Vacation rentals with a pool in Hawaiian Beaches

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Top-rated rentals with a pool in Hawaiian Beaches

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Guest favorite

An aerial view captures the unique 12-sided home adjacent to a round pool surrounded by tropical landscaping. The pool is adorned with lava rock and colorful plants, while a separate structure, likely for amenities, is visible nearby. Lush greenery enhances the tranquil atmosphere.

Home in Puna

4.93 out of 5 average rating, 450 reviews

Romantic Dodecagon Retreat Near a Black Sand Beach

Feel the tropical vibe as sunlight pours into a fun and unique 12-sided home with a central dome skylight and vaulted ceilings. Casual, stylish furnishings, playful textiles, beautiful Balinese hardwood floors, a well-appointed kitchen and a deep, jetted tub with an oversized rain-showerhead create an inviting interior. Outside is the irresistible allure of your own private pool surrounded by lush greenery made complete with a soothing outdoor shower. Enjoy exotic flowers, fruit trees, native plants, and a beautiful lava-rock wall landscaped to give you complete privacy. Close to Kehena Beach! The unique 12-sided architecture includes high-pitched ceilings, Balinese hardwood floors, interior cedar siding w/ Redwood rafters, four screened doors and several screened windows and two Haiku ceiling fans to offer plenty of air-flow and natural light. A large dome skylight offers views of palm trees during the day and the stars at night. With a beautiful, fully-outfitted kitchen that includes spacious, granite countertops, a six-burner gas stove, oven, large refrigerator and a central island, there is plenty of room to prepare meals and to entertain. The well-appointed furniture includes a comfortable day bed, an over-sized, cozy papasan, a custom, artisanal desk, and an organic latex queen-sized bed with 100% cotton, high-thread count sheets. Pool, outdoor shower, and laundry facilities. Dr. Bronner's Liquid Soap, Shikai Shampoo and Conditioner provided. Indoor jet-tub with oversized, rain-type shower-head. Manager (not on property) is available for assistance nearby. Pool guy comes every four days, Mondays & Thursdays around 3pm to maintain pool (will give advance notice). ‘Mahalo Kai’ is immaculately landscaped and surrounded by coconut, mango, ‘soursop’, avocado, papaya, and banana trees. ‘Kehena’ Beach, located just 2 blocks away, is a beautiful black-sand (clothing-optional) beach and is ideal for sunbathing, exploring, picnics, swimming, and body-surfing. Activities include the fun-filled Wed. Night Market at Uncle Robert’s in Kalapana, nearby Farmer's Markets and driving or biking the gorgeous "Red Road": one of THE most scenic coastal roads in the world! There is an island bus. A rental car is recommended. The pool is a 30-foot (10m) round pool with an average depth of 4 feet (1.3m) and, while temperatures can vary depending on weather, it has an average temperature of 82°F (27.8°C). It is typically warmer in the Summer months and a touch cooler in the Winter months. It is tended every three to four days by our pool caretaker. Sorry, but we do not offer a dishwasher for guest use. Please note that cell phone reception tends to be weak at our home but the WiFi is excellent and there is a landline (you will need a calling card for long distance calls.) Mahalo Kai is just a block from the black sand Kehena Beach and 5 miles from a brand new black sand beach. The natural surroundings feature coconut trees, coffee, tropical fruit, and exotic flowers. Activities include bike trails and a night market.

Guest favorite

A cozy cabin is nestled among tropical landscaping, illuminated softly under a starry sky. Two chairs are positioned on a wooden deck, with various plants surrounding the structure, creating an inviting and serene outdoor setting.

Island in Puna

4.91 out of 5 average rating, 139 reviews

TROPICAL GARDEN OASIS

8 minutes from shopping & restaurants in historic Pahoa, enjoy the setting of this romantic spot in nature. A sweet getaway surrounded by lush tropical landscaping. Fall asleep to the Milky Way & nature sounds. Your private cabin has a comfy queen size bed & tropical decor. Take a dip in a deep azure pool with a cabana & Bali gazebo. A sexy out door shower built for two has an open view to the garden & is adjoining a private seating area w a lily & koi pond. BLISS! 🌸🌈INSTABOOK TODAY! 🌺🌴

Guest favorite

The modern villa features a large swimming pool reflecting the clear blue sky. A spacious outdoor area is bordered by tropical landscaping, with a combination of floor-to-ceiling glass walls and classic modernist design elements visible in the structure.

Villa in Puna

4.94 out of 5 average rating, 103 reviews

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.

Top guest favorite

A circular hot tub is situated on a grassy area, surrounded by low tropical plants. The gently sloping terrain leads towards a pathway that extends into the distance, framed by lush greenery and a large tree, under a partly cloudy blue sky.

Home in Puna

4.95 out of 5 average rating, 569 reviews

Puna Rainforest Retreat Hotspring: Green Bamboo

In a private retreat, this studio offers an idyllic escape with stunning ocean views. A full kitchen and bathroom with a queen-size bed for couples and additional small bed for a child or a small adult. This space is perfect for a romantic getaway or family vacation. Explore the one mile private rainforest trail, unwind in the pool, or experience the unique steam vent hot tubs. The owner resides on the 20-acre property to address any needs that may arise during your stay. TA-008-365-8240-01

Top guest favorite

The interior of the octagon-shaped Treehouse features a spacious bed adorned with a decorative throw and pillows. Wood paneling offers a warm ambiance, while natural light filters through skylights and windows. A vintage dresser with a mirror complements the rustic decor.

Farm stay in Papaikou

4.95 out of 5 average rating, 165 reviews

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!

Guest favorite

The spacious property features a well-maintained grassy yard with unblocked ocean views. A swimming pool is surrounded by lounge chairs, and multiple palm trees offer shade. The two separate structures provide ample outdoor space while maintaining a tropical atmosphere.

Guest suite in Hilo

4.95 out of 5 average rating, 123 reviews

Oceanfront w/pool;surf beach! (Hale Kahoa Annex)

The spacious unit is an oceanfront one-bedroom flat facing Hilo Bay. Over 900 sq.ft, it's a vacation home at which one can sit and watch the sky change colors from sunrise to dusk. Waves crash all day; coqui frogs sing every night. A 3-minute walk takes you to watch surfers at Honoli'i Beach or to jump in the adjoining river for a refreshing swim. Explore the Big Island from the convenience of Hilo, or treat your stay like a resort vacation with the swimming pool just steps from your door.

Top guest favorite

An infinity edge saltwater pool is visible, blending seamlessly with the ocean. Several lounge chairs are arranged along the pool's edge, overlooking the lush landscape and rugged lava cliffs. The ocean stretches into the distance, framed by trees on the shoreline.

Guest suite in Puna

5 out of 5 average rating, 189 reviews

Oceanfront! Outstanding! 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.

Top guest favorite

A circular pool with crystal-clear water is surrounded by lush greenery, including tall ferns and vibrant tropical plants. Sunlight is reflected on the water's surface, creating a serene atmosphere. A wooden deck provides access to the pool, enhancing the natural setting.

Guesthouse in Puna

4.97 out of 5 average rating, 262 reviews

Magical Jungle Cabin with Pool

Nestled in a lush guava tree grove, this tropical sanctuary offers the nature sounds of camping with the comforts of a cozy bungalow. Perfect for a couple's getaway, a personal retreat, or a peaceful place to retire to after a full day of exploring. Wake up with an outdoor rainfall shower, soak up the Hawaiian sunshine while you float in the pool, grill locally caught fish in the kitchenette pavilion (hot plate and BBQ), and stargaze some of the darkest night skies. Primary residence.

Guest favorite

A lush pathway is lined with tropical foliage, leading to a cabin nestled amidst dense greenery. Ferns and colorful plants frame the entrance, creating a sense of privacy and connection to nature.

Cabin in Puna

4.88 out of 5 average rating, 164 reviews

Rustic Hawaiian Jungle Hideaway + Hot Tub Escape!

Our unique jungalow provides space to relax & experience nature & adventure like never before. Nestled in a beautiful Hawaiian forest, this listing features a cozy cabin with a queen bed. The bathroom is traditional open Hawaiian style although still private. Showering outside in the rainforest is truly magical! Plug n play hot tub and cold plunge dipping pool included in stay if booked after 11/24/24. Cool evenings in a rainforest hot tub are the cherry on top of a Hawaii vacation!

Guest favorite

A spacious two-story villa is showcased with a curved architectural design. The outdoor area includes a clear swimming pool surrounded by a concrete deck, with lounge chairs positioned nearby. Large windows reflect the bright sky, enhancing the inviting appearance of the property.

Villa in Puna

4.86 out of 5 average rating, 203 reviews

Absolute Paradise, Near Kehena Beach, Ocean View

Absolute Paradise is close to Kehena black sand beach, Pohoiki Bay and Beach, farmers markets, restaurants, historic Pahoa town, Volcano National Park, and much more! Beautiful ocean views and from the pool area and bedrooms. You’ll love my place because of the 4 spacious bedrooms with 2 king beds and 2 queen beds, spacious and well supplied kitchen, the pool, huge hot tub, and ocean views! My place is good for groups of 1-8 friends, families, business travelers, and explorers.

Guest favorite

A charming historic house is set against a backdrop of lush greenery, with a well-maintained pathway leading to the porch. The structure features a light-colored facade and a sloped roof, surrounded by tropical plants and trees. Sunlight filters through the foliage, creating a serene atmosphere.

Cottage in Puna

4.89 out of 5 average rating, 191 reviews

Historic Guest Cottage | A/C • Pool • 2BR/2BA

Experience the charm of old Hawai‘i in this historic 2BR/2BA cottage (now with AC!) on a former sugar plantation estate. Surrounded by the island jungle and timeless beauty, this serene escape blends heritage charm with modern comfort. Inside, you’ll find original floors, moldings, trims, and weighted wood sash windows that reflect the craftsmanship of a bygone era. Enjoy shared pool access, sip coffee on the lanai, or simply relax to the sounds of nature.

Guest favorite

An above-ground saltwater pool is surrounded by lush green grass and palm trees. A white ladder leads to the pool's edge, with a garden area visible in the background. The studio can be seen behind the pool, framed by the natural landscape.

Guest suite in Puna

4.96 out of 5 average rating, 238 reviews

Studio Makuu Palms Walk to the Ocean

Request longer stays. Listen to the crashing ocean waves and Walk to the spectacular Puna coast, Whale watch during the Migratory season. Limited food preparation in the outdoor Kitchenette. The studio is located 30 minutes South of Hilo and great for East side day trips. Great space for those traveling, comfortable SPLIT King bed, TV, A/C at $7 a night. No heavy drinking. Please read the brief "manual" located in the info for guests and Rules section