Vacation home rentals in Hawaii County

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Top-rated vacation home rentals in Hawaii County

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A swing set and trampoline are visible in the backyard, surrounded by lush greenery including palm and bamboo trees. A wooden bench with cushions is positioned on the covered porch, providing a comfortable space to enjoy the outdoor view and the tranquil landscape.

Vacation home in Keaau

4.95 out of 5 average rating, 63 reviews

Private Home on 3 Acres in Orchidland

On 3 very private acres looking at coconut palm trees, bamboo, mango avocado and Ohia trees. Covered Parking. Sit on the lanai and enjoy the peacefulness. 12 miles from Hilo, the airport and the beach parks. The large bedrooms with high cathedral ceilings with comfortable King , Queen and Full beds with views of the stars on clear nights. Enjoy Fresh Eggs, Papaya, Avocados and Liliko'i in season. Note: we are taking stays up to 180 days from April through September. Inquire if interested.

Superhost

A scenic coastal view features gentle waves lapping against a black pebble beach, framed by lush greenery. The sky is painted with soft hues of blue and orange as the sun sets on the horizon, creating a serene atmosphere.

Vacation home in Pāhoa

4.86 out of 5 average rating, 123 reviews

Oceanfront Balinese House w/Hot tub@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!

Top guest favorite

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 Waikoloa Village

4.98 out of 5 average rating, 40 reviews

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!

Superhost

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.

Vacation home in Hilo

4.82 out of 5 average rating, 72 reviews

Eccentric Historic Mansion steps to beach with AC

Pre-statehood mansion designed by renowned Japanese architect Frank Arakawa, lead 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 with sea turtles 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.

Superhost

A bright living room showcases high ceilings with skylights and generous windows, inviting natural light. A plush sofa faces a glass coffee table, complemented by tasteful decor. The open layout connects to a dining area and kitchen, while lush views of the surrounding forest are visible through the doors.

Vacation home in Volcano

4.84 out of 5 average rating, 74 reviews

Peaceful & Picturesque Treetop Hideaway

Set on a quiet street in historic Volcano Village, Hiʻiaka Guesthouse is a private, romantic pied-à-terre on the second floor of a beautiful 2-story custom home. Surrounded by old-growth ʻōhiʻa forest, and overlooking a lush and peaceful garden, the guesthouse offers a distinct treehouse-like experience and sublime closeness to nature. The entrance to the Hawai’i Volcanoes National Park is just a 5-minute drive, while the Village shops, restaurants and art gallery are within walking distance.

Guest favorite

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.

Vacation home in Pāhoa

4.9 out of 5 average rating, 41 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.

Guest favorite

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.

Vacation home in Kailua-Kona

4.91 out of 5 average rating, 69 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.

Guest favorite

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.

Vacation home in Kailua-Kona

4.82 out of 5 average rating, 115 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!

Superhost

A cozy bedroom is shown featuring a spacious bed adorned with neutral-colored bedding and decorative pillows. Two windows provide natural light and a view of greenery outside, while a bedside table holds a lamp, enhancing the serene atmosphere.

Vacation home in Kailua-Kona

4.83 out of 5 average rating, 12 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 2 beds and there is also a sleeper sofa/couch in the dining room/kitchen area. This is a new listing and you can be one of its first guest.

Superhost

A two-story home is set against a clear blue sky, surrounded by lush greenery and vibrant flowering plants. The spacious driveway leads to the entrance, highlighting the well-maintained exterior of the house with its light-colored siding and ample outdoor space.

Vacation home in Captain Cook

4.9 out of 5 average rating, 168 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.

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.

Vacation home in Pāhoa

4.98 out of 5 average rating, 601 reviews

Breathe in Beauty, Peace and Light

A place for solitude, rest and relaxation, from which to enjoy the wonders of Puna and the east side of the Big Island. Come experience the raw beauty of a lava eruption. The land has been transformed. Fissure 8 and the hardened lava flow is a 10- minute walk from our home. This is destruction & creation; We and the surrounding community of Puna have been transformed by this experience Our guests leave restored and in awe of the magic of this area.

Superhost

A bright and airy living area features a high ceiling with a ceiling fan and large windows allowing natural light. A round dining table is set for meals, accompanied by wicker chairs. A comfortable seating arrangement includes two armchairs facing a cozy fireplace, with a television mounted on the wall.

Vacation home in Waikoloa Village

4.84 out of 5 average rating, 73 reviews

Waikoloa Retreat • Pool, Hot Tub, Golf & Beach

Aloha and welcome to your Hawaiian getaway! 🌺 Nestled in the heart of Waikoloa Village, this spacious two-story, beach-themed townhome offers a cozy home base for families, golf experts, and business travelers alike. Whether you’re here to relax, explore the Big Island, or enjoy quality time with loved ones, you’ll find everything you need—just minutes from world-class golf, local restaurants, and stunning beaches.