Holiday home rentals in Island of Hawai'i

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.

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!

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.

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.

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.

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.

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!

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.

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.

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.

Tropical Oasis w/ Pool & Hot Tub - Walk To Beach

Bring the whole family and experience the best of Kona in this private home! This modern vacation estate sleeps up to 13 guests and is within walking distance of Magic Sands, the most popular beach in Kona. The lusciously landscaped tropical yard delivers a resort vibe and includes a pool, hot tub, grass area, and a gazebo. The spacious interior is perfect for an extended family, with five bedrooms, two full kitchens, and four full bathrooms.

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.