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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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

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

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

Kona Mansions D-226 | Condo in Kailua-Kona

Kona Mansions D-226Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo's convenient location right off Ali'i Drive leaves you within a mile of local bars, restaurants, and...

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

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

Craving ocean views that whisk you away from the hustle and bustle of your day-to-day life? Longing to wake up with a cup of freshly brewed Kona coffee with sights of breaching humpback whales and jumping spinner dolphins in the distance? When you reside at Kona...

🛏 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

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

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

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

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

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

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

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.Keauhou Gardens 11-101 is a privately owned unit with access to all the...

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

New Listing. Oceanfront condo with breathtaking ocean views.

Welcome to Sea Village, your recently remodeled oceanfront retreat on the picturesque Kona Coast. This 2-bedroom, 2-bathroom condo offers breathtaking 180-degree views, making it the perfect getaway for relaxation and adventure. Nestled along Alii Drive, this condo is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 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

Watch Waves from Lanai w/Wet Bar! Full Kitchen, WiFi, TV, Washer/Dryer Kanaloa 2902

This cute one-bedroom suite overlooking the Pacific Ocean is perfect for a romantic retreat or casual vacation in paradise. Read a book, enjoy your morning coffee, or dine al fresco on your tiled furnished lanai with wet bar. The full-size galley kitchen has a ceramic...

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

Lush View in Sunny Kona-Keauhou! Kitchen Ease, Lanai, Laundry, WiFi, TV Kanaloa 1204

Kanaloa at Kona - Unit 1204: Enjoy everything Kanaloa has to offer in this one-bedroom, one-bathroom suite with views of the property’s lush landscaping and nearby fairways. Enjoy your morning coffee or an afternoon Mai Tai, on your furnished lanai with a wet bar and...

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

Remodeled boho island-style condo across from Banyan Surf. Pool, BBQ, and more!

Bali Kai 243 has been remodeled and has a boho, island-style theme. Enjoy this one-bedroom, one-bathroom unit across from the famous Banyan Surf spot. The amenities include a pool, beachside BBQ and more at this complex. Turn your moments into memories!Upon entry, you...

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

Ocean’s Edge w/Sunset View Lanai! WiFi, Modern Kitchen, TV, Washer/Dryer Kanaloa 2001

Spectacular views and spacious living make this two-bedroom, two-bathroom, ocean-side suite the perfect Big Island retreat for you and your friends and family, sleeping up to 6 people. Relax on your furnished lanai as you enjoy the sounds of the waves breaking on the...

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

Discover tranquility in Keauhou! 2-bed, 2-bath ground floor unit, garden views

The Keauhou area of Kailua-Kona Hawaii is a tropical paradise that boasts beautiful coastlines, stunning ocean views, and a rich cultural history. And what better way to experience it all than by staying at this beautiful vacation rental!As soon as you step inside this...

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

Spacious 3-bed, 3-bath condo w ocean and golf course views, ideal for relaxation

Come enjoy your vacation at Keauhou Punahele #E301! This three-bedroom, three-bathroom condo has high ceilings, an open layout, and a large lanai. Relax and take in the ocean and golf course views, fully stocked kitchen, smart television, and fast WIFI.Upon entry into...

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

2-story ocean-view condo with 2 lanais, central AC, pool & hot tub - near Honl's

Wai Aha AlohaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Greet each morning with a gorgeous view of the Pacific Ocean, swaying palms, and the community pool just below at this...

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

Magic Steps away and the Ocean Sings a Lullaby In Front of Your Studio

THE CLOSEST OCEAN FRONT SUITE to MAGIC SANDS BEACH! This special space is a Magical Tiki Ocean Front Paradise, and you can't get any closer than this Big Island Getaway. Watch the Tangs roll in the waves and see the boogie boarders and surfers at the beach. You can even...

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

5 STAR LOCATION! MODERN 2Bdrm/AC/WALK TO BEACH

BEAUTIFUL, MODERN, SPACIOUS SUITE W/ SPLIT ACS*Enjoy the privacy, convenience, and spaciousness (730 sf) of your own PRIVATE SUITE on 2nd floor !5 STAR LOCATION in KONA TOWN!*Fully equipped wet bar, dining/living room, bathroom*Induction cooktop, micro, toaster oven,...

🛏 2 Bedrooms
🛁 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

Oceanfront Resort Perks+Suite w/Full Kitchen, Washer/Dryer, WiFi, Lanai, TV Kanaloa 3401

This charming one-bedroom, two-bath unit will have you feeling relaxed in no time! You’ll have a wonderful view of the bay from your furnished lanai with a wet bar. Enjoy morning coffee or an evening glass of wine as you look out at some of Kona’s most beautiful...

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

Luxury Kailua-Kona: Kona Mansion 120-B Ocean/Timeless Sunset Views Awaits You

Experience the timeless magical views of Hawaii Big Island Ocean views in this spacious charming condo with 1-bedroom, 1-bathroom, fully furnished vacation rental in the heart of Kailua-Kona. Centrally located just moments away from top attractions/restaurants like Kona...

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

New! Kailua-Kona Stunning House w/ Ocean Views & Infinity Pool

Welcome to Hale Luana, your dream vacation rental with extraordinary ocean views in a reimagined and refreshed Kona home. Located at the pinnacle of the highly regarded Iolani subdivision, this oasis offers the perfect island getaway with convenient access to Kailua...

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

Oceanfront Kailua-Kona Islander Studio w/ Lanai!

Switch into island time the second you land on the Big Island of Hawaii and get settled into your tropical home-away-from-home in the Kona Islander Inn. This Kailua-Kona vacation rental studio features 1 bathroom, a well-equipped kitchenette, a private lanai, and a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Cozy studio with a shared pool, hot tub and grill area, steps from the beach

Kona Bali Kai 263Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat...

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

Spacious Entire Home w/ Heated Pool, 180-Degree Ocean View & 7 mins to Beaches!

Welcome to Phil's Kupuna home! * Escape to paradise in this spacious, coastal retreat, where relaxation meets productivity. Featuring a swimming pool, 180-degree ocean views, and an office room perfect for remote work, this home offers the ideal blend of comfort and...

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

Updated 2nd-floor condo in heart of Kona with lanai, pool, grills

Kalanikai 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This nicely updated, second-floor condo (no elevator) is in the heart of Kailua-Kona and is perfect for a romantic...

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

Kailua Studio w/ Pool Access & Garden Views!

Indulge in paradise when you stay at this vacation rental studio in Kailua! Located at Kona Islander Inn, the home has a queen Murphy bed and 1 bathroom. Take advantage of great community amenities including a hot tub, or stroll across the street to sunbathe at the...

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

Coastal condo w/ breathtaking ocean views, shared pools, WiFi

Country Club Villas 234Our 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 ocean-view condo nestled along the iconic Ali'i Drive...

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

High Upgrades and Views W/TV and Washer/Dryer-Kanaloa

Kanaloa at Kona unit #2901: Whether you’re looking for a romantic retreat or a place to unwind and rejuvenate, this one-bedroom suite will satisfy your desires. Gaze out at the stunning Pacific Ocean from your furnished lanai that seats four guests and features a wet...

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

Kailua-Kona Condo w/ Balcony: Walk to the Beach!

Indulge in an unforgettable escape when you stay at this 1-bedroom, 1-bath condo in Kailua-Kona. Less than a half-mile away from a shopping village and tons of oceanfront activities, this vacation rental invites you to embrace the Aloha Spirit of Hawaii. Peruse local...

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

2 bedroom 1 bath cottage 10 minutes from beach

Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...

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

OUTSTANDING OCEANFRONT STUDIO - KONA ISLANDER INN CONDOS by RedAwning

**COMPLETELY REMODELED - DOWNTOWN,** TAKE A LOOK, YOU WILL WANT TO STAY HERE,HAS QUEEN SIZE MURPHY BED.KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZEMICROWAVE, FULL FRIDGE, ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE**, **FULL SEPARATE BATHROOM WITH DOUBLE...

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

Upgraded Chic Condo with Lush Gardens!

Aloha and welcome home to the Keauhou Resort! This chic split-level condo with luscious garden views has everything you need for the perfect Hawaiian vacation. Indoors or outdoors, the choice is yours as this home offers an open concept floorplan that seamlessly...

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

Charming 2-bedroom Oceanview Condo in Welcoming Kailua-Kona with WiFi, AC

Oceanview two-bedroom, two-bath condo located in the heart of Kailua-Kona. Stunning heated pool, hot tub, and sun deck perfect for soaking up Hawaiian sunshine! From the private balcony enjoy an unforgettable view of Kona's deep blue ocean. Central AC throughout the...

🛏 2 Bedrooms
🛁 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

Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona

Welcome to your dream getaway at Kona Reef. This newly renovated, modern 1-bedroom, 1-bathroom condo offers breathtaking ocean and beach views, creating the perfect escape for couples or solo travelers seeking relaxation and adventure.Why You’ll Love Opihi Suite✔...

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

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