bathroom
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Kona Bali Kai 213 – Oceanfront Condo–Private Lanai

Wake up to the sound of the waves on the shore. This 2-bedroom condo looks directly over the Pacific Ocean, offering a waterfront retreat unlike any other. The spacious lanai gives you a private place to relax and enjoy the views. Inside you’ll find a relaxing space...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

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