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

🏖️Alii Villas 107| Ground Floor Oasis | vrKCV🏖️

vrKCV - Alii Villas 107 - Professionally Managed by Kona Coast VacationsAlii Villas 107 in Kona, Hawaii: Your Tropical Paradise Awaits!Welcome to Alii Villas 107, your perfect escape to paradise in Kona, Hawaii! This professionally managed vacation rental offers a...

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

STAY HERE for BEST OCEANFRONT VIEWS in KONA, HI

NEWLY REMODELED CONDO. This is the REAL DEAL - A DIRECT OCEANFRONT CONDO in a OCEANFRONT COMPLEX. Not an Oceanview Condo in an Oceanfront Complex!!Stay in our beautiful remodeled and well appointed OCEANFRONT 1-Bedroom Condo (sleeps 2-4). Condo is located in the popular...

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

Kona's only Oceanfront pool! Pineapple Pl Reimagined! Cozy 2/1 Condo, sleeps 6,

Aloha!Welcome to Pineapple Place Reimagined! Our 2 bed 1 bath condo in lovely Kona sleeps 6, with access to an amazing oceanfront pool! In fact we just learned its the only residential ocean front pool in Kona! So therefore its the best pool in Kona! It's our tiny slice...

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

Oceanfront - Kanaloa Resort #2202

****Central AC is optional, and available for an additional fee*****please notify management after bookingRelax and enjoy your vacation in a spacious oceanfront 2 bedroom, 2 bath condo in the famous Keauhou resort area. Located approximately 5 miles south of Kailua...

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

Waterfall House | 4 Bed, 3.5 Bath

Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....

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

KONA PACIFIC CONDO--Walking distance to town, near amenities!

Experience Kona as you stay at our Kona Pacific Condo, located minutes from town, and many amenities. The condo sleeps up to 4, is fully equipped and turnkey, hoping to make your stay comfortable. No car is necessary if you are planning to stay in Historic Kailua...

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

Contemporary Studio 1 minute to the Ocean!

Best Location! direct ocean fronting at historical Alii Drive. This unit is totally upgraded with tropical island theme. We are 15 mins from Kona airport and surrounded by farmers market, outdoor eateries, restaurants, live music!

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

Breezy Condo w/ Screened Lanai in Kailua-Kona!

Your Big Island getaway awaits at this bright and sunny vacation rental condo in Kailua-Kona, complete with 1 bedroom, 1 bathroom, a fully equipped kitchen, and access to community amenities. Relax in the island heat and take a dip in the community saltwater pool or fix...

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

Kona Condo - Ocean Front Complex - Amazing Ocean View & Beach View !!!

Thanks for your inquiry on our Kona Condo. Our unit, B25, is a comfortable one bedroom, one bath unit that is located on the 3rd floor of the Oceanfront Kona Reef Complex. Be sure to check the 360 video tour to see the features and a complete tour of this lovely unit....

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

Steps from Magic Sands | Pool, Wi-Fi & Attractions

Summary:Say aloha to your Big Island vacation rental! Welcome to your tropical retreat at White Sands Village, an oceanfront oasis in the heart of Kailua-Kona! Whether you're looking to relax by the pool, explore nearby beaches, or dive into Hawaiian history, this condo...

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

Oceanview Kailua-Kona Condo with Private Balcony!

Experience the best that the Big Island has to offer by staying at this wonderful Kailua-Kona vacation rental, perfectly situated next to some of the island’s most pristine beaches, yet enveloped in total peace and tranquility - ideal for a restorative retreat. This...

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

OCEANVIEW - Stay close to Pier in Historic Kailua Village - WALK INTO KONA TOWN

Aloha, going to the Big Island for Vacation or Staycation? 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...

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

Breezy oceanfront condo with pool & hot tub - near shopping, dining & beaches

Kona Bali Kai #318Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This bright and colorful Hawaiian getaway offers nothing but comfort and all the amenities you could ever need to...

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

Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona

Welcome to your dream getaway at Kona Reef. This newly renovated, modern 1-bedroom, 1-bathroom condo offers breathtaking ocean and beach views, creating the perfect escape for couples or solo travelers seeking relaxation and adventure.Why You’ll Love Opihi Suite✔...

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

Kona · Pool/Hot Tub/Beach access/AC/Baby friendly

Newly remodeled ground floor unit (no dragging your baggage upstairs!). 15 mins from airport with an ideal downtown Kona location. 5 mins walk to pier, restaurants, bar and shopping. The King Kamehameha beach is 8 mins walk where paddle boards, snorkeling and booze...

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

Ocean front! Large Lanai. End unit.

Why not fill your waking moments with fresh trade winds fragrant with salty air and the lulling crash of steady ocean waves? Why not enjoy a fresh cup of Kona or Ka’u coffee on the lanai as birds greet the morning, or lounge in the evening surrounded by painted...

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

Oceanfront Condo-Paradise

Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The unit sleeps 4 comfortably with a king bed for the Master bedroom and a new queen sleeper sofa in the living room. The pool, hot tub and BBQ area overlook the ocean. It...

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

AC l Resort Amenities l Spacious & Comfortable l vrKVR

Spacious Kona Coast Condo | Golf Views, Resort Amenities & Lanai LivingDiscover the perfect Hawaiian escape in this beautifully appointed 1-bedroom, 1-bath condo offering over 1,100 sq. ft. of coastal-inspired living. Set alongside the Kona Country Club Golf Course,...

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

Sunny condo with oceanview, pool, washer/dryer, & balcony

Kona Mansions D-123Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the Big Island, the best place to get your whole Hawaiian getaway experience. With the ocean...

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

Oceanfront Studio at Magic Sands: Relax to Waves, Dine by Pool!

This oceanfront studio at Magic Sands, located on the iconic Ali'i Drive, offers a humble abode with a kitchenette, bathroom, queen-size bed, a small dining table and a sleeper sofa. It's the perfect spot to listen to the waves lulling you to sleep while enjoying...

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

2BR-Hawaiian Style Apt. C/D in Kona town, Great Location, Walkable to everything

Aloha, our spacious 2bedrooms, full bathroom with full equipped kitchen is the perfect place to call home as you enjoy the Big Island of Hawaii. Fully fenced around the property with key code to enter, guests will feel more private staying at MaiLan Hale . Located in...

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

Aloha Suites ~ 2 Bedrooms~ Cloud Forest

Welcome to Aloha Suites, a completely private retreat with its own entrance, two bedrooms, one bathroom, and no shared spaces. Originally built as an ʻohana unit (Hawaiian for in-law quarters), this serene hideaway is just 7.5 miles from Kona International Airport and...

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

Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views

Kona Lunapule is centrally located in Kailua Kona, in the Island of Hawaii. It's just a short drive to local restaurants and shops along the coast of Ali’i Drive. This quaint complex features a communal pool and onsite parking. Upstairs you will find 205B; a quiet and...

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

Great Deals at the Kona Reef! Footsteps from Old Kona Town. See our Video Tour.

This is one of the best deals at the Kona Reef: a clean, comfortable and recently-renovated island-style 1BR, with a great view of the big, beautiful Pacific Ocean. It’s an oceanfront view without the oceanfront price. And it it is air conditioned throughout. There...

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

Spacious & Peaceful 3BR Apt. in a convenient Kona town & 2 blocks from the beach

Aloha!MaiLan Hale is located in downtown Kailua-Kona , one of the most visited area by the tourists while on vacation to the Big island. Surrounded by lush TROPICAL GARDEN, this peaceful and tranquil property sits in the heart of Kona town. Indeed an enviable location,...

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

Paradise palm Studio

Our Ohana Private Studio is the perfect retreat for couples seeking a romantic getaway or individuals who simply want to relax and unwind. With its own private entrance, you'll have the privacy and comfort you desire. The studio is connected to our main home but rest...

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

Cosy Studio in a downtown Kona. Convenient Location. Walkable to shops & Beach

Aloha, our spacious studio with full bathroom is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in downtown Kona area, but in a quiet subdivision, you will find yourself perfectly situated within all the conveniences while being in a...

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

Private studio next to the beach

About this spaceCosy private studio with swimming pool facility. Located next to the beach and restaurants.The space1) Convenient location: located at the heart of Kona, quick access to the beach and restaurants, convenience stores are just right next to the studio2)...

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

Remodeled & private studio with WiFi, balcony, & shared pool/hot tub/gas grills

Kona Islander Inn 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This tropical, island retreat is waiting to welcome you to Kona! With a central location close to shopping,...

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

Piko Nani: Luxurious Oceanview Getaway w/Private Pool & Spa and Serene Lanai

Piko Nani by Gather is a picturesque hilltop retreat with unobstructed views of the Pacific Ocean and the Kona coastline. From the moment you arrive, it's easy to understand why this luxurious private residence bears the moniker "Piko Nani" which means "Hilltop...

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

Dolphin House | 3 Bed, 3.5 Bath

This show stopping home in Keauhou Estates features massive views from nearly every room. Upon entering the home, the entry boasts a grand water feature created by famed marine artist Dale J. Evers, showcasing life sized bronze dolphins. Step down into the great room...

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

Fourth-floor condo with free WiFi, furnished lanai, shared pool

Kona Pacific C421Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a private, covered lanai with treetop views and a warm and colorful interior, this single-level Kona condo...

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

Kona Isle Oceanfront Condo w/ A/C!

Summary:Absolute oceanfront! Hear the waves and watch the sea from this corner unit condo on the 3rd floor. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The living room is furnished with seating around a TV, and comes with access to...

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

Classic island condo w/ partial ocean view, & shared hot tub & pool

Kona Bali Kai #366Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...

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

Charming Kailua-Kona Apartment Near Hiking & Golf!

Head to the Big Island of Hawaii and relish the ocean breeze at this coastal retreat! With 1 bedroom and 1 bathroom, this vacation rental offers a relaxing respite for couples looking to experience island life. Spend your days swimming at Kamakahonu Beach, traversing...

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

5 star review gorgeous private pool/spa with ACs close to beaches

Aloha and welcome to Kilohana Hale. This beautiful house is located in an upscale peaceful neighborhood. Kilohana Hale is only minutes away from Magic Sand Beach, Kahaluu Beach Park, and downtown Kailua-Kona. This 5 bedroom2, 4.5 bathrooms, ocean view home can...

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

Oceanview 1BR- Top Floor Elevator access - see video tour -WiFi and free calling

This is a top floor oceanview unit with an excellent ocean view and overlooks the pool area. It is one of many of the nicer units we own or manage, including two bedroom ocean front units, 1 bedroom ocean front units, and 1 bedroom ocean view units. It is fully equipped...

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

Kailua-Kona Vacation Rental - Walk to the Beach!

Soak up some much-needed serenity when you stay at this 1-bathroom studio vacation rental perfect for couples looking for a romantic beachside escape! Start your mornings with a peaceful breakfast on the lanai as you overlook the idyllic community pool before venturing...

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

Sunny oceanfront condo with hot tub, pool, balcony & washer/dryer

Kona Bali Kai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel at home even while you're visiting the island with this bright condo! Step out onto the balcony and take in the...

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

Kona Mansions D-226 | Condo in Kailua-Kona

Kona Mansions D-226Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo's convenient location right off Ali'i Drive leaves you within a mile of local bars, restaurants, and...

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

Kona Mansions D231: Cozy Oceanview Condo w/ AC, Shared Pool & BBQ Area

Kona Mansions D231 invites you to wake up to wide ocean views and the sound of waves in the heart of Kailua-Kona. This two-story, two-bedroom vacation condo blends comfort with convenience, offering a private lanai, updated interiors, and a prime location just steps...

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

Ideally Located Condo w/ AC & Shared Pool - Walk to the Beach & Downtown

Kona Mansions E-334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a wonderful location near the heart of Kailua-Kona, this one-bedroom condo at Kona Mansions provides a...

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

OCEAN Front Kona Studio - Spectacular view!

ALOHA! We invite you to sit down, relax and take in this spectacular location our unit has to offer!PERFECT LOCATION!We are 15 mins from the airport and direct ocean fronting at Historic Kona town. Fast Internet!! For those who decided to escape to paradise to work?!...

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

Luxe Family Fit! Great Ocean View, Gourmet Kitchen, Laundry, Lanai, WiFi, TV Kanaloa 3704

Castle Kanaloa at Kona #3704 - Distinguished guests will swoon over this amazing two-bedroom two-bathroom suite with a loft in gorgeous Kanaloa. Enjoy breathtaking views where the Pacific Ocean meets a black sand bay from your covered, tiled lanai with a wet bar and...

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

Oceanfront condo with washer/dryer, pool, hot tub & views

Kona Bali Kai #321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's all about the location at this single-level, oceanfront condo on Hawaii's west coast! Inside this classic...

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

Sunsets+Space+Style! Gourmet Kitchen, Wet-Bar Lanai, WiFi, Washer/Dryer, TV Kanaloa 2905

Lay back and relax in this cute island-style two-bedroom two-bathroom oceanfront suite. Take in views of the vast Pacific Ocean from your furnished lanai with a wet bar—the perfect spot to entertain friends and family. You’ll also love the modern features of this...

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

Hi-Style Condo w/Fantastic Fairway Views, Wet Bar, Kitchen, AC, WiFi, Flat Screens+Laundry–Kanaloa a

Castle Kanaloa at Kona #601 - “Above par” bliss defines this 1,850sf high-style suite with ground floor lanai steps from your favorite hole! Perks play out with a modern kitchen, wet bar, AC, WiFi, washer/dryer, flat screens, ceiling fans, and master bath with...

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

New Listing! Two bedroom, two bathroom condo in heart of downtown Kailua-Kona

Experience paradise with this two bedroom, two bathroom condo in downtown Kailua-Kona. The condo is located in close proximity to numerous restaurants, shopping boutiques, and other downtown attractions that the beautiful location has to offer.This one story condo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 100
📍 Kailua-Kona, Hawaii

New Listing. Oceanfront condo with breathtaking ocean views.

Welcome to Sea Village—your oceanfront retreat on the picturesque Kona Coast, now featuring two beautifully remodeled bathrooms for an extra touch of luxury! This 2-bedroom, 2-bathroom condo offers breathtaking 180-degree ocean views, making it the perfect getaway for...

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

Lovely oceanfront villa with pool, hot tub & lanai

Kona Bali Kai #207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you spend your time splashing around in the surf of the nearby beaches, sightseeing the downtown area, or...

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

Showing 16 of 20 pages.