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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Kona Reef F14 Oceanfront Luxury, Full AC, King

Reviews (78)

We want you to have a wonderful stay at our condo; therefore, we’d like to let you know about some upcoming construction/maintenance work at the Kona Reef complex.Complex-Wide Work: Kona Reef complex will undergo concrete structure and resurfacing repairs from January...

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

🏖️Air-Conditioned Ocean Front Free Standing Townhome! | Sleeps 6 | vrKCV🏖️

Reviews (37)

Welcome to Hale Kai Aloha – Kona Onenalo #10!Experience island living at its finest in this free-standing townhouse located within the exclusive gated community of Kona Onenalo. Slide open the floor-to-ceiling doors and step onto one of two lanais to enjoy breathtaking...

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

Living Aloha: A Quiet Condo w/ Step-Free Access!

Reviews (34)

Escape to the beaches and clear blue waters of the Big Island in this 2-bedroom, 2-bath Kailua-Kona vacation rental. This condo features king beds, a living space filled with natural light, a TV, tile floors, and a private lanai overlooking the 18th-hole golf course...

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

🏖️Concierge Included | Ocean View | Walk to Beach! | Cental AC | vrKCV

Reviews (46)

vrKCV - Na Hale O Keauhou E6, Professionally Managed by Kona Coast VacationsEscape to paradise at Na Hale O Keauhou E6! Nestled in the serene and popular Na Hale O Keauhou complex, this townhome offers everything you need for a relaxing Hawaiian getaway. Just a short...

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

Aloha Paradise! Remodeled Condo with New A/C & Full Ocean View!

Reviews (27)

This freshly updated, single-level condo has everything you'll need to stay comfortably in the heart of Kailua-Kona and enjoy the Island’s many activities. It features all-new air conditioning throughout the condo, a modern chef's kitchen with dishwasher and plenty of...

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

Hale Aikane: Gorgeous Oceanview Home w/Private Pool & Relaxing Garden Lanai

Reviews (64)

Hale Aikane invites you to experience Hawaiian living at its finest, blending relaxed luxury with a serene island atmosphere. This single-level home offers 2,280 square feet of beautifully designed indoor and outdoor living space—perfect for families or groups seeking a...

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

Gorgeous Renovated Oceanfront Condo - AC & Free WIFI/Parking/Cable

Reviews (48)

Located on Kona's main strip, Alii drive, this unit gives you a million dollar view in a luxurious, well-appointed setting. Take in the magic of the island, all from your oceanfront lanai. Watch sea turtles sun bathe in the tidal pool below or look out for whales and...

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

2Bd/2Ba Townhouse with full kitchen steps away from ocean

Reviews (33)

End unit townhouse with 2 bedrooms/ 2 bathrooms located in the gated community of Keauhou Kona Surf and Racquet club. Downstairs you will find full size kitchen with granite countertops, living room with large 55 inch Samsung TV with 200 MBPS internet and a full...

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

Serene Pakui Pua Estate at Hualalai with Saltwater Pool & Personal Concierge

Reviews (11)

Imagine stepping into your own Hawaiian sanctuary at Serene Pakui Pua Estate, where tranquility greets you in Hualalai Resort’s exclusive Kauhale neighborhood. Wake in the Grand Master Suite, ocean and Maui views filling your sight, and slip into the tropical outdoor...

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

Exceptional Oceanview Home - Heated Oasis Pool, AC & Stunning Ocean Views

Reviews (39)

Welcome to Your Private Kona Oceanview RetreatExceptional quality, unobstructed panoramic ocean views, and a rare combination of year-round heated pool and air-conditioning in all bedrooms make this three-bedroom home a true standout in Kailua-Kona.From the moment you...

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

Sunset Hale: Spectacular Oceanview Home w/Private Pool & Spa, AC & Lanai

Reviews (9)

Sunset Hale by Gather | Private Kona Retreat w/ Ocean Views, Pool & Lanai – 30-Night MinimumSunset Hale welcomes you to elevated island living on the sunny slopes above Kailua-Kona, where distant Pacific blues, fragrant palms, and a private stone lap pool create an...

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

Kona Townhome w/ Lanai & Resort Amenities!

Reviews (41)

Experience paradise from this 3-bedroom, 2.5-bathroom vacation rental townhome in Kailua Kona where you have the chance to create life-long memories with your loved ones. Sip coffee from the balcony each morning while taking in ocean views, spend your days using the...

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

Kona Alii Condo with Ocean, Sunset, Mountain and Town Views

Reviews (37)

Located in the heart of Kailua Kona, this special retreat makes it easy to enjoy the day and night life of Kona town. With restaurants and shops within a few steps of the front door, it is also an ideal launching point for day trips to state and national parks, and the...

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

Ocean Views, Walk to beach and town. AC, Huge lanai

Reviews (151)

Aloha!Great for longer stays! We supply reliable internet/wi-fi, a desk and comfortable office chair, and large monitor that makes our condo an ideal remote working location. Our spacious 2 bed 3 bath condo has ocean views, not only from our huge wrap around lanai, but...

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

A perfect suite for temporary short term visitors

Reviews (116)

To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....

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

Stunning Luxury Estate 🌺 Superb Private Lanai & Breathtaking Sunsets! 🌅 Keauhou Luxury Estate

Reviews (75)

Experience island lifestyle in one of Kona's most desirable gated communities: Keauhou Estates.Amazing home with 3 bedroom with 3 and 1/2 baths. Beautiful great room, dinning room and gourmet kitchen overlook the pool to the ocean beyond. Imagine a beverage and sunset...

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

Oceanview + Beautiful Gardens + Oceanfront Kona Makai

Reviews (2)

Hawaii STVR License: TA-146-953-6768-01 & GE-146-953-6768-01Crashing waves lull you to sleep in our OCEANVIEW Very spacious 670 sq. ft. 1 bedroom condo! Steps to the waterfront at the tropical OceanFront Kona Makai. Our light and bright 2nd flr. condo is perfect for...

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

Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa

Reviews (56)

Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...

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

Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!

Reviews (103)

What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...

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

OCEAN FRONT PRIVATE RESIDENCE AT KEAUHOU BAY WITH POOL & PRIVATE DOCK

Reviews (17)

Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...

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

Kailua-Kona Oceanfront Home

Reviews (38)

Welcome to our exceptional oceanfront property, a luxurious home in one of Kona's most exclusive neighborhoods off Kailua-Kona’s scenic Ali’i Drive. With stunning views of Holualoa Bay and breathtaking ocean sunsets, this architectural marvel seamlessly blends luxury...

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

Loft Style Completely Remodeled Condo

Reviews (17)

This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. There isn't an ocean view, but your proximity to the ocean is VERY close!! Just a walk through the under building parking garage, and you're there!The unit...

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

Stunning oceanfront cottage

Reviews (173)

This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...

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

Oceanfront living - Floor to Ceiling wall of glass

Reviews (30)

Enjoy oceanfront condo living with all the amenities and added comforts of home. Included is an in-unit washer/dryer, full kitchen, reserved parking space, beach and snorkeling gear, WiFi, cable TV, and A/C. Experience one of the BEST unobstructed ocean views and wake...

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

Kailua-Kona Condo w/ Pool & Ocean Views

Reviews (48)

A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...

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

Kanaloa at Kona 3304: Delightful Oceanfront Condo w/ AC, Pool & Spa

Reviews (44)

Welcome to Kanaloa at Kona 3304, an oceanfront 3-bedroom condo perched above the lava-lined coastline of Heeia Bay in Keauhou. With 1,746 square feet of bright, vaulted living space, panoramic Pacific views, and a generous lanai designed for outdoor living, this...

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

Beautiful Condo Across the Street from Beach w/ Ocean View and Great Snorkeling!

Reviews (30)

Kahalu'u Beach Park is a prime spot for snorkeling, surfing and relaxing on the sandy beach. The beach is literally right walk across the street. Enjoy amazing ocean views from your private lanai, a spectacular infinity pool, hot tub and bbq area. This meticulous 2...

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

Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool

Reviews (6)

Hale Kai a 2 bedroom condo at the oceans edge overlooking two amazing surf spots our condo is breathtaking for relaxing and listing to the ocean waves and watching the magnificent sunsets! Enjoy coffee in the morning while watching dolphins frolicking and seasonal...

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

Kona Awesome Tropical PoolCottage/AC/GreatLocation

Reviews (3)

E komo mai ! Our guests highly recommend the mail in VAULT Covid test. You mail it UPS and your results are emailed to you within 72 h. https://www.vaulthealth.com/covidWe look forward to welcoming you to our home and our newly established Ohana/ Studio in a beautiful...

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

Blue Hawaii: Luxurious Oceanview Home with Pool, AC & BBQ Lanai

Reviews (42)

Blue Hawaii by Gather delivers a grand island escape in Kona’s sought-after Keauhou Estates. With 3,200 square feet of interior space, an expansive solar-heated infinity pool, and multiple private sleeping suites, this home was designed for large groups to relax,...

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

Kona Sea Villas- E-1

Reviews (2)

Summary:Escape to paradise in this spacious 3-bedroom, 3-bathroom townhouse in Kailua-Kona! Enjoy stunning ocean views and sunsets from your private lanai. This fully-equipped condo in a quiet, gated community offers all the comforts of home, including a BBQ grill and...

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

Kona Reef D24 - Direct Ocean Front Condo - Private Lanai -nNext to Honl's Beach.

Reviews (101)

Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...

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

Once you’re here - you wont want to leave! Exquisitely appointed. Views galore

Reviews (10)

Walls of glass sliders disapear creating indoor/outdoor living. Huge covered patio plus sunbathing deck around the 15' x 30' private pool just remodeled. Located in prestigious Bayview Estates gated community of fine homes 5 minutes to beach, shops, and restaurants....

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

Kona Acres Vacation Home

Reviews (8)

This vacation home is your destination if you desire privacy, have a family or want a laid-back vacation. This luxury home is ideal for large family gatherings. The house is located on a secluded one-acre, tropically landscaped lot in a quiet, quality Hawaii...

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

Aloha Condos, Kanaloa at Kona, Condo 3703, Oceanfront, AC

Reviews (27)

1700 Square feet of breezy vaulted-ceiling living space, with new tile floor and paint throughout. Refinished koa wood cabinetry in all new kitchen. Ceiling fans in all major rooms and lanai (5). Powerful whole house ventilating system reduces demand for AC. High...

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

Oceanfront Kona Home w/ Beach Access & Views!

Reviews (57)

Escape to paradise and immerse yourself in the beauty of Kailua-Kona, HI, at this stunning 2-bedroom, 2-bathroom vacation rental house. Just steps away from the picture-perfect beaches, this tropical retreat is your gateway to adventure. Discover the natural wonders of...

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

Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts

Reviews (45)

Beautifully maintained, this villa offers a welcomed amount of privacy from both the upper and lower levels without compromising stunning panoramic view of the ocean and the 4th fairway of the Jack Nicklaus signature Hualalai Golf Course. The retreat on the lower level...

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

Tropical Paradise Awaits: Stunning Hawaii Condo with Ocean Views!

Reviews (110)

STVR-19-345056Kai Indigo Condo is luxury and elegance on a budget! This quiet third floor unit is surrounded by a beautiful forest and has fantastic views of the ocean. Our unit offers air-conditioning in the living room and overlooks beautifully manicured grounds with...

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

Fairway Villa 120A: Charming w/ Shared Pool, AC, Golf Cart & Lanai Ocean Views

Reviews (17)

* Please Note:Chairman’s Club Event (December 1–6, 2025)The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. During this time, access to some resort amenities may be limited or restricted for residential rental guests. Please inquire...

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

Stunning Ocean View In Luxury Home In Keauhou Estates

Reviews (55)

Enjoy spectacular 180-degree ocean views from this 3 bedroom, 3700 square foot luxury home in Keauhou Estates on the Big Island of Hawaii. The house has an open floor plan, marble floors throughout most of the main living spaces, and large rooms with tasteful and...

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

Upscale Kona home in peaceful setting, ready for family gatherings.

Reviews (13)

This beautiful new home is perfect for larger families. The home boasts a huge kitchen with new stainless steel appliances and granite countertops. Equipped with everything you need. There are 3 bedrooms with additional sleeping areas that collectively can sleep up to...

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

Relax & Enjoy the Warmth of Hawaii in a 2 BR/2 BA. Great Rates for Long Stays!

Reviews (21)

Keauhou Punahele is located at the very south end of Ali'i Highway, a 5 minute walk to Keauhou Bay and the Outrigger. We are close to shops, restaurants, farmer's markets and many of the varied activities this island has to offer. Our condo is located at a quiet area of...

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

🏖️AC | Captivating Sunsets | Magnificent Ocean View | Private Pool |vrKCV

Reviews (37)

vrKCV - Keauhou Estates Hale Ohana lea 11, Professionally Managed by Kona Coast VacationsStart Your Hawaiian Adventure at Hale Ohana Le'aImmerse yourself in the beauty and tranquility of Hale Ohana Le'a (House of Family Joy), a custom-designed Hawaiian retreat located...

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

Breathtaking View on Beautiful Sandy Beach Oceanfront

Reviews (13)

This Oceanfront Condo has an amazing view. It has a gorgeous Great Room and a beautiful fully equipped kitchen. With the roar of the ocean just a few yards away, you will not want to leave the Lanai after relaxing on the Tropitone furniture.This Condo has a beautiful...

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

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

Reviews (48)

This is an absolute Oceanfront Villa. Watch the dolphins while you have breakfast.This wonderful Villa offers oceanfront amenities including the fragrance of the ocean spray and warm tropical breezes truly distinctive to Hawaii!Welcome to this two bedroom, two and...

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

Another Day in Paradise with Spectacular Oceanfront View of Kailua Bay

Reviews (171)

Probably one of the finest direct ocean views in all of Kailua-Kona. This 3rd floor unit looks straight over the ocean and Kailua Bay. Watch the whales breeching and the Spinner dolphins spin. Enjoy your favorite beverage on the lanai while watching spectacular sunsets....

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

OCEANFRONT TWO BEDROOM CONDO with A/C! Cal King Beds in Both Bedrooms!

Reviews (153)

Imagine - Warm tropical climate, sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there any other way to experience Hawaii?? This two bedroom, two-bath condo gives you all of that and more! The very...

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

Hualalai Hale: Four Seasons Modern Luxe Retreat on 1.5 Acres

Reviews (76)

Hualalai Hale: Your Luxe Private 4-Bedroom/4.5-Bath, Hualalai Resort Retreat, Tropical Landscape, expansive yard, Big Island HawaiiWelcome to Hualalai Hale—Your personal luxury resort home nestled within the exclusive and gated Four Seasons Resort Hualalai on Hawaii’s...

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

Waiulu Tropical Sanctuary: A Luxury Oceanview Estate at Hualalai

Reviews (3)

Imagine waking in the primary suite of Waiulu Tropical Sanctuary, where collapsible walls vanish to reveal ocean breezes and poolside serenity—a magical start to your Hualalai escape. Masterfully redesigned by Henderson Design Group, this 4-bedroom estate, with a...

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

ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo

Reviews (60)

NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...

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

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