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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Snowbird-friendly condo with ocean view, pool, washer/dryer, lanai, & grill

Kona Ali'i 502Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located right on the bay with an unobstructed ocean view, you won't want to leave after staying at this...

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

Newly renovated, ocean view, steps from downtown

This beautifully updated 2-bedroom condo has everything needed for your Kailua-Kona trip. The condo comes with 3 A/C units, in house washer and dryer and free parking. During your stay you can also enjoy using a convenient pool, hot tub and grilling area. Our Airbnb is...

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

Stunning 5 Star Ocean View Condo with all the Amenities!

Our unit is spacious with high ceilings, ceiling fans, fabulous sunlight, and gorgeous ocean views. This elevated third story unit affords a wonderful lanai with a view overlooking manicured golf courses, tropical flowers, natural lava formations, and lush palm trees...

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

Oceanfront Private Home, AC, Outdoor Kitchen, Magic Sands, Lymans Bay, Turtles!

**'LITTLE PIECE OF HEAVEN'** -Heavenly beach house on a little Bay! *Incredible ocean views and the relaxing sound of the waves right outside your door! *ENJOY watching the Turtles sleep and play a few feet away from your lanai * Stay indoors and watch your favorite...

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

Kona Sea Ridge Y23 30 day minimum rental

Summary:Welcome to our bright and spacious 2-bedroom, 2-bathroom condo, offering stunning ocean and mountain views. Relax on the large lanai overlooking lush grounds and a sparkling pool. This second-floor unit features an open layout with a well-appointed eat-in...

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

Beautiful Oceanfront Kona Reef Resort Private Top Floor Condo A33, AC throughout

We are the proud owners of this beautiful vacation home and we are excited to share this slice of Paradise with you! We are experienced Superhosts and Premier Partners and we have worked hard to make sure you will have the most comfortable stay ever!We have updated this...

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

Tropical Paradise Awaits: Stunning Hawaii Condo with Ocean Views!n

STVR-19-345056Kai Indigo Condo is luxury and elegance on a budget! This quiet third floor unit is surrounded by a beautiful forest and has fantastic views of the ocean. Our unit offers air-conditioning in the living room and overlooks beautifully manicured grounds with...

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

Alii Cove Luxury Condo with Loft. Spectacular Ocean View. Walk to Town & Beach.

Come enjoy a month or more at a spacious ocean view condo that has the perfect location in Kailua-Kona. There is a 30-night minimum stay required at Alii Cove. You may stay fewer nights, but we must block off 30 nights for each reservation.Want to work from paradise?...

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

Luxurious Condo on Ali’i Drive with Ocean view.

Complete your visit to the islands by staying in this Samoan-inspired 3-bedroom, 2-bathroom condo at Ali'i Cove. Featuring Polynesian interior design, the vibrant color scheme warms your spirits, setting in the reality that you are truly in paradise.Sip a freshly brewed...

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

Cozy Kona condo walking distance to the beach, shops and restaurants.

Beautiful, clean, cozy, recently updated Kona condo, your home away from home. Beaches, coffee shops, restaurants and boutique stores are all in walking distance. Includes all the essentials to make your stay comfortable and worry-free. In home amenities include:•...

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

Luxury Modern /AC/5 STAR LOCATION/WALK 2 BEACH

Enjoy a stylish experience at this centrally-located place in center of Kona Town!Modern/ SPACIOUS/Beautiful/Clean- FREE WIFI 400Mgb*Enjoy the privacy, convenience, and spaciousness (730 sf) of your own PRIVATE SUITE !*Fully equipped wet bar, dining/living room,...

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

Kona Condo with Ocean Views, Pool, A/C & Near Golf

Huaka’i Haven – Oceanview Condo Retreat Along the Kona CoastWelcome to Huaka’i Haven, a serene and stylish split-level condo perfectly located along the breathtaking Kona Coast of Hawaii’s Big Island. This 1-bedroom, 1-bathroom vacation rental offers 714 square...

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

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

Enjoy a peaceful stay at this charming oceanfront 2-bedroom condo at the Kona Bali Kai in Kailua-Kona. This tremendous property offers all the comforts you need, including AC, in unit washer & dryer, and WiFi. With 2 bathrooms and a cozy atmosphere, it's the perfect...

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

Newly Renovated 2BR 2BA Condo in the Heart of Kona | Kona Plaza

Newly Renovated 2BR Condo in the Heart of Kona | Kona PlazaExperience the perfect blend of comfort, style, and convenience in this newly renovated 2-bedroom, 2-bathroom condo, located in the highly desirable Kona Plaza complex. Nestled in the heart of downtown...

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

Nalu Bliss- Amazing 2BR Waterfront Location on Alii Dr Close to Town and Beaches

Updated 2 BR 2nd floor Condo in small 16 unit development overlooking the pacific with amazing sunset views!! We purchased the condo in June, and it was a very active VRBO with a 4.8 rating and more than 40 reviews!! We have made a number of upgrades since purchasing...

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

Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

Ocean front- Nestled between Historic He`eia Bay and Keauhou Bay- Kinohi at He`eia Welcome to He`eia Bay Hale. Comfortable and bright, this house and guest cottage has 5 bedrooms and 3 bathrooms in the main house and two queen size sofa beds and bathroom in the guest...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 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

Quiet 3-bedroom house on 2.5 acres w/ocean and town views, 6 beds

Looking for a secluded home just 10 mins from Kona town? Enjoy the ocean views and sunsets from 970 ft elevation where it's cooler and pick seasonal fruit from the trees on the 2.5 acre shared compound with another home. This 3 bedroom (beds include a king, queen, full,...

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

Brand New Luxury Studio in the Heart of Kailua Kona- Ocean View, 1 mile to Beach

The Kona Clark's luxury studio is located in the heart of Kailua Kona in a quiet neighborhood just 1/2 mile up from the famous Honl's Ocean Beach Park on Alii Drive. The studio at the Clark's residence has panoramic ocean views along with views of both Hualalai and...

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

Penthouse Unit built 2007, Across from Kahaluu Beach, Fantastic Ocean Views!

Love to snorkel and want to see over 100 species of tropical fish & turtles? Then why not stay right across the street from Hawaii's best snorkeling beach?! Our modern beachfront unit offers gorgeous ocean/sunset views and the easiest access to the incredible snorkeling...

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

Granma's Cabin Kona coast

Official website. When Granma was 95, we had to move her in with us to take care of her. This left her little panabode cabin (900 square feet with a 500 square-foot wrap-around lanai) vacant. Lucky you . . . you can spend your Hawaiian vacation in this beautiful, quiet,...

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

Kitchen and Bath Remodel! - Ocean Front - Central Air - Featured on Today Show

Major kitchen and two bathroom remodel Includes new appliances, granite countertops, custom stone and ceramic tile work. New leather sofa and loveseat. Owner-operated and continually updated! Excellent rental history and outstanding guest reviews.Unwind at this...

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

Ocean View Kona Hideaway - Pool - Sleeps up to 8

The Kona Hideaway is a beautiful private one acre home... It has a 180 degree ocean view and lots of privacy. Pool , fruit orchard with mango , papaya ,orange grape fruit and much more .Also, ping pong , weight equipment and lots of beach chairs pool and beach toys and...

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

Punahele Penthouse Luxury Condo

Punahele Penthouse Condo will fast become your favorite place to stay in Kailua-Kona! Punahele Penthouse is on the 7th (top) floor of the Kona Ali'i Condo Complex which is located in the heart of Kailua-Kona. You're within walking distance to many attractions,...

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

OCEAN VIEWS* LUXURY AND LOCATION AT HUALALAI RESORT ** TWO GOLF CARTS**

Located in the Award Winning Resort Community of Hualalai Four Seasons.Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale watching during the winter months, from this recently updated garden level Hillside Villa. Appreciate the close proximity to...

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

Breathtaking Sunset Views and Perfect Backyard Pool and BBQ

House sits a right up the hill from downtown which makes for an amazing sunset. The property has a saltwater pool, patio and BBQ. Inside is fully furnished for a comfortable stay. The garage is remodeled and includes a ping pong table, corn hole, darts and full of beach...

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

🌹Kona Rose's Hideaway at Kona Plaza at the heart of Kailua-Kona

Listing:Guests will enjoy easy access to everything from this centrally located place at the heart of Kailua-Kona. Kona Plaza 318 is a 1 bedroom/1 bathroom with a King and Queen bed, a front loader washer and dryer, Wi-Fi, air-conditioning, elevator, and underground...

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

Top floor, Ocean view! Very quiet 1 bed/2 bath.

Welcome to The Coral Suite at Kona Pacific! Our beautiful, clean, ocean view unit is just the spot to come and relax while you are exploring all the wonders of the Big Island. Our condo is a top floor, spacious unit with a huge lanai. Just renovated the 2 bathrooms...

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

Stunning tropical retreat near the beach with pool, views & spacious lanai

Ho'oka'ana HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live the luxe life at the top of Alii Heights! Surrounded by colorful blooms and palm trees, find yourself waking up...

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

Beautiful Condo with ocean views, full kitchen & walking distance to the beach

Kona Bali Kai 364Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Kailua-Kona from this charming condo located just steps away from popular beaches, surfing...

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

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

STVR-19-347215. This is a direct oceanfront corner unit with one of the largest lanais in Kona. The unit was recently remodeled with a new kitchen, bathrooms, living & dining areas, as well as the bedrooms. All new appliances in October 2023. Air Conditioning and vinyl...

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

Luxury Oceanfront Estate

STVR- 19-365146NUCR 20-1787TMK - (3) 7-5-005-096GE/TAT - 051-694-0288-01Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks to Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting...

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

FULLY RENOVATED UNIT. 3 BDRM, 3 BATH SLEEPS 8. PERFECT FOR GRANDPARENTS

Beautiful 3 bedroom 3 full bath in Keauhou's newest complex. Na Hale O Keauhou is the most sought after rental because you get resort style living right in the heart of Keauhou. H6 is located in the most private location with no pool or traffic noise from this unit. You...

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

Oceanview + Beautiful Gardens + Oceanfront Kona Makai

Hawaii STVR License: TA-146-953-6768-01 & GE-146-953-6768-01Crashing waves lull you to sleep in our OCEANVIEW Very spacious 670 sq. ft. 1 bedroom condo! Steps to the waterfront at the tropical OceanFront Kona Makai. Our light and bright 2nd flr. condo is perfect for...

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

Oceanview Treehouse Hale at the Salty Jungle Kona - Perfect for two!

Summary:Welcome to your private oasis in beautiful Kona, Hawaii! This charming Treehouse style Hale is nestled along Ali‘i Drive, directly across from the sparkling ocean, and just a 5-minute walk to the iconic Magic Sands Beach Park. This well-appointed retreat is...

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

Kona Condo at Magic Sands Beach-Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona and the Big Island Of Hawaii. This newly upgraded...

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

Side by side penthouse suites with Central Air and unencumbered Ocean Views

* Penthouse enjoys the best location at the Kona Coast Resort, and is situated steps away from the Kona Coast Resort’s main pool, large jetted spa, restaurant, exercise facility, check-in office, and concierge activities desk.*Penthouse consists of TWO one-bedroom...

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

Paradise + Turtles!

Our beautiful and spacious Kona home is just a 2 minute drive or 10 minute walk to the world famous Kahalu'u beach park where swimming with Turtles is virtually guaranteed. While you are a guest in a privately owned Condominium the property has resort-amenities such as...

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

Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, AC

Discover this enchanting 2-bedroom gem in Kailua-Kona. This terrific apartment features a cozy living room with a sofa bed, a king bed, and two twin beds in the bedrooms. Enjoy a soothing bath in the bathtub and relax in the calming ambiance of this property. Experience...

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

Live Aloha! Pacific View, Lanai and Laundry-Kanaloa<br>

Kanaloa at Kona #2203: Inside, you’ll find a bright living area with generous seating and a large flat screen television, perfect for entertaining your friends and family! The suite’s full size galley kitchen has Koa wood cabinetry, stainless steel appliances,...

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

Once you’re here - you wont want to leave! Exquisitely appointed. Views galore

Walls of glass sliders disapear creating indoor/outdoor living. Huge covered patio plus sunbathing deck around the 15' x 30' private pool just remodeled. Located in prestigious Bayview Estates gated community of fine homes 5 minutes to beach, shops, and restaurants....

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

KONA CLOUD FOREST GUEST HOUSE~3 Bedrooms~

This two-story 3 bedroom home is nestled among the native forestry on the slopes of Hualalai with both mountain and ocean views. Just seven miles and a 15 minute drive to the heart of Kona town and and 14 minute drive from Kona International Airport. Nearby is Pa’ina...

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

Salty Hale at the Salty Jungle Kona

Summary:Experience the ultimate Hawaiian getaway in this unique 2 plus bedroom , 1-bathroom treehouse style cabin in Kailua-Kona. Nestled on Alii Drive near Magic Sands Beach Park, and a short distance from Kahaluu bay. It combines modern amenities with an elevated...

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

Stunning Kaimupulehu Grand Estate Hualalai

This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!Flexible check-in / check-out...

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

Perfect for Large Group Stays ~ Kona Forest House

Tucked away in Kona’s misty cloud forest, this spacious 5-bedroom mountain retreat is your peaceful escape from the crowds. Located just minutes from town yet worlds away in feeling, you’ll enjoy cool breezes, sunset skies, lush gardens, and the soulful quiet of the...

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

Hawaiian Style Escape – Pools, Water Activities, Golf, Shops, & Dining Nearby

Experience the Keauhou Resort Community: Your Hawaiian Escape in Kailua-KonaWelcome to our charming 1-bedroom, 2-bath condo in the beautiful Kanaloa complex. The cozy bedroom features a luxurious king bed, and the living room includes a convenient queen size Murphy bed...

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

Tiki Ali'i Retreat Su

Summary:Tiki Ali’i Retreat Escape to Tiki Ali’i Retreat, a serene Hawaiian getaway nestled in the oceanfront Ali’i Villas complex on the Big Island’s stunning west coast. This second-floor villa offers peaceful garden views, an inviting lanai, and a prime...

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

Hale Kona A'ekai – Kona Bay Hawaii Tropical Paradise Home

STVR-19-352032 NUC-19-651Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this...

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

The Seaview at Kona Pacific, 5th floor, Ocean view, 1 Bed/2 Bath

Come and enjoy the Big Island from our beautiful, clean, ocean view unit. It is a very well maintained, 5th floor, spacious corner unit with a huge lanai. Our one bedroom, two bath unit is a very roomy 829 sq. ft. with an additional 269 sq. ft. of living on the wrap...

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

Holua Kai#8 w/ Private Pool, Ocean & Golf Views, Community Pool & Spa

Holua Kai #8 invites you to unwind in style within the private gated community of Kona Country Club Ocean Course. This elegant single-level home blends open, light-filled interiors with a private heated pool and lanai framed by lush golf course greens and distant...

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

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