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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Superhost

A bright living area features large windows with sheer curtains, allowing natural light to filter through. Comfortable seating includes a spacious couch, while two chairs sit invitingly nearby. A patterned area rug adds texture, and a flat-screen TV is mounted above a decorative fireplace.

Vacation home in Waikoloa Village

4.86 out of 5 average rating, 65 reviews

Bright Clean Cozy Private Beach Home + FAST WiFi

Aloha! 🌸 Welcome to your Hawaii vacation home! This spacious beach-themed two-story townhome is located in Waikoloa Village and is walking distance to restaurants, KTA grocery & Waikoloa golf course. You will have access to a heated swimming pool & hot tub and 1 designated parking space. The townhome sleeps up to 6 guests + 1 infant, with 3 queen beds and 2 full baths. Beach chairs, umbrella, cooler, boogie board & towels provided. We’ll share our favorite local beaches and restaurants with you!

Top guest favorite

Vacation home in Keaau

4.95 out of 5 average rating, 60 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

Vacation home in Pāhoa

4.86 out of 5 average rating, 122 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 clear blue swimming pool is surrounded by palm trees and tropical landscaping. Lounge chairs are positioned around the pool, and umbrellas are visible for shade. The building is situated in the background, adding to the overall resort ambiance.

Vacation home in Waikoloa Village

4.97 out of 5 average rating, 35 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

Vacation home in Hilo

4.82 out of 5 average rating, 65 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 two-story guesthouse is nestled among lush greenery, with tall trees and ferns surrounding it. The structure features large windows that allow natural light to filter in, creating a serene atmosphere. The building's exterior is painted in deep green, blending harmoniously with the vibrant foliage.

Vacation home in Volcano

4.82 out of 5 average rating, 62 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.

Superhost

French doors open to a private lanai, featuring a comfortable lounge chair. Natural light filters through the nearby window, illuminating the tiled floor and accentuating the tranquil outdoor space surrounded by lush greenery.

Vacation home in Pāhoa

4.89 out of 5 average rating, 35 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 dining area features a round table surrounded by wicker chairs, adorned with table settings. A few bar stools line the kitchen counter, and pendant lights hang above. Natural light filters through sheer curtains, creating a bright and inviting environment.

Vacation home in Kailua-Kona

4.83 out of 5 average rating, 103 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

An inviting pool area features a clear blue swimming pool surrounded by lush tropical landscaping. Several lounge chairs are positioned around the pool, along with shaded tables and umbrellas. Palm trees tower overhead, creating a serene atmosphere for relaxation.

Vacation home in Kailua-Kona

4.82 out of 5 average rating, 45 reviews

Bright 1 BD w/upgrades- Bike/Walk Dwntn

Welcome home to this beautiful, airy 1 bedroom/ 1 bathroom(Sleeps 4) The Kalanikai Condo is conveniently located to shopping, beaches, Kailua Bay and many restaurants to choose from. Preparing meals is a joy with the updated appliances, ice machine & water from the stainless steel refrigerator. New split AC unit keeps the condo cool during the hot summer nights. The garden view keeps the lanai shaded and breezy in the cool summer mornings. You will surely enjoy your stay at Kalanikai :)

Top guest favorite

An outdoor patio area features a large black dining table surrounded by six light-colored chairs. A barbecue grill is positioned nearby, and large glass sliding doors access the interior. A round mirror and a wooden side table with a decorative plant are aesthetically placed against the wall.

Vacation home in Pāhoa

5 out of 5 average rating, 395 reviews

Ohana Aloha

Experience the peace, beauty and serenity of living in your own home, with spectacular views of the Pacific and the tropical landscape of lower Puna: comfortable and easy accommodations and open-space living. 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.

Superhost

A serene view of the outdoor pool area is captured at dusk, with soft lighting illuminating the deck. The horizon showcases a colorful sunset over the ocean, while the surrounding area is tranquil and spacious.

Vacation home in Captain Cook

4.9 out of 5 average rating, 164 reviews

Pineapple Palace~Kona Coffee Coast~Pool~OceanViews

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 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.

Superhost

The image displays a serene pool area surrounded by lush greenery. Several white lounge chairs and tables are positioned near the water's edge, while palm trees provide natural shade. Umbrellas create shaded spots for relaxation, contributing to a comfortable outdoor environment.

Vacation home in Kailua-Kona

4.8 out of 5 average rating, 10 reviews

Amazing condo on Alii Drive (May 15 - Jul 13)

Super located 1 BR Condo on the south edge of Kailua-Kona. Walk to Kona shopping and restaurants or to the pier for an ocean swim and return for a relaxing swim in the pool. Great WIFI for a working vacation. This is a timeshare. May 15-June 13 is first floor with a large lanai. June 15 - July 13 is a 3rd floor unit with a small balcany but a great view of the bay and the Royal Kona Resort. AT LEAST 1 GUEST MUST BE AGE 21 OR OLDER.