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 Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)
Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...
Ko Olina Beach Villas B602 by Gather: Beachfront Villa w/ Sensational Views
Discover the ultimate in island luxury at Ko Olina Beach Villas B602 by Gather, a two-bedroom, two-bathroom villa nestled on Oahu’s serene west coast. Located within the prestigious Ko Olina Resort, this sixth-floor villa combines elegant design with breathtaking...
Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel
Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...
Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking
Aloha E Komo Mai. Welcome to Waikiki Banyan Rental, our vacation rental condo at the Waikiki Banyan.Our unit is a LEGAL short term vacation rental at the Waikiki Banyan. (Registered with the C&C of Honolulu, Permit # 2212-CCH-0749).The Waikiki Banyan is one of Waikiki's...
LUXURY GOLF COURSE FRONTAGE HOME "D", MODERN CLEAN, GATED, Nr. JBPHH, CAMP SMITH
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visting construction teams...
Renovated Steps to the Beach Cottage in Ewa Beach Serene Home w/Full Kitchen
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Ewa Beach House is located at 91-293 Ewa Beach Road.A Hawaiian beach house away from home ensures...
Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen
Nestled in the beachside community of Lanikai, Kailua, this fully furnished home is over 1400 square feet of island style living. Beautifully yet simply decorated, this unit is the whole upper half of the main house. The entrance is at mid-floor level with a Brazilian...
Marina Hawaii Vacations - Best Location In Waikiki! Spacious Studio, Full Kitchen!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina, on the...
Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views
Welcome to Ko Olina Beach Villa B109 by Gather, a luxurious two-bedroom, two-bathroom oceanfront retreat in the prestigious Ko Olina Resort, located in Kapolei, Hawaii. Perfectly designed for up to four guests, this ground-level villa offers seamless indoor-outdoor...
Luxury Beachfront Retreat on Oahu's North Shore - 5 Bedrooms and Ocean Views
Luxury Beachfront Retreat on Oahu's North Shore - 5 Bedrooms, Ocean Views, and Unparalleled Comfort!Welcome to our luxurious 5 bedroom+, 4 bathroom vacation home, nestled on the famous North Shore of Oahu. This custom-built masterpiece, completed in 2018, promises an...
Recent RENO! Fits 6, FREE parking
You & your family or friends will be close to everything at this centrally-located oasis in Waikiki. A couple minutes to the beach, surfing, the lagoon, boating & fishing, hiking, restaurants of every kind, shopping galore, everything Hawaii has to offer for a tropical...
Poolside Waikiki Retreat w/ AC, surfboard storage, walking distance to beach!
Located in the center of Waikiki with amenities like A/C, on premises laundry, and bike & surfboard storage, this spot is a no brainer. Directly across from the *eight foot deep* outdoor pool and patio, and just blocks from the beach, this apartment is truly a piece of...
Dazzling Waikiki Studio+KIng Bed
See reviews at airbnb.com/h/ms2011.This amazing studio has been fully renovated and tastefully decorated for a bright and airy atmosphere. Features a king-size bed, full kitchen, large shower, and the essentials for a comfortable getaway.Enjoy great views of the ocean...
Delightful Contemporary Honolulu Loft w/ AC & Laundry
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Your Honolulu adventure begins at this delightful 1-bedroom...
Beautiful Mountain Views & Steps to Waikiki Beach
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Large Family Retreat on Calm Swimming Beach, A/C
Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with three of the four large...
Mountain, Ocean, Golf Courses in Hawaii!
Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. You are a few minutes' drive to the beach. You can easily explore the most indigenous feel of Hawaii nearby. Surfing, swimming, hiking... there are a lot you can do....
Sky Ala Moana 2307: 1 BR, 1 BA Condominium in Honolulu, Sleeps 4
A stunning 1BR/1BA condo is now open in the brand-new Sky Ala Moana building, where contemporary design meets classic luxury. The unit features a polished living space adorned with tasteful accents, creating an inviting atmosphere for relaxation and entertainment. A...
New! Sans Souci 1004 1B/1B/1P Stunning unit w/ Ocean front view
Sans Souci, located on the southeastern coast of Oahu, Hawaii, is a captivating coastal paradise on Kaimana Beach, near Colony surf condominium, Zoo, Waikiki Beach. Enjoy pristine sandy shores, crystal-clear waters, and lush greenery for sunbathing, swimming, and...
Hale Maluhia - Gorgeous Kaneohe Bay Home
Hale Maluhia (translates to peaceful and serene) is a bright and breezy home nestled in a quiet neighborhood by the bay with easy access to the H-3, Pali and Likelike Hwy. The lush Koolau mountains provide a picturesque backdrop like no other. Tastefully decorated with...
20% off on regular rate! Ocean View Penthouse/ Free Parking.. walk to the beach
** On-site Parking and High Speed Wifi****** 30 Day Minimum Stay. Visit us at www.topofbigsurf.comEnjoy 25% off your monthly stay at this peaceful, fully furnished 1-bedroom condo!Your Peaceful, Stylish Home Base in Waikiki – Ideal for Remote Work + Long-Term...
Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more
Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring 2 queen-size beds and refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store is...
Koohoo Place - Lanikai, Oahu. From here, you can see forever! NEW LISTING.
Two bedroom, two bath private residence at the top of Lanikai with spectacular, panoramic views of the Kailua coastline. Feel on top of the world in this truly unique hilltop bungalow. Nestled just beneath the Lanikai Pillboxes, a popular hiking trail, Ko’oho’o...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
Paradise in Kaneohe: stocked studio near grocery
Escape to your own slice of tropical paradise at this beautifully appointed studio apartment in Kaneohe! Nestled just minutes from stunning Hawaiian beaches, this serene retreat offers the perfect blend of comfort, convenience, and local charm. Whether you're planning a...
Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach
Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of two separate structures- one newly built in 2018, along...
Modern Waikiki Beach Oasis w/ free parking
Aloha! This 550 sq ft 11th floor 1 bedroom in Waikiki Banyan is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. With a city and mountain view from the lanai, this fully updated, air conditioned property is just...
Ilikai 824
Top-of-the-line modern, high-end designer remodel. The direct ocean view will greet you as soon as you open the door! This studio unit boasts a unique feature of separation doors that create a one bedroom atmosphere. The open floor plan sweeps from the full size...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Welcome to Ko Olina Beach Villas B1101 by Gather, a luxurious 11th-floor, two-bedroom, two-bathroom oceanfront villa nestled in the exclusive Ko Olina Beach Villas Resort on Oʻahu’s serene Leeward Coast. Designed for up to six guests, this penthouse-style retreat...
Steps to Waikiki Beach..
The Imperial Hawaii Resort is ideally situated just steps away from world-renowned Waikiki Beach and in the heart of the city’s dining, shopping, and entertainment epicenter. This legacy property has been thoughtfully restored toward reviving its original feel and...
Island Adventure: Minivan Rental, Contact Us
Welcome to Hale Lilikoi, your private paradise on Oahu. Named for the vibrant and sweet lilikoi (passion fruit), this home embodies the passion and beauty of the islands. From the moment you step inside, you'll be captivated by sweeping, panoramic views of the Pacific...
Ocean View Haleiwa Home - EPIC location steps from beach and downtown
The Haleiwa house: your dream home away from home steps from the beach, iconic waves, and downtown Haleiwa. This airy 2 bed, 1 bath apartment includes ocean views from the bedroom and kitchen, and mountain views from your outdoor lanai. From super-fast video-friendly...
Posh & Lavish ... 2 ADJOINING SUITES ... Direct Ocean Views
*************************************************************************************ALL ADULT GUESTS IN YOUR PARTY MUST AGREE TO SEND PHOTO ID AFTER BOOKING CONFIRMATION AND BEFORE ARRIVAL &...
Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!
Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this newly remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi,...
Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!n
♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔...
Watermark Waikiki Unit 901: Luxe Condo w/ Pool, Resort Amenities & Oceanviews
Step into refined island living at Watermark Waikiki Unit 901, a spacious two-bedroom, two-bathroom corner residence in Honolulu’s iconic resort district. From the ninth floor, your lanai frames sweeping views of the ocean, marina, city, mountains, and fiery...
Ko Olina Kai #17: Spacious, Stylish Retreat with Golf Course Views
Tucked along the prestigious 18th Fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #17 is a private retreat where resort living meets the comforts of home. This executive four-bedroom estate within the gated Ko Olina Kai Resort Community offers expansive fairway...
Coconut Plantation by AvantStay | Resort Access, 0.4mi Walk to Beach!
Please note that this home is available for 28+ night stays only.Aloha from Coconut Plantation! Immerse yourself in the island lifestyle at this stunning two-story condo, surrounded by swaying palm trees and lush tropical landscaping. With 4 bedrooms and 3 full...
'Aloha!' Perfect Location, Near Beach, Sun Deck!! Permit Number: 2210-CCH-0039
Aloha! This Beautifully Designed and Just Renovated (April 2023) Large one bedroom condo unit is Tastefully redone to complement its Natural Surroundings. Located closest to the best beaches, this single level (no stairs) ground floor unit has 6 windows and 2 sliding...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
Luxurious Hawaiian Villa Oasis
A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...
Executive Luxury Luxury Home in the Safe Gated Community
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...
Popular Ground Floor 2BR/2BA villa Ko Olina Beach Villas
*Brand new furniture! New couch, new chairs, new coffee table, new stools, new dinning table and chairs and mattresses (As of April, 2025)This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's 2nd...
From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island
Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...
Turtle Bay Fairway Condo - Kuilima Estates East
Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...
Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking
Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....
Spectacular Executive Beachfront Retreat
Waialua Retreat is your home away from home! Located on a quiet residential cul-de-sac, you will truly relax as you dine on the lanai of this spectacular, architecturally designed beachfront home, while taking in amazing sunrises and sunsets. Enjoy panoramic views of...
Nakoa Villa, beach access, A/C
Nakoa Estates offers spacious, modern homes just a short walk from the beach. Photos are representative (finishes and décor may vary), but all homes have similar bed setup, bathrooms, kitchens, and guest capacity. Five bedrooms with portable A/C, 3 full baths, large...
Gorgeous partial Ocean View in the Heart of Waikiki!
Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!
Welcome to your dream retreat in the heart of Ko'Olina! This beautifully remodeled 3-bedroom, 3-bathroom townhome is nestled in the exclusive, gated community of Ko'Olina Kai, offering the perfect blend of luxury, comfort, and island charm.Step inside and be captivated...