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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2 Mi to Town: Kailua-Kona Condo Steps from Beach

Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...

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

Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!

Welcome to your Big Island escape, a newly remodeled, 3-bed, 2-bath vacation rental where comfort meets natural beauty. Wake up to the sound of gentle breezes, enjoy your morning coffee surrounded by tropical gardens, and let the warmth of aloha set the tone for your...

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

Paradise at Ocean Edge! Chic Kitchen+Bath, Lanai w/Wet Bar, WiFi, TV, Laundry Kanaloa 3204

Castle Kanaloa at Kona Resort #3204 - This must-see two-bedroom two-bathroom suite with a loft offers vacationers everything they want and need while on their Big Island retreat. Enjoy morning coffee or meals with family and friends on your spacious, furnished lanai....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 KAILUA-KONA, Hawaii

Coastal Elegance at Kona Isle. Level entry. Wi-Fi.

New to market! Enjoy a relaxing tropical vacation at this centrally located bright and beautiful condo.Lounge in the sun with your toes in the sand, enjoy the beautiful oceanside pool and grilling area.Beautiful beaches are a short drive away including Whits Sands Beach...

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

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

POPULAR KONA ISLANDER INN HAWAIIAN PLANTATION-STYLE BEACH RESORT FREE USE OF BEACH STUFF, POOLSIDE HOT TUB, BARBEQUESFREE ON-SITE PARKING WITH PERMIT FROM RECEPTION DESKSMART LOCK FOR 24-Hour CONDO ACCESS * 50 INCH VIZIO SMART TVFREE HIGH-SPEED WIFI TO STREAM OR MAKE OR...

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

Magic Sand Beach Condo Kona

Welcome to our beautiful remodeled condo in Kona, a tropical paradise! Located just across from the stunning magic sand beach, our condo is a haven for beach lovers and adventures alike.Imagine waking up every morning and take a few steps out to the gentle sound of...

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

Colorful oceanfront condo with pool, views & high-speed WiFi

Kona Bali Kai #220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a stunning view of the ocean from your own private balcony! A ceiling fan in each bedroom (and in the common...

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

1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!

Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...

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

Great condo near downtown Kona

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, restaurants, clubs, and many other great...

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

Alii Cove#U23-Beautiful Spacious 2 bedroom with Loft as Third Bedroom & Ac!

Escape to paradise at Ali'i Cove U23! This exquisite vacation rental offers a minimum 30-night stay, ensuring ample time to soak in all the beauty and tranquility this stunning island retreat has to offer.Nestled in a quiet complex, this top-floor unit boasts...

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

Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa

Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...

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

New Listing! Keauhou Punahele 2 BR/2BA, Great View

Stunning 2BR/2BA Condo with Ocean and Golf Course Views and Resort Amenities – Keauhou Punahele Welcome to your peaceful island retreat at Keauhou Punahele A203! This beautifully updated 2-bedroom, 2-bathroom condo is in exceptional condition, thoughtfully furnished,...

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

KONA DOWNTOWN DREAM OCEAN VIEW FREE PARKING NEW MEMORY FOAM MATTRESS ELEVATORS

Kona Alii Condos - Ocean and Pool Views from this spacious 1 bedroom 2 bath condo located in the heart of downtown Kailua Kona Village. Free assigned covered parking. The condo features a beautiful remodeled kitchen with exotic solid granite counter tops, stainless...

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

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Centrally located on the hillside overlooking Kona Coast 7 miles north of downtown Kailua Kona, this is one of several accommodations we offer. A lovely room with queen bed, sleeper sofa, full bath, cable TV, small lanai, refrigerator, microwave, coffeemaker, hot water...

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

Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley

Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....

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

Kahakai Place - AC, Gated, 1 Block from the Ocean

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...

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

Stunning Ocean View Hawaiian Downtown Getaway

Welcome to our tranquil oasis in the heart of downtown Kailua Kona! Perched on a hill, our stylish condo boasts breathtaking ocean views and easy access to all that the vibrant town has to offer.Step onto the private lanai and immerse yourself in the beauty of the...

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

Delightful condo near beaches with pool & hot tub & private balcony

Kona Bali Kai #171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shrug off your concerns and slip into some beachy flip-flops, because this one-bedroom home is sure to put a smile...

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

The Jungle House {AC/ Ocean View}

Welcome to our breathtaking Hawaiian retreat! Nestled on the shores of paradise, our house offers a stunning ocean view experience. Immerse yourself in island living with this beautifully appointed home, featuring modern amenities, spacious interiors, and a private...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Sunset View of Ocean, 1 BR End Unit on top floor, Elevator Access. Free Wifi.

Beautiful 1 bedroom condo on top floor with superb view of ocean and year round sunsets. This condo is in the oceanfront complex of the Kona Reef on the top floor. It is an end unit and has windows in each room for view and cool breezes. There is a Master bedroom, a...

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

Absolute Oceanfront, gorgeous 2 BR 2 BATH with AC

Your luxurious oceanfront two-bedroom, two full bath tropical getaway is located on the second floor and right in the middle of a four-story building. Our condo has been completely remodeled with elegant yet tropical decor, and comes with a mini-split A/C. You probably...

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

Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs

Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...

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

Hawaiian oceanfront condo near shopping & dining with hot tub & pool

Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...

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

Oceanfront with Endless Ocean View, Gorgeous sunsets, WiFi, and King Bed

Hawaii style fully furnished one bedroom condominium with two baths, full kitchen and assigned parking. Our secure building has an elevator, pool, and BBQ for your comfort and enjoyment.You'll enjoy a home away from home with Hawaiian decor. Private wireless internet,...

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

🏖️Premier Ocean Front Complex | No Stairs! | AC | vrKCV

vrKCV - Kona Riviera Villas 106, Professionally Managed by Kona Coast VacationsWelcome to Kona Riviera Villas 106, your serene retreat in the heart of Kona, Hawaii.After undergoing a complete remodel and a short break from rental, this unit has returned in 2024 and is...

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

Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds

Kona Kanewa HomeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You need never leave this four-bedroom home to have a memorable vacation in Kailua-Kona, as you'll have your very own...

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

Oceanfront Condo Near Kona's Banyan Surf

This Beautiful 1 bedroom, 1 bath Condo is just an elevator ride and steps from the oceanfront park where you can BBQ or watch the Surfers and sea turtles, or just lay out on the lounge chairs. If you don't like the Salt water you go in the Complex's Pool instead. During...

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

Enjoy Peaceful Ocean Views from our Na Hale O'Keauhou Villa

*** Please note the Hawaii State COVID-19 travel regulations for visitors arriving in Hawaii. For the most updated information regarding quarantine requirements and COVID pre-testing, please visit www.gohawaii.com for details ***** In recognition of the current...

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

Black Friday Specials! 15% off 7 day or Longer Stays! Kona Reef Ocean Front Unit

True oceanfront condo complexes are hard to find and the only real oceanfront condos at Kona Reef are located in buildings A and D. Any others are just ocean view! Enjoy sliding open the lanai door straight to the ocean! Relax and unwind at this truly oceanfront condo....

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

★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬

Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...

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

Kailua-Kona Estate – Luxury Mansion

Welcome to the largest home* on the Big Island! Highlights include the 100' infinity edge pool, new outdoor pickleball court, 16+ person movie room, and a ~2000 sqft great room.“The place is out of this world beautiful.” – Anca, 5-Star Review“The view...

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

🍍Oceanfront Condo & Walking Distance to Beach and Town! 🏖 - Hale Kona Kai 207

Real and Total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtles and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation; all bedrooms and living...

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

Great Downtown 1-Bedroom, only a block from the Ocean!

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

Private ocean view oasis with dream pool, rooftop deck, vaulted ceilings

Kona ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own private retreat at this open-concept two-bedroom bungalow, perfectly perched in the hills above Kona...

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

Updated home with pool, patio, deck, WiFi, washer/dryer, & gas grill

Keauhou Surf & Racquet 3-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the resort-style gated Keauhou-Kona Surf & Racquet Club community, this condo has been...

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

Keauhou Punahele A104 - Cozy Island Themed 2 Bed 2 Bath

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

🏖️Direct Ocean Front | WIFI | Concierge Included | vrKCV

vrKCV - Sea Village 4106, Professionally Managed by Kona Coast VacationsDiscover Oceanfront Comfort and ConvenienceStep into the charm of this budget-friendly, uniquely styled oceanfront condo, offering a cozy haven for your Hawaiian getaway. Located on the ground...

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

2nd Floor w/Ocean Views + Lanai - Kanaloa 2103

Castle Kanaloa at Kona Resort #2103 - Kona living doesn’t get any better than this! Whether you’re treating yourself to a casual retreat or a romantic getaway, you’ve found the perfect place to spend your vacation. The lanai is furnished and also has a wet bar,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!

Escape the hustle and bustle of daily life at this welcoming 1-bedroom, 1-bathroom vacation rental in Kailua-Kona! Sip local coffee out on the lanai while you book a tee time at Makalei Golf Club, which is just over a mile away. Be sure to stop by Magic Sands Beach Park...

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

Stylish condo w/ partial ocean views, and shared pool and hot tub

Kona Bali Kai #367Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A partial view of the Pacific Ocean and decor inspired by vintage Hawaiian prints make this condo a unique place to...

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

spectacular ocean front studio condo, Magic sands, ideal view and location

Wake up every day and go to sleep to the sound of waves on the shore beneath your window. End your day by watching the sun set from your own magnificent view in your studio condo. You will have a big, WOW when you walk in and see the ocean right there out your living...

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

🏖️Breathtaking Ocean View | Ocean Front Complex | vrKCV🏖️

vrKCV - Alii Villas 228, Professionally Managed by Kona Coast VacationsWelcome to your slice of paradise at Alii Villas! This recently renovated second-floor condo boasts breathtaking ocean views that greet you the moment you step inside.Property Details: Bedrooms: 2...

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

Oceanfront Kailua-Kona Townhome w/ Pool & Views!

Snorkel Gear | 0.5 Mi to Honl's BeachEscape to Hawaii at this unbeatable tropical oasis: a beautiful 2-bedroom, 1.5-bath vacation rental townhome. Nestled in the town of Kailua-Kona, this retreat ensures endless opportunities for fun! Snorkel at Magic Sands Beach, find...

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

Relax in this newly upgraded condo with lanai near Magic Sands Beach

Enjoy the private lanai across from iconic Magic Sands Beach. Central air conditioning and all the amenities you need for a relaxing Hawaii vacation. Upon entry, you are welcomed by the Hawaii vibe throughout. Kick back in the Primary ensuite on the queen bed, enjoy the...

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

Modern and Renovated Ocean Front Studio in Kona! Best Location!

GET LOST IN PARADISE! Absolute BEST location 1 minute to the ocean front at historic Alii Drive. This unit is totally upgraded with a contemporary island theme. We are 15 mins from the Kona airport.FAST INTERNET!! for those of you decided to escape to paradise to...

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

Enjoy Multiple Private Lanais W/AC–Kanaloa at Kona

Kanaloa at Kona unit #406: One look inside this massive two-bedroom/two-bathroom tropical-themed vacation retreat and you’ll see why it’s a favorite. This retreat has chic island décor with attractive furniture and modern touches that provide a comforting...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Punahele A301: Panoramic views, 3 BED, 3 BATH, open living areas + ocean vistas

Welcome to Keauhou Punahele, A301! Located in Keauhou with great views of the golf course and the ocean. This three-bedroom, three-bathroom condo has an open layout of the living area and lanai. Amenities include televisions, high-speed internet, and more.Enjoy your...

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

Lovely oceanfront condo with view, hot tub & pool

Kona Bali Kai #403Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Homey comforts abound in this oceanfront condo with a private lanai with sweeping ocean views, perfect for enjoying...

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

Fairway View from Lanai w/Wet Bar! Kitchen+Laundry Perks, Ceiling Fans, WiFi–Kanaloa 901

Castle Kanaloa at Kona #901 - From the moment you step inside this two-bedroom two-bathroom unit you’ll feel at home. Enjoy a mix of island-style furnishings and contemporary touches that make this unit comfortable, casual, and stylish. Common areas have large ceramic...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Perfectly located Air conditioned 2BR 2BTH Condo in downtown Kona

Fully equipped, clean, updated and comfortable downtown Kona Condo on Alii Drive for your vacation convenience! 2 bedroom sleeps 4 comfortably with 2 full shower bathrooms, washer/dryer in unit, fully decked kitchen with appliances, utensil, and serve/table ware. Hair...

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

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