Escape to paradise at this private estate on the Hamakua Coast, featuring stunning views of Waipio Valley, a resort-style pool with waterfall and slide, hot tub, gourmet kitchen, and lush tropical grounds. You'll never want to leave this modern Hawaiian styled 2 bedroom, 2 bath condo. We have everything youll need and want for the most relaxing stay of your island vacation and only steps away from food, drinks, the pool and the beach. This four-bedroom, three-bathroom home sleeps 10 and has a gated pool area important for keeping young children out when unsupervised. The home requires a minimum stay of 5-7 nights, depending on the time of year, but for most visitors, that shouldnt be a problem. While this is one of the more affordable homes on the list, its a great value for... See full list on thehawaiivacationguide.com Want some real space? This two-bedroom, two-bathroom home in Wailea is set on a half-acre with ocean views. The owners live on the property in the downstairs unit, but reviews mention that youll hardly notice that theyre there. You are up a hill from the beach so if you decide to walk, just be ready for a slight workout on your way home. And whil... See full list on thehawaiivacationguide.com This two-bedroom ocean view cottage has been recently updated and offers a stunning spot for your Maui retreat. Its on the smaller size (700 square feet), but with the beautiful grounds, a private pool, and private hot tub, you likely wont be spending much time inside anyway. The cottage is located just above Wailea beach, on the Kihei/Wailea bor... See full list on thehawaiivacationguide.com Traveling with a large group? This five-bedroom home is a great spot for up to 10 guests. Set on the beach in Kihei, youll have a hard time finding a better lanai. You can sit in the private pool or private hot tub and stare out at the ocean. Or jump into the water for a swim before retreating back to your home for relaxation. Modern, clean, updat... See full list on thehawaiivacationguide.com If youre looking for a lot to keep you busy at your vacation home, this home is for you. Not only does it feature a private pool, you have a hot tub, entertainment room, fitness center, and mini-spa within the 4,500 square foot home. Just up the hill, you are a short walk from the beaches and resorts of Kaanapali and Whalers Village but away from... See full list on thehawaiivacationguide.com This four-bedroom home was recently renovated in 2018 and is just a short walk to Napili Bay, one of the best beaches on Maui. With a sleeper sofa and bunk beds, this home can sleep 12 people. The pool is private, new, and beautiful, but beware that there is an extra cost to heat it. Average price: $995 $1795/night Bedrooms: 4 Minimum stay: 6 nig... See full list on thehawaiivacationguide.com This might be one of the most stunning backyards. This four-bedroom home was built in 1946 on a large lot along a beach reserve. The home sleeps 14, assuming that its a mix of children and adults staying at the home. The lanai overlooks the private pool and is covered with ceiling fans helpful for those hot days. The backyard is large with plent... See full list on thehawaiivacationguide.com Welcome to this charming, 3-bedroom two-bathroom home on the border of Kihei and Wailea. Tucked back in a residential neighborhood, youre a quick 10-minute walk to the beaches. Newly remodeled, the home can sleep seven people. Enjoy the yard in the pool or in the shaded hammock perfect for an afternoon of relaxation. Average price: $500 $630/n... See full list on thehawaiivacationguide.com If you really want to get away from the resort areas on Maui, this upcountry home is exactly what you need. Located on seven acres, this three-bedroom home has panoramic ocean views (the view from the pool is breathtaking). Note: as the bird flies you are not too far from the beaches. But its actually a deceptively long drive to enjoy the ocean. T... See full list on thehawaiivacationguide.com Another option for those looking to get away from it all, while actually being pretty centrally located to everything. This home is located in the hills above Lahaina with a sweeping view of the ocean. It features a new pool and a jacuzzi, as well as three bedrooms, a gym, and a wrap-around lanai. Youre just a 10-minute drive to downtown Lahaina a... See full list on thehawaiivacationguide.com Need a vacation rental with pool in Hawaii, HI? Compare prices and save on booking vacation rentals with pool with Rent By Owner. Find the perfect home rental with a pool for your trip to Hawaii. House rentals with a pool, apartment rentals with a pool, home rentals with a private pool and other holiday rentals with a pool. Find and book unique homes with a pool on Airbnb. Relax in Hawaii vacation rentals with hot tubs. From private retreats to shared spas, discover your perfect stay. The Lani Retreats - 6BR Home + Private Pool + Private Hot Tub: This Property is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time.

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