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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NEW LISTING Kailua-Kona 3-bedroom, 2-bath single-family home Ocean & Sunset View

Immerse yourself in the enchanting allure of Kailua-Kona at our 3-bedroom, 2-bath single-family haven, offering you panoramic views of the endless ocean horizon. Every detail has been meticulously attended to, including newly installed split AC units in every room, new...

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

Fabulous Oceanfront Two Bedroom w/Huge Lanai & Central A/C!

SPECTACULAR ABSOLUTE OCEANFRONT 2 Bedroom 2 Bathroom condo in Kailua-Kona!! The spacious lanai starts and ends your day in paradise. Enjoy your morning coffee and relax to the sound of the surf while watching whales (in season), spinner dolphins, outriggers, and the...

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

LOCATION, LOCATION, LOCATION!!! Hawaiian Paradise Condo w/ Hot Tub, Pool & Beach

LOCATION, LOCATION, LOCATION!! Luxury Ocean Themed Garden Condo with Hot Tub and Pool right across the street from a nice sandy beach for watching the gorgeus Hawaiian sunsets!Experience a blend of modern decor & Hawaiian beach charm in this relaxing condo. Located in...

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

Spectacular Ocean View At Kona-Isle. Ocean Front Complex-Close to Town & Dining

Vast ocean view from Lanai and Living Room. Imagine watching the waves, hearing the surf, palm trees swaying and songbirds singing while sipping freshly brewed Kona coffee on the Lanai. Ahhh, look over the pristine gardens and let the colorful island birds entertain as...

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

Newley remodeled and beautifully furnished downtown Kailua-Kona condo.

Located on the ground floor at Kona Plaza Condominiums, Unit 107 is newly remodeled & just steps away from downtown Kailua Historic Village & the Kailua Pier. Decorated with a taste of Hawaii that will set the mood to kick start your Hawaiian adventures. Fully furnished...

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

Hualalai Palm Villa 130A

One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a "bonus" living room on the first level. The down-stairs suite opens to a large lanai and...

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

Ocean Views and only Steps from Magic Sands Beach!

TAKE IN A VIEW OF LAʻALOA BEACH (aka Magic Sands) FROM OUR LANAI! The top floor condo is directly across the street from La'aloa beach park (aka Magic/White Sands) - at most a 5 minute walk from the front door. Try boogie boarding at the beach with one of the boogie...

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

Kona Reef D24 - Direct Ocean Front Condo - Private Lanai -nNext to Honl's Beach.

Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...

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

Banyan Tree 300: Gorgeous, New Unit 20 ft from Beach w/ Stunning Ocean Views/AC!

Welcome to your slice of paradise in Kailua-Kona at Banyan Tree, Unit 300! This stunning 2-bedroom, 2-bathroom retreat on famous Banyans Beach offers the ultimate blend of relaxation and adventure. So close to the ocean it feels as though you can touch the water, our...

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

2Bd/2Ba Townhouse with full kitchen steps away from ocean

End unit townhouse with 2 bedrooms/ 2 bathrooms located in the gated community of Keauhou Kona Surf and Racquet club. Downstairs you will find full size kitchen with granite countertops, living room with large 55 inch Samsung TV with 200 MBPS internet and a full...

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

Oceanfront, remodeled penthouse, sunsets, whales/dolphins, surfers! Free parking

*Gorgeous views from oceanfront lanai *See whales, surfers, dolphins from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C*Stocked kitchen incl air fryer *Covered parking *Oceanfront gas grill *Da Poke Shack in complex*Pack 'N Play/High Chair *Shared...

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

Oceanfront Kona Home w/ Beach Access & Views!

Escape to paradise and immerse yourself in the beauty of Kailua-Kona, HI, at this stunning 2-bedroom, 2-bathroom vacation rental house. Just steps away from the picture-perfect beaches, this tropical retreat is your gateway to adventure. Discover the natural wonders of...

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

Fabulous Waterfront Modern Home on the Keiki Beach, Walking Distance to Town

E komo mai! Welcome to our light and bright beach house, located directly on the calm and lovely Keiki Pond at Kona Bay Estates. Enjoy ocean and beach views from every room. The primary bedroom features 180* view of the beautiful Kona coast. Kona Bay Estates is ideally...

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

ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo

NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...

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

Gorgeous Oceanview Townhome - AC included!

Welcome to our tropical paradise in Kona, Hawaii! This luxurious 3-bedroom, 2.5-bathroom townhouse/condo offers the ultimate island getaway. With a prime location, stunning ocean views, and modern amenities, you'll experience the vacation of your dreams.As you step...

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

Stunning Ocean Views - Hualalai Resort- 18th Fairway - Prime Location - Golf Cart Included

Magnificent Garden Level Villa located on the #18 hole of the Hualalai Jack Nicklaus Signature Course. Enjoy white water views and spectacular sunsets from this highly desirable location at Hualalai Resort. Listen to the ocean and whale watch during the winter months...

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

Hualalai Palm Villa 126A - Perfect location along the15th Fairway!

This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual elegance make this the ideal private...

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

Resort-Style Home on Keauhou Bay: Great for Groups

'Hokukano Bay House' | Featured on 'Temptation Island' Season 1 | Watercraft Provided | Multiple Lanais | Family-Friendly Pool AreaWith indoor/outdoor views of the ebbing tide, a backyard oasis that invites introspection and adventure, and a 6,667-square-foot interior,...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

Absolute Oceanfront at Keauhou-Kona Surf & Racquet Club 5-204

*** Please note the pool will be closed 4/15/2024-5/3/2024 for replastering ***LOCATION: Oceanfront Kona Coast/Kailua-Kona, Big Island of Hawaii, USA. 25 minutes south of the Kona International Airport, within walking distance of shopping, restaurants, movie theater,...

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

Ocean View Close to Airport & Beaches

Conveniently located just minutes from the airport & white sandy beaches and 10-15 minutes to the heart of Kona town, this vacation home has everything you need for a truly memorable stay in paradise! This rental is the upstairs unit of a two unit home with its own...

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

free parking - walk to Honl beach & Downtown Kona

BLUE BEACH BUNGALOW is your personal oasis in the heart of the most desirable place in Hawai'i. Perfect for everyone to enjoy the Aloha spirit and explore what the Big Island of Hawai'i has to offer. Pull into your private driveway where you are transported into a...

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

Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access

Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...

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

Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood

Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed...

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

Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!

Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...

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

Living Aloha: A Quiet Condo w/ Step-Free Access!

Escape to the beaches and clear blue waters of the Big Island in this 2-bedroom, 2-bath Kailua-Kona vacation rental. This condo features king beds, a living space filled with natural light, a TV, tile floors, and a private lanai overlooking the 18th-hole golf course...

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

The Mai Tai Manor with unobstructed views of the ocean!

​​​​​​​This 4 bedroom with separate ohana used as 4th bedroom, 3 bath home have unobstructed views of the ocean!! Very close to beaches and shops. Home can sleep (8 guests!)Come to The Big Island of Hawaii and enjoy your well-deserved vacation in our...

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

Luxury Golf Front Home with Pool and Spa

Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience. Crafted by...

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

Keauhou Lani: Luxury 4BR Keauhou Estates Ocean View Home

Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou...

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

Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!

What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...

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

Prime Location, Budget Friendly Kahalu'u Bay Getaway

You'll love the location and the views from the lanai. You can enjoy sunrises and sunsets, depending on the time of year, as well as water views year round. Situated steps (160 m to be exact) from Kahalu'u Bay, which has one of the best snorkelling beaches in Hawaii on...

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

Kona Plaza 301, Ocean Views and Renovated

Kona Plaza 301! Your Ideal Hawaiian Getaway! Welcome to Kona Plaza 301, where modern comfort meets tropical paradise! This beautifully updated condo features brand new floors and is designed to provide you with a relaxing retreat during your stay in the heart of...

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

Lodge at Kaloko - Kona Cloud Forest Estate with Pool & Hot Tub

🌓 The Lodge at Kaloko – Luxury Estate in KonaPrivate 5BR villa | Pool | Hot tub | Ocean views | Near Kua BayWelcome to The Lodge at Kaloko, a luxury gated estate in the lush Kona Cloud Forest — just 15 minutes from Maniniā€˜owali Beach (Kua Bay), downtown Kona,...

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

New! Top Floor! Spacious Oceanfront Condo with Amazing Lanai and A/C!

Elegantly updated and spacious 2-bedroom 2-bathroom condo that's a wonderful choice for your Kona trip with friends or family!The clean interior design, the open layout, and the cozy high end furnishings are sure to make for a luxurious stay.Enjoy the large covered...

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

New Listing- Hale Aka'ula, house of the red sunset

Three bedroom two bath home in the lush sanctuary know as Kohanaiki, this comfortable home is your perfect Hawaiian retreat. Large living room and chef's kitchen are perfect for family gatherings with plenty of windows to enjoy the ocean and sunset views.Tropical...

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

Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona

Our gorgeous Big Island Hawai'i Hale Ali'i villa is resort living in the setting of a private home. Enjoy island living at its best! Perfectly situated in the Ali’i Heights area in Kailua Kona, the villa is just 10 minutes away from Kona Town with all the conveniences...

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

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

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

Walk to Kailua Village. AC. King Bed. Pool. Free Parking. In Unit Laundry

Welcome to Kona! We're thrilled to have you stay in our spacious, townhouse-style condo.As you'll discover, the location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of Kona. Plus, the condo boasts amazing ocean views from both...

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

99 steps to quiet beach - Centrally located - Great for families & groups

Ideally located on iconic Alii Drive directly where the world famous Iron Man takes place annually. A number of palm trees and local landscaping on the front and side of the property add to the tropical appeal.Nearby are many of Kona's enviable attractions including its...

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

Kona Islander Hawaiian Style Poolside

Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to detail provide a charming and relaxing environment. The convenient "no stairs" location is close to parking, the lobby...

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

Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View

Ideally located just across the beach from Kahalu'u Beach Park. This is a great place to stay if you like to snorkel, surf and swim. If not, it is close to everything else.Easily accessible, convenient and with good under water scenery, Kahalu'u Bay is the most user...

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

Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town

Now offering big discounts for 2026. 10% for early bird bookings. Additional 10% for one week or longer.Unfortunately, there will be construction at Kona Reef throughout 2026, The Good News: B-Bldg construction will be completed by early February. It's possible you...

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

Enjoy Water's Edge Hale

The Kona Reef Vacation Complex.Ā Although the complex is elevator equipped, this unit is on the ground floor and requires 5 steps down from the parking lot to access the unit. From your sliding glass door, it's only a few steps to the ocean. Resting or enjoying happy...

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

The Onion House "Architecture so full of life it seems to breathe"

PLEASE READ COMPLETELY PRIOR TO BOOKING REQUEST:Created for the McCormick Spice family, the Onion House is a unique architectural treasure with stunning visual aesthetics. It has been featured on MTV, Travel Channel, Learning Channel, Fine Living Channel, HGTV, Global...

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

Kona Alii Condo with Ocean, Sunset, Mountain and Town Views

Located in the heart of Kailua Kona, this special retreat makes it easy to enjoy the day and night life of Kona town. With restaurants and shops within a few steps of the front door, it is also an ideal launching point for day trips to state and national parks, and the...

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

Private tropical villa in Kona: Resort style heated pool, Hot tub & Ocean views

This lovely home sits on over half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous views of the ocean. Resort style backyard with private pool with waterfall and a hot tub creates a relaxing oasis to enjoy at any time of the day or...

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

Sunset in Paradise Oceanfront 1BR/1BA Condo at Kona Reef Fast WiFi & Central AC

Note: Kona Reef will be undergoing necessary exterior repairs on neighboring buildings January - June 2026. Repairs to the parking areas will take place April 2026 - April 2027. This may result in additional noise 8-5 on weekdays as repairs are completed. Rates are...

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

Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets

This breathtaking 3 Bedroom plus bunkroom, 2 bath single level home is located just minutes from Kailua, Kona and some of the most beautiful beaches in Hawaii. Everything in this house is new! Fresh full remodel just completed. This includes a brand new gourmet kitchen,...

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

Newly Renovated Condo with SUP Paddle Boards and Golf Clubs Included

Newly renovated luxury short term vacation rental for up to 29 nights 2 bedroom, 2 bathroom en suit condo inthe greater Keauhou Resort area. Quiet Concrete Building! No Paper-Thin Walls Here, Folks!Located on the 8th fairway, our beautiful condo is situated in the...

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

Calming Volcano Studio 2 Blocks From The Ocean

This comfy and clean Volcano Studio is located 2 blocks 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. The Volcano...

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

Hale Iki - A lovely Little House on the beautiful Big Island

Hale Iki is a treasured family home for 3 generations. Tropical sunsets and the wide Pacific Ocean is all yours, right out front, all day long for you to enjoy. Recently remodeled, Hale Iki has a darling new kitchen with black sand granite countertops, ocean seaglass...

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

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