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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Uluhala Place – 6BR Ultra Luxurious New Home at Hualalai

Reviews (5)

Welcome to your ultimate vacation retreat at the Four Seasons Hualalai Resort! Step into luxury and relaxation with this brand-new, meticulously crafted 6,000 square foot, 6-bedroom home boasting the finest finishes and unparalleled comfort. THE SPACE:As you enter,...

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

White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!

Reviews (12)

White Sands Village#206 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location you can rent that's this close to the only major white sands beach in Kona! This premium unit is located on the 2nd floor & faces towards...

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

Alii Cove#Q3 Beautiful ground floor spacious 2 bedroom with Ac

Reviews (3)

Alii Cove#Q-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Beautiful Tile and new Laminate Flooring throughout the...

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

Keauhou Punahele B-308 Top Floor, Ocean Views, 3 bedrooms, 3 Bathroom!

Reviews (7)

A True Beauty at Keauhou Punahele: New Rental in 2024! Keauhou Punahele#B-308 is a gorgeous top floor rarely available 3 bedroom, 3 bathroom condo with approximately 1594 interior sq. feet with an additional 234 square foot lanai! It sits right on Keauhou Country Club...

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

Ocean, Sunset, Pool, King's Luxury experience

Reviews (100)

Summary:Tucked away on a quiet cul-de-sac, this villa offers expansive ocean and sunset views. Nested on a 1/2 acre lot, refreshing pool, central A/C. Features: Vaulted ceilings, 10ft ceilings, TV & high end cotton linen in each bedroom. Open floor plan with large,...

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

🏖️Renovated Ocean Front | Concierge Included |vrKCV

Reviews (1)

vrkcv - Alii Villas 134, Professionally Managed by Kona Coast VacationsAlii Villas Unit 134 – Oceanfront Serenity in KonaExperience true oceanfront living at Alii Villas Unit 134, a beautifully renovated 2-bedroom, 2-bathroom retreat designed to accommodate up to 4...

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

Aloha Pearl - Kona Home with Ocean Views, Pool & Hot Tub

Reviews (11)

Discover the ultimate retreat for relaxation and rejuvenation in our stunning private home, discreetly located just off the iconic Alii Drive in Kailua-Kona, Hawaii. This exceptional property, designed with an eye for luxury and a touch of island charm, promises an...

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

Kona Penthouse 2 Bedroom: Relax and Unwind Aloha Style

Reviews (2)

Top-floor Kona retreat with stunning ocean views!This 2,000 sq. ft. unit features one king-size and one queen-size bed, hosting up to 4 guests. Perfectly located near downtown Kona's restaurants, shops, and farmers market, tucked in a family-friendly neighborhood. Fully...

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

Waiulu Villa 119A – Bright & Updated | Includes Onsite Staff & Daily Housekeeping

Reviews (1)

Recently Updated! Located in the popular Waiulu Villa neighborhood, this luxurious 2 bedroom, 2 bath single-level lower floor corner villa was just updated with new furnishings and decor in the living room, dining room and lanai. Accommodating up to 4 guests, this light...

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

Country Club Villas#326 Top Fl Corner, Incredible Oceanview,Spacious Lanai,AC

Reviews (13)

Country Club Villas, Unit#326 is a phenomenal new addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. This top floor corner unit is completely remodeled, with soaring ceilings & lots of extra windows for natural...

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

2 Bed 2 Bath Surfing & Snorkeling in Kahaluu Bay

Reviews (15)

Aloha! Come and stay at the Hale Hamoa created for everyone with everything we love about Hawaii. Only 1 minute walk to one of the best snorkel beaches on Kona Side and the Surf school next door. The condo comes with all the essentials you need for an awesome vacation...

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

Luxury Golf Front Home with Pool and Spa

Reviews (3)

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

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

Reviews (6)

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

Four Bedroom Oceanfront Condo with Amazing Sunsets!

Reviews (41)

Welcome to our Kona Beach Home at Hale Kai O’Kona! A Spectacular Ocean front Condo located on the incredible Western Shores of the beautiful Big Island. Our Vacation home has been completely remodeled from top to bottom. It is close to everything (Town, shops, beach,...

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

A Slice of Paradise in Kona - walk to stores, restaurants and the beach

Reviews (2)

Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...

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

Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104

Reviews (41)

Oceanfront condo with amazing views! Two bedrooms, each with a Cal King bed, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a...

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

CheCa Hale: Gorgeous Top Floor Corner Unit, With AC

Reviews (6)

Hopu i ka la ("catch the sun") at CheCa Hale! This airy, air conditioned, two-bedroom, two-bathroom corner penthouse is the perfect choice for family and friends traveling together. The home was beautifully and fully updated in 2022. Located in the beautiful Keauhou...

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

Kailua-Kona Condo Rental ~ 1/2 Mi to Golf Course!

Reviews (3)

Escape to paradise at this peaceful 2-bedroom, 3-bathroom Kailua-Kona vacation rental! Boasting a full kitchen, a cozy living area, and a loft with a view, this property has all the essentials for a family retreat or a getaway with friends. Relax on the balcony while...

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

Home with Panoramic Ocean Views + Private Pool

Reviews (3)

E Koma Mai (Welcome) to this upscale retreat that offers you a true luxury experience. Sitting on a hillside, this home boasts unobstructed views of the coastline from the main pool deck, upper lanai, and from nearly all interior spaces. With 3 bedrooms and space for 6...

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

Island Glow Kailua Village, AC and ocean views in the heart of Kailua Kona

Reviews (10)

See whales, dolphins, Ironman Village and Ali’i drive from your very own lanai! Island Glow in Kailua Village is a beautifully remodeled 1 bed 1 bath condo with a brand new king bed and queen pullout sofa bed in the heart of historic Kailua Village. You will enjoy ocean...

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

Sky Villa Estate: Luxury Gated Kona Retreat with Ocean Views

Reviews (6)

Welcome to your Hawaiian haven, Sky Villa Estate! Kick off your flip-flops and let alohaspirit guide you up the driveway to this secluded gated 5-acre estate, through lushlandscape that feels like a warm hug from the island itself. Deep lush lawns encouragefamily games...

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

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

Reviews (13)

Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private pool for the ultimate Hawaiian getaway. Wake up to the panoramic views of the Pacific Ocean right from your private lanai,...

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

Beautiful Ocean-view Kailua-Kona Condo! 5 min walk to the beach!

Reviews (19)

**Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We will need to collect the tax difference to secure and finalize your booking. We will contact you to confirm...

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

Seaside Splendor: Immerse Yourself in Luxury with this Stunning Oceanview Condo!

Reviews (18)

Oceanview bliss awaits! This condo not only boasts mesmerizing ocean views but also pampers you with luxury amenities. Enjoy a fully-equipped kitchen, spa-like bathroom, high-speed Wi-Fi, and beach equipment. Elevate your vacation - book this seaside sanctuary for the...

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

Banyan Tree 301: DIRECT OCEANFRONT 2/2 REMODELED WITH AIR CONDITIONING!

Reviews (12)

WOW! That's what you'll say when walking into Banyan Tree, Unit#301, a third floor fully remodeled condo in a secure and private building with an elevator, pool, spa and barbecue! You'll find floor to ceiling glass showcasing the beautiful ocean almost at your feet! ! A...

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

Hale Kona Kai #410 - Oceanfront Kona Condo

Reviews (2)

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a...

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

Includes Beach Gear! F1 Na Hale o Keauhou

Reviews (13)

Na Hale O Keauhou #F1 on the Big IslandThis vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin BedsAmenities:Beach...

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

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

Reviews (5)

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

Enjoy Water's Edge Hale

Reviews (4)

The Kona Reef Vacation Complex. 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

Seahorse Luxury Suite at Seaspray Ocean View

Reviews (2)

A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahaluu-Keauhou, Hawaii

Sunset Oceanside Condo

Reviews (1)

Don't waste your trip to Hawaii on an average rental. Treat yourself to this Ocean view Condo with a pool. A private lanai overlooks the Kahalu'u Beach Park, you'll delight in morning coffee with ocean sounds and surf watching. Then relax in the evening with sunsets and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahaluu-Keauhou, Hawaii

Reefside Suite at Seaspray Ocean View

Reviews (3)

Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahalu'u Beach Park. Prepare a meal in this fantastic new kitchen with fusion...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahaluu-Keauhou, Hawaii

Fabulous central location! Walk to restaurants, grocery store, and many beaches.

Reviews (8)

FABULOUS CENTRAL LOCATION! This condo is newly remodeled and is walking distance to the Kailua pier, beaches, restaurants and we are right next to a grocery store. This unit is located one block from the best coffee shop in town. This older Hawaii complex has a...

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

Downtown condo walking distance to the beach, prime location

Reviews (2)

Aloha!My condo is located in the heart of Kailua Kona, just two blocks from famous Alii Drive with tons of restaurants and souvenir shops. It’s walking distance to the pier, trolley line and sandy beach by King Kamehameha hotel. Kalanikai is very quiet complex with...

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

Newley remodeled and beautifully furnished downtown Kailua-Kona condo.

Reviews (6)

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

Kona Islander Hawaiian Style Poolside

Reviews (15)

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...

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

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

Reviews (13)

Welcome to Kona Rose's Hideaway in Kona Plaza #318, your ideal getaway nestled in the vibrant heart of Kailua-Kona! This charming 1-bedroom/1-bathroom suite is perfectly equipped for your comfort and enjoyment, featuring a plush King bed and a cozy Queen bed, along with...

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

Includes Beach Gear! Kanaloa 303

Reviews (14)

Kanaloa #303 at Keauhou on the Big IslandPLEASE NOTE: Although, Kanaloa 303 is listed for sale, guests will not be asked to accommodate showing or inspections. If it goes into contract, bookings are guaranteed for 60 days. Please reach out with any questions.Please...

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

Keauhou Punahele | Condo in Kailua-Kona

Reviews (1)

Keauhou PunaheleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy island condo is waiting to welcome you to a true slice of paradise. Wake each morning to the sounds of...

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

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Reviews (48)

Do you like an unobstructed panoramic view of the ocean and sunsets? Comfortable beds? Air conditioning in 4 zones? Quiet neighborhood? Excellent location in the heart of Kona? Free WiFi? This house has it all. Wake up in the morning and have a coffee on the very large...

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

🏖️Top Floor with Loft | Ocean Views | Air-Conditioning | Concierge Included

Reviews (2)

vrKCV - Country Club Villas 305, Professionally Managed by Kona Coast VacationsCome enjoy a slice of paradise in this colorful Kona getaway with spectacular ocean and golf course views from the lanai, living room, kitchen, and primary bedroom! Wake up to the sounds of...

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

Four Seasons Hualalai 5BR Ocean Estate

Reviews (1)

Escape to your own private paradise at this stunning newly renovated expansive 5 bedroom, 5 bathroom 6500 square foot ocean adjacent estate, a beautiful custom home on 3/4 of an acre, nestled within the exclusive Four Seasons Resort Hualalai. Experience the height of...

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

Experience Tranquil Luxury at Pele's Last Resort, Holua Kai

Reviews (22)

The Hawaiian Islands are a true paradise on earth, with their stunning natural beauty and unique cultural heritage. Experience the tranquility of Hawaii's Big Island with a stay at "Pele's Last Resort". This three bedroom, two and a half bathroom vacation home is...

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

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

Reviews (8)

*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

Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach

Reviews (16)

Welcome to your tropical paradise getaway! This resort-like 5 bedroom home with swimming pool, hot tub, waterfalls, and stream is ideally located in a quiet cul-de-sac and offers the perfect blend of relaxation, comfort, and breathtaking ocean views. With Magic Sands...

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

NEW!!! DIRECT OCEANFRONT SUNSETS and crashing waves!Newly remodeled! GORGEOUS

Reviews (15)

**Boutique Beachfront Condo in Kona - Top Floor Studio**Welcome to the only beachfront condo complex in Kona! Renovated 11/2023 This top-floor studio (3rd floor-no elevator) offers the perfect Hawaiian retreat, just steps from the iconic Magic Sands Beach. Enjoy...

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

ALII COVE#S-1: BEAUTIFUL 2 LEVEL SPACIOUS 3 BEDROOM WITH AC!

Reviews (4)

Alii Cove#S-1 is an excellent beautifully furnished option for your Vacation. This VERY spacious, 2 story 3 bedroom, 3 bath unit has fantastic features that many guests enjoy. A perfect option for up to 8 people! ~Largest Floor Plan in Alii Cove. Living Area, Main...

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

Kona Makai 6303: Tropical Retreat 1BR w/ Ocean Views, Pool & Gym

Reviews (1)

Perched on the top floor of the beloved Kona Makai community, Kona Makai 6303 is a remodeled 1-bedroom, 1-bathroom oceanfront condo with a bonus loft. Featuring sweeping ocean views, breezy lanai dining, and resort-style amenities, this retreat is perfect for couples or...

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

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

Reviews (5)

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 feet of...

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

HOKU'EA HALE Oceanfront Private Home with Hot Tub

Reviews (8)

Welcome to Hoku'Ea Hale, a very private oceanfront residence featuring spectacular ocean views, ocean entry and abundance of covered outdoor living space. Every room opens to the outdoor ocean, where you'll experience tropical paradise and unparalleled views of the...

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

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