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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Kailua-Kona Condo w/ Lanai, Walk to Beach + Pier!

Reviews (80)

Plan for plenty of exciting adventures when you make this Kailua-Kona vacation rental the site of your next stop in Hawaii! Conveniently located just a short walk from Kamakahonu Beach, Hulihe‘e Palace, and a number of top local restaurants, this 1-bedroom, 1-bath condo...

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

Turtle Rock - Ocean Front Cottage with pool

Reviews (65)

Direct Ocean Front Home completely remodeled inside and out overlooking spectacular Kahalu’u Bay with views of surfers, dolphins, whales and sunsets. This one of a kind property features two Cottages with separate Master Suites. Amenities include two bathrooms, sun...

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

🏖️Beautiful | Private | Fablous Ocean Views! | Private Pool |vrKCV

Reviews (29)

vrKCV - Mahi Iulani, Professionally Managed by Kona Coast Vacations Welcome to Mahi Iulani – Your Private Tropical RetreatNestled on the gentle slopes of Kona, Hawaii, Mahi Iulani is a luxurious tropical villa where tranquility and privacy meet the glow of stunning...

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

Kona Pacific Top Floor Retreat: Ocean View & Pool!

Reviews (113)

Say aloha to this exquisite 1-bedroom, 2-bathroom Kailua-Kona vacation rental condo nestled in the scenic Kona Pacific complex! Featuring A/C, updated amenities, and a fully-equipped kitchen with a Burr grinder for your Kona coffee, this inviting Hawaii residence has...

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

🏖️Remodeled Ground Floor | Ocean and Golf Course Views | vrKCV

Reviews (20)

vrKCV - Country Club Villas 120, Professionally Managed by Kona Coast VacationsExperience the Best of Kona from Country Club Villas 120Nestled on the beautiful Kona Country Club Golf Course, Country Club Villas 120 offers the ideal retreat for your Kona vacation. This...

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

🏖️Ocean Front | Central AC | Private Pool | Concierge Included | vrKCV

Reviews (40)

vrKCV - Holua Kai 21, Professionally Managed by Kona Coast VacationsThis stunning oceanfront home is situated in Kona on the Big Island, offering breathtaking, unobstructed 180-degree ocean views and the best of island living. Overlooking the second, third, and fourth...

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

🏖️Breathtaking Oceanfront | AC | Concierge Included | vrKCV

Reviews (91)

vrKCV - Kona Reef A4, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef Condo #A4, an oceanfront gem on the ground floor offering magnificent ocean views right from your covered lanai. With the tranquil Pacific Ocean just steps away, you can enjoy the...

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

Kona Vacay at Keauhou Akahi - on the 9th tee overlooking historic Keauhou Bay.

Reviews (121)

Floor-to-ceiling windows in every room are open to the gentle ocean and mountain breezes in this bright, airy and beautifully appointed 2nd floor unit on the 9th tee of the Kona Country Club golf course overlooking tranquil Keauhou Bay in the heart of the Keauhou...

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

Kona Reef Condo on Beach with Ocean View, Wifi, King bed & Elevator

Reviews (98)

Our fabulous condo at the Kona Reef overlooks Honl's Beach Park and the beautiful turquoise blues and greens of the crystal clear ocean. From the 3rd floor lanai complete with ceiling fan, you have a fantastic palm-dotted view of the sand and the surf. You can watch the...

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

Kona Bay Oceanfront Home close to Town & Shopping

Reviews (70)

Watch the Dolphins frolic and the whales in season from your own private lanai where the soft ocean breezes and the gentle waves lapping against the shoreline will relax your mind and body. Newly enclosed private patio with tropical garden is a great place to relax and...

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

Alii Drive Kailua-Kona's Best Location! Free AC and WIFI Pool!

Reviews (9)

Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...

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

Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.

Reviews (170)

(To watch a virtual photo tour; please go to the photo tour and look for the video start arrow on one of the photos.)Overview of LocationWe would love to have you stay in our remodeled and redecorated condo at the beautiful 18 acre, Four-Star Kanaloa at Kona Resort. Our...

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

Beach Front Condo (Ocean View), Best Snorkeling/Surfing.

Reviews (98)

This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing, paddle boarding and golfing. Ours is an unit on the ground floor in the back with views of...

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

Romantic Penthouse Oceanfront Condo with AC and Fabulous Views

Reviews (119)

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

Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard

Reviews (168)

“Wow.”That’s the first word guests say when they arrive — and it’s easy to see why. The beauty of this place will take your breath away.If you’re dreaming of an authentic Hawaiian escape, welcome home. Wake up to the scent of tropical flowers, the songs of colorful...

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

OCEANFRONT/Elevator/AC/Surfers

Reviews (165)

OCEAN FRONT BEAUTY! Intimate 20 unit complex. Feast your palate with this ocean front condo in the heart of Kailua Kona's "surf city". Spectacular early morning and evening sunset views awaits. The master suite is a sanctuary, featuring a king-sized bed and en-suite...

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

Steps Away from Black Sand Beach

Reviews (104)

Unit 1Our DIRECT OCEANFRONT corner unit (#1) has its own beach only 27 steps away from the lanai (patio). This end unit (no one below you or above you) has added privacy including a quiet grassy area. Experience sunsets year round and let the sound of the waves relax...

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

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

Reviews (146)

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

Relaxing Unit In Royal Kahili

Reviews (90)

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

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

Reviews (47)

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

Kona Alii 306 Oceanfront Condo, 1 Bdrm 2 BTH, Amazing View in the Heart of Kona

Reviews (139)

Breathtaking oceanfront view from the most desirable condo building in the heart of Kailua-Kona Village. Air conditioning new in August 2025. This third floor 1 bedroom 2 bath corner unit is beautiful in every detail. We bought this remodeled condo in 2017 and have...

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

AMAZING OCEAN VIEW!! Popular White Sands Village Steps to the Beach

Reviews (133)

Ocean View Vacation Rental at popular White Sands Village Complex. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic Sands Beach. Picture yourself enjoying beautiful ocean views and dreamy sunsets from our...

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

Relax and enjoy your own spacious private lanai with ocean & sunset views

Reviews (78)

Spacious inside and out enjoy this lovely ground floor unit with beautiful views of the ocean and the Kona Country Club Golf Course. Tropical and comfortable - this remodeled 2-bedroom 2-bath condo offers guests an open feeling and is wonderfully furnished with all the...

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

New Listing! Kona Isle Oceanfront|1 BR|Pool,Lanai

Reviews (5)

Oceanfront Paradise at Kona Isle E32 – Cozy 1BR | Steps from the Sea!Escape to the tranquil beauty of the Big Island and make yourself at home in Kona Isle E32, a top-floor oceanfront condo nestled in one of Kailua-Kona’s most beloved communities. This thoughtfully...

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

Keauhou Punahele B207 2 bedroom 2nd floor no stairs, fantastic views!

Reviews (6)

Keauhou Punahele B207 Oceanview Escape at Keauhou Punahele – 2BR/2BA Vacation Rental with no stairsRelax in paradise at our beautifully appointed 2-bedroom, 2-bath condo in Keauhou Punahele! Overlooking the sparkling pool and the stunning Pacific Ocean, this spacious...

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

Violet Sunset 2802: Newly Renovated Oceanfront Suite

Reviews (6)

Violet Sunset 2802 is an absolutely lovely, newly-renovated two-bedroom oceanfront suite is a breath of fresh air nestled up against the magnificent Kona coast! Its laid-back island charm combined with all the comforts and conveniences of home provide the perfect...

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

White Sands Village #222 Across from Beach

Reviews (33)

Summary:Welcome to 222 White Sands Village! Ideally situated just steps from Magic Sands Beach and La‘aloa Beach Park, this 2-bedroom, 2-bath condo offers partial ocean views from both the spacious lanai and bedrooms. 5-night minimum stay required.The Space:Located...

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

Oceanfront at the Kanaloa w/ A/C!

Reviews (39)

Summary:The Kanaloa at Kona, is an exclusive 5-Star oceanfront tropical gated resort, and is the premier vacation destination in Kailua-Kona on the Big Island of Hawaii. Situated on the championship Golf Course "Kona Country Club" and located within walking distance of...

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

Luxury at Na Hale O Keauhou #N1

Reviews (32)

Summary:Guests will not be disappointed vacationing in this exquisite 3 bedroom, 3 bath townhome! Luxury at it's best, all within one of Keauhou's newest complexes conveniently located to the Keauhou Shopping center, golfing and beaches. Maximum occupancy strictly...

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

Kanaloa At Kona | Enjoy Peace in Paradise!

Reviews (37)

Summary:Imagine having the privacy of your own little piece of paradise — that’s exactly what you’ll find in this uniquely located condo. Maximum occupancy is strictly enforced in accordance with local ordinances. Situated at the end of the building with stunning ocean...

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

Newly Renovated 2BR 2BA Condo in the Heart of Kona | Kona Plaza

Reviews (4)

Newly Renovated 2BR Condo in the Heart of Kona | Kona PlazaExperience the perfect blend of comfort, style, and convenience in this newly renovated 2-bedroom, 2-bathroom condo, located in the highly desirable Kona Plaza complex. Nestled in the heart of downtown...

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

Ocean View 2-bedroom condo across Magic Sands Beach

Reviews (6)

Spacious 2-Bd 2-Bath condo at White Sands Village across Magic Sands Beach .There are no steps to get to this unit when taking the elevator up.This beautiful property features 2 bedrooms, including a king bed and a twin bed, as well as 2 bathrooms with convenient...

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

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

Reviews (4)

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

Kona Mansions#304 Top Floor unit in Best Building at Kona Mansions!

Reviews (10)

Brand New Vacation Rental in 2024..This top floor, corner unit at Kona Mansions is a cozy and comfortable one-bedroom, one bathroom unit in the Best Building the development offers, Building A. You'll enjoy a captivating ocean view when walking out of your unit as the...

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

Ocean-view condo with lanai, shared pool, hot tub, fitness center & bbq area

Reviews (4)

Na Hale O Keauhou H5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in one of Kona's premier resort developments, Na Hale O Keauhou, this spacious 2-bedroom, 2-1/2 bath,...

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

Kona Reef Unit A27

Reviews (144)

Kona Reef Unit A27 - Your Perfect Oceanfront Escape!Discover the enchanting allure of Kona Reef unit A27, a truly unique 1,020 square foot condo that stands out as one of the few available two-bedroom, two-bath units. This exceptional property offers an unbeatable...

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

Kona Makai 3-205 2nd Floor unit with Ocean Views & Ac

Reviews (8)

Kona Makai 3-205 is a beautifully appointed 2nd floor condo with ocean views! This condo is fully equipped with everything you may need for your Vacation! Your own private Wifi network available for use as well! Air Conditioning is in the bedroom & living room for your...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 KAILUA KONA, Hawaii

Keauhou Punahele#E-202 1st Floor, Spacious Lanai, Personal BBQ, VERY Quiet

Reviews (12)

Keauhou Punahele#E-202 is a fantastic option for your Hawaii Vacation. You'll appreciate no stairs to access the unit! Bridge unit allows easy access.Paradise awaits you in the Keauhou area of Kailua-Kona, Hawaii. This beautiful vacation rental not only boasts two...

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

Roof deck views, hot tub, big kitchen, 3200sf, 2 BBQs

Reviews (6)

Stay at beautiful Hale Aloha Kona: Large fully-stocked kitchen2 gathering spaces☞Spacious great room in main living☞2nd great room in Ohana3 Decks☞Rooftop Deck - Breathtaking 360° ocean & mountain views + BBQ☞Hot Tub Deck + 2nd BBQ☞Screened Fitness DeckGreat location☞5...

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

🏖️TRUE Oceanfront | Panoramic Sunset View | No Stairs | vrKCV

Reviews (29)

vrKCV - Sea Village 4104, Professionally Managed by Kona Coast VacationsTRUE Oceanfront | Panoramic Sunset Views | No Stairs | Portable AC in BedroomWelcome to the 'Turtle House' at Sea Village, a stunning 1-bedroom, 1-bath oceanfront condo overlooking world-famous...

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

Kona Plaza#203 2nd Floor Ocean View In Heart of Kona Town AC & Elevators

Reviews (26)

Knutson & Associates Property Management is proud to be representing Kona Plaza#203. Best location in the development! Highly desirable west facing with ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in the immediate walking...

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

Kona Reef F4 Ocean View Condo Ground Floor No Stairs and 5 min walk to Downtown

Reviews (7)

Kona Reef F-4 - Let the waves lull you to sleep in this Lovely Oceanfront Condo in Kailua-Kona, HawaiiExperience the ultimate Hawaiian getaway at our oceanfront condo which is easily accessible-- no stairs- and it's 15 steps from our free parking lot to your door. This...

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

Kona Plaza#218 2nd Floor Unit in Heart Of Kona Town: AC & Elevators!

Reviews (10)

Experience the best of Kailua-Kona from the comfort of Kona Plaza #218! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...

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

Island Elegance: Prime Spot

Reviews (8)

Summary:--------------------------------------------------------- Experience tranquility in this shared Kailua Kona room, a mere stroll from the beach. Embrace the serene island vibe and cozy interiors. With convenient beach access, it's an ideal spot for a peaceful...

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

Aloha Condos, Kanaloa at Kona, Condo 1602, Oceanfront, Renovated

Reviews (14)

Kanaloa at Kona Condo 1602 offers an incredible stay with stunning ocean and golf course views. The condo is well-equipped with everything needed, from a fully stocked kitchen to beach gear like chairs, snorkels, and towels. Guests praise the cleanliness, comfort, and...

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

KKSR#197 Direct Oceanfront Air Conditioned Townhome, Extended Lanai & Yard

Reviews (70)

Welcome to this spectacular very popular oceanfront townhome in the heart of historic Keauhou! This 2-bed, 2-bath townhome offers the perfect blend of privacy and convenience sleeping a maximum of 4 guests.Townhome#197 is very unique, you'll notice an extended lanai,...

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

The Flying Honu is located in the heart of Kona Town

Reviews (96)

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

Beautiful 2 bedroom Condo @ Kona!

Reviews (8)

You can't ask for much more than the beautiful surrounding vistas of Kailua-Kona, but since this is the Big Island - there is so much more to discover and more. Stroll down Ali'i Drive where you'll find premium shopping and exquisite dining. Take a day trip to Hapuna...

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

Kona Mansions#124 Ground Floor, New Vacation Rental,Located in Heart of Town

Reviews (28)

Knutson & Associates proudly welcomes you to this beautiful new addition to our inventory as of November 2023, Kona Mansions#124.You'll appreciate the details the home owner has put into the property for Vacation renters! Interior newly Painted & New Furniture purchased...

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

🏖️Concierge Included | Central AC | Walk to Beach | vrKCV

Reviews (85)

vrKCV - White Sands Village 127, Professionally managed by Kona Coast VacationsYour Tropical Getaway Oasis - White Sands Village #127Welcome to White Sands Village #127, your perfect tropical escape just steps from the pristine White Sands Beach on Alii Drive. Located...

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

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