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

Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views

Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...

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

Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops

A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...

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

Oceanfront Villa at Alii Point - AC & Private Pool

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 may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

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

DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village

Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...

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

Special Rate! Ground Floor at Royal Sea Cliff, Central AC!

Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...

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

Keauhou Akahi Condo; Beautiful Ocean Views. Peaceful, Clean, Newly Renovated.

Fully Furnished Condo, with easy access. Our remodeled unit features recently upgraded master bedroom suite and full bath. Well maintained and meticulously cared for and just a few steps to the pool. Beautiful, ideal location above Keauhou Bay; Master Bdrm suite...

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

**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms

Oceanfront Escape at Kahalu‘u Bay – Prime Location on Ali‘i DriveWelcome to your oceanfront haven at Kahalu‘u Bay! This beautifully renovated 3-bedroom, 3-bath retreat sits directly on iconic Ali‘i Drive and offers unforgettable coastal views, just steps from...

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

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot...

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

Ocean-view condo with furnished lanai & pool - walk to beach & dining

Kailua Village Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy central access to the best of Kailua-Kona from this breezy, ocean-view condo at Kailua Village. Cool...

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

Upgraded 2 Bed/2 Bath oceanfront property at the Royal Sea Cliff Central A/C

E Komo Mai to our Hale Pau Hana "house of no work”When you step into our slice of paradise at the Royal Sea Cliff, all your worries magically check out! **Oceanfront Bliss** Experience the magic of the Pacific Ocean right from your Lanai. Enjoy breathtaking ocean...

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

Oceanfront, Beach , Pool, Wifi ,View! Relax Haw'n style #206 Portable AC

There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...

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

Heart of Downtown Kona: Quiet, AC, Pool View

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 may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

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

🏖️180 degree view of the Pacific Ocean | Private Pool | Gated Community | vrKCV

vrKCV - Keauhou Estates 4, Professionally Managed by Kona Coast VacationsSunset Paradise at Keauhou EstatesWelcome to Sunset Paradise, your luxurious retreat nestled within the gated community of Keauhou Estates on the Big Island of Hawai'i. This beautifully renovated...

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

Kailua Village #201: 2nd Floor, Corner Remodeled unit in Downtown Kona.

Looking for an incredible rental in Downtown Kona? Look no further, you've found the best property. Kailua Village#201 has an amazing location. This corner unit is Walking Distance to Everything. The Perfect Unit for 1 person or a couple looking to be in the Heart of...

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

2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room

VIEWS... VIEWS... VIEWS... OCEAN AND WHITE SAND BEACH ALL ROOMS. THE MELODY OF SURF WAVES BREAKING ON THE SHORE ALL DAY AND NIGHT... BREATHTAKING GOLDEN SUNSETS FROM THE LANAI/PATIO AT COCKTAIL HOUR!'FREE' Unlimited Long Distance Telephone & Fax to All USA and CANADA....

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

Bungalow-Beach House

With high-end natural Travertine flooring sets the scene for relaxed beachside luxe living. Vaulted Ceilings create an airy & grand feel-magnifying & diffusing sunshine & natural light. The Chef's Kitchen affords comfortable & fun entertaining with knockout Ocean views....

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

“Great location in town close to beaches, town and ocean 2 min walk”

'Price now 125.00 daily was 135.00. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table also. Did i say location? This condo is in a 'great '...

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

2 Mi to Town: Kailua-Kona Condo Steps from Beach

Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...

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

Kailua-Kona Coastal Refuge w/ Lanai + Ocean Views!

Renew your spirits with sand between your toes and a salty ocean breeze when you stay at this sunny 3-bedroom, 2-bathroom vacation rental in Kailua-Kona! Spend the day in Historic Kailua Village visiting the historic sites, shops, and restaurants. Then visit Pu'uhonua o...

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

Paradise at Ocean Edge! Chic Kitchen+Bath, Lanai w/Wet Bar, WiFi, TV, Laundry Kanaloa 3204

Castle Kanaloa at Kona Resort #3204 - This must-see two-bedroom two-bathroom suite with a loft offers vacationers everything they want and need while on their Big Island retreat. Enjoy morning coffee or meals with family and friends on your spacious, furnished lanai....

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

The Ocean- Cozy Condo in the heart of Kona

Studio condo with A/C and has a beautiful view of the beach. Right in the middle of Kona, It is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. This unit is located on the 3rd floor and has a queen size bed, New...

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

Breathtaking Sunsets World-Class Snorkeling & Surf | Relax in A/C Comfort KVR

Welcome to Hale Makolea 23 – Your Ideal Kona Coast RetreatDiscover the charm of island living at Hale Makolea 23, a serene and inviting two-bedroom, two-bath condo nestled within the tranquil Makolea complex. Surrounded by lush tropical landscaping, this thoughtfully...

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

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

POPULAR KONA ISLANDER INN HAWAIIAN PLANTATION-STYLE BEACH RESORT FREE USE OF BEACH STUFF, POOLSIDE HOT TUB, BARBEQUESFREE ON-SITE PARKING WITH PERMIT FROM RECEPTION DESKSMART LOCK FOR 24-Hour CONDO ACCESS * 50 INCH VIZIO SMART TVFREE HIGH-SPEED WIFI TO STREAM OR MAKE OR...

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

Magic Sand Beach Condo Kona

Welcome to our beautiful remodeled condo in Kona, a tropical paradise! Located just across from the stunning magic sand beach, our condo is a haven for beach lovers and adventures alike.Imagine waking up every morning and take a few steps out to the gentle sound of...

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

Colorful oceanfront condo with pool, views & high-speed WiFi

Kona Bali Kai #220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a stunning view of the ocean from your own private balcony! A ceiling fan in each bedroom (and in the common...

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

1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!

Community Amenities | Private LanaiTucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation rental is perfect for a small family trip or couple's retreat! Here, you can enjoy a private lanai, a community pool — and easy access to the local shops,...

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

Great condo near downtown Kona

E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops, restaurants, clubs, and many other great...

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

🏖️Ocean Front | AC | Next to Honl's Beach | Walk to Town | vrKCV

vrKCV - Kona Reef A15, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef, your perfect oceanfront retreat! Located just steps from Honl's Beach, this charming complex offers stunning ocean views and unbeatable proximity to downtown Kona. Whether you're...

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

Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa

Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...

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

Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley

Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....

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

Kahakai Place - AC, Gated, 1 Block from the Ocean

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 may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

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

Stunning Ocean View Hawaiian Downtown Getaway

Welcome to our tranquil oasis in the heart of downtown Kailua Kona! Perched on a hill, our stylish condo boasts breathtaking ocean views and easy access to all that the vibrant town has to offer.Step onto the private lanai and immerse yourself in the beauty of the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Delightful condo near beaches with pool & hot tub & private balcony

Kona Bali Kai #171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shrug off your concerns and slip into some beachy flip-flops, because this one-bedroom home is sure to put a smile...

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

The Jungle House {AC/ Ocean View}

Welcome to our breathtaking Hawaiian retreat! Nestled on the shores of paradise, our house offers a stunning ocean view experience. Immerse yourself in island living with this beautifully appointed home, featuring modern amenities, spacious interiors, and a private...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Sunset View of Ocean, 1 BR End Unit on top floor, Elevator Access. Free Wifi.

Beautiful 1 bedroom condo on top floor with superb view of ocean and year round sunsets. This condo is in the oceanfront complex of the Kona Reef on the top floor. It is an end unit and has windows in each room for view and cool breezes. There is a Master bedroom, a...

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

Absolute Oceanfront, gorgeous 2 BR 2 BATH with AC

Your luxurious oceanfront two-bedroom, two full bath tropical getaway is located on the second floor and right in the middle of a four-story building. Our condo has been completely remodeled with elegant yet tropical decor, and comes with a mini-split A/C. You probably...

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

Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs

Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...

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

Hawaiian oceanfront condo near shopping & dining with hot tub & pool

Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...

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

Oceanfront with Endless Ocean View, Gorgeous sunsets, WiFi, and King Bed

Hawaii style fully furnished one bedroom condominium with two baths, full kitchen and assigned parking. Our secure building has an elevator, pool, and BBQ for your comfort and enjoyment.You'll enjoy a home away from home with Hawaiian decor. Private wireless internet,...

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

🏖️Premier Ocean Front Complex | No Stairs! | AC | vrKCV

vrKCV - Kona Riviera Villas 106, Professionally Managed by Kona Coast VacationsWelcome to Kona Riviera Villas 106, your serene retreat in the heart of Kona, Hawaii.After undergoing a complete remodel and a short break from rental, this unit has returned in 2024 and is...

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

Oceanfront Condo Near Kona's Banyan Surf

This Beautiful 1 bedroom, 1 bath Condo is just an elevator ride and steps from the oceanfront park where you can BBQ or watch the Surfers and sea turtles, or just lay out on the lounge chairs. If you don't like the Salt water you go in the Complex's Pool instead. During...

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

Enjoy Peaceful Ocean Views from our Na Hale O'Keauhou Villa

*** Please note the Hawaii State COVID-19 travel regulations for visitors arriving in Hawaii. For the most updated information regarding quarantine requirements and COVID pre-testing, please visit www.gohawaii.com for details ***** In recognition of the current...

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

Black Friday Specials! 15% off 7 day or Longer Stays! Kona Reef Ocean Front Unit

True oceanfront condo complexes are hard to find and the only real oceanfront condos at Kona Reef are located in buildings A and D. Any others are just ocean view! Enjoy sliding open the lanai door straight to the ocean! Relax and unwind at this truly oceanfront condo....

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

Ocean view condo with lanai, WiFi, W/D & oceanfront pool/hot tub/BBQ area

Sea Village #3202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in fragrant island breezes, the sounds of rustling palms, and a partial view of the Pacific Ocean from your...

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

Kailua-Kona Estate – Luxury Mansion

Welcome to the largest home* on the Big Island! Highlights include the 100' infinity edge pool, new outdoor pickleball court, 16+ person movie room, and a ~2000 sqft great room.“The place is out of this world beautiful.” – Anca, 5-Star Review“The view...

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

Great Downtown 1-Bedroom, only a block from the Ocean!

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 may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

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

Tropical downtown suite w/private hot tub & gazebo, washer & dryer, patio

Kailua View Estates -HoeneOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A serene paradise located just two minutes from downtown, this thoughtfully upgraded five-bedroom, five-bath...

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

Private ocean view oasis with dream pool, rooftop deck, vaulted ceilings

Kona ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own private retreat at this open-concept two-bedroom bungalow, perfectly perched in the hills above Kona...

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

Updated home with pool, patio, deck, WiFi, washer/dryer, & gas grill

Keauhou Surf & Racquet 3-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the resort-style gated Keauhou-Kona Surf & Racquet Club community, this condo has been...

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

Showing 15 of 20 pages.