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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Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms

Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms

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 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.

4 bedroom
4 bathroom
Sleeps 20

from $1,383

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New listing - Sea Village 3304 Ocean Views

New listing - Sea Village 3304 Ocean Views

Summary:
Oceanfront getaway with stunning views, pool, and cozy amenities. Perfect for relaxation!

The Space:
Welcome to Sea Village 3304 – Your Oceanfront Oasis on the Kona Coast!

Experience the ultimate Hawaiian escape at Sea Village 3304, a beautifully appointed oceanfront property offering stunning views and unparalleled relaxation.

1 bedroom
1 bathroom
Sleeps 4

from $656

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Kona anne best big island stay korean clean safe quiet comfortable

Kona anne best big island stay korean clean safe quiet comfortable

One of the best stay at big island Kailua Kona. location is heart of kona those near shopping center, beach, and etc.

1 bedroom
1 bathroom
Sleeps 3

from $176

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Beautiful home with ocean views, lanai, private gazebo, firepit -great location

Beautiful home with ocean views, lanai, private gazebo, firepit -great location

Pualani Island Getaway - Main House- 30-night minimum

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

2 bedroom
1 bathroom
Sleeps 6

from $171

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Ocean Breeze Condo at Keauhou Surf & Racquet

Ocean Breeze Condo at Keauhou Surf & Racquet

Summary:
This peaceful condo offers a comfortable stay on the second floor of a quiet, gated complex with access to a shared pool and tennis court and just a short drive down scenic Ali‘i Drive from some of the area’s best beach spots. Magic Sands Beach (also known as Laʻaloa Beach) is a public beach close by, and Kahaluu Beach Park, about half a mile away, is a premier snorkeling destination.

2 bedroom
2 bathroom
Sleeps 6

from $459

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$Studio condo #165 at the Kona Bali Kai in Kailua-Kona w\/Ocean View$

Studio condo #165 at the Kona Bali Kai in Kailua-Kona w/Ocean View

This phenomenal condo at the Kona Bali Kai in Kailua-Kona is a true gem for guests looking for a soothing retreat. With a cozy living room featuring a luxurious queen sized bed and a twin sofa sleeper, this amazing property offers a private oasis for relaxation.

1 bedroom
1 bathroom
Sleeps 3

from $470

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Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views

Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views

Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the owners smartly reconfigured the downstairs living area to a 4th bedroom, providing ample space for larger families.

4 bedroom
3 bathroom
Sleeps 8

from $2,296

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Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated two-bedroom, two-bathroom, Air conditioned oceanfront townhome in Kailua-Kona, Hawai'i. This two-story duplex accommodates up to six guests and offers panoramic 180° ocean views from nearly every room.

2 bedroom
2 bathroom
Sleeps 6

from $453

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Kona Sunset Ocean View Two Studio Oasis

Two separate elegantly renovated studios on a beautiful ocean view property steps away from a SALT WATER POOL in a beautiful neighborhood of Kona Palisades. Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach, less than 8 min from the airport.

2 bedroom
1 bathroom
Sleeps 8

from $806

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Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!

Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!

Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay.

1 bedroom
1 bathroom
Sleeps 4

from $209

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KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE

KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE

Kalanikai offers a premier location in the heart of Historic Kailua-Kona. Just 2 blocks from the well known Ali'i drive; which offers numerous local shops & restaurants, beach access, and the Kailua Bay pier, where many of the boat tours & excursions depart.

1 bedroom
1 bathroom
Sleeps 4

from $258

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Dlx 2-Bedroom Oceanview Kona Condo- Great Views!

Dlx 2-Bedroom Oceanview Kona Condo- Great Views!

Ideally located in Kona featuring a stunning tropical setting.
featuring a relaxed tropical-hawaiian decor. while listening to the waves, and catch another stunning Hawaiian sunset, Prepare your favorite snacks/meals in the fully equipped kitchen, and enjoy the separate dining area.

2 bedroom
2 bathroom
Sleeps 6

from $665

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Wyndham Kona Hawaiian - 2 BR Condo. Pools, Hot Tubs, Near Beach and Kona Village

Wyndham Kona Hawaiian - 2 BR Condo. Pools, Hot Tubs, Near Beach and Kona Village

Kailua-Kona is waiting for you at this spacious 2-bedroom condo. Inside, guests will find a king bed and a queen bed, perfect for a good night's sleep. With amenities like WiFi, AC, pools and a fitness room, you'll have everything you need for a comfortable stay just across the street from the ocean and minutes from Kona Village.

2 bedroom
2 bathroom
Sleeps 6

from $523

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Cozy studio with a shared pool, hot tub and grill area, steps from the beach

Cozy studio with a shared pool, hot tub and grill area, steps from the beach

Kona Bali Kai 263

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Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat for your vacation.

1 bedroom
1 bathroom
Sleeps 2

from $185

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$H2-Seaview-6BR\/3BTH-OceanView-Sleeps 12$

H2-Seaview-6BR/3BTH-OceanView-Sleeps 12

Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect Hawaiian experience at our Everlasting Sunset home.

6 bedroom
3 bathroom
Sleeps 12

from $898

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Raintree Kona Reef, Hawaii Timeshare Rental

Raintree Kona Reef, Hawaii Timeshare Rental

This is a highly rated resort on Kona, the Big Island in Hawaii. 6 by Expedia, because of its beautiful ocean setting and surroundings . It is just a short walk to the historic fishing village of Kailua-Kona where you can explore wonderful shops, sidewalk cafes, restaurants and art galleries.

1 bedroom
1 bathroom
Sleeps 4

from $353

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Elegant 1 Bedroom Condo at Wyndham's Mauna Loa Village Resort

Elegant 1 Bedroom Condo at Wyndham's Mauna Loa Village Resort

Nestled in Kailua-Kona, this delightful condo offers a superb stay for guests. With 1 bedroom featuring a king bed and sofa bed, along with a bathroom equipped with a bathtub and hair dryer, this gorgeous property ensures a comfortable stay. Enjoy amenities like a washing machine, AC, WiFi, and access to a fitness room.

1 bedroom
1 bathroom
Sleeps 4

from $359

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Hale Lani – 5BR Estate at Hualalai Resort

Hale Lani – 5BR Estate at Hualalai Resort

LIMITED-TIME OFFER: when you reserve today, you will receive one round of golf for up to 8 guests and in villa luau not including the cost of food and beverage) for the ultimate Big Island experience.

WHY IT'S SPECIAL

Every nuance of Hawaiian paradise is incorporated into this five bedroom, five-and-a-half bathroom estate.

5 bedroom
4 bathroom
Sleeps 10

from $10,355

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Kona Makai #5-103 One-Bedroom Tropical Escape

Kona Makai #5-103 One-Bedroom Tropical Escape

Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting.

This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay unforgettable.

1 bedroom
1 bathroom
Sleeps 4

from $236

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2 mins Hon'l Beach, 1 Bed Condo with full kitchen, AC, WiFi, laundry, pool, BBQ

2 mins Hon'l Beach, 1 Bed Condo with full kitchen, AC, WiFi, laundry, pool, BBQ

Experience Kailua-Kona like a local in this top floor, peaceful, cozy, 1-bedroom condo walking distance to Hon'l Beach and Ali'i Drive to downtown Kailua-Kona.

Bask in Hualalai mountain views from the juliet terrace, and easily catch sunset beach views from the apartment complex walkways.

1 bedroom
1 bathroom
Sleeps 3

from $213

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New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ

New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ

Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive Location

Welcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained 2-bedroom, 2-bathroom condo comfortably sleeps up to 6 guests and offers ocean views, air conditioning, and resort-style living just steps from the coast.

2 bedroom
2 bathroom
Sleeps 6

from $301

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Breathtaking Location! 2 Modish Units, Near Hulihee Palace, Kona Snorkel Tours!

Breathtaking Location! 2 Modish Units, Near Hulihee Palace, Kona Snorkel Tours!

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.

2 bedroom
2 bathroom
Sleeps 8

from $1,181

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$Wyndham Royal Sea Cliff | 2BR\/2BA King Balc Suite$

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Summary:
Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island adventures.

2 bedroom
2 bathroom
Sleeps 6

from $445

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Newley remodeled and beautifully furnished downtown Kailua-Kona condo.

Newley remodeled and beautifully furnished downtown Kailua-Kona condo.

Unit 107 is a one bedroom, ground floor, newly remodeled condo with a king size bed at the Kona Plaza. Conveniently located in downtown Kailua-Kona, Hawaii. Its in walking distance to restaurants, bars, shopping and beaches. V.
C.

1 bedroom
1 bathroom
Sleeps 4

from $272

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Butterfly House: Beautiful Ali'i Drive Home with Ocean Views!

Butterfly House: Beautiful Ali'i Drive Home with Ocean Views!

Incredible Modern Alii Drive Home with Ocean Views! A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.
Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the home.

2 bedroom
2 bathroom
Sleeps 8

from $641

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$Hawaiian Oasis w\/ Private Pool, 2 King Suites & Sunset Views!$

Hawaiian Oasis w/ Private Pool, 2 King Suites & Sunset Views!

Discover true Aloha at this stunning private 3-bedroom oasis, where island charm meets luxury. Behind a gated front entry, this beautifully designed home features soaring vaulted ceilings, dramatic lava rock wall & 2 king suites and a chefs kitchen, offering a serene and spacious escape.

3 bedroom
2 bathroom
Sleeps 7

from $962

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$Bright updated condo w\/ lanai & shared pool\/hot tub - steps to beach$

Bright updated condo w/ lanai & shared pool/hot tub - steps to beach

Kona Bali Kai 353

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Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious retreat offers breathtaking ocean views and direct beach access, allowing you to soak up the sun and surf just steps from your door.

1 bedroom
1 bathroom
Sleeps 5

from $321

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Resort-Style Home on Keauhou Bay: Great for Groups

Resort-Style Home on Keauhou Bay: Great for Groups

'Hokukano Bay House' | Featured on 'Temptation Island' Season 1 | Watercraft Provided | Multiple Lanais | Family-Friendly Pool Area

With indoor/outdoor views of the ebbing tide, a backyard oasis that invites introspection and adventure, and a 6,667-square-foot interior, this 7-bedroom, 7-bath vacation rental in Kailua-Kona epitomizes paradise.

7 bedroom
7 bathroom
Sleeps 14

from $2,293

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Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona

Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona

Experience Kailua-Kona like a local in Bungalow C, a sweet 2-bedroom bungalow. This adorable property features 1 king bed and 1 queen bed, perfect for a small group of guests. With amenities like AC, WiFi, and a washing machine, your stay will be comfortable and convenient.

2 bedroom
1 bathroom
Sleeps 4

from $615

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Luxury Golf Front Home with Pool and Spa

Luxury Golf Front Home with Pool and Spa

Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience.

3 bedroom
3 bathroom
Sleeps 8

from $795

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NAUTICAL THEME GARDEN VIEW STUDIO - KONA ISLANDER INN CONDOS by RedAwning

NAUTICAL THEME GARDEN VIEW STUDIO - KONA ISLANDER INN CONDOS by RedAwning

**NAUTICAL THEMED UNIQUE CONDO HAS BEEN COMPLETELY REMODELED - DOWNTOWN,**

TAKE A LOOK, YOU WILL WANT TO STAY HERE, HAS QUEEN SIZE MURPHY BED,

KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZE MICROWAVE, FULL SIZE FRIDGE,

ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE** , SEPARATE BATHROOM.

0 bedroom
1 bathroom
Sleeps 2

from $237

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New Listing! Kona Makai 3302

Summary:
Welcome to your oceanfront paradise on the beautiful Kona Coast. This charming 1-bedroom, 1-bath condo with a loft featuring twin beds offers stunning ocean views and a tranquil setting perfect for your Hawaiian escape. Take advantage of the property amenities such as pool, hot tub and tennis courts.

2 bedroom
1 bathroom
Sleeps 6

from $300

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Kona Plaza 301, Ocean Views and Renovated

Kona Plaza 301, Ocean Views and Renovated

Kona Plaza 301! Your Ideal Hawaiian Getaway! Welcome to Kona Plaza 301, where modern comfort meets tropical paradise! This beautifully updated condo features brand new floors and is designed to provide you with a relaxing retreat during your stay in the heart of Kailua-Kona.

2 bedroom
2 bathroom
Sleeps 4

from $399

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2-bedroom condo in charming Kailua-Kona with AC, WiFi. Enjoy your stay

2-bedroom condo in charming Kailua-Kona with AC, WiFi. Enjoy your stay

Welcome to Kona! We're thrilled to have you stay in our spacious, townhouse-style condo.

As you'll discover, the location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of Kona. Plus, the condo boasts amazing ocean views from both floors.

2 bedroom
2 bathroom
Sleeps 6

from $481

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Comfortable condo in town with ocean view, lanai & pool - walk everywhere

Comfortable condo in town with ocean view, lanai & pool - walk everywhere

Kalanikai #319

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Experience the ultimate Hawaiian getaway at this charming third-floor condo in Kailua-Kona, just a short walk from the beach. With stunning ocean views and a saltwater pool, this island retreat at the Kalanikai Condos offers the perfect blend of relaxation and adventure.

1 bedroom
1 bathroom
Sleeps 4

from $325

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$Beautiful and timeless Kona Coast Resort - 1BR\/1BA$

Beautiful and timeless Kona Coast Resort - 1BR/1BA

When you stay at Wyndham Kona Coast Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance found back in the '30s, with all the modern amenities and activities you would expect in a tropical resort.

1 bedroom
1 bathroom
Sleeps 4

from $406

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Hualalai Vista by Cuvee | Relaxation Meets Luxury

Hualalai Vista by Cuvee | Relaxation Meets Luxury

Step into elegance at Hualalai Vista, where a lush courtyard sanctuary with cascading water welcomes you to this serene retreat. This 6,000-square-foot home offers six spa-inspired ensuite bedrooms with open-air showers, a chef’s kitchen, and expansive outdoor spaces.

6 bedroom
6 bathroom
Sleeps 12

from $8,933

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Keauhou Garden - Ocean view - Wifi - Walk to Harbor

Keauhou Garden - Ocean view - Wifi - Walk to Harbor

Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown.

1 bedroom
1 bathroom
Sleeps 2

from $269

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Tropical 2 bedroom close to airport and town!

Tropical 2 bedroom close to airport and town!

Discover this charming 2-bedroom gem in Kailua-Kona. This quaint house features a cozy king bed and a comfortable queen bed, perfect for a relaxing stay. With WiFi and a washing machine available, guests can enjoy modern conveniences during their visit.

2 bedroom
2 bathroom
Sleeps 4

from $458

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HAWAIIAN OVERLANDERS 4WD FJ CAMPER!

Your Adventure Awaits

Experience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted 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.

2 bedroom
0 bathroom
Sleeps 5

from $229

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Oceanfront Condo in Kailua-Kona

Summary:
Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona.
- Spacious living room with smart TV and comfortable seating
- Cozy dining area for four
- Fully equipped kitchen with essential appliances
- Relaxing lanai with pool and ocean views
- Saltwater pool, Jacuzzi, tennis, and pickleball courts
- Washer and dryer in home
- Portable crib available
- Wheelchair accessible
- Centrally located near Magic Sands Beach and local attractions

The Space:
Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona.

2 bedroom
2 bathroom
Sleeps 5

from $315

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Comfortable getaway with shared pool & screened lanai - conveniently located

Comfortable getaway with shared pool & screened lanai - conveniently located

He'eia Haven - Unit B

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Experience the best of Kailua-Kona with a stay at this Hawaiian-style beach bungalow! This comfortable home offers a shared pool & outdoor dining area, and is conveniently located within walking distance to beaches, shopping, world-class golf, dining, and more.

2 bedroom
1 bathroom
Sleeps 4

from $390

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Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.

Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.

Your cozy getaway awaits in Kailua-Kona at this fabulous apartment. 5 bathrooms with convenient amenities like a hair dryer and shower, and a variety of extras like WiFi and a washing machine. You're sure to make fantastic memories with a stay at our place.

1 bedroom
1 bathroom
Sleeps 3

from $174

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Spacious getaway with shared pool & screened lanais - conveniently located

Spacious getaway with shared pool & screened lanais - conveniently located

He'eia Haven - Unit A

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Experience the best of Kailua-Kona with a stay at this Hawaiian-style beach home! This well-appointed retreat offers a shared pool & outdoor dining area, and is conveniently located within walking distance to beaches, shopping, world-class golf, dining, and more.

2 bedroom
3 bathroom
Sleeps 5

from $490

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New mid-term spacious 5BD 5.5BA house with ocean views, in Kailua-Kona Hawaii

New mid-term spacious 5BD 5.5BA house with ocean views, in Kailua-Kona Hawaii

5 miles south of the charming town of Kailua-Kona, on the Big Island of Hawaii; This is a 31 night minimum rental. It is across the street from the Lyman's and Banyan’s surf break (Holualoa Bay). The house has two ocean-facing lanais where you can watch the surf and enjoy beautiful sunsets.

5 bedroom
5 bathroom
Sleeps 14

from $757

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Stunning 1BR Condo Kona Coast with Hot Tub

Stunning 1BR Condo Kona Coast with Hot Tub

Located on Kona Coast in Hawaii, this tropical garden resort is less than one kilometer from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs and a sauna.

1 bedroom
1 bathroom
Sleeps 4

from $211

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Club Wyndham Royal Sea Cliff - 1 Bedroom

Club Wyndham Royal Sea Cliff - 1 Bedroom

Nearby Pu‘uhonua o Hōnaunau, an ancient sanctuary whose name means "the place of refuge," could easily describe this resort. Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island adventures.

1 bedroom
1 bathroom
Sleeps 4

from $2,501

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The Avocado Cottage

Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.

1 bedroom
1 bathroom
Sleeps 2

from $319

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NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona

NEW!! Charming 1 bedroom bungalow in amazing Kailua-Kona

NEW! NEW! NEW!

Welcome to our dream home! After years of anticipation, we have finally made it into this hidden gem complex in Kona. In September 2024, we completed a full remodel, bringing our vision to life. We have installed A/C.

The kitchen has been completely updated with brand-new cabinets, appliances, and a spacious island, creating a cozy and inviting space.

1 bedroom
1 bathroom
Sleeps 2

from $655

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$Luxury Oceanfront Gated Charming 3-bedroom house with Pool\/Spa\/AC in town$

Luxury Oceanfront Gated Charming 3-bedroom house with Pool/Spa/AC in town

This is a hosted vacation rental - meaning that we are available during your stay if you have any issues or problems and need assistant. For a discount, please contact KonaHome Vacation.

Welcome to KonaHome Vacation. This beautiful gated beachfront property is right in Kona downtown.

3 bedroom
2 bathroom
Sleeps 8

from $1,105

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