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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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  •

    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
    66  reviews
    from $733 
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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 $400 
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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
    182  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
    56  reviews
    from $325 
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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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  • 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
    51  reviews
    from $385 
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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 $460 
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  • Oceanfront Studio on Makaha Beach!! Legal 7 day minimum rental!!!

    7 day minimum- LEGAL VACATION RENTAL
    Oceanfront studio condo – completely remodeled. King bed and daybed. Sleeps 3.
    Includes split system air conditioner!
    Studio is located in Makaha Shores on the famous Makaha surfing beach. Come ...
    Registration Number: 1840010050053, TA-127-213-7216-01, GE-127-213-7216-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Waianae
    5  reviews
    from $225 
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  • New Home w/ Ocean/Mountain Views w/ Pingpong, Foosball, outdoor BBQ& Furnishings

    Feel the Ohana spirit and create priceless memories, and have fun with your family and friends in this brand new 4 bedrooms, 2.5 bathrooms with amazing 360 views from the Majestic Mountain Views and endless Ocean Views, fully landscaped, 24/7 ...
    Registration Number: 840291500065, TA-196-011-6224-01, GE-196-011-6224-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Waianae
    3  reviews
    from $515 
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  • 16P - Legal Penthouse end unit at the Hawaiian Princess - best view on west Oahu

    NOTE: You should know that the condo building will be undergoing some renovation work during December and maybe into January. It will take place on the walkways (not beachside) and there may be some noise - weekdays only - when most folks are ...
    Registration Number: 840040060120, TA-070-956-2368-01, GE-070-956-2368-01

    • 1 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Waianae
    12  reviews
    from $385 
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  • Exclusive Makaha Valley Home K With Ocean Views Secure Gated Community

    Book with confidence! This property is professionally managed by Ali’i Beach Rentals!
    Discover the idyllic charm of Hawaiian paradise on Oahu's west coast, nestled within the tranquil, secure
    confines of a gated community. This ...
    Registration Number: 2309-CCH-1556, 840291500021, GE-000-712-0384-01, TA-000-712-0384-01

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Waianae
    12  reviews
    from $767 
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  • Makaha Hideaway by AvantStay | 10 Minutes to Beach

    Kick back in the heart of Makaha Valley at Makaha Hideaway, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard, this modern Hawaiian escape blends style, space, and a ...
    Registration Number: 2211-CCH-0243, 840291500060, GE-085-178-9312-01, TA-085-178-9312-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    1  reviews
    from $507 
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  • Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design

    Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, ...
    Registration Number: 840291500022, TA-036-350-5152-01, GE-036-350-5152-01, 2307-CCH-1481

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Waianae
    3  reviews
    from $600 
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  • Stunning mountain & ocean views in West Oahu! Fully furnished for vacation fun!

    Oahu's best kept secret! Affordable, updated Hawaii condo is perfect for your stay in paradise. Off the beaten track and away from the crowds-live like a local with uncrowded, nearby beaches and a pristine, serene pool. Ko Olina lagoons, ...
    Registration Number: TA-050-915-0720-01, 84002010, GE-050-915-0720-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Waianae
    1  reviews
    from $125 
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  • 'Olu'olu by AvantStay | Single-Story Home by Ocean

    Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a ...
    Registration Number: GE-202-409-7280-01, TA-202-409-7280-01, 2301-CCH-0912, 840291500053

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    1  reviews
    from $387 
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  • Unique, Top of the Line Ocean View in Makaha

    Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa sleeper...
    Registration Number: TA-007-469-4656-01, 1840020100097, GE-007-469-4656-02

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    1  reviews
    from $99 
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  • Exclusive Makaha Valley Home in Back of Valley Secure Gated Community

    Book with confidence! This property is professionally managed by Ali’i Beach Rentals!

    Escape to your own private paradise in the heart of Makaha Valley on the stunning island of Oahu, Hawaii. Welcome to our charming single-story ...
    Registration Number: 840291500087, TA-062-242-6624-01, GE-062-242-6624-01, STR#1622

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Waianae
    3  reviews
    from $604 
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  • ***SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!***

    Serendipity on the Moana is a Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located in the center of the building on the second floor and has an ...
    Registration Number: 870280170031, GE-147-153-1008-01, TA-147-153-1008-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    138  reviews
    from $325 
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  • Corner unit Oceanfront Condo , Hawaiian Princess

    The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of Paradise is situated on a beautiful 1/2 mile quiet , natural sand beach. There is great snorkeling ...
    Registration Number: GE-021-401-6000-02, 260110080057, TA-021-401-6000-02

    • 1 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Waianae
    102  reviews
    from $255 
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  • Stunning Makaha Condo w/ Pool Access + Ocean View!

    Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and spa, and a private balcony overlooking the stunning blue Pacific water, this 2-bedroom, 2-bath ...
    Registration Number: TA-070-897-7664-01, GE-070-897-7664-01, 840040060019

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Waianae
    15  reviews
    from $292 
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  • Hidden Island Getaway

    Hidden gem awaits your arrival. Newly renovated condo just minutes from one of Oahu’s many beautiful beaches, Makaha Beach. A welcoming family retreat 2 bedroom, 2 full bath, AC and full kitchen facility. Spacious living and dining providing ...
    Registration Number: GE-190-669-8752-01, TA-190-669-8752-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Waianae
    17  reviews
    from $138 
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  • Oceanfront Beach Condo-Amazing views

    *** There is work being done at the complex. This should not affect your stay as most of the work is almost complete. ***

    Upscale Remodelled higher floor unit: High end appliances -Large side x side Stainless steel fridge (with ice ...
    Registration Number: GE-205-565-1328-01, TA-205-565-1328-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Waianae
    86  reviews
    from $255 
      View Property   Book Now

  • Cozy Beach front condo in Makaha

    INCREDIBLE BEACH FRONT CONDO!
    NUC No: 90/TVU-0206
    One of the best accommodation bargains on Oahu!
    Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with ...
    Registration Number: TA-111-111-9872-01, GE-111-111-9872-01, 840040140130

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    133  reviews
    from $195 
      View Property   Book Now

  • @ Marbella Lane - 2 master suites | MT+Ocean Views

    Summary:
    Make beautiful memories in this spacious 4 BR home with 2 master suites, located in a gated community with 24 hours security. It is within the greater Waianae area, right in the heart of the Makaha Valley. On the Leeward side of ...
    Registration Number: TA-064-728-4224-01, GE-064-728-4224-01, 840291500095

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Waianae
    14  reviews
    from $456 
      View Property   Book Now

  • Absolutely Beautiful Ocean Front Condo! Sleeps 4!!!!!

    Just 45 minutes from the Honolulu International Airport, you will find one of the best kept vacation destination secrets....The Hawaiian Princess. Come relax in this beautiful modern, just remodeled, oceanfront condo.
    This 1 bedroom has ...
    Registration Number: 840040060015, GE-180-504-3712-01, TA-180-504-3712-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    217  reviews
    from $337 
      View Property   Book Now

  • WaikikiLux at the Beach

    There is nothing like just sitting on your lanai and staring out over the Blue Pacific, or having your biggest decison of the day be the pool or the beach. Then retreat back to your private lanai and have drinks/dinner watching the day come to a...
    Registration Number: GE-017-009-0496-01, TA-017-009-0496-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    63  reviews
    from $177 
      View Property   Book Now

  • Secluded Luxury At The Beach!

    Aloha!

    This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset.

    On the lanai, you have the feeling of being on a cruise ship, looking down directly into...
    Registration Number: 840010050074, TA-037-902-1312-01, GE-037-902-1312-02

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Waianae
    35  reviews
    from $160 
      View Property   Book Now

  • Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit

    Monthly rate - $8500
    ** If you rent between the 21st of February and the 17th March, 7 nights is $450 per night > 14 nights $450 per nights and 20 nights is $400 per night **
    IN ADDITION TO THE YEAR ROUND INCREDIBLE GREAT RATE, SPECIALS ...
    Registration Number: GE-170-232-2176-01, 840040060034, TA-170-232-2176-01

    • 1 bedroom
    • 2 bathroom
    • Sleeps 5
    Hawaii> WAIANAE
    144  reviews
    from $300 
      View Property   Book Now

  • Affordable Luxury, Gorgeous One Bedroom Condo, Amazing Views Free Parking&WiFi

    Come and embrace the aloha spirit on the quiet west side of Oahu. With its convenient location, you’ll be able to experience the hustle and bustle of the attractions in Honolulu and Waikiki and be back to a secluded and quiet place at the ...
    Registration Number: GE-162-952-1920-01, 840020100408, TA-162-952-1920-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Waianae
    92  reviews
    from $90 
      View Property   Book Now

  • @Marbella Lane-New home~ Mountain and Ocean views!

    Summary:
    Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region.

    Immerse yourself in the allure of this ...
    Registration Number: TA-050-402-2528-01, GE-050-402-2528-01, 840291500030

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Waianae
    5  reviews
    from $408 
      View Property   Book Now

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