
Holiday houses in Wailea
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Top-rated holiday rentals in Wailea
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Garden Suite at Onomea
A lovely, private and very clean cottage with all amenities for a comfortable and peaceful stay. Quiet, and cool the year around, we are a 20 minute walk from the Hawaii Tropical Botanical Garden and well situated for touring to Waipio Valley, Akaka Falls, Volcano National Park, and many other destinations in the area. Come see the real Hawaii.... lush, tropical, friendly and far less touristy than the Kona side. We would love to have you come and stay! Please take a look at our reviews.
Hale Hamakua studio apt., 5 min. to downtown Hilo!
Close to many major attractions yet short drive to downtown Hilo. You’ll love the comfortable space, the peaceful yet convenient location, the lush yard, even access to swimming & waterfalls in the gorge behind the house. The studio is good for couples, solo adventurers, and business travelers. NOTE: Hawaii GE-067-950-7968-02 & TA-067-950-7968-01 The rental is hosted & per Hawaii County Planning Dept exempt from Hawaii Cty Bill 108 so we may consider <30 day rentals as well as longer periods.

Oceanfront "Treehouse" at Hakalau with Kitchen
Welcome to our Treehouse at Hakalau! The only way to stay closer to the ocean would be in a boat. Watch the cruise ships slowly pass by knowing that the passengers aboard are truly envying your accommodations. This quaint and unassuming second story home offers 180 degree views of the mighty Pacific ocean! Relax and watch seasonal whales as they breach the blue water, spinner dolphins chase a passing fishing vessel, and the rising sun as it welcomes you to an amazing array of morning colors.

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!

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, 5 miles to the airport. The perfect balance of being in the country and close to everything! Very close to black sand beaches, surf, botanical gardens and waterfalls! Hilo Farmer’s Market, and Volcano National Park. Relax in the hammock on the lanai with tropical breezes! Please note there are entry stairs.

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.

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.

Lychee Orchard Hideaway (Cottage 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.

Puumoi Ocean View Hideaway
Puumoi ocean view hideaway is a colorful and comfy one bedroom accommodation that boasts some of the best sunrise views on Hamakua coast. The bedroom has a cheerful feel and the King sized bed is set up for a restful sleep. The bathroom is airy and brightly decorated with hues of blue. A country cozy kitchen is simplified for your use. A fold out sofa is available in the the sitting area as well for extra guests. Come enjoy a bit of Hawaiian country....
Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea

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

Master Bedroom Private Bath AC Full Kitchen!

Deluxe Queen Oceanside Room

Steps to Beach & Surf with Breakfast - Koi Suite

Romantic Jungle Retreat. Huge Lanai + Modern Home

Rainforest Views - B&B One Mile from Downtown Hilo

Banana Patch Cottage : A Tiny Rainforest Gem!

Pua's Patch: The Blue Room
Destinations to explore
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Carlsmith Beach Park
- Isaac Hale Park
- Honoli'i Beach Park
- Lava Tree State Monument
- Spencer Beach Park
- Kilauea
- Mauna Kea
- Mauna Lani Beach Club
- Rainbow Falls
- Pololū Valley Lookout
- Kilauea Lodge Restaurant
- Waialea Beach
- The Umauma Experience
- Maku'u Farmer's Market
- Hapuna Beach State Recreation Area
- Volcano House
- Big Island Candies Inc
- Onekahakaha Beach Park
- Pana'ewa Rainforest Zoo and Gardens
- Boiling Pots
- Pacific Tsunami Museum




