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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$Lovely condo w\/free WiFi\/shared pool & hot tub - near beaches\/shopping\/dining$

Lovely condo w/free WiFi/shared pool & hot tub - near beaches/shopping/dining

Kona Bali Kai #142

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With queen-size and sofa beds, cable TV and WiFi, and enough elbow room for up to four guests, this attractive Kona suite is sure to put a smile on your face.

1 bedroom
1 bathroom
Sleeps 4

from $210

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$Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w\/Wet Bar Kanaloa 1103<br>$

Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103

You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details.

2 bedroom
2 bathroom
Sleeps 6

from $439

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$Breezy Kailua-Kona Bungalow w\/ Lanai & Ocean View!$

Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!

Pack your bags for a serene tropical getaway and stay at this light-filled vacation rental in Kailua-Kona! This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii, just 15 minutes from Downtown Kona, won’t disappoint! With a furnished lanai overlooking the coast, a full kitchen and more, you’ll feel right at home here.

2 bedroom
1 bathroom
Sleeps 4

from $261

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Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona

Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona

Come and enjoy this newly renovated 2 bedrooms 2 baths Ocean view Condo! The perfect upstairs unit to call home at Alii Lani! Spacious vaulted ceilings and a cozy lanai that across the green belt to the blue pacific. Inside this beautifully presented condo is a newly remodel kitchen with granite island counter top and undermount brand new sink.

2 bedroom
2 bathroom
Sleeps 5

from $167

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Downtown Kailua-Kona Escape: Steps to Ocean!

Downtown Kailua-Kona Escape: Steps to Ocean!

Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless relaxation.

1 bedroom
1 bathroom
Sleeps 4

from $158

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$Big home across the street from the beach, right at the golf course Pool\/Spa\/AC$

Big home across the street from the beach, right at the golf course Pool/Spa/AC

Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please message us at KonaHome Vacation.

5 bedroom
4 bathroom
Sleeps 19

from $1,311

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$Ocean Views w\/Lanai and Laundry-Kanaloa at Kona$

Ocean Views w/Lanai and Laundry-Kanaloa at Kona

Kanaloa #2401 is a spacious condo located at the entrance of historic Keauhou Bay. Enjoy your morning coffee and watch the outriggers paddle out. The soft breezes and sometimes evening showers make it a special place.

It comes with A/C, washer/dryer, and ceiling fans.

2 bedroom
2 bathroom
Sleeps 6

from $474

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DELUXE APT BY THE OCEAN!! BEST LOCATION!

DELUXE APT BY THE OCEAN!! BEST LOCATION!

PERFECT LOCATION! We are close to everything! 15 mins drive from airport and 5 mins walk to the ocean. We offer free designated parking wifi, beach towels, full kitchen, cookware and dinnerware, shampoo, conditioner and hairdryer for you.

We are also close to farmers market, galleries, open air restaurants and entertainment venues.

1 bedroom
1 bathroom
Sleeps 2

from $266

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Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502

Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502

Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, ceiling fans, WiFi, washer/dryer, DVD, flat screen, work area, wet bar, and lanai off the living area and master. Prep meals in the open kitchen to share al fresco with a fairway view.

2 bedroom
2 bathroom
Sleeps 6

from $426

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Ocean-view studio with lanai, AC, kitchenette, pool, hot tub, and beach access!

Ocean-view studio with lanai, AC, kitchenette, pool, hot tub, and beach access!

Welcome to Kona Bali Kai #332! Enjoy ocean views from your lanai at this studio. There is a futon, a window air conditioning unit and a kitchenette. You can walk across the street to the beach or enjoy the pool, hot tub, and BBQ amenities.

Upon entry, there is the living area and the views of blue water from the lanai.

1 bedroom
1 bathroom
Sleeps 2

from $225

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$Hawaiian condo w\/shared hot tub & pool\/free WiFi\/balcony - near eateries\/beach$

Hawaiian condo w/shared hot tub & pool/free WiFi/balcony - near eateries/beach

Kona Bali Kai #152

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Featuring a private balcony, ceiling fans, a full kitchen, and plenty of elbow room for up to four guests, this lovely retreat is all about easy beach living.

1 bedroom
1 bathroom
Sleeps 4

from $381

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$★★Across street from Magic Sand Beach private Pool\/SPA\/AC 5 minutes to downtown⚡$

★★Across street from Magic Sand Beach private Pool/SPA/AC 5 minutes to downtown⚡

1 minute walk to Magic Sand Beach, 7 bedrooms + 4 bathrooms, a private pool & Spa & AC cover entire house.

Aloha and welcome to Magic Sands Beach House. This beautiful and spacious has 7 bedrooms and 4 bathrooms. The house is located just a one-minute walk to Magic Sands Beach, the best beach in Kailua-Kona.

7 bedroom
4 bathroom
Sleeps 22

from $1,820

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Bright oceanfront condo with hot tub, pool, lanai & views

Bright oceanfront condo with hot tub, pool, lanai & views

Kona Bali Kai #316

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Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every guest feels cool and comfortable during their stay.

1 bedroom
1 bathroom
Sleeps 4

from $379

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Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach

Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach

Royal Kahili B202

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Set in the Royal Kahili complex, this condo is just half a mile from a beautiful beach. Across the street, you’ll find a convenient cove where you can set off on a paddleboard adventure.

2 bedroom
2 bathroom
Sleeps 6

from $271

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Hale Alaula - Walk to Harbor and Shopping Center!

Hale Alaula - Walk to Harbor and Shopping Center!

Located just steps from the calm waters of Keauhou Harbor, Hale Alaula (House of the Sunset Glow) is the perfect location for your Big Island holiday. both just a quick walk from your charming, surf-inspired bungalow. The full kitchen is well stocked, and the bedroom is comfortable and spacious.

1 bedroom
1 bathroom
Sleeps 2

from $162

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Spacious retreat home with private pool & screened lanais - conveniently located

Spacious retreat home with private pool & screened lanais - conveniently located

He'eia Haven Retreat - Units A & B

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Experience the best of Kailua-Kona with a stay at this spacious Hawaiian-style beach retreat home! With access to two separate living quarters, there is more than enough room for everyone to get comfortable.

4 bedroom
4 bathroom
Sleeps 9

from $844

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Downtown Kailua Kona Inn

This wonderful 3-bedroom gem is in a perfect location, just10 minutes walk to the historic Kailua-Kona town. Located in a peaceful neighborhood with private parking available on property. We have had each level listed on VRBO for many years, both maintaining 5 stars and great reviews, reflecting our sincere aloha and passion in welcoming visitors around the world.

3 bedroom
3 bathroom
Sleeps 12

from $730

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Walk to Turtle Beach from Kailua-Kona Apt!

Walk to Turtle Beach from Kailua-Kona Apt!

Say Aloha to your new home base along the Kona coast! 5 miles south of Magic Sands Beach Park. When you need a break from the sun and sand, tour nearby attractions like Hulihe’e Palace or the Kona Farmers Market--both less than 3 miles away. Don’t wait to book your next tropical escape at this beautiful vacation rental!

1 bedroom
1 bathroom
Sleeps 4

from $194

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Renovated home across the street from the beach with shared pool & hot tub

Renovated home across the street from the beach with shared pool & hot tub

Kona Bali Kai #341

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Located on the island's western side by the shores of Holualoa Bay, this home features a private balcony, air-conditioning, ceiling fans, a full kitchen with a dishwasher, lustrous tile floors, a washer/dryer, a walk-in shower, free parking, and free WiFi!

1 bedroom
1 bathroom
Sleeps 4

from $358

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Kailua-Kona Islander Studio: Lanai, Community Pool

Kailua-Kona Islander Studio: Lanai, Community Pool

Embark on snorkeling excursions, go for a hike, attend a luau, or book a tee time on the Big Island of Hawaii. This Kailua-Kona vacation rental studio, located downtown in the Kona Islander Inn, offers 1 bathroom, a private lanai, and access to community amenities as well as a prime location within walking distance of beaches, restaurants, shopping and the Farmer’s Market.

1 bedroom
1 bathroom
Sleeps 2

from $211

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$Tropical studio w\/ grill area, shared hot tub, outdoor pool & near the beach$

Tropical studio w/ grill area, shared hot tub, outdoor pool & near the beach

Kona Bali Kai #334

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Create memories that will last a lifetime of your sunny trip to Hawaii at this convenient studio across from the ocean on Alii Drive!

1 bedroom
1 bathroom
Sleeps 2

from $197

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$Kona Condo w\/ View, Walk to Beach & Restaurants$

Kona Condo w/ View, Walk to Beach & Restaurants

Bring your bathing suits and hiking boots to the island of tropical adventure, turquoise waters, and lava fields. 5-bath vacation rental in Kona offers easy, walkable access to swimming, surfing, dining, and shopping! Additionally, you can relax on the condo’s private lanai or take advantage of community amenities like the pool or grill!

2 bedroom
1 bathroom
Sleeps 4

from $321

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$★★ Beautiful 5-star ★ Ocean View near beaches, quiet, private pool\/spa\/AC ★★$

★★ Beautiful 5-star ★ Ocean View near beaches, quiet, private pool/spa/AC ★★

5 bedroom
4 bathroom
Sleeps 18

from $1,458

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$Tropical Style! Fairway View Lanai, Washer\/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402$

Tropical Style! Fairway View Lanai, Washer/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402

This fantastic one-bedroom one-bathroom suite offers the best of Big Island living! Enjoy a large private bedroom, completely furnished with a dresser and mirror, King bed, and two side tables. The bedroom leads out to the covered, furnished lanai, which has excellent verdant fairway views.

1 bedroom
1 bathroom
Sleeps 4

from $375

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Renovated garden-view condo with screened lanai, 6 pools, & hot tubs

Renovated garden-view condo with screened lanai, 6 pools, & hot tubs

Keauhou Paradise at Mauna Loa Village #10

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The Big Island of Hawaii welcomes you to “Keauhou Paradise,” conveniently located in the beautiful Mauna Loa Village Resort just under six miles south of Downtown Kailua-Kona, 13 miles south of Kona International Airport, and the site of the Ironman Triathlon.

2 bedroom
2 bathroom
Sleeps 4

from $466

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Special Rates! Ocean View Studio at Bali Kai

Special Rates! Ocean View Studio at Bali Kai

Enjoy your vacation in Kona, at this studio with an ocean view, lanai to listen to the waves and more at Bali Kai #168. Located on iconic Alii Drive and across the street from Banyans, a local surf spot.

This studio has a queen bed, a sofa for seating, and a small table for two.

1 bedroom
1 bathroom
Sleeps 2

from $180

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$Lush Suite w\/Fairway Views - Kanaloa at Kona #501$

Lush Suite w/Fairway Views - Kanaloa at Kona #501

The suite features rustic island charm in design and aesthetic with AC units and ceiling fans throughout for optimal climate control. The common areas boast an open, airy layout with sleek tile flooring and cozy furnishings. Enjoy morning coffee, sunset cocktails, or family meals on one of two private lanais with serene fairway views.

2 bedroom
2 bathroom
Sleeps 6

from $413

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5 Star Location! SPACIOUS LUXURY /AC/Walk to Beach/KITCHEN/ Lanai/BBQ/WASHER

5 Star Location! SPACIOUS LUXURY /AC/Walk to Beach/KITCHEN/ Lanai/BBQ/WASHER

Enjoy your Kona Home away from Home!
5 Baths, High Speed Wifi,
*Centrally located- walk to restaurants, shops, beach, Alii Drive.
*Fully equipped kitchen- basic cooking oil, salt/pepper included
* Washer in UNIT!

2 bedroom
1 bathroom
Sleeps 6

from $433

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Hawaii Sunset Mansion

Spectacular and Luxurious Property with a Unique Style to enjoy with family and friends. Elegant Pool and Jacuzzi with Sun Deck chairs and outdoor bar. Just about 5 minutes from the beach and 15 minutes from the airport.

This house overlooks the pacific Ocean with beautiful sunsets in the backyard daily.

3 bedroom
3 bathroom
Sleeps 8

from $1,001

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$Kona Oceanfront Resort! Lanai w\/Wet Bar, Full Kitchen, WiFi, Washer\/Dryer Kanaloa 401$

Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401

Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl plank flooring, large closet space, simple island-style furnishings, and a flat screen television.

1 bedroom
1 bathroom
Sleeps 4

from $375

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$Unwind on Your Fantasy Hawaiian Vacation- 1BD\/1BA Condo in Kailua-Kona, Hawaii$

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

Welcome

Casa de Emdeko condo is a beautiful and comfortable getaway location in the heart of Kailua, Kona. This side of the Big Island is known for its white sand beaches, snorkeling, swimming, dining, and coffee. Aloha and welcome to your next tropical retreat!

1 bedroom
1 bathroom
Sleeps 4

from $302

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Kailua-Kona Studio - Walk to Hale Halawai Park!

Kailua-Kona Studio - Walk to Hale Halawai Park!

Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn Shopping Village, and Hale Halawai Park, a beautiful spot for beach sunsets.

1 bedroom
1 bathroom
Sleeps 2

from $216

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Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!

Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!

Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person spa shower, granite, quality linens, quality kitchen items with spices and beautiful, amply stocked kitchen for all your cooking needs.

1 bedroom
1 bathroom
Sleeps 2

from $359

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$Breathtaking Sunsets World-Class Snorkeling & Surf | Relax in A\/C Comfort KVR$

Breathtaking Sunsets World-Class Snorkeling & Surf | Relax in A/C Comfort KVR

Welcome to Hale Makolea 23 – Your Ideal Kona Coast Retreat

Discover the charm of island living at Hale Makolea 23, a serene and inviting two-bedroom, two-bath condo nestled within the tranquil Makolea complex. i, offering a peaceful haven for your Kona Coast vacation.

2 bedroom
2 bathroom
Sleeps 4

from $212

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Newly Renovated 2BR 2BA Condo in the Heart of Kona | Kona Plaza

Newly Renovated 2BR 2BA Condo in the Heart of Kona | Kona Plaza

Newly Renovated 2BR Condo in the Heart of Kona | Kona Plaza
Experience the perfect blend of comfort, style, and convenience in this newly renovated 2-bedroom, 2-bathroom condo, located in the highly desirable Kona Plaza complex. Nestled in the heart of downtown Kailua-Kona, this modern retreat is just steps from the ocean, dining, shopping, and local attractions.

2 bedroom
2 bathroom
Sleeps 4

from $299

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Mauna Loa Village condo in Kailua Kona with Pickleball, Pools and Tennis

Mauna Loa Village condo in Kailua Kona with Pickleball, Pools and Tennis

5 bathroom condo. The bedrooms feature 1 king bed, 2nd bedroom, 2 queen beds, 3rd bedroom 1 queen bed ensuring a pleasant night's sleep for all guests. 2 master bathrooms equipped with hair dryers and showers, getting ready for the day is a breeze.

3 bedroom
2 bathroom
Sleeps 6

from $426

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Kona Reef F2 – Charming Oceanfront Condo for 4!

Kona Reef F2 – Charming Oceanfront Condo for 4!

Summary:
The mesmerizing gem of Kailua-Kona is something that truly has to be seen to be believed, offering an unforgettable tropical escape for visitors from around the globe.

The Space:
Margo and Frank first came to the big island some 10 years ago.

1 bedroom
1 bathroom
Sleeps 4

from $300

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Coastal Elegance at Kona Isle. Level entry. Wi-Fi.

Coastal Elegance at Kona Isle. Level entry. Wi-Fi.

New to market! Enjoy a relaxing tropical vacation at this centrally located bright and beautiful condo.
Lounge in the sun with your toes in the sand, enjoy the beautiful oceanside pool and grilling area.
Beautiful beaches are a short drive away including Whits Sands Beach Park and Kailu'u Beach Park.

1 bedroom
1 bathroom
Sleeps 3

from $199

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Fully Decked Lifted 4WD Tan FJ Cruiser!

Your Adventure Awaits

Experience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted Matte Tan FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top camping spots, food, hikes, and excursions.

1 bedroom
1 bathroom
Sleeps 5

from $219

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Ocean View House near Sheraton Kona Resort & Spa

Ocean View House near Sheraton Kona Resort & Spa

Fully remodeled 2-story house (one unit of a duplex) of 2215 sf 3 bed room 3 full bath room all in like-new conditions in a resort-like gated community with swim pool/spa/tennis court & lots of grass/trees. Stunning ocean view, watch sunset from every room.

3 bedroom
3 bathroom
Sleeps 6

from $366

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Sun, Sand & Serenity! 2 Pools, BBQ & Beach access

Sun, Sand & Serenity! 2 Pools, BBQ & Beach access

Summary:
Our 967 sq ft retreat combines relaxation and adventure with 2 pools, a BBQ area, and a fully equipped kitchen for your cooking needs. Enjoy extras like a cooler and beach towels for hassle-free beach days.

Just 9 minutes from Downtown Kona and 3 minutes to Magic Sands Beach, it’s perfect for exploring the Big Island.

3 bedroom
2 bathroom
Sleeps 8

from $244

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Four Seasons Villa, Eternity Pool, Ocean Views!

Four Seasons Villa, Eternity Pool, Ocean Views!

*Inquiry only*

Spanning over 3,500 square feet of luxurious interior space, this stunning retreat offers expansive outdoor living areas, a private pool and spa, and breathtaking panoramic ocean views.

The bold and beautiful open-concept great room seamlessly extends through sliding glass pocket doors to the lanai, pool deck, and lush grassy lawn.

4 bedroom
4 bathroom
Sleeps 8

from $4,449

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Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga

Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga

Endless adventure awaits in Kailua-Kona! H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park. Discover what makes this stay truly special!

This listing is for a room within a hotel.

✦ Your room is 302 sq.

1 bedroom
1 bathroom
Sleeps 3

from $364

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KONA CLOUD FOREST GUEST HOUSE~3 Bedrooms~

KONA CLOUD FOREST GUEST HOUSE~3 Bedrooms~

This two-story 3 bedroom home is nestled among the native forestry on the slopes of Hualalai with both mountain and ocean views. Just seven miles and a 15 minute drive to the heart of Kona town and and 14 minute drive from Kona International Airport.

3 bedroom
1 bathroom
Sleeps 6

from $401

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Luxury Private Villa - 180° Sunset Views - 3 Acres

Luxury Private Villa - 180° Sunset Views - 3 Acres

Enjoy the best sunset views on the island from the pool, hot tub, or lanai. 11 acres of botanical bounty and gardens, this home has everything you could possibly desire: privacy, peacefulness, and luxury.

A grand entrance welcomes you into 3,008 square feet of meticulously crafted living space adorned with Cherry Wood cabinets and travertine flooring.

3 bedroom
3 bathroom
Sleeps 6

from $745

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Kona Sunset View Getaway

Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona's best restaurants and incredible sunset views. It provides easy access to Ali'i Drive and all it offers, including beaches, snorkeling, sightseeing, shopping, and eateries.

2 bedroom
3 bathroom
Sleeps 10

from $1,018

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Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit

Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit

Pualani Island Getaway - Ohana - 30-night minimum

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Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio is nestled in a private neighborhood, offering a serene escape just an 8-minute drive from downtown Kona and a mere 5 minutes from the stunning Magic Sands Beach.

1 bedroom
1 bathroom
Sleeps 2

from $76

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$Aloha Spirit! Only 2 mi from Kona & 1\/2 mile walk to the shoreline!$

Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!

Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed.

2 bedroom
1 bathroom
Sleeps 5

from $276

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Ocean front Penthouse, corner unit, top floor, pool, AC, 180 degree ocean views!

Ocean front Penthouse, corner unit, top floor, pool, AC, 180 degree ocean views!

Enjoy being literally on the ocean in this beautiful remodeled top floor corner condo unit . Superb coastline and 180 degree ocean views. Recently remodeled spacious, air conditioned, 1200 sq. ft. 2 bedroom/2 bath unit condo with bamboo floors.

2 bedroom
2 bathroom
Sleeps 4

from $508

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PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown

PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown

Enjoy the world's best sunsets and beaches.

E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops, restaurants, clubs, and many other great activities.

1 bedroom
1 bathroom
Sleeps 4

from $235

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