Holiday houses in Wailea

Hilo Bay Sunrise

Location! This great new solar home is located just 2 miles north of downtown Hilo while sitting on quiet acreage in a gated community overlooking the Hilo Bay and Coconut Island and 5 miles to the airport. The perfect balance of being in the country and close to everything! We are close to black sand beaches, surf, botanical gardens and waterfalls! The Hilo farmers market is 2 miles away! Come and relax in the hammock on the lanai with tropical breezes! (Please note there are entry stairs)

Junglo Bunglo

Authentic Hawaii experience in a jungle hale that connects you to nature in a magical, isolated, and old area of Puna. This guest house is born from our inspiration and hands, and is well equipped for an off-grid (water+power provided by nature) farm life. We are close to the ocean, about 5 minute drive or 15 minute walk. You can hear the winter humpback whales on quiet nights jump and slap their tales which is fun. 20 minutes from Pahoa; 50 mins from Hilo; 50 mins from Volcano National Park

ILIOPUA Paradise found

Want to stay on a secluded, gated 45 park like acres bordered on two sides with streams? One is a full time running stream and the other has seasonal waterfalls. Lots of hiking so you can get your exercise without having to leave the property. The original owner had dreams of having a botanical garden so there are many varied plants. We even have goats and chickens. Start the day with range free eggs and a bit of fruit—oranges, tangerines, bananas, lemons, limes, and more—paradise found!

Private Studio short walk to Hakalau Beach Hamakua

Private/separate from the main house guest studio in lovely Hakalau village. NEWLY RENOVATED for more square footage & A/C. Easy access and parking, comfortable queen bed, private bath, spacious shower, HD Smart TV, cable, high speed WiFi and kitchenette. Lush landscaping and private bistro garden. A short walk from the house is a spectacular rainforest hike down to the shoreline. Surfing, ziplining, waterfalls, hiking, biking, horseback riding and more within a short drive from the house.

Forest Hale Cabin @ Permaculture Farm, Waterfall

A beautiful get-away surrounded by nature on a cacao farm! One-bedroom + loft cabin, full kitchen, bathroom, w/d, sunny lanai, on our Big Island off-grid permaculture farm. Cabin is nestled in a food forest a few hundred feet from a stunning waterfall with swimming hole in a peaceful bamboo grove. One king-size bed in bedroom, two twin beds in loft, which has low ceiling & is accessed by steep narrow stairs. Free entrance to botanic garden. Organic eggs, homemade chocolate at farmstand!

Oceanfront Estate Retreat 1 - Carriage w/ Horses

Experience unmatched luxury in a one-bedroom apartment of a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Heavenly Hakalau: Oceanfront Cliff House

Hamakua Coast living at it's best! Comfortably accommodating 4 guests, the guesthouse is situated on a cliff with unobstructed ocean views. Air conditioning in both rooms, ensures that everyone is comfortable after a day of island fun. Enjoy stargazing on clear nights, watching whales during whale season or just enjoying the sun and tradewinds. Minutes from ziplining, waterfalls, botanical gardens and just 16 miles north of Hilo. No children under 12 years old.

Lychee Orchard Hideaway (NEW w/AC and Laundry)

Welcome to our Lychee Orchard Hideaway on the Hamakua Coast. This unique space is surrounded by lush lychee orchards, offers tranquility and 100% privacy. Conveniently located 15 minutes north of Hilo off Highway 19, this cozy space provides the perfect escape. Whether it's for a romantic getaway, a nature retreat or to explore the island, our hideaway offers a genuine experience. Book now. Reconnect! Please read "Other details to note" regarding accessibility.

Garden Studio with Ocean View

Relax and indulge the serene Hamakua life! Adorable mother-in-law studio on an organic fruit orchard. Built with sustainability in mind, it is supported by solar power & water from the rain catchment. Perfect for the eco minded travelers who like the comfort of having amenities. The sleeping loft and the lanai face a grand view of the ocean surrounded by fruit trees, tropical garden and farm animals. This studio is one of a kind, will promise you an amazing stay!