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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Peaceful 1-Bedroom in a Quiet Community

Experience the beauty of the Big Island in our stunning 1-bedroom condo at Keauhou Punahele, perfectly situated next to the picturesque Kona Country Club. Recently remodeled, this charming retreat combines modern comforts with a touch of island flair.

2 bedroom
1 bathroom
Sleeps 2

from $220

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Hualalai Golf Villa - Exquisite Views & Fully Remodeled

Hualalai Golf Villa - Exquisite Views & Fully Remodeled

Welcome to your dream vacation at our spectacular Hualalai Resort Golf Villa, perfectly situated overlooking the 18th fairway of the world-renowned Hualalai Resort Jack Nicklaus Signature Course, with captivating ocean views beyond.

This second story front-row Villa offers serene ocean vistas and gorgeous sunsets.

3 bedroom
3 bathroom
Sleeps 6

from $3,397

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Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit

Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit

Pualani Island Getaway - Main House & Ohana- 30-night minimum

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Welcome to your hidden gem in Kailua-Kona, HI, where breathtaking sunset views of Kailua Bay await you!

3 bedroom
2 bathroom
Sleeps 8

from $219

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Sea Village Oceanview Condo

Unwind with modern comforts, including a flat-screen TV with cable, high-speed WiFi, and a fully equipped kitchen perfect for preparing island-inspired meals. Step outside to soak up the sun in the oceanfront complex, where you can lounge by the pool, take a dip in the hot tub by the sea wall, or enjoy a BBQ in the communal grilling area while watching the sunset.

1 bedroom
1 bathroom
Sleeps 4

from $458

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Charming 2-bedroom condo with ocean views in Keauhou with WiFi, fitness room, AC

Charming 2-bedroom condo with ocean views in Keauhou with WiFi, fitness room, AC

Enjoy a peaceful stay at this fabulous 2-bedroom apartment in Keauhou. Each bedroom has it's own bathroom, king bed, and separate temperature controlled AC unit.

The bathrooms are equipped with a hair dryer and bathtub. There is in-unit washer dryer, and the condo is located on the top floor, overlooking greens and with ocean views from the entry way, master bedroom, lanai, and living room.

2 bedroom
2 bathroom
Sleeps 6

from $436

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Kolu Honu – Stunning Beachfront Condo for 2!

Kolu Honu – Stunning Beachfront Condo for 2!

Summary:
You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!

The Space:
You're just moments away from making the Hawaiian getaway of your dreams a reality—and at Kolu Honu, island enchantment awaits.

1 bedroom
2 bathroom
Sleeps 2

from $263

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Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368

Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368

Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat and large flat screen Smart TV, guests can relax in cool comfort.

1 bedroom
1 bathroom
Sleeps 2

from $292

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Just Steps Away From Magic Sands Beach...

Just Steps Away From Magic Sands Beach...

Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this awesome property is perfect for a relaxing getaway.

1 bedroom
1 bathroom
Sleeps 2

from $281

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Kona Paradise Apartment with Pool

Escape to paradise in this charming one-bedroom apartment on the beautiful island of Hawaii! Located minutes from beaches, shopping, and entertainment, this cozy retreat is perfect for two. The bedroom has a comfortable queen bed and plenty of closet space, while the inviting living area includes a TV, free Wi-Fi, and a kitchenette stocked with essentials.

1 bedroom
1 bathroom
Sleeps 2

from $298

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Kona Ocean View Suite - Walk to Shops and Dining

Kona Ocean View Suite - Walk to Shops and Dining

Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Great for the Sunsets! Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i Drive and all it offers, including beaches, snorkeling, sightseeing, shopping and eateries.

1 bedroom
1 bathroom
Sleeps 4

from $292

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Perfect Island Getaway! 3 Spacious Units, Oceanfront, Watersports and Activities

Perfect Island Getaway! 3 Spacious Units, Oceanfront, Watersports and Activities

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a relaxing and rejuvenating experience, rooted in Hawaiian healing traditions.

3 bedroom
3 bathroom
Sleeps 12

from $987

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Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona

Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona

Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this amazing space.

1 bedroom
1 bathroom
Sleeps 4

from $269

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Aloha Springs Ohana

Enjoy a stylish experience at this centrally-located ohana. We are Located at 1500 elevation with sweeping ocean views & cooler breezes just 10 minutes to beaches and down town Kona. The inside offers a stylish remodeled design with 10 foot ceilings two bedrooms kitchenette and heated flooring.

2 bedroom
1 bathroom
Sleeps 4

from $295

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Royal Sea Cliff Kona 303 Garden View 1BD 1BA

Royal Sea Cliff Kona 303 Garden View 1BD 1BA

- Ground floor condo near pools and BBQ grills

- Covered lanai is 154 square feet/14 square meters

- Tile floor throughout unit

- Updated kitchen featuring granite counters and stainless-steel appliances

- Bedroom with 1 queen bed

- Queen sofa bed in the living room

- Bathroom with walk-in shower and accessibility handles

- Washer/Dryer in unit

- Central air conditioning

- Cable TV in living room and bedroom

- In-room safe, iron, ironing board, and hairdryer

- Complimentary high-speed internet

- Complimentary roll away bed & Pack n Play complimentary-based on availability upon request
- Resort feature two pools & one Jacuzzi, BBQ grills and full service front desk with complimentary on-site parking in covered and uncovered parking areas

1 bedroom
1 bathroom
Sleeps 4

from $447

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Cozy ground-floor condo with heated outdoor pool, private lanai, close to shops

Cozy ground-floor condo with heated outdoor pool, private lanai, close to shops

Keauhou Akahi 103

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Welcome to your tropical oasis in Kailua-Kona, HI! This stunning ground floor condo at the Keauhou Akahi property offers breathtaking views of the Kona Country Club Golf Course and the sparkling Pacific Ocean right from your private lanai.

1 bedroom
2 bathroom
Sleeps 4

from $265

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Luxury Oceanfront Living in Kona!

Discover this newly remodeled (in 2024) Oceanfront 1-bedroom gem in Kailua-Kona. This sought after condo offers discrete luxury living right on the Pacific Ocean. Watch the sunset with uninterrupted views directly from your lanai, watch the whales breaching without even leaving your condo!

1 bedroom
2 bathroom
Sleeps 6

from $486

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Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking

Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking

Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown.

1 bedroom
1 bathroom
Sleeps 4

from $664

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Stunning Luxury Family Estate in Kona

In 1998, the Lenett family decided to purchase a plot of land on the beautiful Big Island of Hawai’i, after years of visiting as tourists. The Lenett's, natives of San Francisco, fell in love with the island’s natural beauty, tropical weather, and kind people.

3 bedroom
2 bathroom
Sleeps 8

from $669

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$Oceanfront 2BR\/2BA, 20ft from Shore, 180° Ocean View, Pool$

Oceanfront 2BR/2BA, 20ft from Shore, 180° Ocean View, Pool

OCEANFRONT, RIGHT ON THE WATER, spacious 2-bed, 2-bath condo on the 2nd floor just south of Kailua-Kona town. With breathtaking 180-degree Kona coastline and ocean views, watch humpback whales, spinner dolphins, yellow tangs and boats from the waterfront lanai as you sip your morning coffee.

2 bedroom
2 bathroom
Sleeps 4

from $422

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$Large 3\/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport$

Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport

Kona Coastview Subdivision
As you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower.

3 bedroom
2 bathroom
Sleeps 6

from $300

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The Surf Shack at Kona Bali Kai 151

Summary:
The Surf Shack is a stylish one-bedroom condo across from the beach at the Kona Bali Kai. It features AC, WiFi, access to a pool, hot tub, oceanfront picnic area with grills, and free parking. The Kona trolley stop is right outside.

1 bedroom
1 bathroom
Sleeps 4

from $442

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$Beautiful 2\/2 condo in Kailua Kona. Ocean View!$

Beautiful 2/2 condo in Kailua Kona. Ocean View!

This inviting two-bedroom, two-bathroom deluxe condo has amazing Pacific Ocean views and a spacious floor plan. The Master suite is furnished with king bed and ensuite bathroom. The 2nd bedroom includes a king bed that can be separated into two twins and adjacent full bath.

2 bedroom
2 bathroom
Sleeps 4

from $265

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$5BR\/3BA Kona Rainforest Oasis at Beach in Coffee Country$

5BR/3BA Kona Rainforest Oasis at Beach in Coffee Country

Escape to Hawaii and have an authentic experience unlike any other. Stay in fabulous & secluded rainforest villa. Get spoiled with every detail attended to. Fantastically located a 15-minute drive to famous Kona white sand beaches and airport. Take a walk through our botanical gardens and pick your own fruits!

5 bedroom
3 bathroom
Sleeps 17

from $892

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$Hale Punana - \"The Nest\" A Cloud Forest Sanctuary Retreat Space$

Hale Punana - "The Nest" A Cloud Forest Sanctuary Retreat Space

Welcome to Hale Pūnana—“The Nest"
A secluded, intentionally designed retreat for up to 10 guests inside the historic Kona Cloud Forest Sanctuary on the misty volcanic slopes of Hualālai. Set on lovingly reforested, stewarded land, wake to native honeycreepers, sip coffee beneath towering koa and ʻōhiʻa, and feel the grounding mountain mist.

5 bedroom
3 bathroom
Sleeps 10

from $983

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Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day

Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day

Dreaming of a tropical getaway with a cool breeze or A/C? Your island retreat has it all! Nestled in a family-friendly neighborhood, this cozy hideaway is your perfect base for an unforgettable vacation. Walk to restaurants, shops, and the farmers’ market, or simply relax in paradise.

1 bedroom
1 bathroom
Sleeps 2

from $173

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Luxury Family Retreat: Spacious Hawaii Vacation Rental with Premium Amenities

Luxury Family Retreat: Spacious Hawaii Vacation Rental with Premium Amenities

Luxurious 5BR/5BA Kona Retreat | Saltwater Pool, Sauna & Outdoor Dining

Escape to paradise in this beautifully designed 5-bedroom, 5-bathroom Kona retreat, perfect for families. Thoughtful touches, upscale finishes, and resort-style amenities create the ultimate Hawaiian vacation home.

5 bedroom
6 bathroom
Sleeps 10

from $2,465

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Sunset Shores - UNIT B Kauipoho

Summary:
Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.

With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and unwind to the gentle rhythm of the waves.

1 bedroom
1 bathroom
Sleeps 2

from $349

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Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian charm.

2 bedroom
2 bathroom
Sleeps 6

from $1,105

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Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!

Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!

Get the discount while you can!

Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort!

Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball courts, volleyball courts, and two fitness centers.

3 bedroom
2 bathroom
Sleeps 6

from $492

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View of Mauna Kea in Gated Community across from Golf Course

View of Mauna Kea in Gated Community across from Golf Course

Quiet & Private 1 bed/1 day bed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated community at a cool 2400 ft elevation. Wake up to beautiful views of Mauna Kea. Located 30 min by car from Kona Airport, Waimea, Waikoloa, Kona town & 10 min from the "New Saddle Road entrance" that will get you to Hilo in 1 hour.

1 bedroom
1 bathroom
Sleeps 3

from $149

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Extraordinary - Kona Sea Ridge Condo Big Island

Extraordinary - Kona Sea Ridge Condo Big Island

About this space
Luxury comfort with stunning views. A perfect island getaway, centrally located to explore the Island.
The space
Tropical gated community 1 mile from central Kona Town. Fully remodeled unit with high end modern furnishings.

2 bedroom
2 bathroom
Sleeps 4

from $188

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Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.

Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.

Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i Drive and all it offers, including beaches, snorkeling, sightseeing, shopping and eateries.

1 bedroom
1 bathroom
Sleeps 4

from $362

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$Special Pricing! 1BR\/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking$

Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking

Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps Wi-Fi, free parking.

1 bedroom
1 bathroom
Sleeps 4

from $235

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Kona Palms on Alii Drive in Kailua-Kona, HI

Kona Palms on Alii Drive in Kailua-Kona, HI

Step into a revitalized world of contemporary elegance at our newly refreshed space. Every inch has been transformed, featuring fresh paint, modern flooring, chic furniture, and sumptuous towels. This sanctuary of serenity offers the perfect escape, enveloped in the calming sounds and sights of the ocean.

2 bedroom
2 bathroom
Sleeps 4

from $453

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$White Sands Village 2\/2, Oceanfront complex- Pool$

White Sands Village 2/2, Oceanfront complex- Pool

Beachfront Bliss at White Sands 202 - 2BR | 2BA | Patio| Steps to the Beach | Pool and BBQ

Welcome to White Sands 202, a beautifully designed 2-bedroom, 2-bathroom condo offering patio, amenities, and the perfect blend of comfort and convenience.

2 bedroom
2 bathroom
Sleeps 4

from $283

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$Quiet & Private Retreat w\/Outdoor Soaking Tub\n\n$

Quiet & Private Retreat w/Outdoor Soaking Tubnn

The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it feels like you've been transported to another world.

1 bedroom
1 bathroom
Sleeps 2

from $237

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Wyndham Mauna Loa Village|Three Luxury Suites

Wyndham Mauna Loa Village|Three Luxury Suites

Summary:
If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many possibilities.

5 bedroom
5 bathroom
Sleeps 16

from $669

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Kona Bali Kai 213 – Oceanfront Condo–Private Lanai

Kona Bali Kai 213 – Oceanfront Condo–Private Lanai

Wake up to the sound of the waves on the shore. This 2-bedroom condo looks directly over the Pacific Ocean, offering a waterfront retreat unlike any other. The spacious lanai gives you a private place to relax and enjoy the views. Inside you’ll find a relaxing space to rest between island adventures with a fully-equipped kitchen, 2 bedrooms, and a cozy living space.

2 bedroom
2 bathroom
Sleeps 4

from $394

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