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.
Awesome access to Beach 1min!Studio in Hotel&Condo
【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...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate...
Ilikai 1802 Ocean Views 2 Q Bed,1 Q SofaBed
NEWLY RENOVATED 2025 - New Mattresses - Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest...
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...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
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,...
Kalo Homes - Immersed in Aloha
Escape to this stunning perimeter home with a true resort feel—featuring ocean views from nearly every room. Nestled in a 24-hour secured, gated community just minutes from pristine beaches, this peaceful retreat offers comfort, beauty, and safety all in one. Perfect...
North Shore Oahu | Turtle Bay - Hale Kahakai
Welcome to Hale Kahakai, located in the gated Turtle Bay community in North Shore. You're just a 5 minute walk to a beautiful white sand beach in a cove protected by a natural reef- perfect for children. Arnold Palmer Golf Course, Turtle Bay Resort, and Roy's Beach...
8th Fl Waikiki Sunset | Parking | Pool | AC
Stay just one block from world-famous Waikiki Beach in this 8th-floor condo, complete with free parking and WiFi. Perfect for families, couples, or friends, this comfortable retreat offers a convenient location close to the beach, Honolulu Zoo, Kapiolani Park, shopping,...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
⛱ Waikiki Beach Studio w/ Lanai & Pool at Waikiki Grand Hotel®
❀Say Aloha✿to our freshly remodeled 300ft² studio at Waikiki Grand Hotel® — Everything’s brand new as of 20254th floor mauka view studio w/Kitchen & Lanai‿︵‿︵‿︵‿︵‿︵‿︵‿︵‿︵Charming 4th Floor Studio at Waikiki Grand Hotel®Freshly...
Waikiki Paradise Awaits! Relax with Pool, Rooftop Views, 2 Blocks to Beach!
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city. The price is for BOTH units.PLEASE NOTE:This listing is specifically...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
Spacious 3 Bedroom / 2 Bath / Sleeps 8
Beautiful home located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 3 bedrooms (3 queen beds), 1 sofa bed and 2 bathrooms....
3BR House Walk to the Beach&Malls FREE Parking!
Aloha and welcome to your private Hawaiian hideaway!Think swaying palms, Diamond Head breezes, and vintage island charm—waking up in paradise never felt so good.3 Bedrooms, 1.5 Bathrooms, 2 Parking SpacesUnbeatable Location20-minute drive from Honolulu (HNL)...
Diamond Head/Waikiki Surf Shack Lanai Unit
Be our guest at this sweet island getaway on a quiet cul-de-sac near the base of Diamond Head. Less than 20-minute walk (or 5-minute drive) to Waikiki Beach. Wonderful neighborhood with a great local vibe and delicious dining options on Monsarrat Avenue, all within a...
Spacious 4 Bedroom Honolulu Stay 30 Night Minimum
Honolulu 30+ Night Island Retreat – Spacious 4BRHonolulu Monthly Rental – 4BR Extended-Stay Home Near Waikiki & Ala MoanaLive in comfort like a local in this bright 4 Bedroom, 2 Full Bath Honolulu retreat just minutes from Waikiki. Designed for comfort and...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua 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.Seahorse Beach House is a hidden Hawaiian gem,...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai and Partial Ocean and City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, Sleeps 4, 385 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Your Hawaii Vacation Awaits in Ko Olina (KoK-1029B)
Enjoy the Resort Lifestyle in this beautifully furnished, 3 bedroom 2 bath Ko Olina Kai rental. This is a perfect property for business travelers or long term vacation renters. The spacious master bedroom has a King size bed and master bath has dual sink and walk-in...
CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio
Summary:CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio• Size: 711 - 881• Kitchen: Partial• Baths: 1• Accommodates: 4 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1Room Amenities• Hairdryer• In Room Safe• Washer/Dryer In Unit• Broadband...
Ilikai Hotel, Breezy City Views! Great for your Hawaiian Getaway!
This condo has been fully renovated and tastefully decorated for your comfort and enjoyment. This spacious 1-bedroom condo has 500 sq ft of living space & a lanai of 120 sq ft. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain....
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Tropical Retreat: Cozy Getaway Steps from Waikiki’s Best! Kitchenette, Pool
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 1419 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Daily...
NEW Studio with 2 Queen Beds in Waikiki
– Located on the 12th floor of Island Colony, a secure high-rise with 24/7 security– Ala Wai Canal and pool views– Elevator access for easy arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience...
Hale Makana: Portlock Luxury Home with Pool & Ocean Views
Set along Oahu’s exclusive Portlock coastline, Hale Makana is a refined single-level oceanfront estate that celebrates effortless island living. With postcard-worthy views of Diamond Head and the deep blue Pacific, this five-bedroom, seven-bath retreat blends...
Hilton Grand Vacations Lagoon Tower - 2-Bedroom Garden/Partial Ocean View Unit
Escape to this resort in picturesque Honolulu. The Lagoon Tower is situated as part of the Hilton Hawaiian Village--a mecca of shops, restaurants, and beachfront property with a pristine beach, lagoon, and plenty of pools and other activities to keep you and your family...
Diamond Head Hale | Steps to Sand
Listed as one of Hawaii's historic properties, enjoy some of the best that island living has to offer in this fully furnished 4-bedroom, 3-bathroom Diamond Head Hale. Natural light, refreshing ocean breezes, and hardwood floors flow through this home. 3 bedrooms and 2...
20th Fl Waikiki Sunset | King | AC | Parking | Pool
Experience the best of Waikiki from this spectacular 20th-floor suite with city and ocean views—just one block from Waikiki Beach. Perfect for couples or small families, this unit combines comfort, convenience, and unforgettable scenery.The Space• Bedroom: King-size...
Ilikai Hotel Lite #1836: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
Royal Kuhio 2302 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2302, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Charming Hawaii Kai home with private pool
***Location and Getting Around***Centrally located in Hawaii Kai! Short walk to Maunalua Bay Beach Park and less than a mile to Safeway, Costco and a handful of restaurants! Less than a ten minute drive in either direction to a number of activities and attractions. Just...
Newly Renovated Cozy Beach Vibes Central Waikiki Location & Modern Comfort
Welcome to your perfect island escape! This freshly designed studio brings the beach and ocean vibes, featuring calming coastal décor, sea turtle accents, and surfboards inspired by Hawaii’s natural beauty.Unwind after a day of adventure with WiFi, Roku, Cable, Smart...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Experience island luxury and sweeping Pacific views at Ko Olina Beach Villas O906, a ninth-floor sanctuary in Ko Olina’s exclusive Ocean Tower. This 2-bedroom, 2-bath villa offers front-row lagoon views, modern comforts, and the tranquility of one of O‘ahu’s most...
Waikiki View 2 Doubles, 3 Units, OUTRIGGER Waikiki Beachcomber Hotel
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...
Experience Paradise at Waikiki Landmark Unit 1705: Your Dream Vacation Rental
Only 8 minutes away from Waikiki beach this 2-bedroom apartment is perfect for your escape to Honolulu. The bedrooms feature a cozy king bed and a comfortable queen bed. The bathrooms are equipped with a jetted bathtub, bathtub, and all the essentials you need. Our cool...
Aloha Heights: Luxury 1-Bedroom Condo with Pool, Gym & Ocean Views
This home is available as a long-term rental (LTR), with a minimum stay of 30 days—perfect for extended stays, relocations, or monthly leases.Welcome to Aloha Heights by AvantStay — your modern Honolulu sanctuary in the sky. Set on the top floor of a stylish...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Beachfront Fun at KoOlina Club Resort+Amenities.2BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of...
Spacious Hillside Villas 1500-7 by Gather w/AC, Lanai, Pool Access & Golf Ne
Hillside Villas 1500-7 welcomes you to the relaxed elegance of Ko Olina in Kapolei. This spacious two-story villa offers three bedrooms, two and a half baths, and 1,553 square feet of thoughtfully designed living space. With peaceful garden and golf course views, it’s...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
Stylish 23rd floor condo near Ritz Carlton Spacious Ocean and Mountain views
Relax in a newly renovated 670 sq ft 23rd floor condo in residential Waikiki across from the iconic Ritz Carlton hotel with stunning views of the ocean and mountainsWalk to Waikiki Beach, restaurants and shopping at Luxury Row and International Market PlaceKing...
9th Fl Waikiki Banyan | Parking | AC | Partial Diamond Head View
The SpaceEnjoy your Waikiki stay in this modern 9th-floor corner unit with views looking toward Diamond Head. The open layout makes it easy to relax after a day at the beach, with a queen bed in the bedroom and a pull-out sofa in the living room for added...
North shore beachfront villa - garden view home
Plumeria House is a recently renovated traditional Hawaiian style plantation home found in Tropical Waters, a vacation rental retreat featuring three homes in a gated community on Oahu's North Shore. This house has a beautiful garden view along with your own private...
NEW! Sweet&Cozy 9thFl 1-BR king Bed
Welcome to this charming and inviting unit on the 9th floor, designed for ultimate contemporary island style. The stunning views from this elevated position create a sense of tranquility that you'll adore every day. Step inside and experience a space carefully crafted...
Beautiful Waikiki condo with a large private lanai & conveniently located
Aloha Towers 503Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Waikiki from the comfort of this spacious 2-bedroom, 2-bathroom corner unit condo located in...
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....