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.

List
Map

Bikes, Yoga Session, Pool & Garden Peace – All You Need for an Island Recharge

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Live the Island Life: 2 Modern Rooms, Pool, Bikes, Daily Poolside Yoga

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Island Base w/ Pool, Daily Yoga & Urban Bikes – Relax or Adventure Freely

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Soak, Stretch, Explore – Pool, Yoga & Bikes Ready for Your Island Days

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Pool, Bikes, Daily Yoga – The Ultimate Getaway

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Bikes by Day, Stars by Night—Island-Modern Stay with Pool & Perks l 2 Rooms

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Discover a Stay with Built-in Island Calm: Pool, Yoga, Bikes & Explore Parks

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Wake Up to Wellness: Garden Yoga, Pool Dips & Bike Rides Included

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Laid-Back Luxury: Poolside Days & Island Exploration by Bike

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Peaceful Hideaway with Pool, Bikes & Perks

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Lush Garden Retreat l Pool, Urban Bikes & Curated Island Experiences

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

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

Kona Kai - Big Island - Perfect Location! Steps to cafes, shops, and waterfront!

Welcome to a perfect Big Island vacation at Kona Kai! Centrally located condo in the heart of Kona - a short walk to waterfront, cafes, shops, and the charm of town. Relax, explore, soak up the island lifestyle in this ideal home base. Short drive to the best beaches...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Hillside Villa 6102 by Gather: Hualalai Villa w/ Ocean Views, Lanai & Pool

Important Resort Notices • Each December, Hualalai Resort holds its annual Chairman’s Club event. • Each January, Hualalai Resort hosts the Mitsubishi Electric Championship.These events will result in temporary modifications to guest access at select resort amenities....

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

Ocean-View Studio • King Bed • AC • Pool/Hot Tub

Welcome to your cozy studio condo, perfectly situated across the street from the renowned Banyans Beach. This charming retreat offers everything you need for a relaxing Hawaiian getaway. Very peaceful, centrally located in Kailua Kona, the condo complex itself includes...

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

Kona Bliss. Immerse yourself in tropical tranquility. Short walk to beach.

Consider this house your home away from home while you visit Kailua-Kona. This fantastic three-bedroom retreat features a king bed, a queen bed, and 2 twin beds, comfortably accommodating guests of all kinds. With three bathrooms, everyone enjoys their own space and...

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

🌴Hale Honu | A Diver's Paradise Awaits | Pool | Ocean Views | Renovated Master🌴

Reviews (57)

Welcome to Hale Honu, Experience elevated island living in this beautifully designed 2-bedroom, 3-bath ocean-view retreat, ideally located in sunny Kailua-Kona. Thoughtfully crafted to capture the essence of Hawaii, this home offers a seamless blend of modern comfort...

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

🌴Panoramic Ocean Views • Private Pool + Spa • AC • 4BR Kona Retreat Sleeps 10🌴

Welcome to Hale Mahi'ai, your private island escape—where luxury, comfort, and breathtaking natural beauty come together.This stunning 4-bedroom home offers the perfect balance of seclusion and convenience. Hale Mahi'ai is tucked away in a quite Kona neighborhood while...

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

Kona Pacific E629: Beautifully Remodeled condo, Walk to Town, Elevator, AC

Welcome to Kona Pacific E629 — Where Space, Comfort, and Island Living Come TogetherTucked away on the cool side of the Kona Pacific complex, this beautifully remodeled 6th-floor residence invites you into a completely elevated Big Island experience—where thoughtful...

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

Fabulous 2-bedroom 2-bath in Royal Sea Cliff Resort in sunny Kailua-Kona

Make this condo your home away from home while you visit Kailua-Kona. This lovely space features two bedrooms with a king and a queen bed, plus a living room with a sofa bed for extra guests and a balcony. Two bathrooms, makes getting ready a breeze. The condo stays...

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

Kksr#4303 Direct Oceanfront, Top Floor, Ac, Remodeled, Sleeps 8

Reviews (1)

OCEANFRONT PERFECTION, TOP FLOOR VIEWS, PANORAMIC KONA COASTLINEFrom the moment you walk through the door, the ocean takes over.Perched on the top floor at Keauhou Kona Surf & Racquet Club (Unit 4-303), this is true direct oceanfront living—no roads, no obstructions,...

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

🏖️Across from Magic Sands | Top Floor Condo w/ AC

Across from Magic Sands | Top Floor Kona Condo w/ ACAcross from Magic Sands Beach 🌊Top-floor condo with no-stairs access + central ACPartial ocean views + sleeps 5 comfortably*interior photos available mid JuneWhy Guests Love This CondoDirectly across from Magic Sands...

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

Charming Surfer's dream Hawaiian Home near Lyman Beach on Ali'i Drive

Reviews (19)

This Property used to be listed under another account as listing number 3653160. Same property - New listing number. Check out this charming family Hawaiian Hale that is full of Aloha near Lyman beach which is located in the heart of Kona. This single family home has...

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

Two 2BR Condos, Pool, Hot Tub, Prime location

Enjoy professionally managed apartments with:- Front desk for assistance- Hotel-style amenities: Gym, pool, hot tub- Prime location: ½ mile from downtown Kihei, shops, restaurants, beaches, food trucks, and farmers' marketsThese are two separate 2-bedroom timeshare...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Comfortable Peaceful Paradice 2 BDR 1King 2 Twin Kona walk to beach or trolley

Stay comfortably in Kailua-Kona at this charming 2-bedroom condo. The space features one king bed and one twin bed, perfect for a small group or family. Guests enjoy a cool and refreshing atmosphere thanks to air conditioning, while the well-equipped bathroom includes a...

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

Keauhou Punahele B-207 Ocean Views, Spacious Lanai, Personal BBQ, No Stairs

Sunsets & Oceanview Escape at Keauhou Punahele B-207 – 2BR/2BA Vacation RentalTucked into the heart of Keauhou, where the pace slows and the ocean becomes part of your daily rhythm, Keauhou Punahele B-207 offers a stay that feels both effortless and elevated. This...

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

Luxury condo, side ocean view walk to town

Stay in this beautifully renovated, stylish side ocean view condo in the heart of Kailua-Kona — steps from Kailua Pier, downtown, and Kamehameha Beach.Relax on your private lanai surrounded by greenery, perfect for morning coffee before heading out for a swim.Located in...

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

Kona Alii 609 - Ocean View Kona Condo | Walk to Beach & Town | AC

Reviews (49)

Hala Kahiki Retreat – Ocean View in the Heart of Kailua VillageWhat comes to mind when you think of Hawaii? Swaying palm trees, blue ocean, volcano adventures, beach days, shave ice, and Kona coffee? Welcome to Hala Kahiki Retreat, your home base for experiencing all of...

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

Surf & Racquet 3-301 Oceanfront 3BR Penthouse | Views, Lanai, AC

Reviews (137)

Oceanfront 3BR Penthouse w/ Lanai, Sunset ViewsNO AC AT THIS TIME. NEW EQUIPMENT IS ON ORDER.Imagine falling asleep to the sound of waves and waking up to panoramic ocean views in this rare 3-bedroom, 3-bath oceanfront condo in beautiful Keauhou. Located just 50 feet...

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

Banya Tree 304 - Oceanfront Kona Condo w/ Views, Pool & Lanai

Reviews (40)

Oceanfront Escape at Banyan Tree 304 – Stunning Kona ViewsWelcome to Banyan Tree 304, your private oceanfront retreat on the beautiful Kona Coast of Hawaiʻi's Big Island. This spacious 2-bedroom, 2-bath condo offers unobstructed panoramic views of the Pacific Ocean from...

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

Kona Alii 711 - Oceanfront Kona Penthouse w/ AC | Walk to Town

Reviews (78)

Experience the best of Kailua-Kona from this beautifully renovated penthouse at Kona Alii, located directly across from the ocean in the heart of historic Kailua Village. This stunning 2-bedroom, 2-bath top-floor condo offers modern comfort, island style, and unbeatable...

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

Hale Kai at Kona Isle

Reviews (19)

Welcome to Kona Isle D2, a stunning oceanfront condo located in the heart of Kailua Kona, where breathtaking views and island charm await you. This one-bedroom, one-bathroom retreat is perfect for couples or small families, offering a cozy yet spacious ambiance with...

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

Amazing condo in beautiful Kailua-Kona! Ocean-Front, right on the water's edge.

Unwind and relax, watch the dolphins swimming by, as you sit at the ocean's edge on this condo's lanai. This tranquil condo provides guests with a welcoming and soothing space. Whether you're relaxing indoors or stepping out to explore the Big Island, this spot offers a...

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

Kona Magic Sands#305:Top Floor,Direct Beachfront, Washer/Dryer in unit

Reviews (47)

Kona Magic Sands #305 Oceanfront Living at Its BestThere’s something special about waking up right on the ocean…Not just seeing it, but feeling it.At Kona Magic Sands #305, the Pacific is your backdrop from the moment you open your eyes. The rhythmic sound of waves...

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

🏖️Walk to Historic Kailua Village | Kona Pacific C317 w/ A/C & Large Lanai

Walk to Historic Kailua Village | Kona Pacific C317 | 1BR Condo w/ Large LanaiRelax in the heart of Kona. Kona Pacific C317 is a spacious 1-bedroom, 2-bath condo just a short walk from Historic Kailua Village. Enjoy garden views from the large private lanai, easy access...

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

Kona Pacific E735 - wraparound lanai

Reviews (53)

You'll enjoy your stay at Kona Pacific E735 where you will find a fully equipped kitchen, living area with queen sized sleeper sofa, free private Wifi, telephone and guest bath. The master suite includes sliders to the wraparound lanai, private bathWelcome to Kona...

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

Kona Pacific B411 - Garden View Kona Condo | Walk to Town & Ironman

Lovely views & in-town location. Walk to Alii Drive shops, cafes & activities. A new "home away from home" for the owners, they have installed new flooring, renovated baths, kitchen & new flooring. Welcome to your beautifully remodeled home away from home in sunny...

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

Kalanikai 208 – In-Town Kona Condo w/ Ocean View & AC

Reviews (30)

Welcome to Kalanikai 208, your ideal island retreat in the heart of Kailua-Kona! This bright and breezy 1-bedroom condo is perfectly located just one street above iconic Ali'i Drive, placing you within easy walking distance to beaches, restaurants, shops, and historic...

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

Kanaloa 2202 - Oceanfront 2BR Condo w/ Lanai, Pools & Views

Reviews (36)

Oceanfront Keauhou Condo w/ Lanai & Sunset ViewsRelax and unwind in this spacious oceanfront 2-bedroom, 2-bath condo in the highly sought-after Keauhou resort area. With stunning shoreline views and the sound of waves just steps away, this is your perfect Big Island...

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

Kona Oasis | Very Close to the Ironman Start and Finish

Reviews (53)

KONA OASIS at Kailua Bay Resort – Walk to Everything in Kona!Experience the best of island living from this top-floor 2-bedroom, 2-bath condo in the heart of Kailua-Kona. Located just steps from Kailua Bay, you can easily walk to the pier, sandy beach, oceanfront...

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

Keauhou Surf & Racquet 7-101 - Walk to snorkel

Reviews (47)

Relaxing Keauhou Condo w/ Golf Course Views | Walk to SnorkelingEscape to paradise at this peaceful 2-bedroom, 2-bath condo in the highly sought-after Keauhou Surf & Racquet Club on the sunny Kona Coast. Nestled on 16 oceanfront acres, this ground-floor unit offers no...

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

Kona Pacific A202 - Oceanview Kona Condo | Walk to Town & Ironman

Reviews (57)

Enjoy the best of historic Kailua Village from this spacious, ocean-view 2-bedroom, 3-bath corner condo in the heart of town—close to the Ironman start/finish line, making it an ideal stay for athletes and spectators alike.This end unit offers added privacy and...

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

2x2BR in Tropical Hawaiian Resort Paradise

Close to scuba diving, surfing, and more, this smoke-free condo brings it all within reach. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 7-minute walk to Honl's Beach, or easily tackle the...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

2BR just 1.6 mi from the Ironman Run Course

Perfect for Ironman! Nestled in Kailua-Kona, this spacious, professionally managed suite offers modern amenities with a Hawaiian touch. Just 1.6 miles from the Ironman starting point, nearby beaches, and local attractions, it’s the ideal spot for athletes and families.•...

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

2BR on Ironman Run Route, Pool & Hot Tub Access

A short distance from scuba diving, fishing, and more, this smoke-free apartment lets you experience it all. Honl's Beach is an easy 6-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of...

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

2BR Condo, Pool & Hot Tub Access

Your cozy apartment is close to Ali‘i Drive’s, oceanfront dining, boutique shopping, and tropical displays.- Beach in minutes, then unwind in the pool and hot tub.- Wrap up the day with a golden sunset and island carols, tropical magic, unlocked.Experience the comfort...

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

Two 2BR Condos, Pool, Hot Tub, Prime location

A short distance from scuba diving, fishing, and more, this smoke-free apartment lets you experience it all. Honl's Beach is an easy 6-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Country Club Villasn 141 - Keauhou Golf Course Condo w/ Ocean Views & Lanai

Reviews (28)

Enjoy the best of Keauhou living at this renovated ground-floor 2-bedroom condo overlooking the Keauhou Country Club Golf Course with beautiful ocean views. The spacious lanai and garden area are perfect for morning coffee or sunset relaxation.The condo features an...

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

Island Comfort: 2BR at Wyndham Kona Coast Resort

Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...

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

Showing 33 of 39 pages.