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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🏖️Beautiful Ocean View | Updated | WIFI Included | vrKCV

vrKCV - Casa de Emdeko 216, Professionally Managed by Kona Coast VacationsEnjoy stunning ocean views from the private lanai of Casa 216! This 2nd floor condo is the 4th unit from ocean front! The covered lanai is the perfect place to watch whales and spinner dolphins,...

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

DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village

Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...

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

Special Rate! Ground Floor at Royal Sea Cliff, Central AC!

Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...

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

Kona Plaza#202 2ND FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!

Knutson & Associates Property Management is proud to be representing Kona Plaza#202. Best location in the development! Highly desirable west facing with Ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in immediate walking distance to...

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

Hale A Kai: Big Island Home w/partial Ocean view, AC &WiFi

Hale A Kai by Gather or Home by the Sea translated from Hawaiian, is nestled at the end of a quiet neighborhood cul de sac. This recently updated four bedroom, four bath home, is aptly named due to its proximity to the ocean, located just minutes away. The...

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

KKSR2204 DIRECT OCEANFRONT CORNER UNIT!!! 2nd Floor, Wifi, BREATHTAKING VIEW!

Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular. The owners have...

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

Ocean Front Condo at The Royal Sea-Cliff Resort

Amazing studio with ocean views. Enjoy the salt water and fresh water swimming pools and hot tub that overlook the Pacific. Have fun at the tennis court and take advantage of the outdoor BBQs. The resort is in a convenient location that is just 1 mile from the charming...

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

Papala Place at Kahakai Estates by Gather: Luxe Poolside Oasis

This private four-bedroom retreat within the gated Kahakai Estates blends elegance, space, and island charm. With partial ocean views, lush gardens, and a resort-style pool area, Papala Place offers a serene escape just minutes from Kailua Kona’s beaches, shopping,...

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

🏖️Quiet Complex | AC & WIFI | Well-Equipped | vrKCV

vrKCV - Casa de Emdeko 311, Professionally Managed by Kona Coast VacationsCasa De Emdeko #311 – Partial Ocean View Comfort in an Oceanfront ComplexWelcome to Casa De Emdeko #311, a charming two-bedroom, two-bathroom condo located within the beloved oceanfront Casa De...

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

🏖️Fairway & Ocean Views | Updated Top Floor | AC | vrKCV

vrKCV - Kanaloa at Keauhou 405, Professionally Managed by Kona Coast VacationsPerfect Setting in Keauhou - Experience the Best of the Big IslandKey Features: Bedrooms: 2 large bedrooms, each with a king bed Bathrooms: 2 bathrooms, each with combo Tub / Shower Kitchen:...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 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

Tropical downtown suite w/private hot tub & gazebo, washer & dryer, patio

Kailua View Estates -HoeneOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A serene paradise located just two minutes from downtown, this thoughtfully upgraded five-bedroom, five-bath...

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

Keauhou Akahi Condo; Beautiful Ocean Views. Peaceful, Clean, Newly Renovated.

Fully Furnished Condo, with easy access. Our remodeled unit features recently upgraded master bedroom suite and full bath. *Free High Speed WiFi/ Internet to stay connected with streaming CATV. * Well maintained and meticulously cared for with just a few steps to the...

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

**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms

Oceanfront Escape at Kahaluʻu Bay – Premier Location on Aliʻi DriveWelcome to your oceanfront retreat overlooking the turquoise waters of Kahaluʻu Bay. This beautifully updated 3-bedroom, 3-bath home sits directly on iconic Aliʻi Drive and offers unobstructed...

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

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot...

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

Ocean-view condo with furnished lanai & pool - walk to beach & dining

Kailua Village Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy central access to the best of Kailua-Kona from this breezy, ocean-view condo at Kailua Village. Cool...

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

Kona Mansions#C211 2nd Floor, Beautiful unit/Ocean views & Air Conditioning

Knutson & Associates is proud to be representing a spectacular condo!Kona MansionsC#211 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best of Island fare, this 1 bed, 1 bath,...

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

KONA PACIFIC B-409 AMAZ OCEAN VIEW, Huge Lanai, WALK TO TOWN! Elevator, AC!!

Kona Pacific B-409 is a remodeled upper floor condo with breathtaking ocean views! The owners have extensively upgraded and made changes that every guest will absolutely LOVE!This condo has an extremely spacious lanai allowing access from all rooms: Living room, master...

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

Incredible Absolute Oceanfront Penthouse 🏝️ The Living Room Faces The Ocean! 🐠 KSR 1-305

Absolute oceanfront top floor condo with FREE AC thru-out! 3 bedrooms and 3 bathrooms - suitable for up to 6 guests. The person responsible for making the reservation must be at least 25 years of age for this property.From the moment you walk in you will see and hear...

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

Oceanfront, Beach , Pool, Wifi ,View! Relax Haw'n style #206 Portable AC

There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...

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

In Town Ocean View Condo-Walk to the Beach, Shops, Restaurants and Bars!

This top floor condo is spacious with open beam ceilings and an ocean view. It is located in the center of Kailua Kona. You can walk to the pier, to restaurants, shopping, even the bank and the grocery store are nearby. The condo has two bedrooms with California King...

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

🏖️180 degree view of the Pacific Ocean | Private Pool | Gated Community | vrKCV

vrKCV - Keauhou Estates 4, Professionally Managed by Kona Coast VacationsSunset Paradise at Keauhou EstatesWelcome to Sunset Paradise, your luxurious retreat nestled within the gated community of Keauhou Estates on the Big Island of Hawai'i. This beautifully renovated...

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

Kona Reef A12 Direct Ocean Front, Remodeled, Air Conditioning Gorgeous

Incredible Split Air Conditioning System installed in Bedroom & Living room in April 2023! Kona Reef is one of the most ideal resort destinations on the Kona Coast. Walking distance to town (less than a mile through downtown to the IronMan pier!). Experience...

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

Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air

Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. New mini split level A/C system keeps the unit cool. Watch the dolphins, whales (during winter season) surfers, and those magnificent...

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

Kailua Village 5th floor - View of Kailua Bay KV506

Kailua Village condos is located in the heart of historic Kailua-Kona Village. This condo, located on the fifth floor, is high enough to capture all of the wonderful ocean breezes and watch the gorgeous sunsets in the evening. Kailua Village Condos has a keyed elevator...

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

2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room

VIEWS... VIEWS... VIEWS... OCEAN AND WHITE SAND BEACH ALL ROOMS. THE MELODY OF SURF WAVES BREAKING ON THE SHORE ALL DAY AND NIGHT... BREATHTAKING GOLDEN SUNSETS FROM THE LANAI/PATIO AT COCKTAIL HOUR!'FREE' Unlimited Long Distance Telephone & Fax to All USA and CANADA....

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

Bungalow-Beach House

With high-end natural Travertine flooring sets the scene for relaxed beachside luxe living. Vaulted Ceilings create an airy & grand feel-magnifying & diffusing sunshine & natural light. The Chef's Kitchen affords comfortable & fun entertaining with knockout Ocean views....

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

Wonderful Oceanfront Condo 🌊 Spectacular Views From The Lanai! 🏄‍♀️ Hale Kona Kai 408

True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. The tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of sightseeing or relaxing; both bedroom and living...

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

“Great location in town close to beaches, town and ocean 2 min walk”

'Price now 115.00 daily was 135.00. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table also. Did i say location? This condo is in a 'great '...

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

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!

E Komo Mai. Let the warmth of aloha set the tone for your stay in this newly updated, 3-bed, 2-bath vacation rental, where comfort meets natural beauty. Perfect for multigenerational families, the home offers step-free access and modern amenities with an authentic...

🛏 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

Casa De Emdeko 332- Amazing Oceanview, Top Floor, AC included!

Beautiful Ocean View from this wonderful Top Floor Unit at Casa De Emdeko. Unit#332 is a great property!! You can't beat this view at this price!! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the...

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

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Welcome to your dream Hawaiian getaway—where world-class surf, vibrant marine life, and breathtaking views converge right outside your door. Located on world famous Alii Drive just south of Kona Town, our amazing home sits directly oceanfront on beautiful Holualoa...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Kailua Kona, Hawaii

Kona Shores 221 Beautiful Top Floor Corner Condo w/AC!

Kona Shores#221- Excellant, Affordable Rental, in Oceanfront Complex! This upgraded second floor condo at Kona Shores has everything you need to enjoy your time on the Big Island of Hawaii! This is a corner unit which provides an extra window with a peekaboo ocean view!...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Ohala Oasis 2 Bedroom Apartment

This cozy and clean 2-bedroom is located 15 minutes from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.This place has a...

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

Hale Nene: 5 BR Keauhou Estates Home with Pool & Ocean View

Summary:Aloha! Welcome to Hale Nene.The Space:This elegant, one-of-a-kind Hawaiian estate within the exclusive gated community of Keauhou Estates features its own private pool and relax in a warm spa tub with gentle water flow. Maximum occupancy strictly enforced in...

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

Oceanfront Stunner Condo Over The Lagoon Garden! Hale Kona Kai 311

Ocean view over lagoon garden view from the lanai (balcony). You're so close that you'll hear the ocean and see the waves come sideways into the lagoon below. Enjoy seeing the fish and turtles swim in the lagoon and the lighthouse in the distance. You will see the...

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

Ocean Front Complex 2nd floor unit Summer Special

Garden View Condo in Oceanfront Complex – Walk to Town | Alii Villas | Summer SpecialWelcome to your island retreat at Alii Villas, one of Kailua-Kona’s most desirable oceanfront vacation rental communities. This second-floor 1-bedroom, 1-bath condo offers a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Kona Condo with all the comforts of home

This condo has everything you need for a great relaxing stay in Kona. Second floor unit in Kona Bali Kai, 1 Queen bed with new mattress and a queen size sleeper in living room. Kitchen fully equipped so you can stay in and cook if you prefer. Have your morning coffee on...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

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

2 BEDROOM, 2 BATH ON THE GOLF COURSE WITH OCEAN VIEWS!

You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...

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

Cozy condo w/ ocean views across iconic Kahaluu Bay. Sleeps 4, pool, + BBQ! 102

Kahaluu Bay Villas #102 is located across the street from the iconic Kahaluu Bay. This two-bedroom, two-bathroom condo has it all. Enjoy an open layout of the living area, kitchen, sit-down dining table, and more. Sit on the large lanai and enjoy the ocean views.Upon...

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

🤿 Styling Oceanfront Condo! 🌅 - Hale Kona Kai 303 🐢

True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. Any closer and you would be swimming. View the tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 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

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