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.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Waterfront Home near Beach. Peaceful Community w/ Swimming Pool and Boat Dock
Experience Oahu like a Kama'aina (local) in this 3 bedroom, 2 1/2 bath waterfront home. Safe community. Views from every room. Private lanai, BBQ grill, community pool, and boat dock. Walk to dining, shopping, bars, farmers market, hiking, beaches. 5 minutes drive to...
A Gem of a Studio at The Diamond Head Beach Hotel
Legally permitted vacation rental - 2947 Kalakaua Ave HI 96815A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head.A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel...
Budget-Friendly and Air-Conditioned with Washlet and Washer/Dryer!
Waikiki Banyan #611-T2 – 201 Ohua Ave.Budget-friendly air-conditioned one-bedroom vacation rental (533 sq.ft. plus lanai with table and 2 chairs)!The Waikiki Banyan is a favorite of repeat visitors with its host of amenities including a pool, hot tubs, BBQ area, and...
Foster Twr NEW REMODEL 1 BR/1BA Lanai 25th Floor Panoramic View Ocean & Mountain
NEWLY REMODELED: The panoramic Ocean & Mountain views from the huge wrap around windows from this top floor 1 bedroom 1 bath condo is amazing. Wake up and watch a beautiful sun rise. and then watch as the rainbows begin to pop up along the mountains. Have a cup of...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
Ilikai Marina 694 Ocean/Sunset/Fireworks View King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh.TEMPORARY LANAI WORK - Completing Mid April 2025 - No access to the...
Royal Gardens Waikiki - Sleeps 3 Full Kitchen
Legally permitted Rental440 ʻOlohana St, #1905A Five Star property under Brand New ownership May 2022A beautiful condo at the Royal Garden resort in Waikiki, a private large studio with renaissance flair the suite offers a full kitchen to assist in saving money whilst...
Ilikai-**New Listing*- Beautiful Ocean and Lagoon Views on high floor
The condo is a 1Bedroom 1bath newly renovated; made up of all stainless appliances, tile floors, California king bed, pull out sofa sleeper, 60" HDTV/DVD player, and air conditioning. There is a full kitchen equipped with a microwave, coffee maker, range/oven, double...
Kailua Beach Estate: Historic Property with Large Yard & Ocean View
Recent Updates: Newly constructed upstairs deck, Brand new window ac unit in master bedroom, new patio furniture, new sectional couch in living room. Our beach estate is located on over an acre of land, just one house back (a quick 30 second walk down a sandy beach...
Hale Pua ~ The House of Flowers - Kuilima West
Experience the serene beauty of Kahuku's West Side at Hale Pua ~ The House of Flowers. This charming 2-bedroom retreat offers a cozy haven for up to 8 guests, complete with modern amenities like air conditioning, a BBQ area, and a private patio. Dive into relaxation...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
Sensational Seaside Condo, remodeled in 2023 parking available, 1 block to beach
Our unit is located on the 9th floor and is a corner unit with a large furnished lanai's which provide you with amazing city, mountain and partial ocean views.Available to our guest we provide you with a soft queen size pillow top Serta mattress for a comfortable nights...
Beach Villas Peekaboo Ocean & Mountain View Resort w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Location: 92-106 Waialii Place, Ko Olina, Hawaii. (2nd Floor)Experience the ultimate blend of luxury and...
Perfect North Shore, Oahu Vacation House.
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...
Summer Special On 18th Hole closest to Hotel and Beach, Split Air Conditioners
This condo is called 'The 19th Hole' because it is located on the 18th hole of the Fazio Golf Course. It is as close as you can get to the Turtle Bay Hotel from Kuilima condos. There are split system air conditioners in the bedroom, loft bedroom and living room. The...
Awesome private studio w/AC one block to Sunset Beach
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and gas grill. Laundry is on-site, and gated parking for your car. Newly installed split AC system is heavenly!There are beach...
Ocean View Oasis with Free Parking: A Waikiki Gem!
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...
10th Floor Free WiFi/No Resort Fees/Oceanview @ Ilikai Hotel with Beautiful Sunset Views!
Welcome to Ilikai Tower 1027, a stunning one-bedroom deluxe condo located in the heart of Waikiki, Honolulu. This beautifully appointed retreat offers breathtaking yacht harbor views, making it the perfect getaway for couples or small families seeking a blend of comfort...
City & Mountain Views Cozy Condo with Free Parking by the Beach & Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.NOTE: Monthly water shut off for the entire building will be the 1st Wednesday of every month. Hours of the water shut off will be at the...
Beachfront Condo
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
Ilikai 1904 Ocean / Sunset / Marina Views King Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals on the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Newly Remodeled, Tastefully...
NEW to Our Inventory! FULLY RENOVATED! Modern Condo in the Heart of Waikiki!
Niihau Apartments #203 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2023) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured...
Hale Makai ~ Gold Coast Comfort - Kuilima Estates West
Welcome to Hale Makai ~ Gold Coast Comfort, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming 2-bedroom, 2-full bathroom, and 1-half bathroom vacation rental offers a perfect blend of comfort and style, accommodating up to 4 guests. Step inside...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my unit near the beach. I have a kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...
WaikikiLux 507 Waikiki
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
DiamondHead Beachfront Condo with your own private beach TA #114-603-2128-01
On the beach close to parks, art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers and couples with pets. Assigned parking space upon arrival. Very comfortable high end memory foam queen size...
Block to Beach! Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Ocean View, Free parking & Wifi
Panoramic 37th Floor Ocean Views, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy panoramic views of the ocean and...
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
🌺 12 Guests 3 X ❤️awesome Studios❤️ Free Parking 🏝️ 5MIN to Ocean 🏊♀️
IMPORTANT NOTE: This listing is for THREE ( 3 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 3-bedroom apartment with bedrooms connected via a common area please choose a different listing.Hotel Zoned &...
Huge Studio Unit with Lagoon View! #934
Spacious studio with a full kitchen and a folding door to separate the bedroom from the living area. You can walk to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest outdoor mall in the country.Enjoy the Friday night fireworks from your...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
Welcome to Fairways at Ko Olina 22H by Gather, a remodeled three-bedroom, two-and-a-half-bathroom townhome in one of Oʻahu’s most prestigious neighborhoods. With golf-course frontage, a private backyard lanai, and thoughtful finishes throughout, this two-story villa...
Heart Of Waikiki, Perfect Location, Free Wi-Fi
239 sq/ft, super clean, all brand new furnishings and appliances, free Broadband and Wi-Fi Internet. Queen-size bed with designer linens, comfortable memory-foam mattress, and a premium brand pillows.40' flat screen Samsung Smart TV, browse Internet from your TV, watch...
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...
WG 807 Quaint Ocean View Studio
Legally permitted rental - 134 Kapahulu Ave #807 ⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, located on Waikiki Grand Hotel® 8th floor. We have used our 30 years of visiting Hawaii to give you everything you need for a fantastic vacation....
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...
Affordable Luxury in Waikiki
Close to the heart of Waikiki, but away from the traffic, congestion and noise. An easy walk to all the beaches, restaurants, shops and activities that Waikiki has to offer.The short stroll to the beach will take you past the Ritz Carlton, Luxury Row and several...
Mountain View with AC, WiFi, parking, short walk to beach!
Waikiki Banyan #2003-T2 – 201 Ohua Ave.You'll feel right at home in this fresh, contemporary air-conditioned one-bedroom suite (582 sqft plus lanai with table and chairs) with beautiful views of the Ko'olau Mountains! Sleeps max 4.The Waikiki Banyan is a favorite of...
Ilikai 1212 Ocean / Lagoon / King Bed, Sofa Bed
MEMORABLE OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful remodeled condo. Fully equipped. AC, cable, WIFI, 24/7 Security,...
9th Floor Balcony, True InDoor/OutDoor Living w/ Sliding Doors
Legally permitted vacation rental —WAIKIKI GRAND HOTEL®134 Kapahulu Ave #908⚕⚕ For your health and safety ⚕⚕we utilize additional Sterilization procedures between reservations.My place has —≈1 Queen Bed≈Powerful AC≈Kitchen≈Great views≈Close to parks≈Exciting art &...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/23 - 4/17/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Designer Studio Condo on 29th Floor In Waikiki--Fabulous View! and 100% Legal!
This clean, cozy, modern studio is in the Hawaiian Monarch Hotel in Waikiki, but is privately owned and managed. The unit is on the 29th floor with a wonderful view, a full-size refrigerator, hot-plate, microwave and a really comfortable queen bed!This unit is privately...
Stylish Condo w/ Mountain Views in Waikiki Banyan!
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...
Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!
This is a legal conforming vacation rental. Please see our listing details for our license number.Our 2-bedroom presidential suite has a king-sized bed in the master bedroom and two full-sized beds in the guest bedroom, allowing maximum comfort and privacy for our...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...
A Repeat Guest Favorite! Great location! FREE Parking & Wi-Fi, Pool & more!
Four Paddle #702 – 2140 Kuhio Ave.Enjoy this spacious (577 sq.ft. plus lanai), air-conditioned one-bedroom condo centrally located in one of Waikiki's premier residential condominiums! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at...
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!
WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step off our Lanai directly on the Beach! It really doesn't get better than this! Far from the hustle and bustle, we're in the...
Great Home Large Families
Wonderful single family home with three bedrooms plus small den area off of master. Great for a family. Additional 1 BEDROOM Granny Flat has queen with a futon in the sitting area.WIFI upgraded to best Hawaii has to offer.Washer and dryer, wireless internet,...
Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!
E Komo Mai! Looking to live right by the beach during your Hawaiian island escape? Then this stylish and spacious one-bedroom condo is the perfect choice for you. SUPER FAST W-Fi and cold AC. Offering a rare, exquisite view of Honolulu’s yacht harbor, this newly...
Ocean View Condo with Large Lanai
Enjoy your Hawaiian vacation in one of Kona's most popular complexes. Casa is very well maintained with beautiful gardens and an awesome ocean-front salt water pool. We are steps from the ocean and have a wonderful sunset view from the lanai. Unit 201 is easily...