Holiday Homes in Hawaii County

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!

Waikoloa Epic Ocean View Vacation Home 2bed 2bath

Vacation home with incredible views with space for 1-4 registered guests. Forget your worries in this quiet and serene space. Enjoy the beauties of nature, ocean views, singing bamboo and the Waikoloa breeze. Respectful, clean and organized visitors are welcome as this is in a residential neighborhood about a 20 minute drive from some of the best beaches in all of Hawaii! The home is in Waikoloa Village where vacation rentals have quiet hours from 8pm-8am, and encourage quiet hours all day.

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.

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.

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.

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.

Hulili Farm - Pineapple Cottage

Welcome to Hulili Fruit Farm, producing tropical fruits year round. While new to Airbnb, we have over 150 FIVE STAR reviews on other websites. Check out our new Treehouse listing too! Hulili Tropical Fruit Farm has a 'Sweeping, unspoiled, take-your-breath-away, view' in every direction! The sun and moon rise over the ocean as you watch the wonders unfold from your lanai.