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.
1 King with Sofa Bed | The Ambassador Hotel of Waikiki | Swimming Pool
Discover the vibrant location, just a 5-minute stroll to iconic Waikiki Beach. Perfectly situated near the Honolulu Zoo and Diamond Head - Leahi, explore stunning scenery and thrilling activities. Enjoy the ease of nearby transport to immerse in local culture. Indulge...
Aqua Aloha Surf Waikiki 201 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 201 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Hilton Garden Retreat: 5-minute Walk to the Beach, Stunning City Views!
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.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...
Aqua Aloha Surf Waikiki 702 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 702 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Enjoy canal and mountain views from the...
10 minute walk from beach, shopping, and dining
The fabulous Wyndham Waikiki Beach Walk is a10 min walk from the beach, excellent dining, and amazing shopping near this amazing hotel. You will enjoy the best that Oahu has to offer making your week in the Hawaiian islands a memorable stay.
Relaxing Room with City View | 5 Minutes Walk to Waikiki Beach
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.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...
Hawaii Oasis 2-Bedroom at The Cove Waikiki | Pool
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Discover seclusion and serenity at The...
Hilton Hawaiian Village- Two bedroom suite, fabulous property!
Concierge Realty is proud to present luxury villas at Hilton Hawaii VillageWe are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
NEW! Kuilima Estates | KBM Resorts | 2 Units, 4 Bedrooms | ML-2750
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
King Bed + Snorkels + Chairs + Walk to Beach
Summary:Welcome to your island getaway in beautiful Waikiki. You'll find rest on the memory foam king bed so that you can enjoy your island vacation. Here, you’ll be just minutes from the sand and surf of famous Waikiki Beach while enjoying a comfortable, relaxed space...
Aqua Aloha Surf Waikiki 900 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 900 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Diamond Head 1 Bedroom Condo Queen Bed & Bunkbed
Legal Vacation Rental - This beautifully furnished 1 bedroom suite with Queen bed & with separate living room offering twin bunkbeds.The full kitchen is bright spacious and well equipped. Condo has awesome views out over the Ocean and also Kapiolani Park - Includes flat...
Central Waikiki 402 One bedroom w/ 1 parking
One bedroom, kitchen & parking | Sand & Surf Waikiki 402.Enjoy easy access to everything from this perfectly located home base. 1 bedroom with full kitchen (gas range) and full size refrigerator ** Including 1 free parking space onsite ** Ideal for remote working with...
Stylish Waikiki Escape with Pool Access! 2 Relaxing Units, Pets Allowed
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 878 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
Stunning Lanikai Home just steps to the Ocean-Authentic Hawaiian Tropical Charm
Wake up to ocean breezes, tropical gardens, and the quiet magic of Lanikai. This authentic Hawaii home--rich with soul and character-- is located steps from ocean access, directly facing the iconic Mokulua Islands, and a short walk to world-famous Lanikai Beach Designed...
Furnished monthly rental Waikiki Neighborhood w/ 1 parking 103
432 Namahana 103 w/ 1 parking 103 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...
1BO1 Aston Waikiki Beach Tower1: 1 Br with Ocean Views and Full Kitchen
Waikiki Beach Tower: One-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Waikiki Beach Tower: One-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination...
Furnished monthly rental Waikiki Neighborhood 205
Full Kitchen + Workspace Waikiki 205 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...
Waikiki great view on 34th floor 1BR corner unit & Large terrace! New flooring!
Located in Honolulu, this welcoming condo lets you experience it all. International Market Place is within an easy 7-minute walk and Royal Hawaiian Center is also a quick 8-minute walk away, so leave your car at the property, which offers onsite parking. After you...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
Welcome to Samurai House by Gather, an extraordinary oceanfront estate on Oahu’s North Shore. This five-bedroom, eight-bathroom retreat blends Japanese-inspired architecture with modern island luxury. With over 5,800 sq. ft. of interior and outdoor living space, Samurai...
Tucked in one of the most prestigious valleys, this 2/1 fully furnished could be a nice weekend getaway. Enjoy the nice cool breeze in a quiet setting. The unit includes coffee maker, microwave, toaster.
Budget-Friendly Waikiki Studio in the Heart of It All 205
Budget-Friendly Waikiki Studio in the Heart of It All 205.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki....
Marriott's Ko Olina Beach Club, 2 King+Queen Sofa, Mar 14-21, LOW Price!
This lovely 2-bedroom resort in Kapolei is perfect for your escape. With 2 king beds and 1 sofa bed, guests can relax in comfort. Enjoy the fitness room, AC, and heating during your stay. This serene retreat also offers a living room with an additional sofa bed. A great...
![[New] Aloha Suite - Waikiki Studio with Ocean View](https://media.vrbo.com/lodging/126000000/125060000/125051800/125051757/w1280h959x0y1-7dcbb320.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[New] Aloha Suite - Waikiki Studio with Ocean View
Enjoy a stylish 1BR/1BA recently renovated condo at the Hawaiian Monarch. Perfect for vacation stays with all the comforts of home. Centrally located near Waikiki beaches, dining, and shopping. Affordable and newly listed on Airbnb. Relax with ocean and canal views, a...
Cozy 1-bedroom corporate apartment in excellent Honolulu location with AC
Your home away from home in Honolulu with 1 bedroom. This lovely corporate apartment offers a comfortable space where guests can unwind after a busy day. Stay cool with air conditioning or cozy up with heating, and take advantage of the fitness room to keep active. The...
"BRIGHT, COZY & LOVELY home" Newly Renovated... & close to the BEACH
This bright and completely renovated home outside and inside, from top to bottom and facing where trade winds blow is really a comfortable home to come home toat a very reasonable price ! Walking distance to the beach! Just 15 - 20 min. drive to the famous Ko Olina...
Relaxing Island Colony Waikiki High-Rise 1BR with Split AC & Full Kitchen
Summary:1-Bed Condo Island Getaway in Waikiki Honolulu 23rd FloorThe Space:Experience the best of Waikiki in this stunning one-bedroom condo at The Island Colony. This apartment, located on the 23rd floor, offers incredible views of Diamond Head and the Ala Wai Canal....
Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
This memorable Loft in Kailua is the perfect home base for your trip. With a cozy living room featuring 2 queen beds, 2 couches, dedicated workspace with desk and chair, full bath with tub, and full kitchen, this gorgeous property offers a peaceful retreat for guests....
AMAZING LOCATION! 2 blocks to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Waikiki Shore 710 Ocean View 1 Bedroom
Wake up to stunning ocean views in this inviting one bedroom condo, set in the only condo on world-famous Waikiki Beach. With lots of space and everything you need to unwind, it’s the perfect place to experience island living.Unit 710 Ocean View 1 Bedroom 1 Bathroom•...
Luxury 3-bedroom villa with view of Waimea Bay. 30 day min stay.
Welcome to Pupukea Nahale Hale (Jungle Villa), where Hawaiian charm meets modern luxury. Immerse yourself in tropical design while soaking in stunning vistas of Waimea Bay.A short drive leads to famed surf at many beaches as close as five minutes away: Three Tables,...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Sunset in the Sky | 38th-Floor Waikiki Penthouse
Welcome to your 38th-floor penthouse escape at the Waikiki Sunset Hotel, where island living meets sky-high views. Perched high above Waikiki, this rare penthouse offers sweeping panoramas, cool ocean breezes, and a front-row seat to Hawaii’s most iconic sunsets.Step...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
@ Marbella Lane- Chic Poolview Home + Patio Dining
Summary:Stay in the heart of Waikiki at this prime Seaside Avenue retreat, just a 5-minute walk to world-famous Waikiki Beach. Steps from the International Market Place, top dining, and vibrant shopping, the location is unbeatable. Relax and unwind with resort-style...
Waikiki Value Stay - 3 Blocks to Beach 304
Waikiki Value Stay, SAplit AC - 3 Blocks to Beach 304.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki....
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
2BR Ocean View Condo at The Windsor Waikiki Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company. Welcome to your elevated island escape at The Windsor Waikiki, where iconic views of Diamond Head meet...
Lux Sky Ala Moana 39th Fl • Modern Monthly Suite/Walk to the mall, Magic Island
Modern Monthly Stay in the Ala Moana AreaEnjoy a comfortable and stylish long-stay experience in this newer high-rise located near Ala Moana Center, the beach, and the Waikiki resort area. This is an ideal home base for business travelers, remote workers, medical...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
Diamond Head Sea Pool House: Oceanfront Estate w/ Private Sea Pool
Black Point Ocean Villa rests above the Pacific in Diamond Head’s coveted Black Point enclave, offering rare oceanfront privacy, architectural character, and seamless access to Black Point Pool, a private gated community sea pool carved into the coastline. Elevated over...
Just steps from world-class surf, golden beaches, and stunning sunsets.
Your North Shore escape begins the moment you step into this beautifully appointed detached private 1-bedroom studio on Ke Nui Road — just steps from world-famous surf breaks, golden beaches, and stunning sunsets. Inside, you’ll enjoy a luxurious king bed, a cozy living...
Compact Waikiki Retreat w/ Workspace & AC 404
Cozy Waikiki Beach Stay - 1 Block to Sand & Surf Waikiki 404.Centrally located one block from the world famous Waikiki Beach our compact 150 sq.ft. space is carefully laid out to include a kitchenette, floating desk workspace, open design closet system - completely...
Experience Island Luxury at The Grand Islander by Hilton Grand Vacations -1 Bd.
Indulge in the ultimate Hawaiian escape at The Grand Islander by Hilton Grand Vacations, where luxury and the natural beauty of Oahu come together in perfect harmony. Situated in the heart of Waikiki, this all-suite tower offers a vibrant blend of urban excitement and...
Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC
Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...
Studio Apartment within walking distance to Waikiki
Nice place, within the heart of Honolulu- close to downtown, Waikiki and great surf spots and beaches. The neighborhood is residential but connects to all kinds of restaurants within walking distance. There is a room with A/C and Internet, but the breeze is always...