Waimanalo Beach Cottages & Rentals - Quiet Escapes on Oahu’s Windward Coast

Located on Oahu’s serene windward shore, Waimanalo Beach is one of the island’s most picturesque coastal stretches-renowned for its powdery white sand, turquoise waters, and uncrowded atmosphere. Unlike the busier resort areas, Waimanalo remains a peaceful residential community where guests can immerse themselves in authentic Hawaiian surroundings.

Our curated collection of Waimanalo Beach cottages and rentals provides a luxurious alternative to hotel stays. These upscale cottages range from cozy retreats for couples to spacious homes ideal for families and small groups. Many feature direct beach access, lush private gardens, full kitchens, outdoor lanais, and modern island-inspired interiors-all just steps from the shoreline.

Staying in Waimanalo allows easy access to nearby attractions such as Makapuʻu Lighthouse Trail, Sea Life Park, and the beaches of Kailua and Lanikai. Whether you're seeking a romantic getaway or a quiet family vacation, Waimanalo rentals offer a truly relaxing base to experience the beauty and tranquility of Oahu’s windward coast. Browse our Waimanalo listings and find your perfect beach escape today.

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Oceanfront Hawaii Beach Home with Stunning Views

Welcome to our stunning oceanfront home in Waimanalo, Hawaii, where every day begins with breathtaking views of seven islands and ends with the soothing sounds of the ocean. This beautifully decorated 2-bedroom, 2-bath residence is designed for comfort and relaxation, featuring a spacious open-concept kitchen and living area that showcase panoramic ocean vistas.
Registration Number: GE-174-700-7488-01, TA-174-700-7488-01

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Waimanalo

from $625 

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Charming Waimanalo Beach House with Stunning Ocean Views

Discover the charm of this historic four-bedroom, four and a half bath home nestled in the quaint town of Waimanalo on Oahu's southeastern coast. Known as the Paniolo countryside, this area offers a peaceful retreat with easy access to the island's natural beauty.
Registration Number: 410060870000, TA-214-325-5040-01, GE-214-325-5040-01

• 4 bedroom
• 4 bathroom
• Sleeps 12

Hawaii> Waimanalo

from $961 

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Hale Pohaku Beachfront Home in Waimanalo

Welcome to Hale Pohaku, a charming historic beachfront residence nestled along the pristine shores of Waimanalo on Oahu. This beautifully restored lava rock house, listed on Hawaii's Register of Historic Homes, offers a unique blend of timeless architecture and modern comfort.
Registration Number: TA-059-395-6864-01, 410040420000, GE-059-395-6864-01

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Waimanalo

from $1,320 

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Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

Experience the allure of this spectacular vacation rental situated in a highly desirable location. Perfectly positioned near popular attractions, it offers guests breathtaking views and easy access to local sights. Whether you're seeking a relaxing retreat or an adventurous getaway, this property provides a comfortable and inviting atmosphere.
Registration Number: GE-063-319-9104-01, TA-063-319-9104-01, 141002002000

• 9 bedroom
• 7 bathroom
• Sleeps 20

Hawaii> Waimanalo

from $10,723 

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Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore

Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer.
Registration Number: TA-576-480-6660-03, W45054461-01, 410070650000

• 9 bedroom
• 9 bathroom
• Sleeps 24

Hawaii> Waimanalo

from $3,781 

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Luxury Ocean View Home with Pool & Rooftop Deck in Waimanalo

Experience the ultimate Hawaiian getaway in this beautiful Waimanalo home, offering breathtaking ocean views, a private heated pool, and a spacious rooftop deck for relaxing sunsets. The property comfortably accommodates up to 10 guests with four bedrooms and three full bathrooms, making it ideal for families or groups seeking both privacy and convenience.
Registration Number: TA-106-722-5088-01, 410060570000, GE-106-722-5088-01

• 4 bedroom
• 3 bathroom
• Sleeps 10

Hawaii> Waimanalo

from $820 

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Hale Pahonu – Secluded Polynesian Beachfront Estate in Waimanalo

Discover Hale Pahonu, a stunning Polynesian-inspired beachfront estate nestled on Oahu's eastern coast. Surrounded by the majestic Ko'olau mountains and a reef-protected lagoon, this secluded retreat offers the perfect blend of privacy, comfort, and island charm.

Registration Number: GE-082-372-8128-01, TA-082-372-8128-01, 410020090000

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Waimanalo

from $1,455 

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Charming Waimanalo Beach Vacation Home

Discover this charming 2-bedroom, 1-bathroom vacation home nestled in Waimanalo. Ideal for outdoor enthusiasts, it offers quick access to pristine beaches like Waimanalo Beach, just a 5-minute walk away. The home features a comfortable living space perfect for relaxing after a day exploring Hawaii's natural beauty.
Registration Number: 410050460000, TA-076-575-7440-01, GE-076-575-7440-01

• 2 bedroom
• 1 bathroom
• Sleeps 5

Hawaii> Waimanalo

from $189 

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Charming Beachside Home Near Waimanalo Beach

This charming vacation home is ideally located just across the street from the stunning Waimanalo Beach, renowned as one of the most beautiful beaches on the island. Its prime location offers easy access to the soft sands and clear waters, perfect for swimming, sunbathing, or just soaking in the breathtaking views.
Registration Number: TA-002-351-5136-01, GE-002-351-5136-01, 410070130000

• 1 bedroom
• 1 bathroom
• Sleeps 5

Hawaii> Waimanalo

from $221 

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Charming Hawaiiana Studio Near Waimanalo Beach

Aloha! This charming Hawaiiana-style studio offers an ideal retreat for two, available for stays of 30 days or more. Located on a spacious corner lot just 5 miles from lively Kailua, it’s a perfect base for exploring or relaxing. Just a short stroll leads to the iconic 5-mile stretch of white sandy beach in Waimanalo, renowned as one of the top beaches in the world.
Registration Number: TA-120-590-3360-01, GE-120-590-3360-01, 410700023000

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Waimanalo

from $179 

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Charming Waimanalo Beach Family Home - 30+ Days

Aloha! Discover this beautifully renovated Hawaiian-style family home, exclusively available for stays of thirty (30) days or more. Located on a spacious corner lot, just a five-minute walk to the pristine, uncrowded Waimanalo Beach, this property offers the perfect blend of comfort and convenience for your Hawaiian getaway.

Registration Number: TA-120-590-3360-01, GE-120-590-3360-01, 410700023000

• 2 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Waimanalo

from $334 

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Honu Hale Waterfront Island Cottage in Hawaii

Welcome to Honu Hale, a delightful waterfront island cottage nestled on the pristine shores of Hawaii. This charming home offers a perfect blend of comfort and natural beauty, making it an ideal retreat for your Hawaiian vacation.
The cottage comfortably sleeps 3 adults or 2 adults and 2 children, providing a cozy loft bedroom with a king-size bed and breathtaking ocean views.
Registration Number: GE-174-700-7488-01, TA-174-700-7488-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Waimanalo

from $296 

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Stunning Beachfront Hawaii Kai Villa with Ocean Views

This exceptional beachfront property offers breathtaking ocean views and direct access to a pristine, family-friendly beach. The spacious two-level house comfortably accommodates two families seeking privacy and comfort.
Each of the five bedrooms enjoys a private en-suite bathroom, with all but one offering stunning ocean vistas.
Registration Number: TA-199-621-0176-01, GE-199-621-0176-01

• 5 bedroom
• 4 bathroom
• Sleeps 10

Hawaii> Waimanalo

from $1,160 

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Waimanalo Beach Lots Private Beachhouse with Ocean Views

Located in the Waimanalo Beach Lots, this charming and spacious beach house offers a perfect getaway just 25 minutes from Honolulu and Waikiki. Waimanalo Beach is renowned for being one of the largest, cleanest, and most private beaches on Oahu, making it an ideal spot for families and travelers seeking tranquility and natural beauty.
Registration Number: 410070800000, TA-002-351-5136-01, GE-002-351-5136-01

• 2 bedroom
• 1 bathroom
• Sleeps 9

Hawaii> Waimanalo

from $357 

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Charming Cottage Near Ko'olau Mountains with Peaceful Setting

Escape to this charming cottage situated in a quiet neighborhood adjacent to the majestic Ko'olau Mountains. The lush garden surrounds the property, offering a serene environment where you can unwind and breathe in the fresh sea air. The cozy space provides a peaceful retreat with a country ambiance, perfect for relaxation or a romantic getaway.
Registration Number: 410070780000, TA-173-277-0304-01, GE-173-277-0304-01

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Waimanalo

from $259 

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Luxury Ocean-View Hawaiian Beach Cottage Near Waimanalo

This stunning ocean-view cottage is perfectly situated just steps from the renowned Waimanalo Beach, rated as the #1 beach in the USA in 2015. Nestled in a peaceful Hawaiian village, you'll wake up to the melodious sounds of native birds, the sweet fragrance of tropical flowers, and the gentle rhythm of waves lapping on the shore.
Registration Number: TA-106-722-5088-01, 410060570000, GE-106-722-5088-01

• 2 bedroom
• 1 bathroom
• Sleeps 5

Hawaii> Waimanalo

from $317 

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Luxury Beachfront Rental at Mana Kai Waimanalo

Welcome to Mana Kai at Waimanalo by Gather, a stunning beachfront property on Hawaii's East Coast offering a serene escape with four spacious bedrooms. This coastal haven is ideal for families or groups seeking tranquility, luxury, and spectacular natural beauty.

Registration Number: 410020180000, GE-164-021-9648-01, TA-164-021-9648-01

• 4 bedroom
• 5 bathroom
• Sleeps 10

Hawaii> Waimanalo

from $648 

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Oahu Tropical Beach Retreat with Mountain Views

Welcome to our tropical home, a bright and breezy retreat located just one block from Oahu's most beautiful beach, featuring four miles of soft sand and gentle waves. From the house and patio, you can enjoy breathtaking sunset views over the Ko�olau mountains, creating a perfect backdrop for your vacation.
Registration Number: TA-125-245-1840-01, 410070830000, GE-125-245-1840-01

• 3 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Waimanalo

from $302 

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