Waianae Vacation Rentals

Waianae is the largest community on Oahu's leeward (west) shore. It is the ideal destination if you are looking to vacation in Oahu's countryside. Snorkeling with dolphin boat excursions and shoreline cruises depart at the Waianae Boat Harbor. Even though there are only very few vacation rentals in Waianae, they have all you need to make your Hawaii vacation comfortable. If all Waianae vacation rentals are already booked out, check out Makaha, which offers more vacation rentals, and it is located just a few miles north of Waianae.

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  • Beach Front Family Vacation on Makaha Beach. A secluded, relaxing beach in Oahu.

    The perfect Dupe. Less crowded, a little unexpected, and truly delightful. The vibe here is RETO and CHILL. Friends and Family fun await you. Message us for details as we do not use the VRBO calendar.

    Located in Makaha Valley Resort ...
    Registration Number: 840080160002, GE-088-190-7712-01, TA-088-190-7712-01

    • 4 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    12  reviews
    from $825 
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  • Breezy Island Living in Private Beachfront Getaway

    Aloha and Welcome,

    This beautiful oceanfront home is perfect for a family / friend vacation. The beach house is located on the dry and sunny Westside of Oahu which offers sun filled days, delightful trade winds, and beautiful ...
    Registration Number: 870230510000, GE-153-926-4512-01, TA-253-926-4512-01

    • 4 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    68  reviews
    from $793 
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  • Ocean View penthouse floor studio, 30 day minimum stay

    Ocean view penthouse condo. This studio is located in the Pokai bay Marinas. this condo has a well equipped kitchen and boosts beautiful coast line views. The building is equipped with fenced parking , modern day security entrance system. and ...
    Registration Number: TA-082-631-8848-01, GE-082-631-8848-02

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    1  reviews
    from $88 
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  • 300 ft from shoreline, next to entry for Waianae Pililaau Rec Center/Restcamp.

    Recently remodeled, THREE bedroom, 1 1/2 bath house located right next to the entrance of Pilila'au Army Recreation Center aka Rest Camp in Waianae, HI and 300 ft from shoreline. Entrance to beach through the military gate is typically ...
    Registration Number: GE-125-800-7040-01, TA-125-800-7040-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    36  reviews
    from $392 
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  • Luxurious Ocean Front Condo with Wrap Around Lanai - Newly Renovated


    This condo is our home away from home! This unit is personally managed by us to ensure you get the best possible service during your vacation. Please contact us if you have any questions not addressed in description.


    In ...
    Registration Number: 84004006, TA-021-069-2096-01, GE-021-069-2096-01

    • 1 bedroom
    • 2 bathroom
    • Sleeps 3
    Hawaii> Waianae
    187  reviews
    from $295 
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  • Beautiful Beachfront Corner Unit Condo with wraparound lanai

    ***Please note: As with most short-term rentals on Oahu, our condo is subject to the Honolulu "30 day minimum" law. We can accept reservations for stays less than 30 days (only one reservation in a 30 day period). We know this is very confusing,...
    Registration Number: TA-041-170-6368-01, 840040060035, GE-041-170-6368-01

    • 1 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Waianae
    57  reviews
    from $325 
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  • Beautiful Oceanfront Condo on West Side of Oahu. Spectacular Sunsets

    ALOHA, this beautiful, white sandy beach front home is located, right in front of Turtle Cove Beach. Not to mention, that it is also close to the world famous Makaha Surf Beach. Of course all the beaches on the West side are beautiful and is ...
    Registration Number: TA-145-669-5296-01, GE-145-669-5296-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Waianae
    37  reviews
    from $125 
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  • Enjoy the Beautiful Sandy Beach at Makaha Beach Cabanas.

    Enjoy this renovated condo on a beautiful white, sandy beach in Makaha. Relax on the sunny leeward side of Oahu - just a 45 minute drive from the airport. Eat your breakfast on the lanai while watching for whales and enjoy the stunning sunsets...
    Registration Number: GE-053-454-5408-01, TA-053-454-5408-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    22  reviews
    from $90 
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  • SEPT SPECIAL! Extraordinary DIRECT OCEAN FRONT. Center corner w/ double balcony

    FOR A WOW EXPERIENCE! Less than an hours drive from Honolulu (yet only 10 minutes from local shops and restaurants) but a world away from big city life. If you want to relax and enjoy the ocean, beach, mountains and get a chance to see the real...
    Registration Number: GE-187-550-9248-01, 840010040026, TA-187-550-9248-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    28  reviews
    from $77 
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  • Makaha 3bdrm 2bath Ocean/Moutain views

    Only accepting 30+ night rentals.

    This house is newly renovated with brand new appliances! Air conditioning in every bedroomn to cool you down after a long day adventuring outdoors! It has everything you need to make this your home away ...
    Registration Number: 830020030000, TA-026-815-2832-01, GE-026-815-2832-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Waianae
    9  reviews
    from $225 
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  • Makaha Ocean Lullaby... The famous Makaha surf beach!

    Remodeled fourth floor unit in Makaha's ONLY Beachfront Condo! The other condos you will find are located about 2 miles to the South. Our studio has been completely remodeled, and is located on the cool side of the building, with Ocean and ...
    Registration Number: TA-066-607-6032-01, GE-066-807-6032-01, 840010050059

    • 0 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Waianae
    3  reviews
    from $125 
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  • Beachfront and Ocean View Condo-Best Oahu Sunsets

    Stay right on the sand and let the crashing waves lull you to sleep at night. Makaha is away from tourists and a unique Hawaii experience on the West Side of Oahu with a breathtaking coastline and empty beaches. You can't beat the ultimate ...
    Registration Number: GE-172-162-5088-01, TA-172-162-5088-01, 840040140012

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    1  reviews
    from $120 
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  • Beautiful Beaches and best snorkeling on island. Golf course nearby.

    Newly renovated and fully furnished condo with AC, Spectrum High-spreed Internet & Cable TV. Large screen TV's in Living Room and Master Bedroom. Beach towels, boogie boards in the unit. Two community pools, basketball and tennis courts. Unit ...
    Registration Number: 840020490349, TA-062-373-6832-01, GE-062-373-6832-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    8  reviews
    from $135 
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  • Makaha Valley Towers 1 BR - Very Scenic and newly renovated!

    We have a fabulous one bedroom apartment for rent in Hawaii by the month. The apartment is on the Island of Oahu on the west side about an hours drive from Honolulu. This one bedroom apartment with a Queen-size bed and a double pull-out sofa in...
    Registration Number: TA-115-115-6224-01, GE-115-115-6224-01, 840020100145

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    15  reviews
    from $84 
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  • Escape to the beauty and quietness of the Makaha Valley!

    This is an exquisite 19th floor condo in a gated community. The views from this property are a breath taking panorama of mountains and ocean.

    The kitchen is newly remodeled with modern high end cupboards and appliances, granite ...
    Registration Number: 840020100572, TA-207-582-5152-01, GE-207-582-5152-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    10  reviews
    from $75 
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  • Aloha Spoken Here--30 Day minimum stay. Our unit is considered Long Term Rental

    THE STATE of HAWAII has re-zone Vacation rentals. Our unit is considered a Long Term Rental. 30-day reservations are the minimum. No exceptions. As owners, we could be awarded fines. We Will NOT host Short Term Rentals. Think about combining ...
    Registration Number: TA-200-811-3664-01, 870280170057, GE-200-811-3664-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    5  reviews
    from $146 
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  • Stunning Mountain & Ocean Views, 2 bdrm, 1 bath Condo

    Beautiful views of the Makaha Valley mountains and the ocean, on the West coast of Oahu. Here you find ten miles of fabulous beaches, sun and sand, with much less wind and rain than other parts of the island. Waianae is just North of Honolulu, ...
    Registration Number: 840020100140, GE-144-190-5152-01, TA-144-190-5152-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    5  reviews
    from $110 
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  • Amazing Views 13th Floor 1-Bedroom Makaha Valley

    On the West side of the Island, Oahu
    Nearby surfing, swimming, fishing, golf courses, horseback riding provide recreation and relaxation.
    world-famous Ka’ena Point,  beautiful Makaha beaches, surfing, and hiking all year
    24-hour ...
    Registration Number: TA-160-576-7168-01, GE-160-576-7168-02, 840020100391

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    1  reviews
    from $98 
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  • Sea La Vie II Furnished Luxury Oceanfront Home

    Please inquire for availability. We do not allow parties/events.

    Fully Furnished & Well Appointed Oceanfront Home w/ Mauka (Mountain)⛰Views- Makaha, Oahu, HI

    Well Appointed 3x bedroom/ 2x bathroom (sleeps 8-10) oceanfront home on...
    Registration Number: TA-093-745-9712-01, GE-093-745-9712-01, 1840060060000

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    37  reviews
    from $630 
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  • Lovely Makaha Condo Overlooking Beautiful Papaoneone Beach (newly renovated)

    Newly updated 1 bedroom beachfront property with killer views of one of the loveliest beaches in Oahu. The unique configuration of this unit allows guests to enjoy the views of Papaoneone beach day and night, from the living room, kitchen, and ...
    Registration Number: GE-206-347-9296-01, 840040140032, TA-206-347-9296-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Waianae
    1  reviews
    from $85 
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  • King size bed in 1BR condo Makaha Valley

    Freshly updated 1BR condo in beautiful Makaha Valley on the Leeward side of Oahu. Enjoy spectacular views of the mountains and ocean from the floor to ceiling windows. New coat of paint, couch and bedroom furniture, king size bed, and SS ...
    Registration Number: 840020100359, TA-173-839-8208-01, GE-173-839-8208-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    4  reviews
    from $75 
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  • Breath taking view, ocean front! Redone unit

    Ocean front condo, everything completely redone in 2021. Offers a full kitchen, full master bedroom and a family room. It’s on the west side of the island. The unit is 25 minutes from Ko olina and 40 minutes from the airport. The beach and...
    Registration Number: 1840040140134, GE-054-876-7232-01, TA-054-876-7232-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Waianae
    1  reviews
    from $100 
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  • Retreat style home in gated community located 5minutes from Makaha beach.

    This beauty is nestled between the Makaha mountains in a gated community. This large home sits on over one third of acre and can also be rented with a separate private studio with its own yard area, great bridal suite. Enjoy some of the most ...
    Registration Number: 1840291500068, TA-176-239-2576-01, GE-176-239-2576-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 4
    Hawaii> Waianae
    5  reviews
    from $550 
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  • West Side Westy - 1985 VW Westfalia

    This 1985 VW Westfalia has everything you need to explore the island your way. This classic bus seats & sleeps up to 4 adults in its 2 fold out beds. It also includes a kitchenette with sink, mini fridge, and two burner stove. There are direct ...
    Registration Number: GE-206-728-2432-01, 870490340000, TA-206-728-2432-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 4
    Hawaii> Waianae
    1  reviews
    from $160 
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  • Gorgeous Beach Front Home with Amazing Sunsets

    30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to ...
    Registration Number: 002906103055, TA-122-458-7801-01, GE-082-643-6096-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    54  reviews
    from $385 
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  • Kalo Homes ~ Makaha’s Hidden Gem!

    Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your...
    Registration Number: TA-201-782-2208-01, GE-840-291-5000-60, 1840291500006

    • 3 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Waianae
    12  reviews
    from $604 
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  • Modern Waianae Home w/ Mountain & Valley View

    Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view ...
    Registration Number: TA-169-498-0608-01, GE-169-498-0608-01, 1840291500074

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Waianae
    5  reviews
    from $571 
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  • Beautiful townhome with 2 pools— 5 min from the beach!

    The ultimate getaway! Located in between the beautiful Makaha mountains, this newly renovated (2) bedroom / (1) bathroom condo is an oasis in itself. The community is tranquil at all times, peacocks roaming, and gated with 24-hour security. The ...
    Registration Number: GE-040-029-6960-01, TA-040-029-6960-01, 840020490009

    • 2 bedroom
    • 1 bathroom
    • Sleeps 8
    Hawaii> Waianae
    1  reviews
    from $175 
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  • Makaha Ocean View - 2 bedroom, 1 bath - family friendly

    Hawaii License # 031-420-0064-01

    This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.

    ABOUT THIS ...
    Registration Number: 840020490568, TA-031-420-0064-01, GE-031-420-0064-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Waianae
    6  reviews
    from $175 
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  • Stargazing Mountainside Cottage by Pristine Beaches

    This beautiful, breezy, and quiet cottage in the stunning Makaha Valley offers a wonderful opportunity for you to immerse in Hawaii's peaceful nature. Surrounded by gorgeous ridges and valley, you will enjoy amazing views all around. The ...
    Registration Number: GE-091-023-5648-01, TA-091-023-5648-01, 840291500052

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Waianae
    1  reviews
    from $399 
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