
Holiday houses in Wailea
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Top-rated holiday rentals in Wailea
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Jungle Haven at ReKindle Farm
Surrounded by fruit trees and lush greenery, ReKindle offers a peaceful retreat for those seeking to reconnect and restore. A 15 minute walk to the ocean, our cabin tucked in the jungle is the perfect place for guests to unwind and immerse themselves in nature. Fully sustainable, while still providing luxury and comfort. Whether you're looking to relax in a peaceful setting, learn about permaculture, or visit our farm, we have something for everyone. Jungle Haven is off grid and on solar power.

Romantic waterfall cabin in the rain forest
Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!

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)

Zen Treehouse Private Retreat & Farm Stay
Retreat to a Zen-like setting in the Trees! BRAND NEW (11/24) KING BED w/ DUAL BEDJET air systems for the most comfortable sleep surrounded by nature. Retreat to a Zen-like setting in the trees, slow down and relax in this beautiful redwood octagon artist studio on a working coffee, vanilla and chocolate farm. Private lanai in the treetops tucked into a tropical rainforest. Watch the stars or stream from bed. Wake to birdsong; de-stress, meditate, read, write, dance, create and breathe!

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!

Renovated kitchen & Ocean Views
For the price of a hotel room (i.e. 1-2 rooms), you get a home that fits 6 people with beautiful scenic ocean views & a renovated kitchen! This bright & airy 3 bedroom, 2 bath home features a large outdoor deck that fits the entire family overlooking the Pacific Ocean, green pastures and starry skies. Great for families & groups. This 24-acre property comes complete with a meandering stream, lychee, rambutan, longan, coffee trees and gentle farm animals playing behind the fence.

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.

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.

Hamakua BnB, oceanfront cliff house
This is a unique Sea Cliff House above Laupahohoe point with unobstructed panoramic view of the Pacific Ocean from most rooms in the house. We are located along the Hamakua coast between Hilo & Waimea, 80 miles of coastline with exceptional agricultural lands with gulches, waterfalls and abundant flora. Here, the crashing windward waves of the pacific ocean carve rugged pinnacles into the coastline. From the heights of the home you'll see whales in the winter months.

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.

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!
Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea

Hilo Bay Room at the Hamakua Chocolate Farm

Queen bed on first floor with shared bath

Inn at Akaka Falls - 15 Minutes to Hilo - Rm#5

Jungle Tiki Ohana with Spa

Pua's Patch: The Tivaevae Room

Deluxe Queen Oceanside Room

Wild Life Habitat Eco Village - AIR

*Exquisite Guest Suite on Gorgeous 5 acre Estate.
Destinations to explore
- Hapuna Beach
- Mauna Kea Golf Course
- Kaunaoa Beach
- Waikōloa Beach
- Isaac Hale Beach Park
- Mauna Lani Golf
- 49 Black Sand Beach
- Volcano Golf and Country Club
- Carlsmith Beach Park
- Waikoloa Beach Golf Course
- Hapuna Golf Course
- Lava Tree State Monument
- Machida Beach
- Mauumae Beach
- Pololū Beach
- Kahonua
- Honoli'i Beach Park
- Kaluhikaa Beach
- Rainbow Falls
- Kaimu Beach




