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.
Oceanfront Condo in Kailua-Kona
Summary:Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona. - Spacious living room with smart TV and comfortable seating - Cozy dining area for four and counter seating for two - Fully equipped kitchen with essential appliances -...
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...
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...
Beautiful Resort! Close to Kaloko-Honokohau National Historical Park, 2 pools
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...
Cool 2-bedroom apartment with AC and POOL in Kailua-Kona
Welcome to Palani Breeze, a charming 2-bedroom, 1-bath condo perfectly located in the heart of Kailua-Kona. This inviting retreat offers comfort, convenience, and a true island feel, making it the ideal home base for your Big Island adventure.Inside, you’ll find a...
Club Wyndham Royal Sea Cliff - 1 Bedroom
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...
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.
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...
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...
Keauhou Kona Surf & Racquet 2/2 | Kailua-Kona Rental
**NEW LISTING**Welcome to our home “Hale ma ka Kìhàpai” @ Keauhou Surf and Racquet Club.Nestled within a gated community next to the ocean, this bright and spacious garden view 2-bedroom, 2-bath corner home is located along the 13th hole of the Kona Country Club....
Your Hawaiian Adventure Awaits! 3 Oceanfront Units, 2 Pools, Game Room, Dining!
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...
Steps from the beach! - Historic downtown Kailua-Kona
Welcome to My Hawaiian Beach View, your perfect getaway nestled in the heart of historic downtown Kailua-Kona. This newly remodeled condo offers an unparalleled Hawaiian experience, combining breathtaking ocean vistas with the authentic, vibrant energy of Alii...
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...
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...
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...
Great Place to Stay! Oceanfront, 2 Pools, Game Room, Near Magic Sands Beach
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...
Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views
2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 45-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just...
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...
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...
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...
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...
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...
Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss
Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...
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...
Action-Packed Fun on the Kona Coast! Game Room, Pool, Near Keauhou Bay Beach!
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...
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...
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...
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...
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-...
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...
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...
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...
Amazing unique sustainable 2-bedroom condo in the heart of Kailua-Kona with AC,
Enjoy a peaceful stay at this marvelous 2-bedroom condo in Kailua-Kona. The bedrooms feature a comfortable king bed and a cozy twin bed, perfect for a good night's sleep. With amenities like AC, a washing machine, and WiFi, ocean view and easy walking to everything in...
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.
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...
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...
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...
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...
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....
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...
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...
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...
Family Adventure in Paradise! Oceanfront, On-Site Dining, 2 Pools, Game Room!
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...
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...
STVR Home - Kona’s Cozy Retreat - 4Bd/3Bath/Sleep 12/Pool with AC
Welcome to your perfect Hawaiian getaway! Nestled in a serene neighborhood in Kailua-Kona, our charming home offers everything you need for a memorable stay on the Big Island. Whether you’re here to explore the island's natural beauty, relax by the pool, or simply...
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...
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,...
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...
Fantastic Hawaii Getaway! 2 Ocean View Units, 2 Pools, Game Room, Restaurant/Bar
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...