Holiday houses in Kealakekua

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Top-rated holiday rentals in Kealakekua

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Top Guest favourite
A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.
Home in Captain Cook
4.98 out of 5 average rating, 202 reviews

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Top Guest favourite
A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.
Condo in Kailua-Kona
4.95 out of 5 average rating, 224 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Top Guest favourite
A bright and spacious studio apartment features wooden beams overhead, with large windows dressed in light blue curtains allowing natural light to flow in. A comfortable seating area is arranged with a dark sofa, a wooden coffee table, and a mounted TV for entertainment.
Treehouse in Captain Cook
4.93 out of 5 average rating, 136 reviews

Io’s Nest- studio on a coffee farm with ocean view

Retreat to Io's Nest (named after the Hawaiian hawk residing near by), a studio apartment tucked away on a vibrant and lush coffee farm in Captain Cook! You've a private bath, Kitchenette and king size bed. Fruits, vegetables, coffee, and herbs galore. A wonderful sweetheart escape for the adventurous, set just 2 miles from Kealakekua Bay a marine preserve with spectacular snorkeling and hiking. And 2.5 miles from the City of refuge. The perfect headquarters for your Big Island explorations.

Guest favourite
A vibrant green cottage is surrounded by lush tropical vegetation. Steps lead up to a covered porch with white railings, offering access to the main entrance. The exterior reflects a charming, rustic style, set within a serene garden brimming with diverse plants.
Guesthouse in Captain Cook
4.92 out of 5 average rating, 183 reviews

Garden Cottage Ohana

Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

Guest favourite
A spacious studio room features a light blue couch adorned with decorative pillows, positioned next to a coffee table. A California King bed is visible in the background, with natural light filtering through the sliding door that opens to an outdoor view.
Cottage in Holualoa
4.94 out of 5 average rating, 161 reviews

LUCKY LIVIN (Taxes Included)

Lucky Livin is designed to be a chic and unique bridal studio, honeymoon suite, or just a great place to come and stay while on vacation! Located in beautiful Holualoa, this studio sits higher in elevation and is nestled in nature with stunning views of Kona's coast, the surrounding native vegetation, and our farm animals on property. This unit is stocked with everything you will need for your memorable and enjoyable stay and is only a 10-15 minute drive to all Kailua town has to offer!

Top Guest favourite
A vibrant rainbow arches over the green landscape, accentuating the charming Coffee Cottage with its mint-green roof. Lush foliage surrounds the cottage while the serene ocean is visible in the background under a partly cloudy sky.
Cottage in Captain Cook
4.99 out of 5 average rating, 121 reviews

Romantic cottage Big Island coffee farm retreat

ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!

Top Guest favourite
A charming cottage is nestled among palm and coffee trees, featuring a bright red metal roof and green wooden walls. The cottage includes a covered front porch with wooden railings, allowing for relaxed outdoor seating. Gentle sunlight bathes the structure, enhancing its welcoming appearance.
Cottage in Kealakekua
4.91 out of 5 average rating, 341 reviews

Private Cottage on coffee farm, Ocean-Sunset View

Ocean-sunset views from private cottage in coffee field. Cottage is next to our plant nursery on our private country road. Located above world-famous Kealakekua Bay, the cottage is surrounded by coffee, macadamia nut, palm and avocado trees..this is our Hog Wild Homestead. Studio Cottage is used as pickers quarters during harvest season. Brand new queen mattress, full fridge, microwave, toaster oven, skillet, sink, private semi-outdoor shower, dimmable lighting

Top Guest favourite
A bright living area features a comfortable sofa with accent pillows, paired with two woven chairs. A wooden coffee table sits at the center, complemented by a colorful area rug. Large windows allow natural light and offer views of the surrounding greenery, enhancing the spaciousness.
Apartment in Kealakekua
4.95 out of 5 average rating, 187 reviews

Professional Design Ocean View Private Apartment

Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable queen-size bed. AC unit in apartment, evenings and mornings are cool due to elevation. Spend lazy afternoons on the porch and soak up the jungle energy. Experience the magic of Big Island Kealakekua for yourself!

Top Guest favourite
A captivating sunset is visible over the ocean, with the sun's reflection creating a shimmering pathway on the water. Soft clouds are scattered in the sky, and silhouettes of palm trees contrast against the vibrant hues of orange and pink.
Apartment in Kealakekua
4.93 out of 5 average rating, 471 reviews

Hale's Hale

This one-bedroom apartment with an ocean view is the perfect space for you to relax and unwind after a day of fun! It has it’s own private entry and includes a queen bed, a sofa bed, a fridge, a microwave, a cooktop, A shared washer/dryer and BBQ grill! Our home sits at a cool 1300' elevation with stunning sunsets. For our fellow adventurers, It’s only 10 minutes from Keauhou Bay, 15 minutes from Kona town to the North or 2 Step snorkeling to the South.

Top Guest favourite
A traditional palapa equipped with a thatched roof is illuminated by string lights, creating a cozy atmosphere. A hammock hangs between the support beams, surrounded by lush tropical plants and an outdoor seating area on a concrete surface.
Apartment in Captain Cook
4.94 out of 5 average rating, 323 reviews

BLUE BLISS: Hip Hideaway w/Hawaiian Gardens

Laid-back and retro-inspired yet ultra-comfy, this unique space offers a stylish, authentic Hawaiian escape. Just 20 minutes from Kona, South Kona’s relaxed pace provides the perfect retreat. Warm breezes flow through your screened living area and lanai, while vinyl records spin and a classic cruiser awaits. The calming blue hues reflect the nearby ocean, giving you all the beach vibes you crave. Long-term discounts available—stay and soak it all in!

Top Guest favourite
A carved wooden sign displaying the word 'ALOHA' is prominently featured amid dark volcanic rocks. The sign is adorned with bright red hibiscus flowers, enhancing its tropical theme. The natural texture of the stones provides a contrasting background to the vibrant colors of the sign.
Guest suite in Kailua-Kona
4.92 out of 5 average rating, 565 reviews

Short Walk to Magic Sands Beach!

Aloha and Mahalo for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! You will be a 5 Minute Walk to Magic Sands Beach and Ali'i Drive! You’ll Love the comfy Queen bed in this Private Suite (with air conditioning!) The space also has a kitchen area with refrigerator, hot plate, countertop oven, toaster and coffee maker. Aloha Nui

Top Guest favourite
A private lanai offers a clear view of the ocean, framed by lush greenery. A patio table with chairs is visible, complemented by a large blue umbrella providing shade. The spacious lawn extends below, with hints of nearby tropical plants creating a serene outdoor atmosphere.
Guest suite in Captain Cook
4.98 out of 5 average rating, 160 reviews

Ancient Trail Ohana

Newly renovated 1 bedroom apartment with beautiful ocean view off private lanai. Located in South Kona on 2 lush acres including many tropical fruit trees. Rural setting but 10 minutes to restaurants, farmers market and shopping. Short drive to amazing Kealakekua Bay and Two Step perfect for snorkeling, kayaking and stand up paddling. Easy day trip to Kilauea volcano. Our spacious unit has a king sized bed, large bathroom and full kitchen.

Popular amenities for Kealakekua holiday rentals

  1. Airbnb
  2. United States
  3. Hawaii
  4. Hawaii County
  5. Kealakekua