
Holiday houses in Wailea
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Top-rated holiday rentals in Wailea
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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.

Hale Ohana- Volcano, HI
Located in Volcano, HI- 5 short miles to Hawaii Volcanoes National Park. Suitable for only up to two people. Sweet little studio cabin with outside bamboo shower- take a hot shower in the rain! (Please note there is no inside shower). Queen sized bed along with 32” TV, mini fridge, microwave, drip coffee pot and tea kettle. This place is small, but very cute! Tall ceilings with cedar tongue and groove. Small closet with a space to hang your coats. Indoor toilet and sink vanity in bathroom.

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 Peace of Paradise
My house is a couple of short miles from Hilo town and offers, quite simply, the best ocean front view possible. You will look down upon crashing waves and out across the Bay to Hilo and to the surfers gliding down the silver waves. The view is dramatic but relaxing. During whale season, this is the best possible location for viewing. Sometimes they come so close you can look into their eyes. The house is fully equipped and air-conditioned. . This will be your Pacific vacation to remember.

Experience Living Inn a Volcano & Luxury Spa Bath
Stay in a volcano, on a volcano... Don't let your adventure stop at the national park! Come experience living in a luxurious volcano dome home where you will live in synergy with the natural exquisite surroundings. The cinder we used to build the whole dome comes from the local query produced from big island's natural volcanic features. We promise you'll lava it! There is the main bed that can sleep two people and our 7 foot bean bag can double as a bed for one adult or two children

Oceanfront Estate Retreat 2 - Solar w/ Horses
Experience unmatched luxury in a private, hi-end artistic apartment on 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 this spacious apartment featuring living, dining, desk, garden, sleeping, kitchen, bathroom with walk-in rainfall shower, bidet, and a luxurious furnishing. 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.

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.

Hale Ho'okipa
This quiet mountain hide-a-way offers peace and serenity in a rural location close to Hawai'i Volcanoes National Park. The private home has covered private lanais with eating areas, lounging areas and a fire pit. Interior spaces have a unique Hawai'ian vibe with sophisticated decor. Picture windows along the back side of the hale provide uninterrupted views into the rainforest. A full chef's kitchen provides a perfect space to prepare family meals.

3-Bedroom Home w Ocean Views & Renovated Kitchen
Enjoy a private 3-bedroom, 2-bath home for the price of a hotel room. This bright, airy retreat sleeps 6 and features sweeping ocean views, a renovated kitchen, and a spacious deck perfect for sunsets and stargazing. Set on 24 peaceful acres with fruit trees and farm animals, yet just minutes from Hilo, Akaka Falls, and the Hamakua Coast.

Kilauea. 30min to Volcano and Beaches.Treehouse.
Secluded Tree House in Paradise. Discover your ultimate retreat high in the lush Hawaiian rainforest, where serenity meets adventure. Your enchanting tree house promises a perfect blend of tranquility and excitement. Message me about the best lava viewing locations, quiet ocean spaces, and other fun adventures.

Pele_Cottage
Tucked away on 3 acres of native rainforest the Pele Guest House at Volcano Village Retreat is the perfect spot to rest and relax after a day of exploring Volcanoes National Park located just 2 miles away. We can't wait to make the cottages the most perfect vacation spot for you!
Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea

Lava Rock Retreat Hot Tub Luxury & Comfort in Hilo

Hale Koholā - Oceanfront, AC, Pool, Hot Tub

Hawaiian Dream with Pool

New Volcano Home/AC (all rooms)Dishwasher/Bidet

Breathtaking Oceanfront Home on Lava Rock Beach.

Lychee Orchard Hideaway (Cottage w/AC and Laundry)

Ocean Ohana — Private Luxury on the Hamakua Coast

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





