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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Kona Sunset View Getaway

Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona's best restaurants and incredible sunset views. It provides easy access to...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

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

Casa Aloha Designer Condo w Oceanfront Pool

Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside...

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

You Found It! Kailua-Kona Getaway! 2 Modern Units, 8 Min. Walk to Keauhou Bay!

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

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

Brand New Hualalai Palm Villa - 2022 Renovation -15th hole - 2 Golf Carts

This two-story Hualalai Palm Villa is newly renovated with every modern amenity. There are three bedrooms each with king size beds and 3 full baths. All bedrooms have flat screen TVs Direct TV, and Apple TV. Located on Waiulu Street at the world renowned Hualalai...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

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

Big Island Dream! 2 Convenient Units, Oceanfront, Spa, Watersports

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

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

Dlx 2-Bedroom Oceanview Kona Condo- Great Views!

Escape to the Big Island at our Deluxe 2-Bedroom Oceeanview Kona Condo rental...Ideally located in Kona featuring a stunning tropical setting. Relax in comfort and style from your own Condo getaway....featuring a relaxed tropical-hawaiian decor. Lounge on your own...

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

Charming ocean-view home with large lanai, washer/dryer, & grill - snowbirds OK

Hale Alika Anuenue - 30-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for long-term stays, this spacious, cheerful ranch offers all the comforts of home - but with...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 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

New Listing, Oceanfront Paradise, Kona Isle D3, 1BR

Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath...

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

Lovely Ocean view 1 bed/1 bath Condo + full kitchen

THE KONA BILLFISHER Condo, located in the heart of Kailua-Kona, Hawaii island...5--10-minute walk to the town.1 bedroom, 1 bath, full kitchenTop floor (3rd floor), Unit D3IOcean (Kailua Bay) & slight garden view.Minimum stay: 3 nightsMaximum occupancy: 4Pool, Recreation...

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

Hale Lani – 5BR Estate at Hualalai Resort

WHY IT'S SPECIALEvery nuance of Hawaiian paradise is incorporated into this five bedroom, five-and-a-half bathroom estate. The custom-built residence unveils dramatic 180-degree ocean, fairway, Maui and sunset views. The resort residence captures the best of indoor and...

🛏 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

Kona Bali Kai 362 – For 4 Guests

Summary:Escape to the Big Island and enjoy a relaxing stay at Kona Bali Kai, just minutes from the heart of Kailua-Kona. This community offers everything you need for a restful vacation—take a dip in the ocean-view pool, unwind in the hot tub, or head to your private...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Kona Dream! 2 Spacious Units, 2 Pools, Spa, Near Keauhou Bay Beach/Haleo Luau!

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

Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits

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....

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

Beachfront Bliss in Kona - Saltwater Pool, Central AC, & Unmatched Views

Welcome to Kona By the Sea #312 — a beautifully remodeled 2-bedroom, 2-bath oceanfront condo with central air-conditioning, located on the top floor of the preferred main building. Enjoy sweeping, unobstructed views of the Kona coastline, saltwater pool, and sandy...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 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

Authentic Charm Of The Action-Packed Kona Coast! 3 Spacious Suites, Dining, Pool

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...

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

STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/Pool Coming soon

**New pool coming in Nov 2025**Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best beaches, restaurants, and attractions. Whether you're here to explore or relax, everything you need is within reach. This stunning...

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

Kona Coast Captivating 1BR Living w Basketball Hoop and Pool

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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...

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

Plenty Of Fun Things to Do Nearby! 2 Relaxing Units, Whale-watching!

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

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

2-Bedroom Condo near Downtown Kona - Close to Beaches & Dining

This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you're just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full...

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

Family Reunion! 3 Modish Units, Oceanfront, 2 Pools, Restaurant!

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

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

Relax in Your 3 Convenient Units! 2 Pools, Minutes to Beach & Haleo Luau!

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

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

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