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 ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit

Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...

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

Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!

Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed....

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

PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown

Enjoy the world's best sunsets and beaches.E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 kailua-kona, Hawaii

Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Kailua-Kona, Hawaii

New listing - Sea Village 3304 Ocean Views

Welcome to Sea Village 3304 – Your Oceanfront Oasis on the Kona Coast!Experience the ultimate Hawaiian escape at Sea Village 3304, a beautifully appointed oceanfront property offering stunning views and unparalleled relaxation. This 1-bedroom, 1-bathroom condo is...

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

Kona anne best big island stay korean clean safe quiet comfortable

One of the best stay at big island Kailua Kona. location is heart of kona those near shopping center, beach, and etc. 15 mimites from airport Very comfortable, clean, outside parasol with flower garden being called Kona Anne

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Beautiful home with ocean views, lanai, private gazebo, firepit -great location

Pualani Island Getaway - Main House- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where stunning sunset views of...

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

Ocean Breeze Condo at Keauhou Surf & Racquet

This peaceful condo offers a comfortable stay on the second floor of a quiet, gated complex with access to a shared pool and tennis court and just a short drive down scenic Ali‘i Drive from some of the area’s best beach spots. Magic Sands Beach (also known as...

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

Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views

Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...

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

Kona Sunset Ocean View Two Studio Oasis

Two separate elegantly renovated studios on a beautiful ocean view property steps away from a SALT WATER POOL in a beautiful neighborhood of Kona Palisades. Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!

Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....

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

KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE

Kalanikai offers a premier location in the heart of Historic Kailua-Kona. Just 2 blocks from the well known Ali'i drive; which offers numerous local shops & restaurants, beach access, and the Kailua Bay pier, where many of the boat tours & excursions depart.The...

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

Wyndham Kona Hawaiian - 2 BR Condo. Pools, Hot Tubs, Near Beach and Kona Village

Kailua-Kona is waiting for you at this spacious 2-bedroom condo. Inside, guests will find a king bed and a queen bed, perfect for a good night's sleep. With amenities like WiFi, AC, pools and a fitness room, you'll have everything you need for a comfortable stay just...

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

H2-Seaview-6BR/3BTH-OceanView-Sleeps 12

Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Raintree Kona Reef, Hawaii Timeshare Rental

This is a highly rated resort on Kona, the Big Island in Hawaii. Kona Reef is an oceanfront resort with a private beach and is rated 8.4 by Bookings.com and 8.6 by Expedia, because of its beautiful ocean setting and surroundings . It is just a short walk to the historic...

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

Hale Lani – 5BR Estate at Hualalai Resort

LIMITED-TIME OFFER: when you reserve today, you will receive one round of golf for up to 8 guests and in villa luau not including the cost of food and beverage) for the ultimate Big Island experience.WHY IT'S SPECIALEvery nuance of Hawaiian paradise is incorporated into...

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

Kona Makai #5-103 One-Bedroom Tropical Escape

Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...

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

2 mins Hon'l Beach, 1 Bed Condo with full kitchen, AC, WiFi, laundry, pool, BBQ

Experience Kailua-Kona like a local in this top floor, peaceful, cozy, 1-bedroom condo walking distance to Hon'l Beach and Ali'i Drive to downtown Kailua-Kona.Bask in Hualalai mountain views from the juliet terrace, and easily catch sunset beach views from the apartment...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ

Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...

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

Breathtaking Location! 2 Modish Units, Near Hulihee Palace, Kona Snorkel Tours!

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

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

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Summary:Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island...

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

Newley remodeled and beautifully furnished downtown Kailua-Kona condo.

Located on the ground floor at Kona Plaza Condominiums, Unit 107 is newly remodeled & just steps away from downtown Kailua Historic Village & the Kailua Pier. Decorated with a taste of Hawaii that will set the mood to kick start your Hawaiian adventures. Fully furnished...

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

Butterfly House: Beautiful Ali'i Drive Home with Ocean Views!

Incredible Modern Alii Drive Home with Ocean Views! A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the home.Stay cool with ceiling...

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

Hawaiian Oasis w/ Private Pool, 2 King Suites & Sunset Views!

Discover true Aloha at this stunning private 3-bedroom oasis, where island charm meets luxury. Behind a gated front entry, this beautifully designed home features soaring vaulted ceilings, dramatic lava rock wall & 2 king suites and a chefs kitchen, offering a serene...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Bright updated condo w/ lanai & shared pool/hot tub - steps to beach

Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...

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

Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona

Stay here at the Bungalows! Right on Alii drive. You will be located in the center of town. Across from Turtles beach (short walk over rocks) and a beach access to the ocean. A quick walk to Alii Garden's Marketplace where you can eat and get souvenirs for your trip,...

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

NAUTICAL THEME GARDEN VIEW STUDIO - KONA ISLANDER INN CONDOS by RedAwning

**NAUTICAL THEMED UNIQUE CONDO HAS BEEN COMPLETELY REMODELED - DOWNTOWN,**TAKE A LOOK, YOU WILL WANT TO STAY HERE, HAS QUEEN SIZE MURPHY BED,KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZE MICROWAVE, FULL SIZE FRIDGE,ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND...

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

Kona Plaza 301, Ocean Views and Renovated

Kona Plaza 301! Your Ideal Hawaiian Getaway! Welcome to Kona Plaza 301, where modern comfort meets tropical paradise! This beautifully updated condo features brand new floors and is designed to provide you with a relaxing retreat during your stay in the heart of...

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

Comfortable condo in town with ocean view, lanai & pool - walk everywhere

Kalanikai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this charming third-floor condo in Kailua-Kona, just a short walk from the...

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

Beautiful and timeless Kona Coast Resort - 1BR/1BA

When you stay at Wyndham Kona Coast Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance...

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

Keauhou Garden - Ocean view - Wifi - Walk to Harbor

Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect...

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

Tropical 2 bedroom close to airport and town!

Discover this charming 2-bedroom gem in Kailua-Kona. This quaint house features a cozy king bed and a comfortable queen bed, perfect for a relaxing stay. With WiFi and a washing machine available, guests can enjoy modern conveniences during their visit. It's easy to see...

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

HAWAIIAN OVERLANDERS 4WD FJ CAMPER!

Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...

🛏 2 Bedrooms
🛁 0 Bathrooms
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Oceanfront Condo in Kailua-Kona

Summary:Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona. - Two private bedrooms and a queen size sleeper sofa comfortably sleep 5 guests. - Spacious living room with a smart TV and access to the lanai. - Fully equipped kitchen with...

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

Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.

Your cozy getaway awaits in Kailua-Kona at this fabulous apartment. This wonderful space features 1 bedroom with a comfortable California king bed, 1.5 bathrooms with convenient amenities like a hair dryer and shower, and a variety of extras like WiFi and a washing...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

The Avocado Cottage

Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.

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

NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona

NEW! NEW! NEW!Welcome to our dream home! After years of anticipation, we have finally made it into this hidden gem complex in Kona. In September 2024, we completed a full remodel, bringing our vision to life. We have installed A/C. The kitchen has been completely...

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

Luxury Oceanfront Gated Charming 3-bedroom house with Pool/Spa/AC in town

This is a hosted vacation rental - meaning that we are available during your stay if you have any issues or problems and need assistant. For a discount, please contact KonaHome Vacation. Welcome to KonaHome Vacation. This beautiful gated beachfront property is right in...

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

Peaceful 1-Bedroom in a Quiet Community

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...

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

Hualalai Golf Villa - Exquisite Views & Fully Remodeled

Welcome to your dream vacation at our spectacular Hualalai Resort Golf Villa, perfectly situated overlooking the 18th fairway of the world-renowned Hualalai Resort Jack Nicklaus Signature Course, with captivating ocean views beyond. This second story front-row Villa...

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

Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit

Pualani Island Getaway - Main House & Ohana- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where breathtaking sunset...

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

Sea Village Oceanview Condo

Unwind with modern comforts, including a flat-screen TV with cable, high-speed WiFi, and a fully equipped kitchen perfect for preparing island-inspired meals. Step outside to soak up the sun in the oceanfront complex, where you can lounge by the pool, take a dip in the...

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

Kolu Honu – Stunning Beachfront Condo for 2!

Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of...

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

Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368

Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...

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

Just Steps Away From Magic Sands Beach...

Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...

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

Kona Paradise Apartment with Pool

Escape to paradise in this charming one-bedroom apartment on the beautiful island of Hawaii! Located minutes from beaches, shopping, and entertainment, this cozy retreat is perfect for two. The bedroom has a comfortable queen bed and plenty of closet space, while the...

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

Sunny Kona Coast 2BR Condo with Pool & Balcony

Located on Kona Coast in Hawaii, this tropical garden resort is less than one kilometer from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs and a sauna.Kona Coast Resort offers...

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

Spacious 8BR w/Ocean Views, Sleeps 16 with AC in fabulous Kailua-Kona

This luxurious modern Hawaiian compound features two newly renovated, pristine homes — an ideal retreat for large families, extended group vacations, or friends traveling together. Nestled within the prestigious guard‑gated community of Kona Bay Estates, the...

🛏 8 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Kona Ocean View Suite - Walk to Shops and Dining

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

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

Perfect Island Getaway! 3 Spacious Units, Oceanfront, Watersports and Activities

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

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