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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5-star Four Seasons style renovated gem with A/C and Ocean View

Located in Kailua-Kona, this superb 1st floor condo located in an oceanfront community offers a cozy retreat for guests. With 1 bedroom featuring a comfortable king bed and a well-equipped kitchen with Kitchen Aid appliances,granite counter tops and travertine floors...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Unknown, Hawaii

Alii Villas#318 Beautiful Top Floor Condo with Garden & Ocean Views

Top-Floor Ocean Escape – Remodeled Beauty at Alii Villas #318Welcome to your slice of paradise on the top floor of the highly sought-after Alii Villas in stunning Kailua-Kona, Hawaii! Unit 318 is a fully remodeled, beautifully furnished condo that blends island charm...

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

Laueki 5 – Ocean View Estate | Onsite Staff & Daily Housekeeping

This large, Hawaiian Style home boasts luxurious indoor and outdoor spaces and stunning ocean views overlooking the 4th hole of the Ke‘olu Course. Five bedroom suites accommodate up to 10 guests plus media room, infinity pool and hot tub and a private courtyard. Located...

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

Big Island, HI Kona Hawaiian Resort- 2 bdrm suite

About this spaceRelax in this fabulous 2 bed/2bath suite on the Big Island’s west coast, Kailua-Kona. Beautifully designed to capture the traditional Hawaiian feel, you’ll want for no modern amenity. Outdoor pools and the nearby beach are waiting for you.This property...

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

🏖️Oceanfront Island Living — Beautiful Kona Condo for Extended Stays

vrKCV - Kona by the Sea 115, Professionally Managed by Kona Coast Vacations Relaxed Oceanfront Living at Kona by the SeaEscape to your own slice of island life at Kona by the Sea, a popular oceanfront community along Kona's scenic Alii Drive. This updated, spacious...

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

Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit

Pualani Island Getaway - Main House & Ohana- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where breathtaking sunset...

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

Beautiful home with ocean views, lanai, private gazebo, firepit -great location

Pualani Island Getaway - Main House- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where stunning sunset views of...

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

Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit

Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...

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

Lau'eki Estate at Hualalai Resort - Sweeping Ocean and Golf Course Views ** 2 Golf Carts**

A Sanctuary of Luxury – Lau‘eki Estates at Hualalai ResortDiscover refined Hawaiian living at its finest in this exceptional estate, nestled within the exclusive Lau‘eki Estates at the world-renowned Hualalai Resort. A perfect harmony of tranquility, sophistication, and...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 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

Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 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....

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Kailua-Kona, Hawaii

Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay

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

Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby

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

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

Ke Alaula Estate: Hualalai Luxury with Lanai, Heated Pool & Golf Views

Seasonal Notices• Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their discretion....

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

Winter Holiday Sale! Luxury Retreat in Kona with Saltwater Pool

Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...

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

Keauhou Kona Surf & Racquet – Spacious Condo Available for Thanksgiving

**NEW LISTING**Welcome to our home “Hale ma ka Kìhàpai” @ Keauhou Surf and Racquet Club.Nestled within a gated community next to the ocean, this bright and spacious garden view 2-bedroom, 2-bath corner home is located along the 13th hole of the Kona Country Club. It...

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

NEW! Tropical Hideaway by Keauhou Bay | Golf, Beaches & Views

Keauhou Palena – Kailua-Kona Vacation Rental CondoDiscover Your Perfect Hawaiian EscapeNestled between the scenic Keauhou Bay and the Kona Country Club Golf Course, Keauhou Palena is a peaceful, secluded condo village where you can park right at your own front door....

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

Beachfront Bliss at Kona By The Sea #312 - Saltwater Pool & Central AC

Welcome to Kona By the Sea #312 — a beautifully remodeled 2-bedroom, 2-bath oceanfront condo with central air-conditioning, located on the top floor of the preferred main building. Enjoy sweeping, unobstructed views of the Kona coastline, saltwater pool, and sandy beach...

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

Kona Sunset View Getaway

Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona`s best restaurants and incredible sunset views. It provides easy access to...

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

Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.

Your cozy getaway awaits in Kailua-Kona at this fabulous apartment. This wonderful space features 1 bedroom with a comfortable California king bed, 1.5 bathrooms with convenient amenities like a hair dryer and shower, and a variety of extras like WiFi and a washing...

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

Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views

Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...

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

Kanaloa at Kona Unit 1403 Partial Ocean Vw 2BD 2BA

Beautiful condominium on 2nd floor situated on 16 acres of a secluded oceanfront lava flow overlooking Keauhou Bay. Relax in tropical gardens and lush flower-filled landscapes. Kanaloa at Kona Unit 1403 Partial Ocean View 2 Bedroom 2 Bath•Kanaloa at Kona is located at...

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

Just Steps Away From Magic Sands Beach...

Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...

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

Butterfly House: Beautiful Ali'i Drive Home with Ocean Views!

Incredible Modern Alii Drive Home with Ocean Views! A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the home.Stay cool with ceiling fans...

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

New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ

Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...

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

Fully Decked Lifted 4WD Tan FJ Cruiser!

Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted Matte Tan FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring...

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

HAWAIIAN OVERLANDERS 4WD FJ CAMPER!

Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...

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

H12 PuaMelia|Private Pool|Ocean View|5minMagicSand

Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...

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

🏖️Ocean Front | Amazing Views | Walk to Beach

vrKCV - Surf and Racquet 1205, Professionally Managed by Kona Coast VacationsExperience oceanfront living in this comfortable second-floor condo at Keauhou Kona Surf & Racquet Club #1205. Enjoy direct ocean views, beautiful sunsets from the lanai, and a relaxed island...

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

ALII PARK PLACE K202 BEAUTIFUL 3 BEDROOM WITH AC

Alii Park Place K202 offers a premium and quality living experience with a 31-night minimum stay. This beautifully furnished 3-bedroom, 2-bath unit overlooks a sparkling lagoon-style swimming pool and spa. Located on the second floor, the residence enjoys tropical...

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

Hainoa Villa 2903B

Extensively renovated, this contemporary 2 bedroom, 2 bath single-level upper corner floor villa is the perfect blend of luxury and sweeping ocean views. A spacious primary suite also features majestic ocean views overlooking the entire resort and is complete with a...

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

🏖️2BDRM + Loft | Sleeps 6 | Ocean & Golf Views | vrKCV

vrKCV - Country Club Villas 304, Professionally Managed by Kona Coast Vacations Country Club Villas 304 is a top-floor retreat offering breathtaking ocean and golf course views. This spacious 2-bedroom plus loft, 2.5-bathroom condo comfortably accommodates up to six...

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

3-bedroom furnished house with ocean views, utilities, wifi, and parking

Furnished 3-Bed, 2-Bath Home in Kona. Perfect for 2-5 PeopleThis fully renovated, furnished home comfortably accommodates up to 5 people and offers stunning ocean views. Located on a large, breezy lot, it features modern amenities, including an 85-inch TV and a spacious...

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

Hawaiian Oasis w/ Private Pool, 2 King Suites & Sunset Views!

Discover true Aloha at this stunning 3-bedroom oasis, where island charm meets luxury. Behind a gated front entry, this beautifully designed home features soaring vaulted ceilings, dramatic lava rock wall & 2 king suites and a chefs kitchen, offering a serene and...

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

Charming Sea Village 3304: 1-bedroom ocean-view retreat in Kailua-Kona.

Welcome to Sea Village 3304 – Your Oceanfront Oasis on the Kona Coast!Experience the ultimate Hawaiian escape at Sea Village 3304, a beautifully appointed oceanfront property offering stunning views and unparalleled relaxation. This 1-bedroom, 1-bathroom condo is...

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

Alii Park Place#N-202: Gorgeous Remodeled Top Floor 3 Bedroom unit with AC

Alii Park Place is one of the premier developments on Alii Drive. Tinguely Development group created this complex wanting to offer true quality living. It's clearly apparent this reigns supreme as you walk into the space. Unit#N-202 is beautifully furnished, and offers...

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

Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping

Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...

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

Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona

Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...

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

Dlx 2-Bedroom Oceanview Kona Condo- Great Views!

Escape to the Big Island at our Deluxe 2-Bedroom Oceeanview Kona Condo rental...Ideally located in Kona featuring a stunning tropical setting. Relax in comfort and style from your own Condo getaway....featuring a relaxed tropical-hawaiian decor. Lounge on your own...

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

Spacious WorldMark Kona - 2 Bedroom

Relaxed Island Living at WorldMark Kona – Spacious 2BR Suite Product Description 2 Bedroom • 2 Bath • Multiple Beds • Sleeps 6 Set in an area once regarded by King Kamehameha as one of the most beautiful locations on the Big Island, WorldMark Kona offers an inviting...

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

Kona Makai #5-103 One-Bedroom Tropical Escape

Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...

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

Royal Kahili 401A by Gather: Oceanfront Suite & Resort Pool

Experience oceanfront elegance at Royal Kahili 401A, a top-floor corner suite in Kailua-Kona, Hawai‘i. This stunning two-bedroom, two-bath retreat spans 1,029 square feet and offers panoramic views of the Pacific Ocean, blending modern comfort with island serenity....

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

Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona

​​​​​​Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...

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

Waiulu Villa at Hualalai Resort: Modern 3BR Villa w/ Lanai, Golf Carts & Pool Ac

Important Resort Notices• Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their...

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

Comfortable condo in town with ocean view, lanai & pool - walk everywhere

Kalanikai #319Our 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 charming third-floor condo in Kailua-Kona, just a short walk from the...

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

Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day

Tropical breeze or cool A/C? Your island base has it all.Your tropical hideaway (in a family-friendly neighborhood) is near it all. Walk to restaurants, shops, and the farmers' market. Chill with cool A/C or let the island air flow through the wide-open windows. You'll...

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

Stunning ocean and coastline view in Keauhou Resort!

Welcome to our stunning condo at the sought-after Hale Kehau in the heart of Keauhou! This spacious three-bedroom, 2.5-bathroom home offers the perfect blend of comfort and luxury, located on the upper level of a two-story building—no stairs to navigate, as it...

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

Royal Sea Cliff Kona 303 Garden View 1BD 1BA

Surrounded by tropical greenery, this charming one-bedroom condo offers a peaceful island retreat. Perfect for couples or solo travelers, it features all the comforts of home on the beautiful Kona coast. Unit 303 Garden View 1 Bedroom 1 Bath• Ground floor condo...

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

Bright updated condo w/ lanai & shared pool/hot tub - steps to beach

Kona Bali Kai 353Our 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 oceanfront condo complex in Kailua-Kona, HI. This luxurious...

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

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