Vacation home rentals in Hawaii County

A two-story Balinese-style house is framed by lush tropical gardens and palm trees. The red roofs contrast with the greenery, while the gated entrance provides privacy. Dual covered patios extend from the upper level, and parked vehicles are visible near the entrance.

4.85 out of 5 average rating, 124 reviews

Oceanfront Balinese House @ Kehena beach

Aloha Unwind at this Authentic Balinese House located less than 150 ft. from Kehena clothing optional Black Sand Beach! Enjoy the stunning ocean views from every room and has unobstructed Oceanfront Views, home to Spinner dolphins and Humpback whales. Break away from the Hustle and Bustle of your routine and lose yourself in the serenity of Big Island and all it has to offer. Just minutes away from Pahoa, Hilo and Volcano National Park. Book you stay today, we cannot wait to Host you!

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4.9 out of 5 average rating, 52 reviews

A bright living area features tropical-themed seating with rattan furniture and a glass-top table. Large sliding doors provide access to a spacious lanai surrounded by greenery, while natural light fills the room. A ceiling fan adds comfort, and a small television is positioned near the furniture.

Vacation home in Puako

Hawkeye Haven

Located in the popular Waikoloa Beach Resort-just 5 mins from the beach, restaurants, shops and nightlife! This is a private end unit on the second floor. Fully renovated as of 2020! The condo features 2 bds and 2 bth with a living area of 1300 Sqft and a large wrap around lanai. The mbr is oversized for plenty of comfort. Completely remodeled full kitchen and bathroom. There is a pullout couch for extra sleeping. Complex has elevators, free parking, pool, gym and more! You will love this condo!

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Vacation home in Keaukaha

A panoramic view of a calm ocean scene, showcasing clear turquoise waters gently washing over dark volcanic rock formations. Lush greenery outlines the distant shoreline, with clouds casting soft shadows across the sky. The image captures the tranquility of Hawaii's coastal environment.

4.84 out of 5 average rating, 87 reviews

Eccentric Historic Mansion steps to beach with AC

Pre-statehood mansion designed by renowned Japanese architect Frank Arakawa, architect for many iconic buildings in downtown Hilo, this unique island home with tropical garden is a testament to olde Hawaii craftsmanship. Minutes walk to a rejuvenating swim or snorkel at Carlsmith Beach Park, this historical home is ideal for family reunions & group trips. Fits up to 14 people comfortably. Enjoy modern amenities such as high-speed internet, air conditioning, and TV/Netflix. TA-165-212-8256-01

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A serene view shows the tranquil waters of Kealakekua Bay at sunset, framed by swaying palm trees. The sky transitions in soft hues of pink and purple, while a gentle wave laps against the rocky shoreline, creating a peaceful atmosphere.

Vacation home in Captain Cook

4.77 out of 5 average rating, 22 reviews

Oceanfront - Dolphin Retreat

On the shores of Kealakekua Bay, a Protected Marine Conservation area, is an enchanting, 4 bedroom/3 bath, water front house called the Dolphin Retreat. This open and airy private home has all the amenities one would desire for a tropical vacation. The property is surrounded by fragrant Plumeria Trees and Coco Palms and includes a sun deck, hot tub and outdoor shower. The home has wireless Internet, Smart HD TV and a full entertainment system. Kayaks for exploring the Bay are included as well.

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A two-story home is framed by vibrant tropical plants and features a light exterior with wooden accents. Multiple large windows allow natural light to fill the space, while a spacious covered lanai provides an inviting outdoor area for relaxation.

4.87 out of 5 average rating, 53 reviews

Custom Home Near Kehena Beach Slight Ocean View AC

Private two story home has 3 bd/2.5 bath, with private outdoor lava rock shower. Peek a boo ocean views from the second floor. Local sustainable ohia trees and local rocks used in construction of the home. Jacuzzi tub in master bathroom. 5 minutes walk to ocean, 15 minutes walk to Kehena Black Sand Beach - also known as Dolphin Beach because a pod of dolphins live there. You can swim with them (for strong swimmers) or watch their play in early mornings. AC unit in upstairs part of the home.

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Vacation home in Kailua-Kona

A spacious living area featuring a soft gray sofa adorned with decorative pillows is complemented by a wooden coffee table. A dining area is visible in the background, illuminated by a hanging light fixture. Plants and artwork enhance the inviting atmosphere.

4.8 out of 5 average rating, 144 reviews

Cozy Ocean Breeze Townhouse on Ali’i drive

Our Mstr 1 BDRM 1.5 bath (Large bedroom divided by shoji door, sleeps 6) tri-level townhouse style condo is few yards away from Kailua village yet it gives you a peaceful, serene private vacation home. Just across Royal Kona Resort, our condo offers free private covered carport right next to your entrance door. Enjoy your morning coffee with the pool view and peek a boo ocean view from our 2 lanais on each floor. Our condo offers full amenities that beats any hotel in downtown Big Island!

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Vacation home in Kailua-Kona

A cozy bedroom is featured with a spacious bed dressed in soft coral bedding. Natural light enters through two windows adorned with light curtains. A wooden dresser and an accent chair complement the warm tones, while a decorative mirror and a potted plant add character.

4.92 out of 5 average rating, 96 reviews

Lihau Boho House

Spacious, stylish, newly renovated tropical boho home. Stunning ocean views! LOTS of space - 3 bedrooms, 2 sleeper couches and a futon. Quiet, residential neighborhood. NOT A PARTY PLACE!!! Everything is done for your comfort and rest. Fully equipped kitchen, massive dining area, lots of cozy reading nooks. The whole place is enhanced with art and some locally found vintage items. We expect our guests to be respectful of the islands culture and traditions inside and outside the house.

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Vacation home in Captain Cook

4.89 out of 5 average rating, 180 reviews

Pineapple Palace~Stunning Ocean Views~Private Pool

The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.

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Vacation home in Kailua-Kona

A hand holds a glass of red wine, capturing the sun setting on the horizon. The warm light reflects off the glass, while a vibrant orange and pink sky creates a serene backdrop. The scene is framed by a wooden railing, suggesting an inviting outdoor space.

4.8 out of 5 average rating, 15 reviews

Lovely 2 BR 2 bath vacation home with maui views.

Relax with the whole family at this peaceful place to stay. This home is situated at a very cool elevation of 1700 feet above sea level and it’s always cool and breezy. Features a full kitchen with all amenities as well as a dining room and a gorgeous lanai. The master bedroom has a bathroom attached to it and the 2nd bedroom has a queen bed and there is also a sofa/couch in the dining room/kitchen area. This is a new listing and you can be one of its first guest.

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4.89 out of 5 average rating, 9 reviews

The Hapu’u Room

Welcome to The Pacifica Inn located in Volcano on the Big Island of Hawai’i. The Pacifica Inn is a special little place out in the middle of the Pacific Ocean where you can experience peacefulness and tranquility. Come and enjoy the beautiful Hapu’u trees and the Anthurium flowers that surround the property. Relax and enjoy the sounds of endemic birds and their melodies while the Coqui frogs sing at night. We don’t do luxury at The Pacifica Inn, we do Hawai’i.

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Vacation home in Waikoloa Village

The living area is filled with natural light from large windows and a glass door leading to the outdoor space. A comfortable couch and armchair are arranged around a low coffee table. A mounted TV is situated above a modern fireplace. A jute rug adds texture underfoot.

4.81 out of 5 average rating, 91 reviews

Big Island – Beaches, Volcanoes, Waterfalls, Golf

Aloha and welcome to your Hawaiian getaway! Located in the heart of Waikoloa Village, this spacious, beach-themed two-story townhome is the perfect central home base for exploring the Big Island from coast to coast. Whether you are chasing waterfalls, relaxing on world-class beaches, teeing off at nearby golf courses, or heading out to Volcanoes National Park, you will love how easy it is to reach every corner of the island from this convenient location.

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Top guest favorite

A two-story home is surrounded by lush tropical greenery, with vibrant plants and palm trees framing the property. Sunlight illuminates the exterior, highlighting the wrap-around lanai and large windows that invite natural light into the space.