Waimanalo Vacation Rentals

Waimanalo is a Hawaiian homelands community on Oahu's windward (east) coast. The main attraction here is the fantastic white-sand beach, which is the longest uninterrupted sandy beach on the island (3 miles long). Waimanalo is just a 5-mile drive from Kailua and a 15-mile drive from Honolulu, so you are also close to plenty of dining, shopping and entertainment options. Find your favorite Waimanalo vacation rental below.

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  • PRIVATE, GATED ESTATE steps away from the beach - and paradise!

    Make unforgettable memories in this secluded, polynesian-styled beachfront estate situated on the eastern side of Oahu next door to the famous Magnum PI Robin's nest. Flanked by the majestic Ko’olau mountains on one side and a reef-protected ...
    Registration Number: GE-082-372-8128-01, TA-082-372-8128-01, 410020090000

    • 3 bedroom
    • 5 bathroom
    • Sleeps 8
    Hawaii> Waimanalo
    22  reviews
    from $1,200 
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  • Beach Front Waimanalo - Licensed Rental: #90/TVU-0235 - White Sand Beach!

    "Hale Pohaku" - Waimanalo is a beautiful beachfront home on one of Oahu's most spectacular beaches; Waimanalo. Listed on the Register of Hawaii's Historic Homes this classic restored beach house was built of lava rock during the reign of King ...
    Registration Number: TA-059-395-6864-01, 410040420000, GE-059-395-6864-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Waimanalo
    48  reviews
    from $950 
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  • Just a couple houses away from the nicest beach on the island.

    This rental is across the street from one of the nicest beaches on the island. Don't take our word for it check out the pictures of Waimanalo Beach and Bellows Beach.

    Kitchen has everything you need and opens up to a dinning table to ...
    Registration Number: TA-002-351-5136-01, GE-002-351-5136-01, 410070130000

    • 1 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Waimanalo
    24  reviews
    from $225 
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  • Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath

    We are literally oceanfront!

    E Komo Mai (Welcome) to Paradise!

    30 Day minimum stay required by Oahu Ordinance

    Our homes are fully furnished with everything you need for an ideal Hawaiian vacation!

    Makapu'u Hale is 2 ...
    Registration Number: GE-174-700-7488-01, TA-174-700-7488-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Waimanalo
    105  reviews
    from $480 
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  • Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

    “Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.”

    $79.00 Admin Fee is for our Damage Protection ...
    Registration Number: GE-063-319-9104-01, TA-063-319-9104-01, 141002002000

    • 9 bedroom
    • 8 bathroom
    • Sleeps 20
    Hawaii> Waimanalo
    37  reviews
    from $3,900 
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  • Great Price! 3500sf Huge Gated House Steps from Waimanalo Beach

    Note:
    1) Please always send messages to the host to confirm the schedule.
    2) GREAT PRICE!
    3) Be rented as monthly rental per local government’s requirement.

    Rare giant gorgeous gated, only 3 minutes walking to Waimanalo ...
    Registration Number: TA-111-933-9520-01, GE-111-933-9520-01, 1410060400000

    • 7 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Waimanalo
    2  reviews
    from $256 
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  • Quiet Cottage a Block from the Beach

    Charming cottage in a very quiet neighborhood next to the Ko'olau mountains. The lush flora are encapsulated in yard where you can sit back and enjoy the Sea air. There are bicycles you can ride to the small bodega store to get any necessities...
    Registration Number: 410070780000, TA-173-277-0304-01, GE-173-277-0304-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waimanalo
    1  reviews
    from $200 
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  • Spacious Home Near a Quiet Beach

    Nestled in Waimanalo, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nature and the outdoors will love being within a 5-minute walk of Waimanalo Beach and 2 minutes by car from Kaiona Beach Park. If you'd ...
    Registration Number: 410050460000, TA-076-575-7440-01, GE-076-575-7440-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Waimanalo
    14  reviews
    from $150 
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  • Hale Waimanalo Beachfront Home

    Commonly known as the Paniolo countryside, you could pass right through the small town of rural Waimanalo on the southeastern corner of O’ahu and never realize what you missed. Nestled in this quaint village is a hidden gem, Hale Waimanalo, ...
    Registration Number: 410060870000, TA-214-325-5040-01, GE-214-325-5040-01

    • 4 bedroom
    • 4 bathroom
    • Sleeps 12
    Hawaii> Waimanalo
    1  reviews
    from $752 
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  • Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach

    Right across the street from one of Oahu's most beautiful and uncrowded beaches voted # 1 in the USA.

    Enjoy the breathtaking beauty and peaceful tranquility of this perfectly located Hawaiian style cottage, steps from the beach with a ...
    Registration Number: TA-130-535-0144-01, GE-130-535-0144-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Waimanalo
    82  reviews
    from $131 
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  • If You Like Crowds, Don't Stay Here !..Sleeps 2 - Walk to Beach!!

    Aloha, this Premier Partner property is exclusively available for periods of thirty (30)-days or more. Questions, please contact us for the dates you are interested in and we will respond wiki-wiki (fast !).

    This charming Hawaiiana style...
    Registration Number: TA-120-590-3360-01, GE-120-590-3360-01, 410700023000

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waimanalo
    86  reviews
    from $136 
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  • Wonderful executive home steps from a gorgeous beach

    The Beach Haven is a beautiful home that can make your vacation very special. Only steps from one of the best beaches in Hawaii, you will feel the ocean breeze surround you. The home is treetop level which provides views of the ocean and of the ...
    Registration Number: 410050460000, TA-076-575-7440-01, GE-076-575-7440-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Waimanalo
    33  reviews
    from $220 
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  • Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C

    300 feet from the Exquisite Waimanalo Beach. Fully furnished 3 bedroom, 2.5 bath home with everything you need for an ideal Hawaiian vacation! We are delighted to be able to continue to provide a truly Aloha spirit inspired vacation to new ...
    Registration Number: 411234567892, GE-142-816-0512-01, TA-142-816-0512-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Waimanalo
    12  reviews
    from $298 
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  • Paradise Found Waimanalo - Quiet & Private Beachside Suite with Air Conditioning

    Minimum 30 day or longer booking only. Newly renovated with full, quiet, split air conditioning. Nestled directly across from one of the most beautiful white sand beaches on Oahu, Paradise Found Beachside Suite offers peace, tranquility and ...
    Registration Number: GE-203-731-1488-01, 410060130000, TA-203-731-1488-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waimanalo
    67  reviews
    from $115 
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  • Family fun, or just say AHHHH ! Max 6, 5 minute walk to Beach !

    Aloha, this unique Premier Partner property is exclusively available for periods of thirty (30) days or more. Questions, please contact us directly for the dates you are interested in and we will respond wiki-wiki (fast !)

    You will feel ...
    Registration Number: TA-120-590-3360-01, GE-120-590-3360-01, 410700023000

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Waimanalo
    84  reviews
    from $271 
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  • Honu Cottage: Quiet, Beachfront Comfort + EPIC VIEWS!

    WE ARE LITERALLY ON THE BEACH!

    E Komo Mai (Welcome) to Paradise!

    one rental per 30 day period as required by city & county law

    Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. ...
    Registration Number: GE-174-700-7488-01, TA-174-700-7488-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waimanalo
    100  reviews
    from $216 
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  • BEACH FRONT HOME /5 MASTER SUITES/LANAI /7 BATHROOMS/CENTRAL AIR CONDITIONING

    This spectacular property is located beach front and has the most amazing ocean views, lots of room to enjoy this pristine beach environment and an ultimate decor with a french touch. All the bedrooms enjoy a private, en-suite bath and all have ...
    Registration Number: TA-199-621-0176-01, GE-199-621-0176-01

    • 5 bedroom
    • 6 bathroom
    • Sleeps 10
    Hawaii> Waimanalo
    18  reviews
    from $725 
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  • House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more

    Located in the Waimanalo Beach Lots, which is only 25 minutes from Honolulu and Waikiki. Waimanalo Beach is one of the largest, cleanest, and most private beaches on Oahu. This white sand beach is very safe (referring to the ocean/surf) so you...
    Registration Number: 410070800000, TA-002-351-5136-01, GE-002-351-5136-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 9
    Hawaii> Waimanalo
    74  reviews
    from $315 
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  • Summer deals are here for a family vacation 24 guest or more. Call 808 427-9948

    Waimanalo Beach Cottages lets us share our aloha!
    Our cottages are sanitized after every check out, including the air conditioning air filters. Stay safe with our fresh air and beautiful beach a few steps from the cottages. Food delivery ...
    Registration Number: 410070650000, W45054461-01, TA-576-480-6660-03

    • 9 bedroom
    • 9 bathroom
    • Sleeps 24
    Hawaii> Waimanalo
    11  reviews
    from $3,070 
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  • Tropical Waimanalo Home

    Our property includes a 4 bedroom main house as well as a 2 bedroom cottage that sleeps up to 14 guests comfortably. The property includes ocean views, a rooftop deck, a heated pool, and a hot tub. You will enjoy breathtaking views of the ...
    Registration Number: TA-106-722-5088-01, 410060570000, GE-106-722-5088-01

    • 6 bedroom
    • 4 bathroom
    • Sleeps 14
    Hawaii> Waimanalo
    0  reviews
    from $1,000 
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