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.
Ko Olina Luxurious Ocean view 2 Bedroom 2 Bath Beach Villa
"This family friendly, luxurious 2 bedroom 2 bathroom condo has everything you need to relax and enjoy your time in Hawaii looking out at the pool and the ocean. Nothing was spared in this beautiful, open concept beach villa condo. If you desire the best of Hawaiian...
Waikiki Studio | Balcony + Pool Access
Nestled near Waikiki Beach, this bright and modern studio offers a peaceful retreat just minutes from world-class shopping, nightlife, and iconic surf spots. Enjoy a private balcony with city and mountain views, a cozy queen bed, and a kitchenette for quick meals....
Tranquil Ocean View Condo!
A beautiful place in a great location! World-famous Queens and Waikiki Beach is just a 1-minute walk from our building. Dozens of restaurants, shops, and activities are within walking distance. Food options range from food trucks to fine dining. The world-class shopping...
Spectacular 2BR 2BA Parking + Pool
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
BEACHFRONT ESCAPE AT FAMOUS MAKAHA BEACH - Native Hawaiian-Owned Condo
Aloha! Looking for sunshine, surf, and serenity? This cozy second-floor studio at Makaha Shores offers sweeping views of world-famous Makaha Beach—perfect for snowbirds, retirees, couples, adventurers, and small families alike.Just steps from the sand, this Native...
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....
Makaha 4 BR/2BA Ocean & Mountain Views home - 0.4 miles from Makaha Beach Park.
4 BR, 2 BA home with Ocean & Mountain views. Wake up to the fresh ocean air and splashing waves. Goats frolicking in the Waianae mountain range. Modern, clean and spacious home. Located in a quiet, well-established Makaha neighborhood just a few minutes walk from Famous...
Kaimana Beach Hotel | Classic Queen | Beachfront Getaway
Tucked at the serene end of Waikiki, Kaimana Beach Hotel offers direct beachfront access, steps from Kapiolani Park and beneath Diamond Head. The Classic Queen is a cozy retreat with a plush bed and breezy island-inspired design. It's perfect for solo travelers or...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Spread out with the whole family in this spacious two-bedroom suite.Mountain View Two Bedroom Villa, Bedroom 1: 1 King, Bedroom 2: 2 Twin, Sofa bed, Bathrooms: 2, Full kitchen, Microwave, 1280sqft/115sqm, Living/sitting area, Dining area, Separate dining room, Separate...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it's a short walk to...
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,...
Spacious 2-Bedroom, Perfect Location In Wakiki, Located Near The Beach, Shopping
Soar above the city in this spacious 2-bedroom, 2-bathroom condo on the 36th floor of Discovery Bay, offering stunning panoramic views of the Pacific Ocean. This beautifully furnished unit features a king bed in the primary bedroom and a queen bed in the second bedroom,...
Step Out into Waikiki: Homely Hotel Perfect for Family Retreat | Outdoor Pool
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Maile Hale
Maile Lei Hale is the perfect getaway for the Hawaiian vacation , Very spacious and unique surrounded by a dreamy island vibe 4 bedrooms 3 bath , full kitchen , pool , outside shower , tv room & kitchenette . more pictures coming soon
Breathtaking View Room w/ Access to Infinity Pool
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...
Charming bed & breakfast in upscale Ewa Beach with WiFi
You’ll be charmed by this adorable place to stay. An upscale Ewa Beach neighborhood offering furnished private room with separate shared bathroom in shared house for nightly stay.Room includes closet, fan, bed, WiFi, tv, continental style breakfast. Single occupancy...
Beautiful Home near Waikiki, w/ Car Rental and On-site Parking (4 Guests Max)
Aloha~I would like to welcome you into my apartment. Normally I would be living in one of the bedrooms of this 2-bedroom apartment. But I will be traveling during the month of June 2023, so this apartment (except for my bed room) will be entirely yours in 2023 June :)....
"Windjammer" Studio w/FREE parking & Full Kitchen
Our Premium WINDJAMMER 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%...
Executive Honolulu Home with Spectacular View
This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter tops and all the utensils you...
Comfortable, Spacious with Great Location in Waikiki!
1 Bedroom Ocean View on the 9th Floor of Discovery Bay! Fully equipped and furnished condo with complete kitchen including dishwasher and built-in microwave. Unit has been recently updated with new furnishings and artwork and new refrigerator and range. The remodeled...
30 Day Rental in Waikiki with Parking!
Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & 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.Aloha and welcome to Kealoha Tropical Beach...
2nd Floor Beachfront 1 Bedroom Apt. Sans Souci 204
Monthly Rental.Treat yourself to this spacious 1 bedroom 2nd floor apartment above the golden sands of Kaimana Beach on Honolulu's Gold Coast.With a great private lanai that looks out over the beach and Pacific ocean, relaxing will not be an issue. The sound of the...
1 Bedroom Suite, The Modern Resort & Spa, Honolulu
Enjoy the glamour of this stylish, upscale place. Enjoy Hawaii's capital in style at the Modern Honolulu! Guests have access to a variety of amenities, including a fitness center, gift shop, several restaurants, two swimming pools, full-service spa, concierge service,...
One of a kind designer renovated condo/central AC/full kitchen
NEW LISTING at the LOW INTRO RATE!ONE OF A KIND COMPLETE DESIGNER RENOVATION!BY FAR THE BEST LOOKING and SPACE EFFICIENT UNIT IN THE BUILDING!We're accepting reservations on an on-going basis.Superb Location on the water!Completely remodeled with no expense spared condo...
Monthly Discovery Bay 1403 1 Bedroom Ocean / Sunset / Marina / City Views Queen Bed, Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, 1 Bed Room, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Ocean Views from High Rise, Tasteful and...
Ohana Adventure🌺 3 Beach front properties
*30-day rental. Please inquire.Secluded Beachfront Estate – A Mid-Century Modern Retreat on Oahu’s North ShoreEscape to this private beachfront estate on the North Shore that blends modern luxury with vintage Hawaiian charm. Perfect for large families or groups,...
Luxurious five-bedroom modern retreat
This five-bedroom home inHonolulu offers a blend of modern design and tranquil vibes. The spacious interior features an open-concept living area .The kitchen is modern and functional, with sleek finishes and ample storage. The master suite provides a serene retreat....
*New Building 2 bd/2ba Parking & Pool| 30 day min
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat!Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
Coconut Plantation 1074-1: Luxury Resort Home Easy Walk to Ko Olina Lagoon
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...
Oahu Dream! 3 Amazing Units, Pool, Minutes to Waikiki Aquarium, Waikiki 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...
Sans Souci Unit 903 - Studio
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
Aloha from Waikiki! 3 Partial Ocean View Units, Pool, Waikiki 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...
Country Escape
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the top of the Pupukea highlands, your hiking and cycling activities will be enhanced by the cool mountain air and lack...
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...
Perched at Pearl Harbor
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
2 bed 2 bath Hawaii Kai Getaway
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen, spacious living & dining area, master bedroom, 2nd bedroom, and a 2nd bathroom. The master bathroom features a vanity with...
Amazing Ocean view studio Inn on the park 21st floor（1month~）
studio/1bed / Excellent access to major sightseeing spots! The unit with a great view overlooking the sea. You can see the Fort de Russy Park and enjoy the view from the 21st floor overlooking the sea beyond. There are 7-Eleven and ABC stores nearby, it's so...
A Sweeter than a Suite
Rather than take our words for it, I’ll let Therese who recently stayed at our place express and describe in her own words her true experience staying in one of our guest room....March of 2019Eddie and Harumi and their family is what I love is all about. Smile’s,...
Monthly Discovery Bay 3801 2 Bedroom Luxury Wrap Around Ocean / Sunset / Marina
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 MO Min.Sweeping Ocean Views from High Rise, 2 bedroom, Tasteful and Clean, Completely...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Shark's Cove Ocean View Deck near Pipeline 2BR
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.
Ocean Villa Emilie – Contemporary Luxury with Panoramic Views in Honolulu
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.Ocean Villa Emilie by Gather is a newly built,...
Villa Bianca: Oceanfront Elegance w/ BBQ, Lanai, Stunning Ocean & Sunset 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.Nestled in the picturesque town of Haleiwa,...
~Flexible 30-Day Stay for Short or Long Visits~
We welcome guests looking for flexible monthly stays. While the minimum booking period is 30 days, you are free to enjoy a shorter stay within that time frame. Please inquire for details. Our newly renovated attached cottage is located between Sunset Beach & V-land one...
Suite By the Sea - a bright and sparkling Apartment
Welcome to our new private studio apartment, where comfort and convenience await you. This hidden gem boasts a well-equipped kitchenette, perfect for preparing your favorite meals. Nestled just a short stroll away from the breathtaking Kailua Beach, you'll find yourself...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
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 Kai Lani Luxury 6D by Gather, a...
Ocean-Front Renovated Condo with Amazing sunset, WiFi, fitness room, pools, more
Newly renovated beautiful space. Clean-lined design. Fall asleep with the sound of ocean. Whale watching during winter from the balcony. Swim with sea turtles in the semi-private beach cove. Well maintained 2 clean pools. Away from the tourists and enjoy amazingly...
Spacious Suite With Office (Unit A)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beach
Our high floor with amazing view of diamond head, city skyline and partial ocean views is located in the heart of Waikiki. It's fully furnished 1br/1bath with 2 beds that can accommodate up to 4 guests comfortably. Fully equipped kitchen with everything you need to...