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.

  • 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
    from $1,521 
    View Property   Book Now
  • 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
    from $791 
    View Property   Book Now
  • 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
    from $109 
    View Property   Book Now
  • 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
    from $203 
    View Property   Book Now
  • Newly Renovated Ocean Front Condo with Stunning Views from a Wrap Around Lanai


    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
    from $451 
    View Property   Book Now
  • 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
    from $602 
    View Property   Book Now
  • 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
    from $153 
    View Property   Book Now
  • 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
    from $114 
    View Property   Book Now
  • 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
    from $125 
    View Property   Book Now
  • 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
    from $279 
    View Property   Book Now
  • 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
    from $181 
    View Property   Book Now
  • 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
    from $148 
    View Property   Book Now
  • 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
    from $175 
    View Property   Book Now
  • 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
    from $106 
    View Property   Book Now
  • 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
    from $99 
    View Property   Book Now
  • 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
    from $215 
    View Property   Book Now
  • 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
    from $138 
    View Property   Book Now
  • 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
    from $106 
    View Property   Book Now
  • King size BD, 1BR condo, Makaha Valley, with Mtn/Ocean views

    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 cabinets and countertops in kitchen and bath, 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
    from $100 
    View Property   Book Now
  • 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
    from $197 
    View Property   Book Now