Vacation rentals in Wailea

Horse Cottage with Ocean Views, Mins to New Beach

“Peaceful & Breezy, Sprawling Ocean Views, Great Location in Lower Puna with Horses Grazing Nearby….. One of a kind! This family ranch was covered by the 2018 Kilauea Volcano. Rebuilding began in 2020 of the spectacular new grounds. Your Horse Cottage is a quiet, safe, off-grid Hawaiian paradise. You have the best views from your lanai - lava rivers, ocean panoramas, horses & peacocks and infinite stars. Located off scenic Red Rd & minutes to Isaac Hale Beach, the heartbeat of Lower Puna.

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

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!

Pohoiki Kipuka Ocean Views from the Lava's Edge

Experience a Hawaii most visitors never see. The 2018 Kilauea Volcano eruption transformed our landscape creating a place of otherworldly beauty, where Creation and Destruction are in full view. "Pohoiki Kipuka" a green island in a sea of lava, an Eco-friendly retreat that provides refuge and resilience. Your bespoke accommodation features ocean and lava vistas on a secluded 6 acre farm behind a private gate. We are 6 minutes from Issac Hale Beach Park and the thermal heated warm ponds.

Sugar Mill Ranch House with Amazing Ocean Views

Come stay in this serene Hawaiian ranch house with breath-taking ocean views. Just outside of Hilo, this 2-bedroom, 2-bath sits peacefully on a hillside next to an old Sugar Mill. Private and modern, this home is a short driving distance from Akaka Falls, the charming town of Honomu, Honolii Beach Park, and the Hawaii Tropical bioreserve and gardens. This ranch house is outfitted with a full kitchen, high speed internet, a wrap-around porch, and plenty of organic fruit trees.

Mango Tree Cottage : Nestled in the Forest

PEACEFUL, CALM & VIBRANT! A Sacred Space nestled under an ancient mango tree. Retreat for one. 2nd person, add $25/day. Nestled in our Hawaiian rainforest, the MANGO TREE COTTAGE deepens restoration & inspires creativity. Month-long retreat stays are greatly encouraged, with 30% discount off daily rate. 15% discount for 2 wk. retreats. One week minimum stay. W&F zazen meditation. Mon. & Th. Yoga. Settle. Ground. Experience "old Hawaii," & be profoundly transformed.

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.