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.
Escape to Paradise! 2 City View Units, Pool, 3 Restaurants, Right on Beach!
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...
Ocean Front Pipeline Estate! Front row seat to the Pipeline Masters surf event!
Pipeline living at its best. A definite bucket list dream vacation destination. Facing directly at the famous Banzai Pipeline and Pipeline Backdoor, this home offers a unique spot to watch the most spectacular surfing waves in the world. This home offers all the...
Lanikai Oceanfront Home with Pool and Japanese-Style Hot Tub
Six bedroom ocean front home with pool and Japanese-style onsen (hot tub) is ideally suited for multi-family or multi-generational accommodation. Recent renovations and 2021 upgrades include split-air conditioning throughout the home, updated landscaping, new...
Unwind in Style: Newly Remodeled Pacific Monarch with Spectacular Ocean Views!
Welcome to your new home away from home!Step into paradise with our beautifully remodeled Honeymoon Luxury Suite on the 25th-floor studio, offering mesmerizing east-facing views of the ocean that defy description. Nestled in the heart of historic Waikiki within the...
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...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...
Island Escape in Waikiki – 2BR Suite w/ Views, Pool Access, & Prime Location
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
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...
Charming Ocean front hotel suites in enchanting nThe Modern Honolulu Hotel
Your cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all the vibrant attractions and bustling streets. The...
Beautifully Remodeled 3/2 space in Wahiawa Heights
This stunningly renovated furnished 3 bed / 2 bath unit in sought-after Wahiawa Heights awaits you. Nestled in on the second floor of this cozy home, immerse yourself in the alluring charm of the transformed 3-bedroom, 2-bathroom abode, designed to be your tranquil...
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Deluxe Yacht Harbor View on the 16th Floor! Wake up to a gorgeous view of paradise from your very own private lanai. Unit was recently renovated and features an updated kitchen, bathroom, and flooring! Enjoy the beautiful sunset overlooking the yacht harbor...
FREE parking ! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
2-bedroom condo steps to the beach!🏝️
Located in Waialua, enjoy what this 2-bedroom condo has to offer. This delightful property features 1 queen bed, (second queen on request). Guests can relax in the cozy living space or take a 1 minute walk to the beach with family friendly amenities like a jungle gym,...
Accessible Room w/ Roll-In Shower, Shower Chair, & Ocean-Facing Private Lanai
Our accessible rooms provide a roll-in shower and shower chair, with TDD equipment also available, and private lanais facing the ocean with a direct view of the Pacific. Non-smokingAir conditioningClock radioKeurig® coffeemakerCable TVHair DryerIron/boardIn-room...
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...
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...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
Kon Tiki 234 Renovated King Studio
Welcome to Kon Tiki 234 - Your Renovated Studio Oasis in the Heart of WaikikiDiscover the essence of Waikiki living at Kon Tiki 234, a newly renovated studio nestled in the heart of 1950s Waikiki at 235 Liliuokalani Ave #234, Honolulu, HI 96815. This charming studio,...
Waikiki Beach Walk Resort 2BR/2BA
Located on nearly eight acres of new Waikiki pleasures. If you're looking for a resort that packs a ton of nearby fun, be among the first to reserve your spot at the new Club Wyndham at Waikiki Beach Walk®, part of Outrigger's huge Waikiki Beach Walk project. This...
Walk to Beach | 20th FL Canal View | 2 Queen beds
The modern 1 bedroom is large with full kitchen and lanai with great view of the Ala Wai canal and the mountains, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The unit is private with its own entrance. This unit fits 2 guests...
Lanikai Hideaway: Modern Luxe Indoor-Outdoor Living/Walk to Lanikai 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 Lanikai Hideaway, an exquisite...
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...
Makaha Valley Towers Paradise
One bedroom condo beautiful view 2 minutes from beach driving 15 minutes walking nice hiking in the area and great local food heated swimming pool 6 gas grills pinning area free parking 24 hour security
Beach Front Home - Pearl of Oahu's West Side!
Located in Ewa Beach, this awesome house offers 3 bedrooms - one with a queen bed and two with twin beds. With 2 bathrooms equipped with showers, guests can relax and unwind in this soothing space. Whether you're looking to cool off with the AC or iron out any wrinkles,...
HGV The Grand Islander. New Year's Week, 1 Bedroom/1 Bath Villa
This one-bedroom, one-bathroom resort view suite with balcony features a primary bedroom with two double beds, 50-inch flat-panel HD TV and spa-like bathroom with a sleek shower, a deep soaking bathtub, private water closet with bidet seat and elegant vanity area. The...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1174-2
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Aloha Surf Condo - Private Deck - Pool
Welcome to the Aloha Surf Condo at Kuilima Estates East, nestled within the Ritz Carlton Turtle Bay Resort—your slice of North Shore paradise. Stroll or bike to world-class beaches, surf breaks, the pool bar, seven restaurants, gym, spa, coffee shop, and more at the...
2 Bedroom Cottage With Hot Tub
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the...
Shark's Cove Ocean View Extra Large 2BR Sleeps 10
The property is in the heart of North Shore, across from Shark's Cove and the start of the bike path to Log Cabins, Pipeline, and Rocky Point. Just a few minutes bike ride to Sunset Beach or a short walk to Waimea Bay. Fall in love with the views of the ocean and...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
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.As of 07/14/2025Scheduled Maintenance Notice...
Waikikian Beach Walk Resort & Spa, Hot Tub, Beach!
Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish resort features tastefully...
King Suite Oasis: Unwind with Jacuzzi & Bay Views (Unit B)n
The newly renovated multi-level luxury estate between Kaneohe and Kailua offers a shared living experience that is second to none. With its location overlooking the Kaneohe Bay Yacht Club and easy access to the H3 freeway, this fully furnished 5,400 sq. ft. home...
Spacious 2BR w/ Stunning Ocean Views – Walk to Beach & Ala Moana!
Beautifully renovated corner end unit with two bedrooms and one shower, offering breathtaking harbor and ocean views along with refreshing trade winds. The kitchen and living room feature a stylish and functional open layout. The spacious area, filled with bright...
STUNNING 1st Floor 🌴 Beachfront 2BD Sans Souci w/Parking 🐬
30 Day Rental: Checkout our 2024 Special Offers in July, September & October!Discover the tranquil retreat of this fully furnished two-bedroom vacation rental, perfectly situated on Kaimana Beach in Sans Souci. With just a few steps separating you from the gentle waves...
Long term rental in Kakaako
Beautiful 2 bedroom & 2 bath located in the heart of Kakaako is available for long term rental.Fully furnished with internet and utilities included.30 day minimum rental, no exceptions$13,600/month
Oceanside at the Ilikai Hotel, Stunning Sunset Views!! No Resort Fees!
Modern and elegant in style, this updated and spacious condo will ensure a comfortable and luxurious stay at the Ilikai Hotel. Located on the 14th floor, you'll enjoying watching the sun set over the ocean from the private lanai or unwind with the calming view of the...
Relax in Your 2 Amazing Units w/Partial Ocean Views, Pool, Minutes to Honolulu
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...
Ilikai Hotel Lite #1603: Studio condo with Mountain Views
**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...
Luxury Condo at Waikiki Landmark – 2BR/2BA with Lanai, Pool & Prime Location!
This Honolulu condo boasts 2 inviting bedrooms, featuring 1 king bed and 1 queen bed. The peaceful ambiance of this charming property is perfect for guests looking to unwind and relax. With 2 bathrooms equipped with amenities like a bathtub, bidet, and jetted bathtub,...
Lanikai Ola Nani: Majestic Retreat, Close to Bch, Designer Details, Views!
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.Discover Lanikai Ola Nani, an exquisitely...
Ala Moana Hotel 24th FL R0 Ocean View 2 Double Beds
Summary:Aloha, Welcome to Ala Moana Hotel 24** Ala Moana is a centrally located hotel. Walking distance via Sky Bridge access to Ala Moana Mall – The world’s largest mall. Incredibly convenient with dining options and Ala Moana Beach & Park. Hilton Hawaiian Village...
Regency on Beachwalk City View 1 Bedroom
Ideally located near Waikiki Beach, this inviting one-bedroom condo comfortably accommodates up to four guests and offers all the comforts of home.• Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker, toaster, cookware and...
Partial Ocean View! 1 Block from Waikiki Beach
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay with you friend , partner and family. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapiolani Park.You can enjoy a walk while feeling the...
Sky Ala Moana #1701: Modern 2BR Condo w/ Ocean Views & Resort Amenities
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.Located in the brand-new Sky Ala Moana...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
Super location, free parking, 24hr security.
Min stay is 30 days.Panoramic Waikiki View from a high-floor studio condominium. Full kitchen, washer, and dryer in the unit, free parking, and Wi-Fi. Gym, Pool, Jacuzzi, Sauna, Barbecue area, large deck area.Waikiki Beach is across the street. Please ask if you like to...
Amazing Sunset Views, Minutes to the Beach, Free WIFI!
This 6th floor condo is situated with a beautiful view of the ocean overlooking the yacht harbor at the Ilikai Marina. You'll LOVE waking up to the beautiful and calming view of the ocean and relax as the sun sets over the yacht harbor. Don't forget about the Friday...
Serene Island Condo w/ Mountain View and pkng
This 1-bedroom condo in the heart of Waikiki offers a spacious open layout that can sleep up to 4 people. The unit is fully equipped with a kitchen that has all the appliances you need to cook up a meal, as well as a lounge area with comfortable seating. The Waikiki...