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

Kona By The Sea 315 - Direct ocean view

Kona by the Sea 315 is a roomy 2 bedroom 2-bath unit with all the amenities that you will need, including CENTRAL AC, full-size washer/dryer and high speed wifi. This rental requires a minimum 30-day reservation. No smoking. No pets. Free parking for one vehicle....

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

2 Story top level AC unit 2 bdrms w/Large Loft with 2 twin beds & bathrm SUNSETS

This luxury condominium is located on the 17 Fairway, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site.Within walking...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

2 bedroom fully furnished and all included in downtown Kona with swimming pool

This condo is close to everything. 5 minute walk from the ocean.Renovated 2 bedroom apartment in the heart of Kona.You can walk everywhere.2 queen-sized beds with couch and one extra rollaway bed to accommodate up to 5 people (best suited for 4 people.) The bed linens...

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

1 Bedroom Ocean View Kona Reef Condo-Recent Remodel & AC Throughout - Free WiFi

Enjoy this beautifully upgraded condo with a terrific view of the ocean overlooking the pool area. This nicely decorated, modern condo has everything you could need to make you feel at home in paradise. Be sure to see the virtual video tour. The link to the video is the...

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

Alii Cove#U23-Beautiful Spacious 2 bedroom with Loft as Third Bedroom & Ac!

Escape to paradise at Ali'i Cove U23! This exquisite vacation rental offers a minimum 30-night stay, ensuring ample time to soak in all the beauty and tranquility this stunning island retreat has to offer.Nestled in a quiet complex, this top-floor unit boasts...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

2bd with Loft Space Near Ocean Sunset Views ACQ23

TA: 048-815-9744-01TMK: 750180080096Alii Cove is a gated community walking distance to anything you need including Honl's beach, which is right across the street. This 2-story 2 bedroom, 2 bath unit comes with high-speed Wi-Fi, cable TV, Air Conditioning, and a loft...

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

🏖️Ocean Front | AC | Concierge Included | Walk to Kona Town! | vrKCV

vrKCV - Kona Reef D37, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef D37, an oceanfront retreat just a short walk from charming downtown Kona. This top-floor condo offers breathtaking, unobstructed views of the ocean, with sights of Spinner...

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

KONA DOWNTOWN DREAM OCEAN VIEW FREE PARKING NEW MEMORY FOAM MATTRESS ELEVATORS

Kona Alii Condos - Ocean and Pool Views from this spacious 1 bedroom 2 bath condo located in the heart of downtown Kailua Kona Village. Free assigned covered parking. The condo features a beautiful remodeled kitchen with exotic solid granite counter tops, stainless...

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

Private Home with Pool in Secure Gated Community on Kona Country Club Fairway

Enjoy the beautiful, panoramic ocean views and tropical landscaping in this private home. Located in the prestigious Keauhou Estates community, gated for security with 24 hour guard service. This home sits at a comfortable elevation of 700 feet. Spend hours on the...

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

KKSR#176 DIRECT OCEANFRONT CORNER AIR CONDITIONED TOWNHOUSE, CLOSE TO POOL

**AC! NEW LUXURY VINYL PLANK FLOORING INSTALLED IN BEDROOMS AND STAIRS WITH FRESH PAINT**This is a gorgeous ocean front townhouse corner unit. Being an end unit with additional side windows allows for additional light in the unit, and because it is located at the end of...

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

Spacious Entire Home w/ Heated Pool, 180-Degree Ocean View & 7 mins to Beaches!

Welcome to Kona Phil's home! Escape to your Big Island ocean-view retreat, where comfort, style, and tropical serenity come together. This spacious single-level home features a rare central atrium, filling the interior with natural light and lush greenery, creating a...

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

🏖️Great Location | Modern Island condo | AC Included | vrKCV

vrKCV - Casa de Emdeko 221, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko #B221, your serene island escape just 150 yards from the ocean. This spacious 780-square-foot second-floor condo is perfect for 2–4 guests seeking comfort, relaxation,...

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

Kona Mansions | Ocean Views & Amenities!

Summary:A complete Hawaiian experience can be found at Kona Mansions. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This unit is a 1 bedroom, 1 bathroom ocean view condominium capable of accommodating up to 3 guests. Vacationers on...

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

Lovely Room. Wir Sprechen Deutsch. Tropical Garden, Quiet

Centrally located on the hillside overlooking Kona Coast 7 miles north of downtown Kailua Kona, this is one of several accommodations we offer. A lovely room with queen bed, sleeper sofa, full bath, cable TV, small lanai, refrigerator, microwave, coffeemaker, hot water...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 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

Kona by the Sea Oceanfront Condo KBTS407

TMK: 750200160027TA-053-340-5696-01Relaxing Ocean Front Condo! Stunning direct ocean views. This one bedroom - two bath condominium has been fully updated with quality materials. Custom solid cherry wood cabinets and interior doors. Gleaming granite counter-tops in...

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

🏖️Ocean View | Close to Pool & BBQ Area | vrKCV

vrKCV - Sea Village 2102, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Sea Village in Kailua-Kona, Hawaii!Escape to this delightful one-bedroom, one-bath condo, perfectly situated just a short distance from downtown Kailua-Kona on...

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

Aloha Condos, Keauhou Kona Surf and Racquet Club, Townhome 187, Oceanfront, AC

Direct Oceanfront LocationFree Wireless High Speed InternetFully Equipped Kitchen & Washer/DryerPrivate Oceanfront LanaiOceanfront Master Bedroom• Great Oceanfront Location• Pool, Cabana & BBQs• 3 Lighted Tennis Courts• Tropical Gardens & Flowers• Golfing,...

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

Makana Kai Hale: Oceanfront House on Famous Ali'i Drive

Located right on the water, Makana Kai, gift of the sea, has been family-owned for more than 40 years and retains the feeling of visiting a beloved and well-furnished home. The house has been renovated with a new kitchen, appliances, beds, fans, furnishings, and a...

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

Kona Makai 6-305 GORGEOUS OCEANFRONT, TOP FLOOR, 2 BEDROOM

Absolutely stunning unit at Kona Makai! Unit#6-305 is a gorgeous fully remodeled top floor unit. It features a spacious 2 bedroom, 1 bathroom oceanfront space of 779 square feet & an 122 square foot lanai. This condo can sleep up to 6! Breathtaking ocean, mountain, and...

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

Casa De Emdeko 204 - Air Conditioning! Elevators! REMODELED IN 2019!

Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Unit#204 was REMODELED IN APRIL 2019 with all new flooring, furniture, kitchen, bathrooms, paint, appliances! Central AC, WIFI, Elevators, Beach gear! Look no further!Unit#204 is a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Casa De Emdeko 330 - DELUXE, Top Floor, Oceanview, AC, Extra spacious!

Owners have extensively updated the condo from top to bottom. Flooring, Bathroom, Kitchen, Furniture, Lanai all updated! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds...

🛏 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

KBV 304 Top Floor Condo: Huge Oceanview, Elevators, Beach Walking Distance!

This beautiful, private top floor condo at Kahaluu Bay Villas is quite the gem. The unit has a well equipped kitchen and all the rooms are spacious with a balcony overlooking the pool and the ocean. The bedrooms and baths are wonderfully appointed.The living area is...

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

Casa De Emdeko 211 - 2/2 OCEAN VIEW, AC, Elevators, Spacious, 2nd floor gem

This 2nd floor Casa De Emdeko 2 bedroom condo is an extremely spacious property with a spectacular ocean view. Just recently been put back into Vacation Rental!! We're proud to have this great condo back in our inventory! A great King sized bed in the master, and a...

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

Oceanfront Condo🏄‍♀️Wrap-Around Lanai Almost Hanging Over The Ocean! 🌊 Hale Kona Kai 313

True and total oceanfront condo with wide wrap-around lanai (balcony) giving you almost four lanai rooms. The lanai hangs over the ocean. See the tide pools and the lagoon where the turtles love to swim. Let the sounds of the sea make you sleep after a day of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

True and Absolute Oceanfront Condo 🌅 Breathtaking Views From The Lanai!🍍Hale Kona Kai 402

True and complete oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Kona Shores 203: Amazing location&fully equipped condo in Oceanfront complex!

This Top Floor condo situated immediately next to Alii Drive has everything you need to enjoy your time on the Big Island of Hawaii! The property features a full kitchen and a full bathroom. There is a Queen sized bed, plenty of seating in the living area, flat screen...

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

Discover Keauhou Paradise: Gated Neighborhood with Pool & BBQ

Enjoy beautiful Keauhou, Hawaii from the comfort of this quiet, gated neighborhood complete with a pool, hot tub, and BBQ. With close access to manta ray dives, fine dining, golf, and more, you are sure to find something nearby that strikes your fancy!When you enter...

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

🏖️Concierge Included | AC | Completely Updated | vrKCV

vrKCV - Kona Isle B22, Professionally Managed by Kona Coast VacationsExperience the ultimate Hawaiian getaway in this beautifully updated condo, offering modern amenities and a prime location near the ocean. Perfect for couples or small families, this condo provides the...

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

Banyan Tree 203 - Peaceful oceanfront Kona condo

Welcome to Banyan Tree 203. With 1,166 square feet of living space, this two-bedroom, two-bathroom retreat comfortably accommodates up to four guests, making it an ideal choice for families or couples seeking a peaceful escape. Step inside to discover a beautifully...

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

OCEANFRONT CONDOnTOTAL REMODEL 2025n 2 POOLS KONA SUNSETS nPRIVATE LANAI A/C

TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...

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

Kona Pacific C416 by Gather: 1BR Condo Retreat w/ Pool & Ocean Views

Welcome to Kona Pacific C416, a beautifully appointed 1-bedroom, 2-bath ocean-view condominium in the heart of Kailua-Kona, Hawai‘i. This 830-square-foot retreat offers modern comfort and tropical tranquility, accommodating up to four guests—ideal for couples,...

🛏 1 Bedroom
🛁 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

Beach/Ocean View Condo 🐬 Great Value, Walking Distance to Beach🏝️ and Town👣 Kona Reef B21

Great Value! Lovely beach, trees, and ocean view condo at the popular Kona Reef complex. 1 Bedroom; 1 Bathroom; full Kitchen plus washer/dryer inside the condo, and A/C. This amazing condo sleeps 2-4 people. Enjoy your private lanai with a beautiful new dining set for...

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

★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬

Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 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

COUNTRY CLUB VILLAS 242 - OCEAN & GOLF COURSE VIEWS

Enjoy panoramic coastline views and year-round sunsets from our wonderful two bedroom, two bath, bright, airy and tropically furnished corner condo overlooking the 17th fairway of Kona Country Club's Ocean Golf Course. An impeccably maintained golf courses surrounding...

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

Showing 27 of 37 pages.