Holiday rentals with a pool in Hawaii County

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

Tropical villa: Heated pool, hot tub & ocean views

Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

Lava Flow House Pool Ocean View Kehena Beach w A/C

This luxurious modernist masterpiece with swimming pool and ocean view, sits in a serene setting in the untouched area of the Puna Coast on the Big Island of Hawaii. If you love great design and style, fantastic tropical weather, rugged yet lush landscapes, blue ocean, and relaxation, then you will love this place for your next vacation. The unique combination is a stunning contrast of rugged landscape and sharp minimalist architecture. This is a shared family home with a Main house and Studio.

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Tropical Oasis: Heated Pool, Waterfall, Ocean View

Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona town. This is Hawaii living at its absolute finest.

Puna Rainforest Retreat Hotspring Rainbow Cottage

The Rainbow Cottage boasts a breathtaking ocean view from the queen bedroom and lanai. The cottage features a full bathroom and kitchenette containing a range, oven, mini-fridge, and microwave. There's a cozy twin bed for a third guest in the living room. Amenities: pool, two volcanic hot tubs, rainforest trail, garden, orchard, and a peaceful private retreat setting surrounded by nature. The owner lives on the 20-acre property to ensure your stay is perfect in every way. TA-008-365-8240-01

Hamakua Coast Tropical Home

A beautiful tropical style custom home featuring private ocean views and a small gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3 bedroom, 2 1/2 bath residence located in the exclusive Pepeekeo Point subdivision, approx. 15 minutes from Hilo. Featuring a fiberglass pool with a bamboo pavilion& bbq for outdoor dining No parties or unregistered guests

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood everywhere, and ample windows/skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

Oceanfront! Spectacular 2BR/2BA w Pool & Hot Tub

Location Location Location!! You will absolutely love our beautiful oceanfront Harmony House Hawaii on the lush east side of Hawaii Island. Imagine sitting on your lanai overlooking the infinity edge saltwater pool, hot tub and Zen Garden, watching & hearing the ocean waves dramatically crash on to the rugged lava cliffs. Walk through the rear gate & stroll on the popular Beach Road walking path or take out camp chairs to just sit & enjoy the stunning view. Whale watching Dec - Mar.

Zen Treehouse Private Retreat & Farm Stay

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 tucked in the treetops in a tropical rainforest setting. Stargaze from bed and wake to birdsong. De-stress, meditate, read, write, dance, create and breathe! New King bed, high quality linens, streaming TV and an awesome BedJet air cooling/warming system & more ensure the most comfortable sleep possible.

Pineapple Palace~Stunning Ocean Views~Private Pool

The Pineapple Palace is located on one acre in the quiet rural area of Milolii. The home is near City of Refuge, Punalu'u Bakery, South Point, Pu'uhonua O' Honaunau, The Coffee Belt, and is on the way to Volcanoes National Park. You’ll love my place because of the comfy beds, the high ceilings, the views, the Private Pool, the well stocked kitchen. My place is good for families (with kids) and big groups. NEW FIBER OPTIC HIGH SPEED INTERNET 600 MBPS INSTALLED APRIL 2024.