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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Casa De Emdeko Condo w/ Pool A/C & Ocean Views

Summary:Casa De Emdeko is a great place to stay on the Big Island of Hawaii. This 1 bedroom/1 bathroom home can accommodate up to 3 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Welcome to Casa De Emdeko! Built in 1969, this...

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

Oceanfront Condo 🌅 Large Wrap-Around Lanai Almost Hanging Over The Ocean! 🐳 Hale Kona Kai 413

Full Renovation Completed in October of 2024! Enjoy true comfort and class in this absolute oceanfront condo with large wrap-around lanai, providing a generous outdoor space and expansive ocean view. A stunning walk-in shower with custom tile work, open kitchen design...

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

Keauhou Punahele#D-103 Ground Floor, Spacious Lanai, Personal BBQ, VERY Quiet

Keauhou Punahele#D-103 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom. It's equipped with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 KONA, Hawaii

Fourth-floor condo with free WiFi, furnished lanai, shared pool

Kona Pacific C421Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a private, covered lanai with treetop views and a warm and colorful interior, this single-level Kona condo...

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

🏖️Spectacular Ocean Views | Close to Town | Free Concierge | vrKCV

vrKCV - Sea Village 3112, Professionally Managed by Kona Coast VacationsExperience the beauty of oceanfront living in this charming 2-bedroom, 2-bath island retreat, perfect for a relaxing Hawaiian getaway. Comfortably accommodating up to four guests, this home offers...

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

Classic island condo w/ partial ocean view, & shared hot tub & pool

Kona Bali Kai #366Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...

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

Charming Kailua-Kona Apartment Near Hiking & Golf!

Head to the Big Island of Hawaii and relish the ocean breeze at this coastal retreat! With 1 bedroom and 1 bathroom, this vacation rental offers a relaxing respite for couples looking to experience island life. Spend your days swimming at Kamakahonu Beach, traversing...

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

5 star review gorgeous private pool/spa with ACs close to beaches

Aloha and welcome to Kilohana Hale. This beautiful house is located in an upscale peaceful neighborhood. Kilohana Hale is only minutes away from Magic Sand Beach, Kahaluu Beach Park, and downtown Kailua-Kona. This 5 bedroom2, 4.5 bathrooms, ocean view home can...

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

Oceanview 1BR- Top Floor Elevator access - see video tour -WiFi and free calling

This is a top floor oceanview unit with an excellent ocean view and overlooks the pool area. It is one of many of the nicer units we own or manage, including two bedroom ocean front units, 1 bedroom ocean front units, and 1 bedroom ocean view units. It is fully equipped...

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

Kailua-Kona Vacation Rental - Walk to the Beach!

Soak up some much-needed serenity when you stay at this 1-bathroom studio vacation rental perfect for couples looking for a romantic beachside escape! Start your mornings with a peaceful breakfast on the lanai as you overlook the idyllic community pool before venturing...

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

Kona Reef F13 - Nicely Renovated - Ocean View - Free WiFi, 3 minute walk to town

You have just found your vacation spot in Paradise! Sit back and enjoy the spectacular, crystal blue and balmy Pacific Ocean.This one bedroom, one bath, Ocean View condominium is on the second floor of the F building with fabulous ocean/sunset views. It is wheelchair...

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

GOLF COURSE UNIT - NO STAIRS!

Walk right out of your condo onto the spacious covered lanai just feet away from the beautiful Keauhou golf course with an ocean view across the course, you will never want to leave! Roomy 2 bedroom, 2 bath (end unit)condo with parking nearby, and no stairs. Located at...

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

Enjoy the sunset OCEAN FRONT 1BR Apt-Pool on-site!

Summary:Ali'i Villas on Hawaiʻi island is home to some of the most pristine waters in the world. With a pool facing epic sunsets, nestled on top of natural volcanic rock, adjacent to the bustling, yet calm Kailua Kona town; Kona Shores awaits. The one bedroom, one bath...

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

Kona Mansions D231: Cozy Oceanview Condo w/ AC, Shared Pool & BBQ Area

Kona Mansions D231 invites you to wake up to wide ocean views and the sound of waves in the heart of Kailua-Kona. This two-story, two-bedroom vacation condo blends comfort with convenience, offering a private lanai, updated interiors, and a prime location just steps...

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

Ideally Located Condo w/ AC & Shared Pool - Walk to the Beach & Downtown

Kona Mansions E-334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a wonderful location near the heart of Kailua-Kona, this one-bedroom condo at Kona Mansions provides a...

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

Sea Village 4108: Oceanfront 2BR Condo with Pool, Near Downtown Kona

Every amenity is at your fingertips in this recently remodeled two-bedroom, two-bathroom condominium, which comfortably accommodates up to four people. Sip Kona coffee from the lanai while enjoying views of the sparkling ocean. Beautiful ocean views greet you the minute...

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

KONA WESTWIND#6 INCREDIBLE OCEAN VIEWS, CORNER UNIT

******SPECIALS FOR LAST MINUTE BOOKINGS*******20% OFF PER NIGHT FOR BOOKINGS WITHIN 1-14 DAYS OF ARRIVAL - COUPON CODE: KW6LAST2010% OFF PER NIGHT FOR BOOKINGS WITHIN 15-28 DAYS OF ARRIVAL - COUPON CODE: KW6LAST10Kona Westwind #6 is a 2 bedroom, 2 bathroom private...

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

Luxe Family Fit! Great Ocean View, Gourmet Kitchen, Laundry, Lanai, WiFi, TV Kanaloa 3704

Castle Kanaloa at Kona #3704 - Distinguished guests will swoon over this amazing two-bedroom two-bathroom suite with a loft in gorgeous Kanaloa. Enjoy breathtaking views where the Pacific Ocean meets a black sand bay from your covered, tiled lanai with a wet bar and...

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

Oceanfront condo with washer/dryer, pool, hot tub & views

Kona Bali Kai #321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's all about the location at this single-level, oceanfront condo on Hawaii's west coast! Inside this classic...

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

🏄New Top Hawaii Oceanfront 2BR/2BR with White Sand Beach🌊 - Kona Bali Kai 206

Breath in that Beautiful Ocean Sprayfilled Air at this Oceanfront 2nd Floor Amazing Condo with Lanai Boasting Stunning Sunsets & Vews of the Kona Coast. Excellent proximity to Kona Town, golf, Ali'i drive beaches. Whales, surfers, spinner dolphins and sea turtles all...

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

Ocean Views! Kona Country Club Villas 229

This vacation rental is professionally managed by ResorticaHawaiiKona Country Club Villas #229Please scroll down for detailed informationBedroom Configuration:Master Bedroom: King Bed Guest Bedroom: Queen BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of...

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

Hale Kona Kai 412 absolute oceanfront condo with wrap around lanai

Welcome to Hale Kona Kai 412, a stunning oceanfront condo at the top corner of the building that promises an unforgettable getaway in the heart of Kailua Kona. This completely remodeled modern unit is perched on the top floor, offering breathtaking views of the Pacific...

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

Sunsets+Space+Style! Gourmet Kitchen, Wet-Bar Lanai, WiFi, Washer/Dryer, TV Kanaloa 2905

Lay back and relax in this cute island-style two-bedroom two-bathroom oceanfront suite. Take in views of the vast Pacific Ocean from your furnished lanai with a wet bar—the perfect spot to entertain friends and family. You’ll also love the modern features of this...

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

Hi-Style Condo w/Fantastic Fairway Views, Wet Bar, Kitchen, AC, WiFi, Flat Screens+Laundry–Kanaloa a

Castle Kanaloa at Kona #601 - “Above par” bliss defines this 1,850sf high-style suite with ground floor lanai steps from your favorite hole! Perks play out with a modern kitchen, wet bar, AC, WiFi, washer/dryer, flat screens, ceiling fans, and master bath with...

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

New Listing! Two bedroom, two bathroom condo in heart of downtown Kailua-Kona

Experience paradise with this two bedroom, two bathroom condo in downtown Kailua-Kona. The condo is located in close proximity to numerous restaurants, shopping boutiques, and other downtown attractions that the beautiful location has to offer.This one story condo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 100
📍 Kailua-Kona, Hawaii

New Listing. Oceanfront condo with breathtaking ocean views.

Welcome to Sea Village—your oceanfront retreat on the picturesque Kona Coast, now featuring two beautifully remodeled bathrooms for an extra touch of luxury! This 2-bedroom, 2-bathroom condo offers breathtaking 180-degree ocean views, making it the perfect getaway for...

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

Lovely oceanfront villa with pool, hot tub & lanai

Kona Bali Kai #207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you spend your time splashing around in the surf of the nearby beaches, sightseeing the downtown area, or...

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

Kona Alii | Oceanview Pool Shops & Restaurants

Summary:The Kona Ali’i is a charming vacation rental perfectly situated on Alii Drive, close to Coconut Grove Marketplace known for the vibrant Kona nightlife. Located directly across the street from Water’s Edge, this unit offers the ultimate convenience of being...

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

DELUXE APT BY THE OCEAN!! BEST LOCATION!

PERFECT LOCATION! We are close to everything! 15 mins drive from airport and 5 mins walk to the ocean. We offer free designated parking wifi, beach towels, full kitchen, cookware and dinnerware, shampoo, conditioner and hairdryer for you.We are also close to farmers...

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

Pacific Edge Bliss+Island Style! Luxe Kitchen+Bath, Lanai, WiFi Laundry, TV Kanaloa 1704

Castle Kanaloa at Kona Resort #1704 - Experience pure bliss in this two-bedroom two-bathroom suite with a loft and oceanfront view. It doesn’t get any better than waking up to the sound of the waves crashing against Big Island’s infamous lava rock shoreline. This...

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

Spacious & Peaceful 2 BR condo w/ Strong wifi in Kona town

Aloha, our spacious 2bedrooms downstairs apartment with full bathroom is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in downtown Kona area, but in a quiet subdivision, you will find yourself perfectly situated within all the...

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

Kona Isle Oceanfront Condo w/ A/C!

Summary:Absolute oceanfront! Hear the waves and watch the sea from this corner unit condo on the 3rd floor. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The living room is furnished with seating around a TV, and comes with access to...

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

KKSR#185 DIRECT OCEANFRONT TOWNHOME! NEWLY REMODELED!

**DIRECT OCEANFRONT LIVING AT IT'S FINEST!** Townhome#185 is an amazing DIRECT oceanfront property at a amazing value. Enjoy the privacy of a townhome. Living area & Kitchen downstairs, bedrooms upstairs. Wifi, Beach gear available to you for your convenience! The...

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

Kona Kai B2, walking distance to the starting line of the world famous Ironman Triathlon

Located approximately 200 yards from the start and finish of the Ironman World Championship, Kona Kai puts you right into the heart of Kona. Shopping, dining, entertainment, swimming, snorkeling, surfing are all within 1/2 mile of this property. The pool at the complex...

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

Casa De Emdeko | Pool A/C & More!

Summary:A small family will love this recently upgraded Kailua-Kona condominium. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Welcome to Casa De Emdeko! Built in 1969, this charming and well-loved property is full of character and...

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

Oceanfront condo with shared pool, hot tub, beach access & private balcony

Kona Bali Kai #351Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Big Island is just waiting to make your next vacation one for the books here at Kona Bali Kai #351. Sitting...

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

Kona Bali Kai studio w/pool, spa, & WiFi - steps to Banyan Surf Beach

Kona Bali Kai #234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'As part of the exclusive Kona Bali Kai Resort, this updated studio features a private balcony. Take a dip in the...

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

Kona Nates Ocean View Escape

Welcome to my Ocean View Escape! Located in the heart of Kona, you will have an unobstructed view of the West Hawaii sunset every night! From the kitchen you can even see the sunrise over the mountains every morning. Located in Downtown Kona, you can walk to all of the...

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

Sunny oceanfront condo with hot tub, pool, balcony & washer/dryer

Kona Bali Kai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel at home even while you're visiting the island with this bright condo! Step out onto the balcony and take in the...

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

Spacious 1 BR/1 BA Keauhou Gardens condo at Kona Coast Resort

Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres of beautifully landscaped tropical Gardens.Recent upgrades include new stovetop, microwave, and oven. New dining room...

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

Oceanfront townhouse at Keauhou Surf and Racquet

Oceanfront island-style townhouse at Keauhou Surf and Racquet that boasts stunning views! Enjoy this two-bedroom, two-bathroom with a large lanai to enjoy sunsets and morning coffee. Enjoy the amenities of the complex; BBQ, pool, tennis, and more!Inside the property...

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

Surf & Racquet Club #24 | New Beds, New You!

Summary:This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This property includes a very private lanai, remodeled kitchen with granite counters, ductless split air...

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

Kona Pacific - Convenient to downtown Kailua Kona

Nestled in a beautifully landscaped complex, The Kona Pacific E633 is conveniently located in the heart of the Historical Kailua Village area of Kona. Enjoy the convenience of a washer/dryer in the unit and FREE parking. The walkway to the building, devoid of stairs and...

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

Kona Isle B31 Top Floor, Oceanview, & AC!!!

B31 at the Kona Isle is an amazing top floor condo in building B. This corner unit has had considerable upgrades made by the home owners that include: All New Furniture, Vinyl Plank Flooring throughout-No more carpet!, Quartz Countertops in Kitchen, Cabinet Upgrades,...

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

KONA MAKAI#2-303: BEAUTIFUL TOP FLOOR OCEAN VIEW IN OCEANFRONT COMPLEX W/AC!

Unit#2-303 is a excellent top floor unit with a loft, Enjoy gorgeous views of the ocean, waterfront pool, and tropical landscaping!The Kona Makai is a beautiful, sunny, highly sought after Ocean Front Complex located on famous Ali'i Drive just 1.3 miles from Kailua...

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

Holua Kai #20: Tropical Ocean View Retreat at Holua Kai w/ Private Pool/Spa & AC

Holua Kai #20 welcomes you to a refined coastal retreat along the Kona Country Club’s Makai Golf Course, where sweeping ocean vistas meet the comfort of a gated, pedestrian-friendly community. Designed for both relaxation and connection, this two-story home blends...

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

The Ocean- Cozy Condo in the heart of Kona

Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, New...

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

Kona Islander Inn#309: Downtown Kona, Walk to everything, Remodeled Studio

Welcome to "Breezy Palms" your charming remodeled studio in the heart of downtown Kailua-Kona! This stylish and modern retreat offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA KONA, Hawaii

2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything

Aloha, our spacious 2bedrooms, full bathroom with full equipped kitchen is the perfect place to call home as you enjoy the Big Island of Hawaii. Fully fenced around the property with key code to enter, guests will feel more private staying at MaiLan Hale . Located in...

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

Keauhou Akahi 312: Oceanview Condo w/ Shared Pool, Spacious Lanai & BBQ

Set above the Kona Coast, Keauhou Akahi 312 offers a spacious and practical retreat with panoramic views of the Pacific Ocean and Kona Country Club golf course. This third-floor condo blends comfort and convenience with an elevated perspective of Keauhou Bay, where you...

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

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