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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Hale He'e - Octocondo at Alii Drive

Welcome to Hale He’e, a perfect little slice of Hawaiian beauty. Enjoy the best of what Hawaii has to offer in our completely updated condo at Kona Makai - an oceanfront complex complete with tennis courts, pool, spa and exercise room.This rarely available 798 sqft, 2...

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

Ocean Views In Paradise

THIS IS A NO SMOKING/NO DRUGS UNIT/PROPERTYCLEANING FEE covers disinfecting and cleaning, laundering etc of unit before AND after. Should you assist (at time of checkout) with tossing all your excess food and bringing your bedding and towels to me, I will refund $50 of...

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

Private | Oceanview | Spacious | Bright 3BR House

Welcome to Malulani Green Haven! This private 3bd/2ba home is located in a gated, quiet cul-de-sac neighborhood right in the heart of Kailua-Kona. You'll enjoy a spectacular panoramic ocean view from the backyard lanai and a view of Mauna Loa on the opposite side. The...

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

Ocean View Casa De Emdeko

Our ocean view condominium is kept updated and comfortably furnished to offer you a relaxing, quiet, and enjoyable vacation. You'll love the bamboo floors, which lends to the clean, open feeling of our wonderful condo. This top floor end unit also offers great ocean and...

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

Coastline Views just steps from the Ocean with A/C

This exquisitely appointed, almost beachfront home is perfectly maintained with cozy comfort in every room. Spectacular ocean views from the home and the special vista viewing tower makes this 3BD/3BA + Den the perfect Hawaiian getaway.The 1/4 acre lot is completely...

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

Relaxing condo near beach with partial ocean views, hot tub, pool, & lanai

Paradise Found at White Sands Village 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and experience a tranquil and unique getaway at this relaxing and well-situated condo!...

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

True Oceanfront 2 Bedroom Condo with Amazing View and Great Location

In Kailua-Kona on the Big Island of Hawaii. Spacious Two-bedroom condo with a fantastic view and great location.1 King-size bed and 2 Full-size beds. Sleeps 4 people. Free Wifi, spacious, open, airy, clean, quiet end unit on the third floor in a popular complex. AC is...

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

1 Bdrm Ocean & Pool view with Large Lanai & AC in the heart of Kailua Kona

This condo's spaciousness lanai looks out over the pool to the ocean. The perfect oasis for a cup of coffee in the morning and evening cocktails. Accommodations include a king size mattress in the bedroom and a pull out sofa bed(not pictured) in the living room(good for...

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

Kona Magic Sands Condo

Studio located directly across the street from Magic Sands beach with renovated kitchen and bathroom. The bedroom is separated from the living/dining area by a wall with an arched opening. You will notice the small touches honoring the sea turtle throughout the unit...

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

Kona Reef B32: Oceanfront Condo w/ Pool, Lanai, New AC, Beach Access & Prime Ali

From August 18–22, 2025, the Kona Reef pool, spa, cabana, grills, and bathroom will be closed for renovations. Construction noise and limited access to these areas are expected. We appreciate your understanding during this brief project!Welcome to Kona Reef B32 by...

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

The Kumu House

Welcome to the Kumu House! Designed with rustic, island, surf vibes & located in a lush private lane of bungalows right off the famous Ali'i Dr. We are are a 5 minute walk from a lovely hidden beach and 10 minute drive to the town center.The Kumu House is a two story 3...

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

Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona

Royal Sea Cliff Resort, Kailua Kona, HawaiiAn architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of local fisherman, cruise ships, whales and dolphins, surfers, and...

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

True oceanfront, ground-floor condo with 180-degree view, pool & lanai

Kona Riviera Villa #101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A spectacular oceanfront setting awaits at this ground-level condo in Kailua-Kona, where it feels as though the...

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

Na Hale O Keauhou G6 3 Bdrm 3 Bath Pool Hot Tub Ocean view WIFI

This luxurious custom designed delectable 3 bedroom, 3 bathroom townhome with AC is tucked away in the corner of the complex with an expansive view of a green space preserve and small ocean views. Very private and quiet. Only a 1 block to shopping, 1 mile to beach. High...

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

Across The Street From The Best White Sand Beach In The Area!

This upgraded condo is the largest in the complex with a wrap around lanai with a beautiful garden/Mountain View with 3 sliders going out to the lanai from the dining room, living room and master bedroom. Recently upgraded with granite countertops in the kitchen and...

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

Entire 3bedrooms Apt. w/ Balcony & Ocean Sunset View, Great Location

Welcome to MaiLan Hale, Located in the heart of historic Kailua-Kona Village, This is a completely fenced-in, private 3-bedroom, 1 bathroom unit, accessed by a gate-code for the fence and key-code for the rental unit. Take in the fresh Hawaiian air, enjoy the warm Kona...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 20
📍 Kailua-Kona, Hawaii

3BR, 3BA Kailua-Kona Condo. Best location. Beautiful ocean & golf course views!

This Keauhou Punahele Condo is in the best location in Kona. This lush tropical property is set in the Keauhou Bay area and features everything you want and need. A-303 is a remodeled upscale condo overlooking the 8th hole of the Kona Country Club Ocean Course in the...

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

Direct Oceanfront Condo! Sea Turtles & Beautiful Sunsets from the Lanai

If you’re seeking the tropical getaway of a lifetime, look no further than this amazing oceanfront Kailua-Kona vacation rental condo, complete with mesmerizing sunset views over the Pacific! With 1 bedroom, 1 bathroom this unit is the perfect size for a couple out for...

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

Oceanfront Stunning View 1st Floor Huge 1BR 2 Full Bath A/C available

Our rare huge 1,100 SF one bedroom with two full baths is truly a gem. It is located on the ground floor with only three steps to the front door. No stairs in the unit. The fresh ocean breezes and tropical fans in each room are often enough for most of our guests. The...

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

ALOHA! Our Home Away from Home, for 2. Quiet, and on 1st floor.

Aloha! Welcome to our little piece of PARADISE! Our new custom built cabinets and island for food preparation were just competed July 2024.If you love the feeling of being at home while you are on vacation, this is the place to be! Nothing better than staying in a...

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

Ocean’s Edge Bliss w/Chic Kitchen, Lanai, Laundry, AC, TV, WiFi–Kanaloa at Kona 3102

Castle Kanaloa at Kona #3102 - It’s hard to top this 1,850sf ocean’s edge suite! Toast sunsets and crashing waves on the lanai. Family ease rolls out with a roomy living area, gourmet kitchen, washer/dryer, WiFi, DVD, flat screens, double vanity master bath, air...

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

Beautiful Downtown Kailua-Kona Hawaii 75-5719 Alii Dr 107

Beautiful Downtown Kailua-Kona !!! 1 Bedroom Condos!Beautiful Downtown Kailua-Kona on Alii DriveThey are on all amenities, sleeps 2 , lots of parking You can view online !-----------------------------Kona is open and exciting. Blue Marlin Capital of the world. Easy...

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

OCEANFRONT Complex - Beautifully Upgraded and Exceptionally Lovely Condo!

Exceptional Property! This is NOT a studio or one-room hotel sleepover type property. This is a gorgeous, updated two-bedroom/two-bath fully furnished and beautifully maintained single, ground-floor level condo in a popular, beautifully landscaped 15+ acre complex...

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

Kailua-Kona House w/ Balcony & Ocean Views!

Plan a trip to the beautiful island of Hawaii and stay at this elegant 3-bedroom, 2-bathroom vacation rental house in Kailua-Kona. The home boasts an open interior, a fully equipped kitchen, an outdoor shower for your convenience after days at the beach, and a large...

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

Penthouse Oceanfront Condo with AC and Fabulous Views #407

Walk into our beautiful condo, step out on the large lanai, enjoy the fabulous ocean view, and 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

Easy Big Island Living! Ocean-Front Pool, Tranquil Lanai, Lava Rock Grill.

Wonderful condo located in an ocean-front property just minutes from downtown Kona. The condo features tile floors, fully remodeled kitchen, a brand new split-system AC, recently remodeled full bathroom with step-in shower, recently replaced queen Murphy fold-up bed,...

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

Royal Palm, Dec open dates, free HS-WIFI, Parking, Walk to Magics & Kahalu'u

Welcome to the Royal Palm Suite at Palm Hale, an inviting open-air unit in the vibrant area of Kona.This charming suite offers free high-speed Wi-Fi, a comfortable queen bed, cable TV, a fridge, a kitchenette with light cooking supplies, and a full bathroom with a tub...

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

Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!

A4 at the Kona Isle is undeniably one of the BEST valued properties in the complex. Upgraded Cooktop, All Flooring, Linens, Bed, Doors, Fans, so many great things! Beautifully appointed, AC units in the bedroom, and living room, No stairs! Wifi!Netflix, Hulu Plus,...

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

Charming Surfer's dream Hawaiian Home near Lyman Beach on Ali'i Drive

Check out this charming family Hawaiian Hale that is full of Aloha near Lyman beach which is located in the heart of Kona. This single family home has two bedrooms and a one and half bath, (a true Jack and Jill bath) with breathtaking views from the Lanai. The main...

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

Keauhou Punahele Golf Course and Ocean View

Hawaii, Big Island, Kona, Keauhou Punahele, golf course with the ocean in the background. The condo is located close to Keauhou Bay, Keauhou shopping center (with cinema) and snorkel/surfing beaches.We have owned this top floor 3 bedroom/3 bath room unit overlooking the...

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

Island getaway with heated pool - walk to dining

Alii Villas 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a pool and an oceanfront location at the Alii Villas, a choice island getaway awaits at this updated condo....

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

White Sands Village #227

This lovely and quiet 2 bedroom, 2 bath condo is located on the second floor, there is an elevator to assist as well as open stairs. There is 2 queen sized beds with a large open kitchen, living room area that leads to the spacious lanai that has an ocean view and...

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

Ocean Front Pool, Private and Newly Renovated Top Corner Unit

Welcome to our condo in Hawaii, we like to give everyone a well deserved and affordable vacation. This is a very private and newly renovated, top floor corner unit centrally located in Kailua-Kona, Big Island Hawaii. 350 days of sunny weather in a year with some of the...

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

Ohi'a Kona Estates: Hosted Bed & Breakfast with 5 Bedrooms

Celebrate your Hawaiian holiday with friends & family in your own Bed & Breakfast dedicated to you and your group!!Away from the hustle and bustle of tourists and traffic, Ohi'a Kona Estates is located in the hills above Kona with beautiful views of the Pacific and 15...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Ocean View! 2 Br 3 Bath Condo In Town!

Relax and enjoy Kona Coffee on your private, ocean view lanai, watching whales, spinner dolphins & awesome sunsets. This corner (end unit) overlooks the pool and BBQ area of Kona Pacific which also offers a sun deck with ocean view and reading/gathering room.The condo...

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

3 BR/2 BA, Beautiful Condo with Wi-Fi,Pool,Minute to Beach & Town

This spacious, beautiful three bedroom condominium has been designed for privacy and casual living, furnished with comfortable Island style furniture, including a large private lanai, air conditioning, ceiling fans, large closets, and washer/dryer. It is also equipped...

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

Centrally Located Kailua-Kona Condo w/ Lanai!

If you’re looking for an unbeatable location and sandy shores, there’s no better place than this lovely Kailua-Kona condo. Just a short walk to the heart of downtown, this 2-bedroom, 2-bathroom vacation rental ensures a stress-free stay on the Big Island! You’ll...

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

Hibiscus Hale in the Heart of Downtown Kona

1 Bedroom, 1 Bath, kitchen, bottom level town house. We have a BBQ area and a laundry room for you as well. This is a vacation you will never forget! The house is located just minutes walking distance to all restaurants, sports bars, shops and beautiful beaches in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Airy Kailua-Kona Condo < 1 Mi to Beach + Town

Feel the warmth of the Hawaiian sun each day when you stay at this inviting 1-bedroom, 1-bathroom condo in Kailua-Kona. The vacation rental is ideally located for your coastal getaway with your loved ones, with Honl's Beach, Hale Halawai Park, and an abundance of local...

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

Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419

Absolute oceanfront top floor condo with a big lanai (balcony) boasting an even bigger view. Located on the top floor of a four-story building, this oceanfront condo boasts first class views as well as excellent proximity to Kona Town and all activities. Whales, surfers...

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

Ali'i Point Spacious and Private Oceanfont Villa with A/C.

Ali'i Point #5 is located at Ali'i Point, a private and gated community of 16 seaside homes with community pool and tennis court.Central A/C throughout. Main floor has living room, dining room, kitchen, half bath, and master king bedroom with en suite bathroom.Large...

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

BEAUTIFUL.... Keauhou Ocean View Condo

Capture the essence of Hawaii with ever present ocean view, trade winds, palm trees , birds, and lovely flowers. All things Hawaii. The condo is filled with natural light and always present ocean breezes eliminate the need for air conditioning! This ”bridge unit” is...

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

Amazing oceanfront condo with hot tub, pool, W/D, & grill - gorgeous ocean view

Kona Reef Oceanfront Condo, D6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sail away to this ideally located, oceanfront Hawaiian condo! Here, you'll be just a few steps away from...

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

Ocean View Condo with Pool, Extra Large Lanai, New Kitchen & Bathroom.

This Beautiful 1 bed condo has a Sunset Ocean View and is perfectly located in the heart of Kona! The kitchen is brand new, and the bathroom has a new walk in shower. You will love the short walking distance to all that Kona has to offer. Walk across the street to...

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

Spacious Condo, one minute walk from Kahaluu Beach Park

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...

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

Newly Upgraded 1BR Unit Near Beach Max 5 Guests

Come stay in this beautifully decorated 1 BR & enjoy paradise only steps from the beach! Enjoy the Sunsets from the Lanai and relax to the Hawaiian trade winds. This 1 BR is perfect for you and your family to visit Kona. Stay across the street from the sandy beach and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 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

Beach front condo with shared pools, private beach, balcony, W/D, and AC

Casa De Emdeko A316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your cozy retreat in Kailua-Kona in Hawaii! This inviting 1-bedroom, 1-bathroom condo is nestled within...

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

Kona Makai 4-101--2 bed 2 bath plus den in Kona

Summary:Escape to paradise in this stunning oceanfront condo on Alii Drive in Kailua-Kona! This charming 2-bedroom, 2-bath retreat offers breathtaking views and is perfectly positioned for enjoying Kona's best. Steps from the beach, shops, and restaurants, you'll...

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

Clean, Updated Condo, Steps Away from White Sands Beach, Kona<br>TA-011-682-6112-01

ALOHA,This is Paradise! Our unit is in the very back of the complex on the top floor so all you hear are birds chirping and your views are tree tops and the beautiful blue ocean. Everything is new, no funky outdated furniture and macrame in this unit. The master bedroom...

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

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