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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Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!

This wonderful beach house with private pool is perfect for all your vacation needs! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park.Permitted 5 private bedrooms all with their own bathroom . The upper level has...

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

OCEAN FRONT! Paradise in Kona! Best Location!

GET LOST IN PARADISE!! Absolute BEST location with direct ocean front view at historic Alii Drive. This unit is upgraded with tropical island theme. We are 15 mins from the Kona airport and ocean fronting!!!FAST INTERNET!! for those of you decided to escape to paradise...

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

Shady Palms ~ 2 BR ~ Lunapule Condo ~Walking distance to town

Summary:Shady Palms offers a fantastic location and excellent value, just under a mile's walk from restaurants and shops. This ground-floor, 2 -bedroom unit features a private lanai, charming island decor, air conditioning, a well-stocked kitchen, and a convenient...

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

Kukuna Estate – Luxury Kailua-Kona Coast Villa

WHY IT'S SPECIALElevate your vacation at Kukuna Estate, a peaceful retreat with plenty of relaxation at a cool 1300 feet above sea level. This stunning property offers superb panoramic beach and ocean views from its elegantly designed living room and sprawling multiple...

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

KONA GETAWAY!!nA Complete 2024 Renovation!!!!NON-SMOKING

Stay at the Kona Alii, a well known condo complex in Kailua Kona. Unit 511 has been completely renovated and is ready to host visitors in a one bedroom, two bath Condo overlooking the ocean and the parade route on Alii Drive! Enjoy brand new LG appliances including...

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

Kona Reef direct Honl Beach access unit. Oceanview

This condo is oceanfront and looks onto Honl Beach.The condo has tile flooring through out the unit. There are double wide sliding glass doors leading to the lanai and beach.The bedroom has a king size bed and flat screen TV with full cable.The bathroom has a decorator...

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

True Oceanfront One Bedroom Condo with Amazing View and Great Location

Kailua-Kona area on the Big Island of Hawaii: 1 bedroom with comfortable king-size bed, one bathroom with a tub, sleeps two people.TV in the living room and the bedroom, Free Wi-Fi, clean, quiet, and comfortable unit on the second floor in a popular complex.Fabulous...

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

Beautiful 2 bedroom Condo @ Kona!

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

Oceanfront Sea Village #3212 retreat with stunning views and open living spaces

Turn moments into memories in this incredible oceanfront Sea Village #3212 property. This two-bedroom, two-bathroom has all one is looking for. Enjoy the open layout of the living area and stunning ocean views from the kitchen to the lanai.Upon entry, you can't help but...

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

SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.

This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Direct oceanfront views, excellent complex, close to town. Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located located 1 mile from...

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

Updated condo with on-site pool, hot tub, BBQs, & private lanai

Kona Bali Kai #174Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Walk right across the street to the beach from this stylish, updated condo at Kona Bali Kai. Complete with a private...

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

Spacious 2-Bedroom + Loft @ the Kona Coast Resort

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 7
📍 Kailua-Kona, Hawaii

Ocean front condo 40 feet from the sea!

Enjoy the tropical ocean breezes, gorgeous sunsets and spinner dolphins from this absolute ocean front condo!! This remodeled unit has lots to offer guests for a Hawaiian getaway. Easy access situated on the lower level adjacent to the Magic Sands Beach. Unit is tiled,...

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

Remodeled second-floor condo with ocean view, pool, & WiFi in a great location

Kona Mansions A-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for stunning sunsets at this beautifully remodeled, second-floor condo with ocean views. With the perfect...

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

AWESOME OCEANVIEW 3 BEDROOM 3 BATH TOWNHOME UNBEATABLE LOCATION

This private 3 brm, 3 bath Na Hale O Keauhou Townhome is located in a 4 star gated luxurious resort complex with breathtaking views of the ocean, beach or mountains. Within walking distance to shopping, activities, restaurants, theater and beaches, including the famed...

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

2-bedroom vacation home just 11 minutes from Kailua Pier

Welcome to our charming 2-bedroom vacation home in Kalaoa! Nestled just a short 11-minute drive from the vibrant Kailua Pier, this property offers the perfect blend of comfort and convenience for your island getaway. As a traveler, you'll delight in the array of...

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

Special Rate! Remodeled Studio at Kona Islander #341

Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...

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

Kona Condo with all the comforts of home

This condo has everything you need for a great relaxing stay in Kona. Second floor unit in Kona Bali Kai, 1 Queen bed with new mattress and a queen size sleeper in living room. Kitchen fully equipped so you can stay in and cook if you prefer. Have your morning coffee on...

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

Ultimate Oceanfront Townhome Located on Kona Coast

Wake each morning to the serene sounds of the ocean kissing the shoreline when you stay at this 2-bedroom, 2-bathroom Kailua-Kona vacation rental townhome. From this oceanside space, world-class snorkeling, parasailing, and whale watching are all at arm's length. If you...

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

Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko

At Casa De Emdeko you can have it all! Enjoy your morning coffee from the lanai while enjoying the partial ocean views! You'll also have a direct lush garden view to the soothing fountain. Relax and bask in the breathtaking ocean views from the saltwater pool... one of...

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

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Want to be close to a beautiful beach and the little fishing village of Kailua Kona? If so this place is for you. Magic sand is just 1.2 miles away where you can body surf/body board, sunbath, eat at the beach grill or grab a shave ice. Center of Kailua kona is only 2...

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

Kona Amazing Ocean Sunset

E komo mai ! We look forward to welcoming you to our new home and our newly established Ohana/ Studio in the beautiful neighborhood of Kona Palisades. Tired after a long flight no worries we are located just a few miles from the airport so no need to travel any further!...

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

Pure Luxury! Chic Kitchen+Bath, Tile Floor, Sunset View Lanai, WiFi, Laundry Kanaloa 1902

Castle Kanaloa at Kona #1902 - This spectacular ocean front accommodation allows you to relax in splendor listening to the soothing sounds of the ocean where dolphins can be seen and whales too, when in season. Enjoy dreamy sunsets lounging on your spacious lanai...

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

Relaxing oceanfront condo with view, hot tub, pool & lanai

Kona Bali Kai #323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in the comfort of this condo's amazing views, best enjoyed from the private lanai. Luxuries like a fully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

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

Mid-Term Stays in Gorgeous Condon Kona, Big Island

Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...

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

NEW, BEACHFRONT KONA REEF ALOHA CONDO WITH A/C

Located on the first floor, Kona Reef #B7 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...

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

Direct oceanfront condo with pool & hot tub

Kona Bali Kai #211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The amazing views of the Pacific Ocean are just the beginning when you stay in this lovely condo. The full kitchen...

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

Enchanting oceanfront condo with pool, views & high-speed WiFi

Kona Bali Kai #310Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Prepare for true oceanfront living - the stunning views from this condo's private lanai have to be seen to be...

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

Tropical Seaside Gem with Shared Pool, Hot Tub, & Easy Beach Access

Keauhou Punahele B101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Leave the stress of the rat race behind and slip into island time at this Kailua-Kona retreat. Offering...

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

Kanaloa 3101 - The Point at Kanaloa

Castle Kanaloa at Kona Resort #3101 - The private atmosphere of the unit combined with modern coastal furniture will melt your stress away. The open design of the living area features plenty of comfortable seating for guests. Sit back, relax and watch the waves, or if...

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

Second-floor, ocean view condo in oceanfront complex with lanai, AC & 2 pools

-Casa de Emdeko Ali'i ShoresOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Go to sleep each evening to the sounds of ocean waves and rustling palms at this well-appointed condo on...

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

Kailua Kona, Hawaii, United States

Condo, 2 Bedrooms + Loft, 2 Baths, (Sleeps 3-5)This ocean view unit is conveniently located on Alii Drive walking distance to town and shopping with beach across the street. The unit is beautifully furnished with new Tommy Bahamas style furniture, and yummy pillows.The...

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

KKSR3202 DIRECT OCEANFRONT, Spacious, 2nd Flr

Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean directly from the living room, lanai, and master bedroom. This condo is located on the 2nd floor of building 3. The condo...

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

Best Value Keauhou Palena--2 Bed 2 Bath Golf Course in Kona

Summary:Keauhou Palena is ideally located adjacent to the Kona Country Club and within walking distance of Keauhou Bay.The Space:The complex offers its own pool and workout room. Just under a mile away, you’ll find the Keauhou Shopping Center, featuring a KTA...

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

Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!

Kona Makai#2-102 is an excellent option for your Hawaiian Vacation.This spectacular ground floor unit is a true gem at the Kona Makai. Queen Sized Bed in Bedroom & Queen Sized Blowup mattress for 2 people if needed! The owners keep their property maintained very well &...

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

Serene ocean-view studio with pool/hot tub, ground-floor access, & covered lanai

Islander Inn 147 - Oceanview Central Kona OasisOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A true Hawaiian welcome is waiting for you at this Kailua-Kona condo! With a central...

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

Heeia Bay Paradise – Spacious 3 BDR Steps to Beach

Summary:Paradise is calling you home at Heeia Bay on the Big Island of Hawaii!The Space:This incredible 3-bedroom home is located in the popular tourist destination of Kailua-Kona, known for its beautiful beaches, clear waters, and lush scenery. From swimming, to...

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

Relax at Kanaloa #1301—2-bed, 2-bath with golf views and high-speed internet.

Aloha and Welcome to Kanaloa at Kona, #1301. Relax at this 2-bedroom, 2-bathroom, Hawaii-style home. Enjoy the golf course view, high-speed internet, and more. Upon entry, you are welcomed by an open layout of the living room, dining area, and kitchen. Enjoy the ample...

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

Completely redecorated Aug. 2019 1 block to beach, free wi-fi, parking, and AC

SUPERBLY LOCATED! This completely remodeled ( August 2019) professionally decorated 2 bedrooms 2 baths condominium is conveniently located 1 block from downtown Kailua-Kona, Pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your...

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

A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️

Relax at the Oceanfront Pool while you plan your adventure in Hawaii. Beautiful 1 bedroom ground floor condo on the scenic Ali'i Drive less than a mile from town. Full kitchen, brand new Queen Novaform 14 inch gel memory foam mattress in the bedroom and a queen sofa...

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

Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.

Special Rate! Last Minute Deal when you book to arrive 2/28 - 3/4/2025.Steps from the beach at White Sands Village #334No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the...

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

Kona Pacific condo boasts ocean views l upgraded amenities l A/C

Ocean Views, Spacious Living & Aloha Vibes – Walk to Town, Unwind in ComfortExperience the best of island living in this beautifully appointed Kona retreat, where comfort, style, and convenience come together in one unforgettable space. Just a short walk from historic...

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

Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views

Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...

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

Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops

A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...

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

Ocean view condo with lanai, WiFi, W/D & oceanfront pool/hot tub/BBQ area

Sea Village #3202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in fragrant island breezes, the sounds of rustling palms, and a partial view of the Pacific Ocean from your...

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

Oceanfront Villa at Alii Point - AC & Private 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...

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

DOWNTOWN KAILUA-KONA AC, FREE WIFI, FREE PARKING, Historic Kailua-Kona Village

Aloha and welcome to Unit #110 Hale Moana (Moh-ah-nah)! This bright and airy studio apartment was freshly remodeled in 2019 and recently updated with new furnishings in April 2021. It is conveniently located in the heart of downtown Kailua-Kona. Our studio is the...

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

Special Rate! Ground Floor at Royal Sea Cliff, Central AC!

Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town but feel away from it all, this is the place for you to make your Hawaii memories. This one bedroom, one bath is the perfect oasis to enjoy your...

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

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