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.
2 Bedrooms: Great Ocean Corner View 28F A + B
Take a break and unwind at this peaceful oasis.Experience the inviting charm of our breezy unit with breathtaking Mountain View, luxury sheets, pillows, and refreshing air conditioning.Exceptional location near the convention center, our property offers easy access to...
Brand New Rental Direct Ocean Front Ko Olina Beach Villas
First time in rental pool! Owner previously used it as a vacation home only, barely occupied during the year.This ocean front 4th floor Beach Villa is located on Ko Olina Resort's pristine 2nd Lagoon in the Beach Tower which is closest to the beach. One of 14 true...
WG5 Ocean Oasis Across World Famous Waikiki Beach
Greetings and welcome to your stay at the premier spot in Waikiki! Situated just moments away from Waikiki Beach, indulge in breathtaking panoramic vistas of Diamond Head and the ocean right from your private lanai. Relish in dining at the lanai table while soaking in...
Unobstructed Mountain View 1Bd Free Parking+Lanai
Aloha! Enjoy this cozy and modern condo just steps away from World Famous Waikiki Beach in the beautiful Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen sofa bed in the living room, and a Full kitchen. The building...
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...
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.✦ Cleaning services...
Dreamy Waikiki Condo, Steps to Beach, Free Parking
Aloha! Welcome to our stunning boutique corner unit condo steps away from Waikiki beach! The location is truly best in class. Dine, swim, surf and shop all within walking distance. This unit is a 100% legal VRBO rental. You will be staying at a beautifully renovated...
@ Marbella Lane – Scenic Ocean & LagoonView Studio
Summary:Enjoy stunning lagoon and ocean views from your private lanai in this stylish Honolulu condo. Designed for comfort, the space features a fully equipped kitchen, air conditioning, and complimentary Wi-Fi. Guests can also enjoy resort-style amenities, including...
Oceanfront Penthouse on Maili Beach
BEACHFRONT LIVING - Experience living on the Blue Pacific Ocean, guaranteed sunset every evening, waves lapping you to sleep at night. Heated pool, ONE free parking, night security. Sweeping views of the Waianae Coast and mountain range. 40-45 minutes from the...
Waikiki Cozy and Spacious Studio with Balcony
Relax at Luana Waikiki Hotel and Suites, a newly renovated, spacious unit. Conveniently located near the entrance of the iconic Waikiki strip, a short walk to Waikiki Beach, shopping, dining, and the Convention Center.It comes with one queen bed & one queen sofa bed,...
Charming 2-bedroom condo with Ocean views!
🌴🏠 Welcome to Your Slice of Paradise in Waikiki! 🏠🌴Available from September 15 - December 31Escape to your dream condo nestled in the heart of Waikiki, where breathtaking ocean and harbor views await you at every turn. This cozy yet luxurious retreat offers the perfect...
Studio in the HEART of Waikiki! Steps to the BEACH with Full Kitchenette
Experience Paradise in Waikiki!Welcome to Hale Luana at Bamboo Waikiki! Imagine enjoying your morning coffee or a tropical evening beverage in the Hawaiian breeze, from your private lanai (patio) before you head out to explore Waikiki. Look no further than Hale...
Aqua Aloha Surf Waikiki 1013 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1013 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Executive Honolulu Home with Spectacular View- Monthly Rental Only
This is a minimum 30 day rental of the upstairs portion of this property which is street level. This private and separate 3 bedroom home has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great...
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...
Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo
Welcome to Kai Lani 21C by Gather, an elegantly upgraded upstairs condo located in the pristine Ko Olina Resort. Offered as a monthly rental, this home provides a luxurious escape framed by unobstructed Pacific Ocean views, sophisticated interiors, and direct access to...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Yacht Harbor View on the 16th Floor!Construction Notice: Exterior spall repair and painting work is currently scheduled from 3/2/2026 - 3/13/2026. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Ilikai Hotel Lite #742: 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 PM,...
[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...
Wyndham at Waikiki Beach Walk Deluxe 2-Bed Room
This memorable condo including a full kitchen and dining area is the perfect home base for your trip to Honolulu. With a king in the master bedroom, two double beds in the guest bedroom, plus a cozy living room featuring a sofa bed, guests have plenty of space to relax....
Pesthouse 1 Bedroom Ala Moana Condominium, City / Partial Ocean from Lanai
Penthouse Unit on the 33rd Floor, with Beautiful City View & a Partial Ocean View from Lanai at Ala Moana Condominium.The unit has everything you might need for a convenient like home stay!It has a full kitchen to prepare your dinner, a big bathroom with a bathtub &...
WB36F-09 Panoramic Views - Large Modern Suite, Free Parking
Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 36 floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen...
Kai Lani Gem by Ko Olina and Disney Aulani Resort with Fabulous Amenities
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 Kai Lani at Ko Olina, an exclusive gated community located just before the main entrance to the...
12th Floor 1 Bedroom Condo on the Beach at Sans Souci
Welcome to our Beautiful Queen Bedroom Beachfront condo.Located on the 12th floor above the golden sands of Kaimana Beach at Sans Souci.Relax on our private Lanai with the cool Pacific Ocean breezes and watch the Turtles swim in the Aqua Marine waters.This monthly...
Aqua Aloha Surf Waikiki 1112 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1112 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & Hiking
Just a short stroll from turquoise water and powder-soft sand, Hale Alapi‘i Lanikai Getaway by Gather is a serene 4-bedroom, 3-bath retreat set in Kailua’s coveted Lanikai neighborhood. Recently renovated interiors meet breezy outdoor living, surrounded by tropical...
37th Fl Penthouse | King Bed | AC | Ocean View
Prime, high-floor, corner unit with unobstructed ocean and Diamond Head views. Enjoy Hawaii island living with all the comforts of home!This private 2-bedroom, 2-bathroom is within walking distance to Waikiki Beach, Waikiki Zoo, Waikiki Shell, Royal Hawaiian Shopping...
Diamond Head Luxury Beachfront Estate
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one...
RARE find! Stunning Views! 3-BR house with pool, WiFi, AC in quiet Honolulu area
Discover the beauty of Honolulu from this 3-bedroom artists' home. This property features 1 king bed, 1 queen bed, and 1 bunk bed, 3.5 bathrooms including 3 bathtubs and 2 bidets - perfect for families or friends traveling together. Guests can relax and unwind in the...
7th Fl Ilikai 2BR Condo | King Bed | Pool | City View
Welcome to your corner end-unit at the iconic Ilikai Hotel, where vibrant city views meet the best of Waikīkī living. From your suite, take in sparkling skyline views while enjoying the comfort and privacy of a resort-style retreat.Step outside and you’re immersed in...
Aqua Aloha Surf Waikiki 806 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 806 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Waikiki Shore Ocean View 2Bedroom 2Bath
This rare ocean view two bedroom, two bath condo offers a front row seat to Waikiki Beach. Located in the only condo building right on the shoreline, it’s perfect for up to six guests looking for space, comfort, and unbeatable beach access.Ocean View 2 Bedroom 2...
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
Hawaiian Pakele-Ocean View Estate
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Ocean Villa Emilie – Contemporary Luxury with Panoramic Views in Honolulu
Ocean Villa Emilie is a newly built architectural masterpiece on the oceanfront along Kalanianaole Highway in Honolulu. Designed with bold steel, glass, and sculptural concrete, this contemporary villa delivers a seamless fusion of modern luxury, panoramic views, and...
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,...
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...
Live Local Waikiki 2 Bed Condo - New Listing Special
Live like a local in Waikiki. This delightful condo on a tree-lined street overlooks the mountains and Ala Wai. With 2 bedrooms and 2 baths, it has all the amenities you need, including in-unit laundry, a Toto bidet, a dedicated workspace, and ample lanai for outdoor...
RG16 Modern Oasis with Great Canal Mountain View
Welcome to Royal Garden at 440 Olohana St., your home in the heart of vibrant Waikiki. The Royal Garden offers convenient proximity to various attractions. Enjoy a brief walk to Luxury Row on the Waikiki `Strip,` and both the Ala Moana Shopping Center and Hawaii...
Turtle House by AvantStay | Oceanfront Group Retreat w/ Patio + Views
Please note this property is only available for stays of 30 nights or longer.Welcome to Turtle House, your luxurious oceanfront escape on the stunning island of Oahu! Step into your outdoor paradise with sprawling lawns, a spacious patio, and a deck offering mesmerizing...
Waikiki Luxe Ocean Retreat 28F – 1 Parking
Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 28th floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen...
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 5-10min...
Ko Olina Kai Getaway • Gated Condo Near Beach w/Pool & Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...
Manoa Royal Retreat by Gather | Luxury 9-Acre Estate w/ Pool, Views & Trails
Manoa Royal Retreat is a rare 9-acre Honolulu estate where contemporary design meets lush Hawaiian mountain serenity. This three-story sanctuary sits high above the city with unobstructed views of the ocean, coastline, mountains, and sunsets. Designed by award-winning...
EC15 Chic Downtown Honolulu Retreat – Free Parking
Experience Honolulu in style from our 15th-floor one-bedroom suite! Sleep soundly on a King bed or cozy up on the sofa bed, perfect for 4. Free WiFi and cable for endless entertainment. Walk to Walmart, Ross, and 7-Eleven. Dine at top spots nearby. Unwind in the large...
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
In the quaint exclusive neighborhood of Lanikai, our quiet place sets back off the road. It’s a beautifully remodeled house. Beautiful Lanikai Beachhouse newly remodeled December 2022. Rarely available. New fresh paint, new floors, new beds, new mattress, new kitchen...
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Beach escape NorthShore 1BR Unit OceanView
NOTE: There's ongoing(as of November 2021) building construction that may cause noise and some areas closed during your stay. Working hours between 9am-2:30PM(Mon-Fri).This is a beautiful area of Oahu, which takes you away from the crowds of town yet you are close to...