Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes

Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.

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Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina

Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waianae, Hawaii

🏝 North Shore Island Bungalow, Steps to Beach

Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and shops. Enjoy island living with modern amenities - fast wifi with two work...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waialua, Hawaii

Amazing waikiki Beach condo 2Bed2Bath+free Parking

Listing descriptionAloha, thanks for checking in our property.A newly remodeled 2 bedrooms and 2 full baths (2023). There are 4 double and 2 single beds, full kitchen with kitchenette. It's spacious, almost 1,000 sq. ft. with a patio. It is on the top floor (17) of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Peaceful North Shore Beach Oasis

Our beautiful 2 bedroom 3 bathroom house has direct access to one of the most beautiful beaches on the North Shore. The house is the last house on the beach so you have unobstructed views of a beautiful cove with warm, calm waters and a large horse ranch on one side....

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 4
📍 Waialua, Hawaii

Ilikai 30-Day Rental in Waikiki

This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Luxury 3 Bed, 3 Bath Beach Tower B-503 Great Ocean And Pool Views

Ko Olina Beach Villas.This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you will too.#503 in the Beach Tower has excellent...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

The Crown Jewel of Kawela Bay! 30 day stay

Hale Keo Keo – Historic Beachfront Home on Kawela Bay, Oahu’s North Shore30 day rentals onlyWelcome to Hale Keo Keo, the only home built directly on the sand in Kawela Bay — a calm, crescent-shaped cove on Oahu’s iconic North Shore. With room for up to 17...

🛏 8 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Kahuku, Hawaii

Breathtaking Ocean View with Private Pool!

30 Days or more Rental!Discover this 2-bedroom gem in Honolulu. This tranquil house features 1 king bed and 1 queen bed, perfect for a peaceful getaway. Bidet in the bathroom, along with amenities like AC, WiFi, and a washing machine. You're sure to make fantastic...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Cottage with Private Salt Water Pool

30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC

On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua, Hawaii

Enjoy Grand 2BR, 2 Baths, Executive Condo Near Beach and Everything Else

Discover Luxury Living in Honolulu Near the Beach and Everything ElseWelcome to a stunning 2-bedroom, 2-bathroom, fully furnished rental perched on the 15th floor of Yacht Harbor Towers in picturesque Ala Moana, nestled between Waikiki and Kakaako. This spacious 1500...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC

Ka Hale me Ka ike 30 Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the amazing view from both inside and out at this four-bedroom, family-friendly retreat here...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kaneohe, Hawaii

Luxury beachfront villa on a world class beach in Kailua, HI

As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Kailua, Hawaii

Le'ale'a by AvantStay | Ocean + Mountain Views!

Le'ale'a — that sunny, blissful feeling of wonder and joy you only feel when immersed in the beauty of a place like the Hawaiian islands. And there’s plenty of it here! In the heart of Mākaha Valley and surrounded by stunning tropical mountains, this bright...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

Ocean View Villa on 6th floor w/Semi-Private Elevator

Our condo is both beautiful and luxurious. Take advantage of the view by opening the lanai doors that disappear into the walls for the ultimate in indoor/outdoor living. It has a full frontal ocean view from the Lanai, the living room, kitchen, and dining room. The...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Executive Center Studio with Kitchenette, secure building pool, FREE PARKING

Updated downtown studio with (Free Parking a $50.00 Value per night can go in and out no charge/ dedicated parking stall few feet away from elevator ) located in the Aston Executive Centre. Enjoy hotel amenities including 24 hour security, pool, hot tub, on site laundry...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waikiki Sunset 3110

See my other properties #3156864 and #3197017 and #3512192 for more 5-star reviews and to book multiple condos for large groups.Located on a high floor of the Waikiki Sunset with sweeping ocean, coastline, and park views this condo offers enough beds to sleeps 6. 1...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Waianae, Hawaii

Incredible Highrise Views! | Heart of Town

Enjoy breathtaking ocean views in this recently completely remodeled hotel condo, perfectly located next to Ala Moana Mall and across from Ala Moana Beach Park. Ideal for up to 4 guests, the condo features two double beds, a functional kitchenette, and a private lanai....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Place in Paradise - Kailua Beach Oceanfront Vacation Home

This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1802 It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Elevated Honolulu Sanctuary Renovated w/ Aircon

Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 3
📍 Honolulu, Hawaii

Ko Olina Beach Villas - Beachfront (Beach Tower 709)

Our spacious 1,500 square foot suite is the only beach-front penthouse available for rent at the prestigious Beach Villas Resort in Ko Olina and the only privately rentable condo with panoramic ocean views from every room.Watch the video of our property -...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views

Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Hale Kahakai - Oceanfront Retreat - Direct Beach Access - 30 Day Rental

Important Notice: This property is available for rental with a minimum stay of 90 consecutive days. Rental prices remain fixed and are not subject to reduction based on the length of stay.Welcome to Hale Kahakai! This exquisite single-family oceanfront retreat is...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Hauula, Hawaii

Marriott's Ko Olina Beach Club - Luxury 2 Bedroom Villa

Marriott’s Ko Olina Beach Club is situated on the beautiful Western shore of Oahu, where waterfalls and fountains welcome you as you drive under the port- cochere. Just 30 minutes from Honolulu, this beach front oasis is secluded and peaceful. Surrounded by seven...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Rare Deluxe Ocean View Gem with Free Parking

Close to scuba diving, windsurfing, and more, this smoke-free condo brings it all within reach. There's convenient covered onsite parking, so you can leave your vehicle behind and let your feet make short work of the 8-minute walk to Waikiki Beach or the 10-minute walk...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort

Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina.This spacious end unit offers panoramic ocean views, refreshing breezes, and the perfect setting for a luxurious Hawaiian getaway. As owners who spend...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Frontal 5-Stars Oceanview Beach Villas at Ko Olina 2-Bedroom & 2-Full Baths

2nd most reviews on VRBO!!! See other unit we have available: VRBO #311592The Resort: Beach Villas at Ko Olina.The Beach Villa is located at Ko Olina, Hawaiian for Place of Joy. Ko Olina is a picturesque resort located on Oahu's western side nestled away from the hustle...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views

Welcome to the captivating Ko Olina Beach Villas B301 by Gather, a luxurious three-bedroom, three-bathroom beachfront vacation rental with unbeatable views and space for up to eight guests. This third floor unit, adorned with direct ocean and poolside views, provides a...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island

Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua, Hawaii

Luxury Ko Olina Beach Rental Panoramic Ocean View 3BR 3BA 8th floor 2 parking

Imagine yourself in a world-class Oahu, Hawaii oceanfront resort in Ko Olina beach rental bliss with exotic woods, natural stone, and an expansive lanai. Imagine as you lie down on a bed of total luxury. You sink down into silky softness that cuddles you as you are...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

King Bedroom Beachfront Sans Souci 1104

You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

North Shore Garden Hideaway

This is a newly renovated 2 bedroom apartment on a large gated lot in a very secluded neighborhood on the North Shore. The property is located on a hillside above the ocean, (it is not beach front). It is a 3 minute drive from the property to the famous world class...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Pupukea, Hawaii

Our Place of Joy: An Ocean Retreat

Length of stay: MINIMUM 30 NIGHTS. Monthly rental. Property damage insurance required.Kai Lani is a quiet gated community located in Ko Olina, a 640 acre oceanfront resort on West Oahu, the dry leeward side of the island. Ko Olina means 'Place of Joy,’ where the aloha...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Lucky you! 2 Bedrooms, Large Lanai, Stunning Mountain Views, Pool, Parking, W / D

Whether you are coming to Waikiki on business or just to escape the stress of business with a vacation, you will find this 2 bedroom condo in a very desirable building your perfect tropical oasis. Designer -inspired décor echoes the peaceful colors seen in the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Stunning oceanfront cottage

This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii

20FT WALK TO BEACH/ OCEAN VIEWS/BOOK 7 NIGHTS & GET THE 8TH NIGHT FREE

This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

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 enjoy your meals or you can take...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Waimanalo, Hawaii

S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi

Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Hale Mokulua: Lanikai Multi-Home Estate - Sleeps 14

With 3 separate living spaces, this remodeled Lanikai home is ideal to accommodate up to 14 guests. The main house of Hale Mokulua - Lanikai consists of 3 bedrooms, 3.5 baths with an open floor plan, high ceilings, hard wood floors, modern kitchen and a wonderful,...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Ko Olina Beach Villas O425: Oceanfront Getaway

Ko Olina Beach Villas O425 welcomes you to upscale island living on Oahu’s sunny west coast. Perched on the fourth floor of the Ocean Tower in Ko Olina Resort, this two-bedroom retreat blends sweeping Pacific views with breezy, open interiors and resort-style...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

BREATHTAKING GOLF COURSE VIEWS, HOME "B", MODERN-CLEAN-NEW, UNWIND IN PARADISE!

Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, 2 car enclosed garage, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and visiting construction...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking!

Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

1-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!

Perched on the 21st floor, this spacious one-bedroom condo offers beautiful city views of Waikīkī's vibrant skyline. Relax on the large lanai and watch the city come alive from dawn to dusk. Inside, you'll find a deep soaking tub for unwinding after a day of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Charming 2-bedroom near the beach with AC, WiFi, Yoga, Surf, Golf

Consider this unique stay your home away from home while you visit Ewa Beach. Our unit is located upstairs with a private entrance. This cool property features 2 bedrooms with a queen bed and a full bed, along with a cozy living room with a sofa bed for extra guests....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Ewa Beach, Hawaii

Kalo Homes - Seaside Bliss

Welcome to Seaside Bliss, a luxurious vacation retreat nestled in the serene Makaha Valley. Discover your private oasis, just minutes from some of the world’s most breathtaking beaches. Hike scenic trails, tee off at nearby golf courses, or simply bask in the warm...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Waianae, Hawaii

Private Tropical Paradise in the Heart of the North Shore - beachfront community

[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Haleiwa, Hawaii

Ko Olina Kai 1097C: 3BR Hawaii Haven with Golf, Lagoons, and Spa Access

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into the world of serene luxury at Ko...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

3 bedroom house with WIFI and free parking, close to beaches and hikes.

Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

4 BR Kahala Vacation Home with Pool & Spa, Near Kahala Beach

This Property is professionally managed by Private Homes Hawaii, and is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. It is compliant with Hawaii State Legislation (HB2078). Lic#TA-008-741-5296-01....

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

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