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

Breathtaking Ocean & Jungle Views with Refreshing AC

Just breathe immediately and let us unburden you from the stress of daily life as you relax in your luxury space with family and friends,Welcome to Hale O Ulu (house of growth)! Located central to Kailua-kona, 5 minute drive into town and the ocean! Peek-a-boo ocean...

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

Kona-Amazing sunset, Ocean/POOL/AC/Great loc

The Hale O Hulu is our economy Ohana for travelers looking to experience the golden Kona Coast on a more affordable budget. The unit is attached to the main house, yet fully private with its own entrance. It consists of one room and one bathroom with a shower. The...

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

Bright & Airy Beach House w/ Oceanfront Views

Balmy days and breezy nights await at this 2-bedroom, 2-bath vacation rental in Kailua-Kona. With the Pacific Ocean as your backyard, you won't have to travel far for some vitamin D and 'sea,' whether you'd prefer to surf and swim or snorkel and sunbathe. When hunger...

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

Banyan Tree #303 - The best oceanfront condo with a car, beach & all the gear!

Ocean front doesn't get any closer! Enjoy the beach and the views' in this fully remodeled gem. Open the windows and let the ocean sounds take over! Brand new kitchen, custom made furniture, AC in all rooms, and beach access makes this vacation rental the perfect...

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

Oceanfront Sunsets in heart of Kona

Located on the oceans edge and in the center of Kona, sits this resort style condo with a bohemian feel, it has all the amenities on Alii drive. The condo has its own tidal pool to swim and snorkel and launch kayaks from when the waves are calm. Fishing from the shore...

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

OCEANFRONT/Elevator/AC/Surfers

OCEAN FRONT BEAUTY! ABSOLUTE OCEANFRONT WITH STUNNING VIEWSAIR CONDITIONING, WIFI, PARKING, Netflix ELEVATOR ACCESS & ASSIGNED COVERED PARKINGOCEANFRONT POOL, HOT TUB, WEBBER GAS BBQ AND OUTDOOR SHOWER - COMPLETELY REMODELLEDCENTRALLY LOCATED - CLOSE TO BEACHES,...

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

Welcome to Kanaloa at Kona #3602 2-bed, 2-bath w/ stunning ocean views and more!

Aloha and Welcome to Kanaloa at Kona, #3602. Turn moments into memories with your friends and family at this fantastic property. Enjoy an incredible ocean view at this 2-bedroom, 2-bathroom, high-speed internet, beach views, and more!Upon entering #3602 at Kanaloa in...

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

Kainani VistanNear popular attractions, airport, & grocery stores

Enjoy a stylish experience at this centrally-located place in Kona. Located 3.5 miles from the Airport and within a few minute drive to Costco, stores, & some of the most popular beach destinations. This suite sleeps 4 people and is perfect for small families. There is...

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

Romantic Penthouse Oceanfront Condo with AC and Fabulous Views

As you walk in our beautiful condo and view the luxurious interior and the fabulous ocean view, you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...

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

Completely Renovated! Kona Reef Oceanfront 2 Bedroom Penthouse A37

See dolphins, whales, turtles and surfers from our oceanfront lanai, in the most desirable 2 bedroom penthouse in Kona! Enjoy our brand new oceanfront pool area , hot tub and BBQ pavilion (completed Nov 2021)!Kona Reef Oceanfront Resort is the 1st choice in vacation...

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

Oceanfront resort, Kanaloa at Kona, Sleeps 6

Enjoy your tranquil Hawaiian experience in this spacious 2 Bedroom/2 Bath End Unit. Located off the 11th Fairway with stunning garden views from our 2 lanais, our home sleeps 6 with a sleeper sofa in the living room. Envision yourself sipping a tropical beverage at the...

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

Rare 2 bed 2 bath with 10 minute walk to the pier, dining and Ocean!

Location location location! Perfect for couples or families. Located within walking distance of shops, activities, beaches, and amazing restaurants. This 2 bedroom, 2 bath condo is a perfect pick! Whether you’re strolling to fantastic restaurants for dinner or drinks...

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

The Beach House - Closest House to Magic Sands Beach, Pool, Pickleball Court

Location, location, location. The Beach House is the closest rental house to Magics Beach and Magics Grill. Magic Sands Beach is the the most popular beach in town and gets its name from the fact that the sand comes and goes based on the waves. (Really big waves will...

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

Top Floor Oceanfront Studio #311 W/LANAI and A/C

COOL AC IS AVAILABLE when ocean breezes aren't enough.Unit # 311 - We have one of the few units in the building with an ACTUAL outdoor patio to enjoy the beautiful ocean view, which is direct ocean front, with famous Magic Sands Beach right next door! And with our COOL...

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

Calming condo with balcony, patio, kitchen, gas grill & pool - snowbird-friendly

Kalanikai #112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next tropical getaway awaits in this lovely condo! Located in the heart of Kailua-Kona, you're only a stone's throw...

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

Ocean View Guest home at Cool Elevation! - 10 mins from Airport & Town

Welcome to the first step of your relaxing Hawaiian vacation. At Ka Hale 'O Maluhia ("The House of Peace")! In this guest house, you will enjoy the feeling of hospitality and relaxation. At an elevation of 1,512 ft., you and your 'ohana will delight in the warmth of the...

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

Airy Oceanfront Kailua-Kona Gem w/ Community Pool

Your paradise dreams are now a reality in this Kailua-Kona condo, surrounded by acres of tropical landscaping, ocean views, and sitting steps to the beach! Gather the family or a small crew for an escape to the Big Island in this 2-bedroom, 2-bath vacation rental with...

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

Kona OCEANFRONT PVT Home ~ Sleeps 8+, Hot Tub, 2 min walk to Magic Sands Beach

E komo mai (welcome) to HALE HONU!! (“Hall-eh Ho-new” ~ meaning the Home of the Sea Turtle) This is a great vacation home, really oceanfront, right on the water, just 3 miles from Kailua-Kona! **** SPECTACULAR LOCATION!! UNSURPASSED VIEWS!! PERFECT VACATION HOME!!...

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

Holua Kai #26: Luxury Fairway Front Villa w/ Pool, Spa, Lanai, AC & Ocean Views

Holua Kai #26 is a two-story, plantation-style retreat in the gated Holua Kai at Keauhou community, overlooking the 2nd hole green of the Kona Country Club’s Makai Golf Course with glimpses of the Pacific from its expansive covered lanai. This 2,685-square-foot...

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

UPPER UNIT -1500 sq/ ft - 30 + days !

Owner hosted - Upper unit. Walking distance to the Magic Sands and Kahalu'u beach park, we are half block off of Ali'i Dr. 1500 sq/ft of comfort and 400+ sq/ft of lanai, three bedrooms and two full bathrooms. A master suite with KS bed and an on suite bath. Bedroom 2...

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

Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!

Imagine opening the door to your unit, gazing through a twelve-foot wide glass patio door system that frames a view of the aquamarine sea crashing on black lava rocks separated from the lanai by 25 yards of lush, green lawn – and if luck is with you, watching whales...

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

Deluxe Penthouse Oceanfront Studio with Breathtaking Views and Central A/C.

This direct ocean front deluxe penthouse studio is the perfect place to spend a relaxing vacation right on the ocean's edge!! Literally 20 feet from the ocean, you cannot beat the view anywhere from the lanai!! Perfect for lounging, dining, reading or just relaxing. You...

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

Amazing Ocean View 2BR 2Bath with Modern AC. Beautifully Upgraded. KKSR 9-305

Aloha! Welcome to Keauhou Kona Surf & Racquet Club #9-305This spectacular top floor, beautifully decorated, highly desirable corner unit has an impressive 1,188 interior square feet, plus a covered wrap around lanai with ocean views. Unit features two bedrooms & two...

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

The Flying Honu is located in the heart of Kona Town

The Flying Honu is located in the heart of Kona three blocks from the Ironman starting line. Built on the fragrant pathway from the mountain to the sea (Mauka to Makai ) it is a great example of Hawaiian single wall construction. Open floor plan with large windows to...

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

Seaside Zen Cottage - A beach is your front yard

This is an ideal place to relax with family and friends. The lagoon in front of the cottage is a great place for snorkeling, for teaching small children to swim and to rest in the healing waters.Rental of the Cottage can be combined with rental of the "Robertson's Beach...

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

Palekaiko Estate - Kailua Kona Luxury Home with Ocean View

Palekaiko, meaning paradise, is our 3200+ sq. ft. home away from home situated on over an acre in a gated community. Palekaiko has three bedrooms, three and a half bathrooms, an office and almost 1000 sq. ft. of outdoor living space. On the property, you will enjoy over...

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

Waterfront retreat w/ a furnished balcony, incredible view, & a shared pool

Kona Bali Kai #205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise awaits at this two-bedroom, oceanfront, Kailua-Kona condo. Offering a variety of desirable amenities,...

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

Lehua Lounge in the Heart of Downtown Kona

EVERYTHING IN TOWN AT YOUR FINGERTIPS! Design inspired by my mom’s favorite colors purple and blue and her love for mermaids. Completely renovated home with nice appliances and furniture. 1250 square foot home, 2 Bedroom, 2 Bath, kitchen, top level town house with...

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

Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi

Wanting a little getaway? The perfect private oasis awaits you. Imagine the background of the sun setting in the distance drink in hand, and all from your backyard look no further. Upon arrival through the 24 hr guard gated neighborhood, you feel overwhelmed with the...

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

Kailua- Kona, Hi Vacation Rental Home With Pool

Ocean view and more! This is a beautiful 3 Bedroom, 4 Bath, Split level home with a private pool on the ocean. The large upper level lanai is a great place to relax and enjoy the sounds of the ocean. The view is amazing from here, whether you’re watching the family in...

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

Oceanfront Condo with Absolutely Breathtaking Ocean/Sunset Views - B238

Incredible Oceanfront corner location with an unsurpassed view of the ocean and sunsets. Enjoy 700' of tropical outdoor living on your L-shaped lanai. The sound of the waves will lull you to sleep since you are only 30' from the ocean. Comfortable tropical decor is...

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

Gorgeous Ocean View, Comfortable Cool Elevation, Close to Everything!

This is a new home with stunning views. Beautifully nestled in Mt. Hualalai which is your backyard and a gorgeous ocean view in the front. You will never want to leave the luxury and comfort of this home. The cooler temperatures at this elevation make it a comfortable...

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

Lovely Oceanfront 4th Floor Condo with A/C

This lovely 4th (top) floor, two bedroom, two bath, bright, clean and oceanfront condo has everything that you'll need for a great vacation, including A/C! (Mini-Split System - not a separate blower in guest bedroom). It's located at the very oceanfront Kona Bali Kai...

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

Oceanfront 3 Bedroom Residence

This three-bedroom and three-bath standalone townhome is one of the Kona’s most desirable properties with stunning ocean views, an outdoor dining space, and access to a beautiful oceanfront pool. One of just 12 units in the community, this home offers a private...

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

Kona Ocean View, Pool and BBQ, Beautiful Gardens

Our condo has been renovated and has granite counter tops, upscale furnishings, remodeled bathrooms and everything a home needs. There is a king size bed in the master suite and two twins in the guest bedroom.The condo sleeps 4 with comfort and loads of space to spread...

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

Casa De Emdeko 129 The Best Vacation Experience In Kona Hawaii!

Aloha and welcome to the most special Hawaii Vacation Condo in Kona on the Big Island, Casa De Emdeko 129.This Oceanfront Vacation Destination is located on famous Alii Drive just two miles from the village shopping and Kailua Pier. The Condo is a ground floor unit,...

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

Keauhou Kona Surf and Racquet Club, Townhouse #5

Vacation in this spacious, absolutely oceanfront 2 bedroom, two story townhouse! It’s located on Hawaii's BigIsland, 5 miles from the town of Kailua-Kona at the Keauhou Kona Surf & Racquet Club. This gated 17 acre oceanfront complex has beautiful tropical landscaping,...

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

Kona Coast Hideaway w/ Patio & Pacific Ocean Views

The clear Pacific waters, volcanic rock beaches, and vibrant hibiscus flowers of the Big Island await at this 3-bedroom, 2-bath vacation rental bungalow overlooking the sea. This house is the perfect launching point for all your Hawaiian adventures! Snorkel at places...

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

Direct oceanfront with A/C n

Exquisite second floor oceanfront condo (no elevator). Enjoy watching dolphins, whales, and the beautiful sunset from a very private lanai, or listen to the calming sound of the surf while sipping a cup of Kona coffee at breakfast. Relax with the cooling ocean breeze....

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

Full Ocean View 2 bedroom 2 bath Condo on the Kona Coast. Sea Village Unit 2204

Newly renovated Two Bedroom Two Bath Condo with Full Ocean View in Center of Complex on 2nd Floor on the Kona Coast. Corner UnitWifi equippedCeiling Fans Portable Air Conditioner in living roomEnjoy Dophins spinning and whale watching in season Washer and Dryer in...

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

Kona Cabana - ground-floor condo with ocean/golf views, pools & hot tub access

Country Club Villas 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the stunning scenery from your expansive lanai, just steps from the 18th fairway of the Kona Country...

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

Kona Magic Sands Oceanfront Studio #307 with COOL A/C

COOL A/C!!! UNIT # 307 AT KONA MAGIC SANDS!We purchased this unit in 2017. Since then, we have made lots of upgrades to the already "good bones" of this unit! Check out our great reviews!!This unit is designed and set up for TWO ADULTS.We are sure that you will enjoy...

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

Stunning Ocean Views + Designer Designed Kona Home

Aloha and welcome to the all new Kona Hale, completely remodeled from top to bottom! Enjoy the spectacular 'Green Flash' of our Kona Sunsets at a breezy elevation while nestled amongst fragrant fruit trees, colorful flowers and lush tropical foliage. Dine at your...

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

Cute Downtown Studio, AC/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...

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

Relaxing Unit In Royal Kahili

Welcome to the Royal Kahili! This is our home for 3-4 months out of the year, so it is comfortable and well appointed for your stay.Extensive renovations to the unit. It is gorgeous! New kitchen and guest bath, fresh paint and baseboards, updated light fixtures and...

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

Modern & Private Condo in a PRIME Location!

Resort style living in a beautifully maintained property with a lush tropical setting. It's an 8 minute walk to dining, shopping and limitless activities in Kona town.Located across from Royal Kona Resorts and world famous Don The Beachcomber bar which is famous for...

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

Ocean Front - Air conditioned Condo - Minutes From Downtown Kona, STVR-19-376325

Spectacular Ocean front condo in highly desirable location. This condo was completely remodeled in 2023. "100% teardown to studs". Cool Air Conditioning, noise dampening windows and walls. Top end features throughout, no expense was spared. Waterfall countertops, Bosch...

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

Stunning Estate Property In Gated Community Steps From The Ocean

Welcome to our 5 star rated vacation home. We call our home Forever Sunsets because with just a short walk to the water in our gated community you can watch the sunset every night. You are also a short 600 yard walk to Magic Sands Beach, the most popular sandy beach in...

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

Aloha Style! End Corner Unit w/ Ocean and Fairway Views! Kanaloa at Kona 1402

FRESHLY RENOVATED IN 2024!! Welcome to your dream Hawaiian getaway! This single-level, spacious 2 bedroom, 2 bathroom island home features sweeping ocean and golf course views. Our recently updated island home offers the perfect blend of comfort, privacy, and luxury,...

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

Awesome Ocean Views From Ground Floor, A/C, Recent Remodel, WI-FI

Our ground floor one bedroom (with Cal King bed) air conditioned condo offers luxury at an affordable price.Our unit is fully equipped with everything you will need to have a relaxing and memorable vacation. Remodeled kitchen with granite countertops, custom tiled bath,...

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

Showing 8 of 21 pages.