Kailua-Kona Vacation Rentals

Alii Cove
Alii Lani
Alii Park Place
Alii Villas
Banyan Tree
Casa De Emdeko
Hale Kona Kai
Holualoa Bay Villas
Kailua Bay Resort
Kalanikai
Kona Bali Kai
Kona Bay Estates
Kona by the Sea
Kona Hawaiian Resort
Kona Islander Inn
Kona Isle
Kona Magic Sands
Kona Makai
Kona Mansions
Kona Nalu
Kona Reef
Kona Shores
Royal Kahili
Royal Sea Cliff
Sea Village
White Sands Village

Located on the sunny west coast of the Big Island, Kailua-Kona is a vibrant town known for its historical landmarks, oceanfront dining, and scenic beaches. From the historic Huliheʻe Palace to the lively Aliʻi Drive lined with shops and restaurants, the town offers a perfect blend of culture and coastal charm. Visitors can enjoy sunbathing and snorkeling at popular beaches like Magic Sands Beach, Kahaluʻu Beach Park, and Honl’s Beach-all conveniently located within Kailua-Kona town.

Explore our wide selection of Kailua-Kona vacation rentals, including oceanfront condos, luxurious resort communities, and family-friendly homes. Whether you're looking for a romantic escape or a group getaway, our curated listings offer comfort, convenience, and stunning island views. Many rentals are located within popular complexes such as Alii Villas, Casa de Emdeko, Hale Kona Kai, and more. Enjoy private lanais, swimming pools, and direct beach access. Browse the listings below to find your ideal Kailua-Kona vacation rental and start planning your unforgettable Big Island retreat today!

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Sunset in Paradise - Oceanfront Kailua-Kona Condo
Sunset in Paradise - Oceanfront Kailua-Kona Condo
Sunset in Paradise - Oceanfront Kailua-Kona Condo

Sunset in Paradise - Oceanfront Kailua-Kona Condo

Experience breathtaking sunsets from this beautifully renovated Kailua-Kona condo, just steps from the vibrant village. The property features air conditioning in both the living room and bedroom, ensuring comfort during your stay. Sunset in Paradise offers postcard-worthy ocean views right from the lanai, where you can unwind with a drink and listen to the waves or enjoy your morning coffee while watching cruise ships arrive.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $326 
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Luxury 3BR Kona Beach Home with Pool & Ocean Views
Luxury 3BR Kona Beach Home with Pool & Ocean Views
Luxury 3BR Kona Beach Home with Pool & Ocean Views

Luxury 3BR Kona Beach Home with Pool & Ocean Views

This stunning single-story home located just minutes from Kailua Kona offers an exceptional Hawaiian vacation experience. Recently fully renovated, the house features a spacious 2500 sq ft open floor plan and a 1200 sq ft covered lanai, perfect for relaxing or entertaining.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $892 
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Luxury Keauhou Condo with Golf and Beach Access
Luxury Keauhou Condo with Golf and Beach Access
Luxury Keauhou Condo with Golf and Beach Access

Luxury Keauhou Condo with Golf and Beach Access

Experience the comfort and luxury of this newly renovated 2-bedroom, 2-bathroom en suite condo nestled in the serene Keauhou Punahele community on the Big Island. Located on the 8th fairway of the Kona Country Club golf course, this condo offers stunning views and a peaceful retreat just minutes from Keauhou Bay and Kailua-Kona.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $392 
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Charming Volcano Studio Near Beach & Attractions
Charming Volcano Studio Near Beach & Attractions
Charming Volcano Studio Near Beach & Attractions

Charming Volcano Studio Near Beach & Attractions

Welcome to this charming Volcano Studio, your perfect base for exploring the beautiful Big Island. Located just two blocks from the beach and vibrant Ali'i Drive, this cozy and modern space offers a relaxing atmosphere combined with convenient access to Kona’s top attractions such as delicious restaurants, lively retail shops, bars, coffee and smoothie spots, and fresh farmers markets.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $197 
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Hale Iki - A lovely Little House on the beautiful Big Island
Hale Iki - A lovely Little House on the beautiful Big Island
Hale Iki - A lovely Little House on the beautiful Big Island

Hale Iki - A lovely Little House on the beautiful Big Island

Hale Iki is a treasured family home for 3 generations. Tropical sunsets and the wide Pacific Ocean is all yours, right out front, all day long for you to enjoy. Recently remodeled, Hale Iki has a darling new kitchen with black sand granite countertops, ocean seaglass tile backsplash, a farmhouse kitchen with and ocean view, lovely koa wood tile floors throughout and all the appliances you need.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $473 
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Luxury Ke Alaula Villa 217B at Hualalai
Luxury Ke Alaula Villa 217B at Hualalai
Luxury Ke Alaula Villa 217B at Hualalai

Luxury Ke Alaula Villa 217B at Hualalai

Experience unparalleled luxury and serenity at Ke Alaula Villa 217B within the prestigious Hualalai Resort. This exquisite 3-bedroom, 3-bathroom villa offers 2,657 sq ft of elegant living space, complemented by a spacious 940 sq ft lanai that provides breathtaking views of the ocean, lush golf course, and surrounding mountains.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,090 
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Oceanfront Kona Retreat with Pool & Stunning Views
Oceanfront Kona Retreat with Pool & Stunning Views
Oceanfront Kona Retreat with Pool & Stunning Views

Oceanfront Kona Retreat with Pool & Stunning Views

Discover your perfect tropical escape at this stunning oceanfront Kona retreat. Nestled among swaying palms and lush greenery, this spacious three-bedroom, three-bath home provides a serene oasis for up to six guests. Wake up to the gentle sounds of waves crashing on the shore and enjoy breathtaking panoramic views of the turquoise Pacific Ocean, where spinner dolphins and whales often swim beneath vibrant sunsets sinking into the sea.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $779 
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Luxury 5-Bedroom Home with Ocean Views in Kona
Luxury 5-Bedroom Home with Ocean Views in Kona
Luxury 5-Bedroom Home with Ocean Views in Kona

Luxury 5-Bedroom Home with Ocean Views in Kona

Welcome to Pacific Vista Retreat, a luxurious Hawaiian home nestled in Kahakai Estates just minutes from downtown Kailua-Kona. This stunning 5-bedroom residence offers breathtaking views of the Pacific Ocean and coastline, making it one of the most sought-after vacation rentals on the Big Island.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 11
Hawaii> Kailua-Kona
from $1,533 
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Charming Kona Cottage for Romantic Hawaii Retreat
Charming Kona Cottage for Romantic Hawaii Retreat
Charming Kona Cottage for Romantic Hawaii Retreat

Charming Kona Cottage for Romantic Hawaii Retreat

Escape to the Kona side of Hawaii and unwind in this charming Cottage at Ohia Place, nestled in the lush mountains of North Kona. Situated at a cool 1600' elevation on Mount Hualala'i in Kaloko Mauka, this safe and serene location offers a peaceful retreat away from volcanic activity, ideal for honeymooners and couples seeking a romantic escape.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $344 
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Relaxing 3-Bed Kailua-Kona Home Near He'eia Bay
Relaxing 3-Bed Kailua-Kona Home Near He'eia Bay
Relaxing 3-Bed Kailua-Kona Home Near He'eia Bay

Relaxing 3-Bed Kailua-Kona Home Near He'eia Bay

Experience tranquility in this charming 3-bedroom, 2-bath single-story home located in Kailua-Kona, just steps from the scenic He'eia Bay. The house comfortably accommodates six guests and is thoughtfully stocked with essentials for a relaxing stay.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $608 
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Charming 2-Bedroom Country Guest House with Nature Sounds
Charming 2-Bedroom Country Guest House with Nature Sounds
Charming 2-Bedroom Country Guest House with Nature Sounds

Charming 2-Bedroom Country Guest House with Nature Sounds

Escape to this charming 2-bedroom, 1-bath guest house set in a tranquil country landscape, surrounded by the soothing sounds of coque frogs, roosters, turkeys, and chickens. Perched at approximately 1000 feet above sea level, this cozy retreat offers a perfect escape into nature.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $221 
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Surf Temple Hawaiian Cottage with Lava Rock Walls
Surf Temple Hawaiian Cottage with Lava Rock Walls
Surf Temple Hawaiian Cottage with Lava Rock Walls

Surf Temple Hawaiian Cottage with Lava Rock Walls

Experience the serenity of Hawaiian island living at Surf Temple, a beautifully designed cottage that seamlessly blends modern comfort with traditional Hawaiian charm. The property is adorned with striking lava rock walls that add a unique, authentic touch to both the house and the lush grounds, which are filled with vibrant tropical plants and fruit trees, creating a truly idyllic setting.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $458 
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Ocean View Condo in Kailua-Kona with Spectacular Views
Ocean View Condo in Kailua-Kona with Spectacular Views
Ocean View Condo in Kailua-Kona with Spectacular Views

Ocean View Condo in Kailua-Kona with Spectacular Views

Discover this exceptional 3rd-floor condo in Kailua-Kona offering breathtaking views of the ocean and Kailua Bay. Watch whales breeching and spinner dolphins spinning from your lanai, while enjoying vibrant sunsets. Witness the excitement of Ironman triathlon swimmers racing out front.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $317 
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Private Duplex Near Honl's Beach and Kona
Private Duplex Near Honl's Beach and Kona
Private Duplex Near Honl's Beach and Kona

Private Duplex Near Honl's Beach and Kona

This private duplex offers a peaceful retreat with your host living upstairs. The spacious two-bedroom, one-bath unit features a full-sized kitchen and an adjoining dining area. Step outside onto the large lanai, which overlooks the ocean and provides ample space for relaxing and outdoor dining.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $392 
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Hale Joli: Private Hawaiian Retreat with Infinity Pool
Hale Joli: Private Hawaiian Retreat with Infinity Pool
Hale Joli: Private Hawaiian Retreat with Infinity Pool

Hale Joli: Private Hawaiian Retreat with Infinity Pool

Welcome to Hale Joli by Gather, an idyllic retreat nestled on land once owned by King Lunalilo, offering a perfect blend of historic charm and modern comfort. This tranquil three-bedroom, two-and-a-half-bath ranch home is situated on a private road, providing complete privacy and an authentic Hawaiian experience.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $1,058 
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Hali'ipua Villa Maui with Ocean Views and Luxuries
Hali'ipua Villa Maui with Ocean Views and Luxuries
Hali'ipua Villa Maui with Ocean Views and Luxuries

Hali'ipua Villa Maui with Ocean Views and Luxuries

Welcome to Hali'ipua Villa, a stunning two-story Maui townhouse boasting contemporary design and serene neutral tones. This spacious 2,900 sq. ft. interior features panoramic ocean and Maui views, including spectacular sunsets year-round. The villa's most expansive floor plan offers a private tropical courtyard perfect for relaxing in Hawaii's warm breezes, complete with a fire pit for cozy evenings.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $3,016 
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Luxury Kona Coast Ocean View Private House Rental
Luxury Kona Coast Ocean View Private House Rental
Luxury Kona Coast Ocean View Private House Rental

Luxury Kona Coast Ocean View Private House Rental

Welcome to your perfect Hawaiian escape. This private, fully equipped house offers stunning panoramic views of the Pacific Ocean from every room, nestled in the peaceful Kona Coffee belt. Recently remodeled in 2022, the home features all new appliances and furniture, ensuring a luxurious stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $669 
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Cozy Beach Retreat Near Shops and Landmarks
Cozy Beach Retreat Near Shops and Landmarks
Cozy Beach Retreat Near Shops and Landmarks

Cozy Beach Retreat Near Shops and Landmarks

Experience the perfect blend of relaxation and adventure in this cozy beach retreat ideally located close to popular beaches, shops, restaurants, and historic landmarks. This charming studio offers a comfortable and inviting space for explorers and leisure seekers alike, serving as an excellent base for memorable vacations.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $283 
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Spacious 4-Bedroom Vacation Home in Kailua-Kona
Spacious 4-Bedroom Vacation Home in Kailua-Kona
Spacious 4-Bedroom Vacation Home in Kailua-Kona

Spacious 4-Bedroom Vacation Home in Kailua-Kona

Escape to Kailua-Kona and enjoy a spacious 4-bedroom house designed for comfort and relaxation. This beautiful property features three king beds, one twin bed, and a queen bed, making it ideal for families or groups. A crib is available for the little ones, ensuring everyone has a cozy space to rest.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $1,288 
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Kona Oceanfront Condo with Stunning Views and Sunset
Kona Oceanfront Condo with Stunning Views and Sunset
Kona Oceanfront Condo with Stunning Views and Sunset

Kona Oceanfront Condo with Stunning Views and Sunset

Welcome to this beautifully remodeled oceanfront condo located just 23 feet from the ocean in Kailua Kona. Situated on the second floor, it offers spectacular views of the ocean, sunsets, surfers, and dolphins from your private lanai. The condo is perfect for a relaxing Hawaiian getaway, combining comfort and convenience with all the amenities you need for a memorable vacation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $365 
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Serene Ocean View 2-Bedroom Home Near Kona
Serene Ocean View 2-Bedroom Home Near Kona
Serene Ocean View 2-Bedroom Home Near Kona

Serene Ocean View 2-Bedroom Home Near Kona

Discover this beautiful and tranquil two-bedroom home offering breathtaking ocean vistas and a prime location close to Kona's top attractions. Situated on the second floor of a private two-story residence, this rental provides exclusive access with its own entrance and parking.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $342 
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Ola Loa Hale Kona Condo with Ocean & Golf Views
Ola Loa Hale Kona Condo with Ocean & Golf Views
Ola Loa Hale Kona Condo with Ocean & Golf Views

Ola Loa Hale Kona Condo with Ocean & Golf Views

Welcome to Ola Loa Hale! This spacious three-bedroom, two-bathroom condo offers a perfect retreat for families and friends. Located in the gated Keauhou Kona Surf & Racquet Club, a highly sought-after resort community, it provides stunning views of the Pacific Ocean and the scenic Kona Country Club golf course.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $495 
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Beautiful Oceanfront Condo in Kona with Stunning Views
Beautiful Oceanfront Condo in Kona with Stunning Views
Beautiful Oceanfront Condo in Kona with Stunning Views

Beautiful Oceanfront Condo in Kona with Stunning Views

Imagine a warm tropical climate, soothing sounds of waves washing ashore, and palm trees swaying gently in the breeze. This beautifully updated, clean two-bedroom, two-bath condo offers breathtaking panoramic views and the perfect setting for your Hawaiian vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $478 
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Beachfront Kailua-Kona Condo with Ocean Views
Beachfront Kailua-Kona Condo with Ocean Views
Beachfront Kailua-Kona Condo with Ocean Views

Beachfront Kailua-Kona Condo with Ocean Views

Escape to paradise in this beautifully renovated Kailua-Kona condo, perfect for family or friends. 2 miles from Honl's Beach, this 2-bedroom, 2-bath unit offers stunning ocean views from its private patio and all the comforts of home. The condo features a spacious living area with a large sectional sofa, Smart TVs with cable, and ceiling fans, creating a cool and relaxing atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $203 
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Hawaiian Sky Villa Estate with Ocean Views
Hawaiian Sky Villa Estate with Ocean Views
Hawaiian Sky Villa Estate with Ocean Views

Hawaiian Sky Villa Estate with Ocean Views

Welcome to Sky Villa Estate, your private Hawaiian paradise nestled on 5 lush acres. A gated retreat just 1200 feet above Kailua Bay Village, this estate offers breathtaking ocean views, stunning sunsets, and a serene environment. The lush landscape surrounds you with beautifully maintained lawns perfect for family games and lit gardens ideal for evening strolls beneath starry skies.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,650 
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Oceanfront Kona Isle Condo with Mountain Views
Oceanfront Kona Isle Condo with Mountain Views
Oceanfront Kona Isle Condo with Mountain Views

Oceanfront Kona Isle Condo with Mountain Views

Welcome to Hale Malina, your perfect retreat on the Big Island! Recently upgraded to enhance your stay, this charming condo offers a comfortable and relaxing experience. Located on the third floor of Kona Isle, an oceanfront complex on Ali'i Drive, it boasts stunning views of the ocean to the west and mountains to the east from the private lanai.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kailua-Kona
from $208 
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Luxury Waiulu Estate Villa at Four Seasons Hualalai
Luxury Waiulu Estate Villa at Four Seasons Hualalai
Luxury Waiulu Estate Villa at Four Seasons Hualalai

Luxury Waiulu Estate Villa at Four Seasons Hualalai

Welcome to the exquisite Waiulu Estate Villa nestled within the Four Seasons Hualalai Resort. This luxurious estate offers a peaceful, private setting with expansive ocean views and modern decor by the renowned Henderson Design Group. The property features a spacious 4,039 sq ft main house complemented by two detached ohana cottages totaling 955 sq ft, all on an exceptionally large lot.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $7,974 
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Remodeled Ocean View Condo in Kailua-Kona
Remodeled Ocean View Condo in Kailua-Kona
Remodeled Ocean View Condo in Kailua-Kona

Remodeled Ocean View Condo in Kailua-Kona

A beautifully remodeled one-bedroom condominium offering unobstructed ocean views in the heart of Kailua-Kona. Situated at Kona Alii Condominiums, this property provides a perfect blend of comfort and convenience.
The spacious unit features a modern kitchen with granite countertops, stainless steel appliances, and an open plan that seamlessly connects to the living area.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $345 
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Oceanfront Kona Condo with Spectacular Views
Oceanfront Kona Condo with Spectacular Views
Oceanfront Kona Condo with Spectacular Views

Oceanfront Kona Condo with Spectacular Views

Welcome to your perfect Hawaiian retreat at Sea Village in Kailua-Kona! This charming top-floor condo offers breathtaking ocean views where you can spot dolphins, whales (seasonally), and stunning sunsets from your private lanai. The soothing sound of waves creates a peaceful atmosphere, making it an ideal spot to unwind.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $320 
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Charming Kahalu'u Beach Condo with Ocean Views
Charming Kahalu'u Beach Condo with Ocean Views
Charming Kahalu'u Beach Condo with Ocean Views

Charming Kahalu'u Beach Condo with Ocean Views

Discover this beautifully decorated 2-bedroom, 2-bathroom condo located just across from Kahalu'u Beach Park, a top destination for snorkeling and surfing. The ground-floor unit offers easy access from parking, making it convenient for guests. Inside, you'll find a well-appointed kitchen with new appliances, perfect for preparing meals to enjoy on the spacious lanai with stunning ocean views.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $401 
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Kailua-Kona Ocean View Condo with Pool and Beach
Kailua-Kona Ocean View Condo with Pool and Beach
Kailua-Kona Ocean View Condo with Pool and Beach

Kailua-Kona Ocean View Condo with Pool and Beach

Experience breathtaking ocean and coastline vistas from this top-floor, 2-bedroom, 2-bathroom condo in Kailua-Kona. The casually elegant space combines comfort and style, featuring central AC, an in-home washer/dryer, and Netflix streaming for your convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $489 
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Stunning Oceanfront Condo with Private Beach in Kailua-Kona
Stunning Oceanfront Condo with Private Beach in Kailua-Kona
Stunning Oceanfront Condo with Private Beach in Kailua-Kona

Stunning Oceanfront Condo with Private Beach in Kailua-Kona

This exclusive oceanfront condo offers an unforgettable Hawaiian experience with stunning views and direct access to a small sandy beach right in front of your Lanai. The spacious Great Room boasts a gorgeous design, featuring a fully equipped kitchen that seamlessly opens to the outdoor space.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $384 
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White Sands Resort Condo Near Magic Sands Beach
White Sands Resort Condo Near Magic Sands Beach
White Sands Resort Condo Near Magic Sands Beach

White Sands Resort Condo Near Magic Sands Beach

Experience the perfect Hawaiian getaway in this beautifully renovated two-bedroom condo at White Sands Village, located right across from the stunning Magic Sands Beach Park. The resort’s prime location on Ali'i Drive places you conveniently between Kailua-Kona and Keauhou, offering easy access to local attractions and activities.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $307 
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Charming Kona Beach Cottage with Private Patio
Charming Kona Beach Cottage with Private Patio
Charming Kona Beach Cottage with Private Patio

Charming Kona Beach Cottage with Private Patio

Escape to this charming Kona beach cottage perched on the west coast of the Big Island. This 1-bedroom, 1-bath home offers a tranquil retreat with modern comforts and easy access to Hawaii’s best beaches and attractions.
The cottage features a comfortable queen bed and a walk-in shower, creating a cozy indoor space.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $191 
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Oceanfront Kona Reef Resort Condo with Modern Upgrades
Oceanfront Kona Reef Resort Condo with Modern Upgrades
Oceanfront Kona Reef Resort Condo with Modern Upgrades

Oceanfront Kona Reef Resort Condo with Modern Upgrades

Welcome to your dream Hawaiian retreat at the Kona Reef Resort! This fully renovated one-bedroom oceanfront condo offers stunning views of the deep blue Pacific from the balcony, creating an idyllic setting for your vacation. The condo boasts a ground-floor, corner location for easy access and tranquility, with AC throughout the entire unit—rare in Kona oceanfront properties—thanks to high-quality Daikin ductless wall units.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua-Kona
from $347 
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Seaside Retreat in Kailua-Kona with Ocean Views
Seaside Retreat in Kailua-Kona with Ocean Views
Seaside Retreat in Kailua-Kona with Ocean Views

Seaside Retreat in Kailua-Kona with Ocean Views

Welcome to your perfect getaway at the Seaside Retreat in Kailua-Kona. This charming oceanfront condo offers breathtaking views overlooking Kahaluu Reef Bay, providing an ideal setting for relaxation and adventure. Situated centrally on Ali'i Drive, the property is just steps from beautiful beaches, snorkeling spots, and a variety of local restaurants and shops.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $414 
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Paradise at Heeia Bay: Kona Oceanfront Home
Paradise at Heeia Bay: Kona Oceanfront Home
Paradise at Heeia Bay: Kona Oceanfront Home

Paradise at Heeia Bay: Kona Oceanfront Home

Escape to paradise at Heeia Bay on the Big Island of Hawaii with this beautiful 3-bedroom home in Kailua-Kona. Located just steps from the Pacific Ocean and a private pebble beach, this tropical retreat offers the perfect blend of relaxation and adventure.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $542 
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Kona Shores Oceanfront Condo with Pool & A/C
Kona Shores Oceanfront Condo with Pool & A/C
Kona Shores Oceanfront Condo with Pool & A/C

Kona Shores Oceanfront Condo with Pool & A/C

Welcome to Kona Shores, a delightful complex nestled along Alii Drive on the Hawai�i Scenic Byway (Ala Loa Foot Trail). Located just one mile from downtown Kailua-Kona, this well-maintained ground-floor condo offers easy access to shopping, dining, and stunning beaches.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $166 
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Oceanfront Kona Makai Condo with Stunning Views
Oceanfront Kona Makai Condo with Stunning Views
Oceanfront Kona Makai Condo with Stunning Views

Oceanfront Kona Makai Condo with Stunning Views

Discover the perfect Hawaii escape at this stunning oceanfront condo in Kona Makai. Wake up to spectacular ocean views from the lanai and your bedroom, while the soothing sounds of the surf create a relaxing atmosphere. The complex is beautifully maintained, featuring lush gardens, a swimming pool, hot tub, gas barbecues, and two tennis courts, providing plenty of options for leisure and recreation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $252 
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Charming 2-Bedroom Tropical Retreat in Kailua-Kona
Charming 2-Bedroom Tropical Retreat in Kailua-Kona
Charming 2-Bedroom Tropical Retreat in Kailua-Kona

Charming 2-Bedroom Tropical Retreat in Kailua-Kona

Discover your tropical retreat at our charming two-bedroom holiday house in Kailua-Kona. This paradise is ready for you, situated just an 11-minute drive from Kailua Pier, offering easy access to the island's top attractions like Magic Sands Beach and the Four Seasons Resort Hualalai Golf Course.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $336 
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Four Seasons Hualalai 5BR Ocean Estate
Four Seasons Hualalai 5BR Ocean Estate
Four Seasons Hualalai 5BR Ocean Estate

Four Seasons Hualalai 5BR Ocean Estate

Escape to your own private paradise at this expansive and beautifully renovated 5-bedroom, 5-bathroom estate nestled within the exclusive Four Seasons Resort Hualalai. Spanning 6,500 square feet on nearly an acre of lush land, this custom-designed home offers unparalleled luxury, tranquility, and stunning views of the Pacific Ocean.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 14
Hawaii> Kailua-Kona
from $11,781 
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Hawaii Ocean View Cottage with Private Pool and Spa
Hawaii Ocean View Cottage with Private Pool and Spa
Hawaii Ocean View Cottage with Private Pool and Spa

Hawaii Ocean View Cottage with Private Pool and Spa

Escape to this charming Hawaii cottage perched at a cool elevation just 10 minutes from Kailua Kona. Enjoy breathtaking 180-degree ocean vistas from the comfort of your private pool and spa, perfect for unwinding after exploring the island. The home is situated along the scenic Walua walking trail, offering easy access to snorkeling spots, shopping, and local dining experiences.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $285 
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Luxury Oceanview Home with Pool in Kailua-Kona
Luxury Oceanview Home with Pool in Kailua-Kona
Luxury Oceanview Home with Pool in Kailua-Kona

Luxury Oceanview Home with Pool in Kailua-Kona

Step into this exceptional Kailua-Kona home offering breathtaking panoramic ocean views and a luxurious private retreat. As you enter, you'll be greeted by the expansive great room with wide pocket doors that seamlessly open to a spacious lanai, inviting the gorgeous Hawaiian outdoors inside.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $768 
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Charming 1-Bedroom Kona Beach Condo with Ocean View
Charming 1-Bedroom Kona Beach Condo with Ocean View
Charming 1-Bedroom Kona Beach Condo with Ocean View

Charming 1-Bedroom Kona Beach Condo with Ocean View

A trip to the Island of Hawaii calls for the perfect stay, and this breezy 1-bedroom, 1-bath condo in Kailua-Kona fits the bill! Located within walking distance to the beach, it offers a fully equipped kitchen, in-unit washer and dryer, and access to community amenities including an outdoor pool, BBQ grills, and a library.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $247 
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SeaCluded Hideaway Inn Kona Hawaii Oceanfront
SeaCluded Hideaway Inn Kona Hawaii Oceanfront
SeaCluded Hideaway Inn Kona Hawaii Oceanfront

SeaCluded Hideaway Inn Kona Hawaii Oceanfront

) to the SeaCluded Hideaway Inn Kona, Hawaii, where you're only 100 feet from the ocean's edge! Our unique Hawaiian-themed 4-bedroom, 3-bathroom home offers an unbeatable location and exceptional value. The open-concept design features three king beds and two full beds, perfect for families or couples seeking a relaxing retreat.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $713 
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Spacious Kona Coast Condo with Breathtaking Ocean Views
Spacious Kona Coast Condo with Breathtaking Ocean Views
Spacious Kona Coast Condo with Breathtaking Ocean Views

Spacious Kona Coast Condo with Breathtaking Ocean Views

This spacious (~1300 ft²) condo is ideally situated in the heart of Kailua Village on the Kona Coast, offering spectacular panoramic ocean views from the living room, dining area, lanais, and master bedrooms. The property features two master suites each with comfortable king beds and a third bedroom with a trundle bed, comfortably accommodating five adults or six guests with children sharing the third bedroom.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $408 
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Bright Kona Retreat Near Downtown and Beach
Bright Kona Retreat Near Downtown and Beach
Bright Kona Retreat Near Downtown and Beach

Bright Kona Retreat Near Downtown and Beach

Experience the vibrant spirit of Kona in this bright and inviting retreat, ideally situated within a 5-minute walk to grocery stores, Historic Ali'i Drive, downtown Kona, and the pier. This cozy condo offers a perfect blend of convenience and island charm, making it an ideal home away from home on the Big Island.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $247 
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Luxury Hualalai Penthouse Villa with Ocean Views
Luxury Hualalai Penthouse Villa with Ocean Views
Luxury Hualalai Penthouse Villa with Ocean Views

Luxury Hualalai Penthouse Villa with Ocean Views

Experience the exclusivity of one of only seven Hualalai Penthouse Villas, offering a spacious single-level interior with over 4,200 square feet of luxurious living and expansive lanai space. Wake up to the soothing sounds of the Pacific Ocean while enjoying unobstructed ocean and beach vistas from the generous wraparound lanai, perfect for relaxing or entertaining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,944 
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Oceanfront Kona Coast Hotel Rooms with Amenities
Oceanfront Kona Coast Hotel Rooms with Amenities
Oceanfront Kona Coast Hotel Rooms with Amenities

Oceanfront Kona Coast Hotel Rooms with Amenities

Embark on a memorable Hawaiian escape with this oceanfront hotel on the Kona Coast. The property offers three individual hotel rooms, each featuring 420 sq ft of comfortable space with two double beds, daily housekeeping, a coffee maker, and a mini-fridge.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Kailua-Kona
from $1,230 
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Updated Kailua-Kona Condo Near Beaches and Downtown
Updated Kailua-Kona Condo Near Beaches and Downtown
Updated Kailua-Kona Condo Near Beaches and Downtown

Updated Kailua-Kona Condo Near Beaches and Downtown

This freshly updated, single-level condo offers a comfortable and convenient stay in the heart of Kailua-Kona. Equipped with all-new air conditioning throughout, the unit ensures cool comfort after days filled with island adventures.
The modern chef's kitchen features a dishwasher, a Breville convection oven/air fryer, Keurig K-Duo, and ample storage, perfect for preparing everything from quick breakfasts to gourmet meals.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $268 
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