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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Newly renovated, Free Parking, One block to Waikiki Beach

Reviews (87)

See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...

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

Hale Pono- Oceanfront, private, gated, great views, AC, large property

Reviews (130)

Welcome to Hale Pono!The North Shore of Oahu’s premier luxury getaway.Please message me with any questions about available bookings.This hidden, elegant beauty sits on pristine property within the exclusive, gated community of the Sunset Beach Colony. Surround yourself...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

Honu Hideaway Studio at Royal Garden | Lanai Oasis

Reviews (2)

This gorgeous Waikiki studio is located at the beginning of Waikiki with easy access to some of the best Oahu has to offer. At the luxurious “Royal Garden” building, guests are free to enjoy the gardens, pool, sauna, BBQ grills, fitness center, 24/7 laundry room with...

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

Walk to Ocean from house- close to BYU-H & Polynesian Cultural Cntr 3 bed 2 bath

Reviews (13)

Enjoy a slower pace in our family-friendly home, conveniently located only eight houses from the ocean in a local neighborhood close to Laie. We invite you to relax in our comfortable beds and huge cozy couch, or recline on the lanai chaise while reading a classic. When...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Hauula, Hawaii

The Grand Islander, a Hilton Grand Vacations Club

Reviews (1)

Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...

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

Charming 1-bedroom apartment in Waikiki. 1 block from the beach

Reviews (2)

Unwind in Honolulu at this amazing apartment. This cool space features 1 bedroom with a king bed, a cozy living room with an extra twin bed, and a modern bathroom with a shower. Guests can enjoy amenities like WiFi, AC, and a washing machine during their stay....

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

Seabreeze:110' Oceanfront, Majestic Mountain Views, AC, Outdoor Shower, 30 Days

Reviews (3)

Seabreeze is a beautiful North Shore Hau'ula beach home with 110' of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous...

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

Lanikai Cottage: Charming Tropical Oasis with Private Pool

Reviews (17)

Just steps from the turquoise shoreline of Lanikai Beach, Lanikai Cottage by Gather is a beach-chic 3-bedroom, 2-bath retreat with two separate dwellings on one property and a brand-new private pool. Ideal for families or couples traveling together, this island holiday...

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

Stylish Waikiki 1 Bedroom Gem with Parking

Reviews (1)

30-Day Rental Only!Kick back, relax in this stylish, newly remodeled space in quiet Waikiki. Charming 1-bedroom apartment featuring fully-equipped modern kitchen and bathroom, and air-conditioned bedroom for restful nights. Perfect for solo travelers or couples with...

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

You're Resort Home! Walk to Disney, Beach & Pool!

Reviews (2)

It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach lagoons...

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

Private One Bedroom Condo in the heart of Waikiki

Reviews (4)

Perched near the top of Foster Tower, this high-floor one-bedroom retreat offers an unrivaled vantage point over Waikiki. From the moment you step inside, the sweeping ocean and Diamond Head views create a breathtaking backdrop for your island stay. Sunlight streams...

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

Waikiki Shore Beach Front Studio

Reviews (141)

Large beach front studio (460 sq, ft,) located at the Waikiki Shore, the only condo building in Waikiki that is directly on Waikiki Beach. This unit is located in a building that is within the designated Resort Zone, and therefore eligible for short term vacation...

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

Waikiki Grand 1002- Sundeck level - The Best Location in Waikiki!

Reviews (1)

LEGAL SHORT-TERM RENTAL ❃ 1002 is located on the 10th Floor of theWaikiki Grand Hotel® sundeck!❀This spacious PH/Studio offers large living area w/ a Full-Kitchen incorporatedInsane views from your front door & the communal patio,all less than 2min walk to the soft...

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

Spectacular golf course front, steps from the beach

Reviews (12)

Enjoy the amazing experience of staying at Turtle Bay without resort pricing! Our Kuilima West condo is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, and has all the amenities you need, parking, AC, free wifi, washer and dryer.More than 5 miles of...

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

Spacious Luxury Suite w/Mountain, Ocean, & City view at Royal Garden Waikiki

Reviews (1)

Escape to paradise at The Obsidian Oasis—a spacious 750 sq ft suite, newly renovated and upgraded for luxury and comfort. Located in the renowned Royal Garden Hotel in the vibrant heart of Waikiki. Perched on the 23rd floor of a 25-story boutique hotel, this unit offers...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Luxurious Hawaiian Villa Oasis

Reviews (22)

A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

Happy House on Exquisite Kailua Beachside Property!

Reviews (42)

Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private garden property, enclosed by stone walls with palms, banana trees and beautiful tropical gardens. Very safe and fun for kids, great for families,...

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

A Modern Mix Waikiki Edition: 1 Br w/ Free Parking

Reviews (1)

***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...

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

AlohaCation - Oceanfront Work and Family Time

Reviews (12)

Work from Paradise or Enjoy Family Time by the BeachImagine waking up to breathtaking ocean views, working remotely with the sound of waves in the background, or spending quality time with your little ones on a peaceful, safe beach. Our oceanfront apartment blends...

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

~NEW~ Oceanfront Luxury at Waikiki Beach Tower

Reviews (4)

Waikiki Beach Tower Unit 901 - 9th floorRelax in this beautifully renovated 2-bedroom 2-bath unit with ocean views of Waikiki Beach. Entertain with family and friends where the views from the kitchen and living room have you feeling like you`re on the beach. Start your...

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

2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop Pool

Reviews (1)

Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...

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

Executive Luxury Luxury Home in the Safe Gated Community

Reviews (9)

Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...

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

Renovated spacious condo in Waikiki with central AC in waterfront building

Reviews (1)

Your cozy getaway awaits in Honolulu at this charming condo. Step inside to find a bright, comfortable space with a spacious king size bed, large screen TV, a large size closet for all your belongings, and a refreshing central air conditioner. The condo features one...

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

🏝 North Shore Island Bungalow, Steps to Beach

Reviews (8)

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

BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire

Reviews (46)

30 Night Minimum Contract Required: Please InquireWant to share the magic and beauty of the North Shore with your family?Swing open the gate to our Sandy Beach, sink your toes into the warm, soft white sand, and greet the turtles that come in the afternoon. You might...

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

Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!

Reviews (4)

Say aloha to this beautiful vacation rental in east Oahu! This Kailua home features 3 bedrooms, 2 bathrooms, a well-equipped kitchen, and a peaceful yard, making it the perfect home base to explore the island. Whether you're hoping to hike, swim, or learn to hula dance,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis

Reviews (7)

Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...

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

Corner Unit 1 Block to Beach in Heart of Waikiki! FREE Parking & Wi-Fi, AC!

Reviews (3)

Ni'ihau Apartments #605 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Beautiful corner unit (673 sqft)...

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

Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access

Reviews (1)

Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the prestigious Colony Surf building on Honolulu’s Gold Coast. This 2-bedroom, 2-bathroom condo offers 1,867 square feet of elegant...

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

Enjoy this Lovely Tropical Paradise!!

Reviews (111)

Hale Luana is a private gated fully furnished luxurious custom home, located in Pūpūkea above Waimea Bay on Oahu’s North shore. Enjoy the tranquil beauty of ocean views and the peaceful serenity of sunsets and starry nights.The spacious 5 bed, 3 bath home features a...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Haleiwa, Hawaii

Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views

Reviews (30)

Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...

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

Luxurious 2-Bedroom Retreat in the Heart of Waikiki.

Reviews (1)

Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...

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

World Famous Kailua Beach Charming Cottage

Reviews (1)

Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...

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

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Reviews (13)

Escape the hustle & bustle of Waikiki crowds & enjoy beautiful sunrises, private beach, calm waters & experience amazing turtles sunbathing on the beach. Relax & experience a memorable vacation in our modern beach front condo w/ an Elegant Coastal Décor and serene cozy...

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

Incredible secluded beachfront, heart of Oahu's north shore A/C

Reviews (22)

Note: Changes to Hawaii law Jun 2019 limit rentals to 31 days or more on Oahu's North shore (our monthly rate competitive to 8 days at a resort hotel).From the moment you first enter our home, you can just feel a sense of relaxation settle through your body as you hear...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Haleiwa, Hawaii

Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa

Reviews (2)

Welcome to Kai Lani 14B by Gather, your luxurious Hawaiian retreat in the exclusive Kai Lani community of Ko Olina Resort. Nestled on O‘ahu’s sunny west coast, this single-level 3-bedroom, 2-bath townhouse blends modern comfort with island serenity—perfect for families,...

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

LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!

Reviews (3)

Allure Waikiki #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! Max Stay 3 Months. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...

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

Corner Oceanfront 1BR Condo w/ Panoramic Views

Reviews (2)

Enjoy a serene beachfront experience at this 1-bedroom condo in Waianae’s Hawaiian Princess Makaha. Perfect for couples, this peaceful escape offers a private lanai with ocean views, direct beach access, and all the comforts of home. Wake up to the sound of waves and...

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

Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!

Reviews (3)

Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...

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

Waikiki Banyan Upscale 1 BR

Reviews (70)

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

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

Ko Olina Beach Villas 0401: 3BD Corner Luxe Villa w/ Pool & Garden Views

Reviews (11)

Welcome to Ko Olina Beach Villas O401, a corner retreat on the upper floor of the Ocean Tower at Ko Olina Resort. This elegant three-bedroom, two-and-a-half-bath villa offers a seamless blend of sophistication and island ease, surrounded by panoramic views of the...

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

Unique 8th Floor King bedroom condo Full kitchen Sleeps 3

Reviews (3)

Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality from...

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

Spacious Home Near a Quiet Beach

Reviews (14)

Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental comes with a brand new kitchen with a very open design and lovely countertop to enjoy meal prep and dining. The large teak...

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

Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa

Reviews (1)

Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kapolei, Hawaii

Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck

Reviews (12)

Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient floor...

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

Makaha Ocean Lullaby... The famous Makaha surf beach!

Reviews (4)

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 Sandy beach views. We look...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 3
📍 Waianae, Hawaii

Resort Style with Hula Show, Fireworks and even Tiki Torches!

Reviews (108)

The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being featured in the Hawaii 50 TV series and is loved by tourist and locals alike. Conveniently located in Waikiki next to the...

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

Just steps to beach! Gorgeous Partial Ocean View at Waikiki Shore!

Reviews (1)

Waikiki Shore #314 – 2161 Kalia RdWaikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled 3rd-floor beachfront studio is a favorite with return guests! You'll feel right at home...

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

Steps To Kailua Beach

Reviews (5)

Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua, Hawaii

Paradise Awaits in this Luxurious Villa in Ko Olina

Reviews (7)

Luxurious 3 bedroom Villa located in West Oahu. Enjoy all 4 of Ko Olina's ocean lagoons. Walking distance to Four Seasons, Disney Aulani, Marriott Beach Club, Ko Olina Center (shops and restaurants), Ko Olina Golf Club, Roy's Restaurant, and Monkey Pod Restaurant.State...

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

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