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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Hip Hawaii Vibe w/AC, WiFi, Lanai, Modern Kitchenette – Waikīkī Grand #904

Castle at Waikīkī Grand #904 - Hawaiian décor defines this air-conditioned 204sf escape where the furnished lanai creates a perfect perch for morning coffee and evening mai tais. The upgraded kitchenette features granite countertops, mini-frig, microwave, and...

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

Hillside Villas 1498-3 by Gather w/ Garden Views, Close to Golf & Beach

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.Welcome to Hillside Villas 1498-3 by Gather, a...

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

Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.

Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...

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

Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals

Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Just one block from...

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

"Ali'i" Studio w/ FREE Parking & Full Kitchen

Our Premium ALI'I STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...

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

STUNNING HONOLULU PENTHOUSE

Stunning penthouse views of Diamond Head. Waikiki, Pacific Ocean, Convention Center, free Hilton firework show every Friday. ....close to shops...restaurants...world class beaches....parks...hiking trails.....mountains......commercial grade kitchen.Please check out our...

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

Large Estate for 40 guests on Oahu's Windward Coast

Summary:Welcome to the only property on the North Shore capable of hosting 40+ guests in one stunning location! This half-acre private estate features five separate units, each with 3 bedrooms and 1 bathroom, making it perfect for large gatherings. Whether you're...

🛏 15 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 48
📍 Hauula, Hawaii

Studio With Full Kitchen, Minutes to Beach & Shopping!

Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina on the...

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

Pool House with 2Queen Beds – Poolside Comfort

Enjoy a relaxing poolside retreat in this 484 sq. ft. studio featuring two queen beds and a wet bar. With air conditioning, free Wi-Fi, and modern comforts, this studio provides a perfect blend of convenience and luxury for your stay.Key Features: • Design-Centric...

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

Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate

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.Ranch Beach Estate is a hidden Hawaiian gem,...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Beautiful Ocean View Condo, Near Beach + Parking

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

Ultimate Oahu Getaway! 2 Great Units, Beachfront, Spa, 3 Restaurants, Pool

Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...

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

Diamond Head Grandeur: Kahala Luxury Villa with Ocean View

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.Find peace and tranquility in your very own...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Island Paradise home 5 min from the beach

Your family will be close to everything when you stay at this centrally-located place. Our Island Paradise home is just a short 5-minute walk to the beach, offering the perfect blend of convenience and relaxation. This fully furnished midterm rental offers 4 bedrooms, 2...

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

King Bed Luxury Beach Studio Heart of Waikiki

About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...

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

3 Awesome Units, Pool, 3 Restaurants, Spa, Minutes to Waikiki Beach Walk

Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen

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.Stay at Kailua Beachside by Gather, a...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Waikiki Beach Studio Condo..Minutes to Beaches!nGreat Value.

Aloha and welcome to the ideal Oahu Studio Condo rental getaway in Waikiki...just a short stroll to incredible beaches! Ideally located at the start of Waikiki, near the marina, we are close to everything for your vacaction getaway. World-class shopping & wonderful...

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

Blue Paradise- Waikiki

Nestled in Honolulu, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach Park. International Market Place is just steps away while...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Cozy Hotel Room w/ Partial Ocean Views and AC - Bamboo Waikīkī Hotel #1206

Castle Bamboo Waikīkī Hotel #1206 - This studio boasts a rustic island décor with tropic earth tones, and handsome hardwood flooring throughout. The large sliding glass doors allow for natural sunlight and lead to a private outdoor lanai where you can relax in...

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

Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki

Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...

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

Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-Grill

Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua, Hawaii

Stunning Beach/Mountain 2500 sq.ft. House - 3 Min. to PCC & BYUH, Sleeps 10!

Escape to paradise and stay in a spacious private home steps away from the most pristine beach! There is a separate suite downstairs that we rent out as well. This gem features 7 beds and comfortably sleeps up to 10 guests. The best part? It's wholly air-conditioned!...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Laie, Hawaii

Ocean View•1 BR Corner Condo•Mins to Waikiki Beach

Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...

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

Nohie Lanikai by Gather: 4BR Beachside Retreat w/ Lanai & Private Yard

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.Welcome to Nohie Lanikai by Gather – A...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!

Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...

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

20th-floor corner condo with lanai, prime location, pool & hot tub

Island Colony 2020 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend a spectacular season in the heart of Honolulu at this newly renovated condo on the...

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

Island Colony 715 Charming Studio with Pool View

Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...

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

Waikiki's Ocean View Condo, Near Beach w/ Parking

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

Beachfront Tropical Home - Car & Parking Available

*** Aloha! Welcome to our happy place! ***** Newly Remodeled Coastal Retreat, with Floor-to-Ceiling Ocean View **Welcome to our beach house, where every detail has been thoughtfully designed by a professional interior designer to create a serene, luxurious...

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

Sans Souci Beachfront Studio Condo 106

Monthly Rental.True 'beachfront' vacation rentals are hard to find near Waikiki, so this well equipped Studio with Full kitchen is rare in it's location and very unique in its proximity to the golden sands and crystal clear aquamarine ocean waters.With an open airy...

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

Family and Friends Retreat! City View, Outdoor Pool, Kitchenette!

More than just a city on the beach, Waikiki has plenty of exciting options to keep visitors entertained. Kalakaua Avenue and Kuhio Avenue are home to high-end shopping, fine dining, and major entertainment venues such as the Waikiki Beach Walk, and the International...

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

Soothing Oceanfront Stay Ideal for Serene Sunsets

Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...

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

North Shore Oceanfront Retreat by Gather: 5BR Spacious Home Paradise

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.Welcome to North Shore Beachfront Retreat by...

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

Ko'Olina, 2 Bed Ocean View Villa

If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...

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

Newly Renovated Studio w/ Rooftop Pool & Near Waikiki Beach!

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 3
📍 Honolulu, Hawaii

Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.

Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...

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

Renovated in 2024 Studio! Just 1min to Beach@Waikiki

【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...

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

Waikiki Dream! 3 Amazing Units, Outdoor Pool, Close to Diamond Head

Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking

Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes...

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

Cozy Beachfront Waianae Condo Oahu Hawaii Close to Disney Ko Olina & Waikiki.

Unwindw in our stylish 1-bedroom condo where tropical serenity meets modern comfort. Just steps from the ocean, enjoy stunning views and fall asleep to the sound of waves.Swim in a semi-private lagoon, spot whales from your balcony in winter, or snorkel with sea turtles...

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

KING BED, Spacious, Legal, VIEW

Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...

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

STUDIO Lagoon Towers Hilton Hawaiian Village

Fantastic location on Waikiki beach with Lagoon and pool to swim in. Parking in complex Do valet first night then self rest of visit. Or, pubilc covered parking two blocks away. Many great retaurants in the village and an ice cream shop too! Studios are PERFECT for a...

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

Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House

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.Escape to Wailupe Seaside 6 Bedroom by Gather,...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Honolulu, Hawaii

Ilikai Hotel 805 1-Bedroom Suite in Lovely Waikiki

Luxurious Oceanview Retreat at the Iconic Ilikai Hotel - Unit 805Welcome to your dream Hawaiian getaway at the Ilikai Hotel 805, a private one-bedroom suite located at 1777 Ala Moana Blvd in beautiful Waikiki, Honolulu, HI 96815. Nestled right in the heart of Waikiki,...

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

Ocean Frontage with Mountain Viewsn

Comfortable 1 bedroom apartment in the Iconic Ilikai Hotel and Luxury Suites. This is an owner unit with access to most of the hotel amenities. Parking in the building is by paid valet only, but there is also self parking available in the marina.The building has 2...

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

Regency Waikiki 72 City View 1 Bedroom

- Newly renovated with all new furnishings- Wood laminate flooring- New kitchen and entry hallway light fixtures- The kitchen includes an electric stove top with four burners, microwave, dishwasher, refrigerator, coffeemaker, toaster, rice cooker, dishware, glassware...

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

Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock

Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Island Paradise Resort Villa

This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...

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

Stunning Ocean Views, Near Waikiki Beach + Parking

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

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