Last min May opening! Love watching sunsets and dolphins from this large lanai!From $446/night · Sleeps 4
Alii Drive And Kona Sunsets
Kailua Kona Vacation Rentals
Kailua Kona Vacation Rentals Near the Water, Dining and Sunsets
Kailua Kona vacation rentals are a natural choice when you want west Big Island sunshine, ocean views, walkable dining and easy access to beaches. Many condos are set along or near Alii Drive, with lanais, pools, barbecue areas and sunset views that make the area feel relaxed without being far from restaurants, shops and Kailua Pier.
This part of Kona is especially convenient if you want a mix of beach time, boat tours, snorkeling and casual evenings in town. You can spend the morning near the water, head out for a Big Island activity in the afternoon, and still be close to dinner without a long return drive.
Why Choose Kailua Kona
Kailua Kona is one of the Big Island’s most popular vacation rental areas because it keeps beaches, dining, shopping and ocean tours close together. Vacation rentals here range from simple one-bedroom condos to larger oceanfront homes, so the area can fit couples, families and longer visits.
The setting also gives you a lot of flexibility. Choose a condo close to town if you want to walk to restaurants and Kailua Pier, or look farther south along Alii Drive for quieter condo communities near surf spots, small beaches and sunset viewpoints.
Beaches, Snorkeling and Places to Visit
South of town, Kahaluu Beach Park is one of the best-known snorkeling beaches in the Kailua Kona area. Families often like this side of town because beaches, surf schools, grocery stops and condo communities are all close by.
Closer to the village, Kamakahonu Beach, Hulihee Palace and Ahuena Heiau add history and an easy waterfront walk to a Kona vacation. For ocean activities, related options include Big Island snorkeling tours, manta ray snorkel tours and Big Island boat tours.
Finding the Right Kailua Kona Rental
Look closely at location before booking. Some Kailua Kona rentals are close to shops and restaurants, while others are farther south near beaches and quieter condo communities. Oceanfront does not always mean swimmable water directly in front, so check the map, photos and beach access if swimming is a priority.
If you want more choices beyond town, browse other Big Island vacation rentals or compare nearby areas such as Keauhou vacation rentals and Kona Coast vacation rentals.
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Kailua Kona Vacation Rentals Listings
Map View · Page 18
Kailua Kona Vacation Rentals Map
Last min May opening! Love watching sunsets and dolphins from this large lanai!From $446/night · Sleeps 4
Gorgeous Ocean View, Comfortable Cool Elevation, Close to Everything!From $565/night · Sleeps 8
Recently remodeled 2 bedroom Ocean Front Building 1 at Kona Makai.From $200/night · Sleeps 4
Kailua Kona, Home between the beaches & Kona town, 10 min from airport.From $238/night · Sleeps 8
🌴Wonderful town home in a private setting with ocean views🌴From $265/night · Sleeps 6
Kona Reef Oceanfront Newly Furnished A-16From $359/night · Sleeps 4
Ocean View Guest home at Cool Elevation! - 10 mins from Airport & TownFrom $363/night · Sleeps 6
Kona Makai 6301: Delightful Oceanview Condo w/ AC, Shared Pool & SpaFrom $476/night · Sleeps 4
Steps to Magic Sands Beach l AC l Chef's Kitchen l vrKVRFrom $155/night · Sleeps 4
Kona Isle C38: TOP Floor Corner Remodeled W/AC & Incredible Ocean Views.From $225/night · Sleeps 4
Ocean View Condo in the Heart of KonaFrom $129/night · Sleeps 5
Gorgeous Oceanfront 2 Bed/2 Bath Condo with A/C at Kona Bali Kai Resort Unit 306From $333/night · Sleeps 4
Hale Kona Kai 312 - Absolute Oceanfront Condo with wraparound lanaiFrom $354/night · Sleeps 2
Kona Ocean View, Pool and BBQ, Beautiful GardensFrom $205/night · Sleeps 4
Kona/Big Island 3BR Ocean ViewsFrom $375/night · Sleeps 6
🏖️Ocean Front | Central AC | Private Pool | Concierge Included | vrKCVFrom $520/night · Sleeps 6
Kahakai Estates Hale: Posh Gold Coast Home w/ Pool, Spa, AC & Sunset ViewsFrom $671/night · Sleeps 6
KONA PACIFIC C-618 NICE OCEAN VIEW, Top Floor, WALK TO TOWN! Elevator, AC!!From $160/night · Sleeps 4
Direct-Oceanfront, downtown, Renovated CentAC Pool FreePark! Elevator Beach GearFrom $300/night · Sleeps 4
KJ’s Place, in the heart of the city.From $176/night · Sleeps 4
🏖️Private Ground Floor Corner Unit | AC & Ocean Views | vrKCVFrom $337/night · Sleeps 4
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-302, Oceanfront, ACFrom $519/night · Sleeps 6
Oceanfront Private Home with pool on Kahalu'u Bay & the ocean is your backyard!From $649/night · Sleeps 4
🏖️OCEAN FRONT | WIFI | Free Concerige | vrKCV🏖️From $164/night · Sleeps 4
Updated condo with air conditioning in the heart of downtown Kona.From $182/night · Sleeps 6
Budget Friendly, starting at 150:00 Per. night waterfront complex.From $156/night · Sleeps 2
Aloha Condos, Keauhou Resort, Condo 118, Ocean View, ACFrom $299/night · Sleeps 2
🏖️Oceanfront Corner Penthouse with Sunset Views, A/C and Wraparound Lanai | vrKCVFrom $479/night · Sleeps 4
Piece of heaven! Enjoy the sounds of ocean and beautiful sunsets. Explore the nearby beach.From $636/night · Sleeps 6
Aloha Condos, Kanaloa at Kona, Condo 1904, Oceanfront, ACFrom $789/night · Sleeps 6
🏖️Oceanfront 5 Bedroom Home | Pool | Close to Beaches | vrKCVFrom $1,005/night · Sleeps 8
Ali'i Point #9: Lavish Oceanfront Home w/Pool & Spa- Relax & Watch the WavesFrom $2,116/night · Sleeps 6
Ocean Front Pool fully furnished condoFrom $135/night · Sleeps 2
From $446/night
Last min May opening! Love watching sunsets and dolphins from this large lanai!
The wrap around lanai is a perfect place to relax with coffee watching whales, dolphins and amazing sunsets!! This condo is a newly remodeled 2...
From $565/night
Gorgeous Ocean View, Comfortable Cool Elevation, Close to Everything!
This is a newer home with stunning views. Beautifully nestled in Mt. Hualalai which is your backyard and a gorgeous ocean view in the front. You will...
From $200/night
Recently remodeled 2 bedroom Ocean Front Building 1 at Kona Makai.
Come and enjoy our little Piece of Paradise in one the most beautiful complexes in Kona. Located just one mile south of the town of Kailua-Kona on...
From $238/night
Kailua Kona, Home between the beaches & Kona town, 10 min from airport.
Prefect location for your home away from home. Equal driving distance to the prime beaches and shopping / dining. Quick straight shot to the KOA...
From $265/night
🌴Wonderful town home in a private setting with ocean views🌴
Let stunning sunsets, pool days and backyard barbecues define your Hawaii vacation. This exquisite, three-bedroom, 2.5-bath townhome offers vast...
From $359/night
Kona Reef Oceanfront Newly Furnished A-16
IMPORTANT: FEB/MAr 26 See dolphins, whales, turtles and surfers from our ocean front lanai, in a desirable one bedroom condo in Kona! Kona Reef...
From $363/night
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...
From $476/night
Kona Makai 6301: Delightful Oceanview Condo w/ AC, Shared Pool & Spa
Wake up to panoramic Pacific views at Kona Makai 6301, an oceanfront vacation condo in Kailua-Kona where the shoreline sits just steps beyond your...
From $155/night
Steps to Magic Sands Beach l AC l Chef's Kitchen l vrKVR
Steps from Magic Sands Beach – Your Elegant Kona Coast EscapeIdeally situated just across scenic Ali‘i Drive from the iconic Magic Sands Beach, this...
From $225/night
Kona Isle C38: TOP Floor Corner Remodeled W/AC & Incredible Ocean Views.
Looking for the best of the best at Kona Isle? Kona Isle#C38 is arguably one of the best units in the entire development. Top Floor West Corner of...
From $129/night
Ocean View Condo in the Heart of Kona
One bedroom condo on the 2nd floor at an oceanfront complex. It has a queen sized bed, a Murphy bed and fold out couch in the living room. Beautiful...
From $333/night
Gorgeous Oceanfront 2 Bed/2 Bath Condo with A/C at Kona Bali Kai Resort Unit 306
Your home away from home in Kailua-Kona with 2 gorgeous bedrooms featuring 2 king beds. This fabulous 3rd floor oceanfront condo offers all the...
From $354/night
Hale Kona Kai 312 - Absolute Oceanfront Condo with wraparound lanai
Hale Kona Kai unit 312 is one of our most popular units at Hale Kona Kai. This 3rd floor corner unit features a wraparound lanai facing west and...
From $205/night
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...
From $375/night
Kona/Big Island 3BR Ocean Views
3BR Luxury Ocean-View Townhome with Pool & Central A/C in KeauhouExperience breathtaking 180-degree ocean and sunset views from this luxurious...
From $520/night
🏖️Ocean Front | Central AC | Private Pool | Concierge Included | vrKCV
Oceanfront Keauhou Home w/ Pool + Walk to Pickleball | Holua Kai 21Wake up to panoramic ocean views, spend your days poolside overlooking the golf...
From $671/night
Kahakai Estates Hale: Posh Gold Coast Home w/ Pool, Spa, AC & Sunset Views
Kahakai Estates Hale by Gather – Newly Renovated Luxury Vacation Rental in Kailua-Kona, Big IslandLocation: Kahakai Estates, Kailua-Kona | Sleeps: 6...
From $160/night
KONA PACIFIC C-618 NICE OCEAN VIEW, Top Floor, WALK TO TOWN! Elevator, AC!!
Kona Pacific C-618 is a newly remodeled TOP floor condo with breathtaking ocean views. Gorgeous Kitchen, fully redone from top to bottom. This condo...
From $300/night
Direct-Oceanfront, downtown, Renovated CentAC Pool FreePark! Elevator Beach Gear
We offer not just a peekaboo, but a FULL ON VIEW of the ocean! Platinum rated, located within blocks of Kona with free-reserved-covered parking,...
From $176/night
KJ’s Place, in the heart of the city.
KJ’s Place is a newly remodeled condo located in the heart of Kailua-Kona. The kitchen and living room open up to a covered lanai with view of the...
From $337/night
🏖️Private Ground Floor Corner Unit | AC & Ocean Views | vrKCV
vrKCV - Kona Isle D1, Professionally Managed by Kona Coast Vacations.Ocean Views, Oceanfront Pool & Sunset Lanai | Kona Isle D1Enjoy the beauty of...
From $519/night
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-302, Oceanfront, AC
Oceanfront Top Floor with sunsets over the clear blue Pacific waters every evening: Loft and Vaulted CeilingsDirect, Unobstructed Ocean...
From $649/night
Oceanfront Private Home with pool on Kahalu'u Bay & the ocean is your backyard!
Private comfortable rustic bungalow home where your backyard is the ocean. Beautiful oceanfront setting where the waves splash against your lanai....
From $164/night
🏖️OCEAN FRONT | WIFI | Free Concerige | vrKCV🏖️
vrKCV - Sea Village 4312, Professionally Managed by Kona Coast VacationsOceanfront Kona Condo | Top Floor Views & LanaiTop-floor oceanfront condo...
From $182/night
Updated condo with air conditioning in the heart of downtown Kona.
Beautiful condo just steps from shops, restaurants, Kona Pier and a sandy beach with calm waters that is perfect for swimming, snorkeling and...
From $156/night
Budget Friendly, starting at 150:00 Per. night waterfront complex.
Before you consider booking with someone else in the Kona Isle Complex don’t get gouged and caught overpaying for your holiday, I offer you the best...
From $299/night
Aloha Condos, Keauhou Resort, Condo 118, Ocean View, AC
This smoke-free condo boasts ocean and golf course views from both lanais. Beautiful furnishings and completely remodeled with upper end appliances...
From $479/night
🏖️Oceanfront Corner Penthouse with Sunset Views, A/C and Wraparound Lanai | vrKCV
Oceanfront Corner Penthouse | Sunset Views + Pickleball | Surf & Racquet 2301Wake up to panoramic ocean views, play a morning match of pickleball,...
From $636/night
Piece of heaven! Enjoy the sounds of ocean and beautiful sunsets. Explore the nearby beach.
Hale Kai O'Kona — Oceanfront Living on the Kona CoastWake up to the rhythm of the Pacific. At Hale Kai O'Kona, the ocean isn't just a view — it's the...
From $789/night
Aloha Condos, Kanaloa at Kona, Condo 1904, Oceanfront, AC
Unit 1904 in Kanaloa at Kona is a top-floor, air-conditioned luxury condo located in Kanaloa at Kona. Spacious 3 Bedroom, 3 Bath Condo Fully equipped...
From $1,005/night
🏖️Oceanfront 5 Bedroom Home | Pool | Close to Beaches | vrKCV
Oceanfront Kona Home w/ Infinity Pool + Gated Entry | Hale KipaWake up to the sound of the ocean and end your day with unforgettable Kona sunsets at...
From $2,116/night
Ali'i Point #9: Lavish Oceanfront Home w/Pool & Spa- Relax & Watch the Waves
Ali'i Drive runs a quiet stretch of coastline south of Kailua Bay, where the lava shelf meets the Pacific and the trade winds carry the sound of surf...
From $135/night
Ocean Front Pool fully furnished condo
Welcome to our newly remodeled one bedroom condo that is fully furnished in beautiful Kailua Kona. We just purchased new furniture and new flooring ....