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.
Alii Villas#340 Gorgeous Top floor Condo, Ocean Views, Nice Updates!
This top floor Alii Villas condo, Unit #340, has NEW owners and a NEW look. It welcomes visitors with a bright, clean, open air floor plan that boasts a large lanai facing the ocean. Watch the beautiful western evening sky from your balcony or join other guests, as they...
Go Back In Time To The Real Hawaii And The Ultimate Getaway.
Beautiful ocean views surround you in this romantic cottage on a secluded, white, sandy beach. Relax in comfort and listen to the waves gently breaking on a distant reef. Sunrises and moonrises on the horizon will surprise and amaze you. This cozy 500 sq. ft. beachfront...
Coconut Plantation 1078-3: Spacious 4BR Haven, Quick Walk to Ko Olina Amenities
As of 07/14/2025Scheduled Maintenance Notice – Coconut Plantation 1078-3Please be advised of upcoming building maintenance:- August 28–Sep 08, 2025: Lanai painting and elastomeric deck coating. Expect noise, limited lanai access, and on-site workers. Please remove...
Kona Condo - Ocean Front Complex - Amazing Ocean View & Beach View !!!
Thanks for your inquiry on our Kona Condo. Our unit, B25, is a comfortable one bedroom, one bath unit that is located on the 3rd floor of the Oceanfront Kona Reef Complex. Be sure to check the 360 video tour to see the features and a complete tour of this lovely unit....
Steps from the Beach Family Retreat w/Free Parking in Boutique Style Building
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 2nd Floor (NO pool and NO elevators)Living Room:- Sofa Sleeper- Flat screen TV- Free WIFI-...
Toast Paradise! Ocean View Suite w/Kitchen, Washer/Dryer – Waikīkī Shore #1202
This ultra spacious deluxe two-bedroom two-bathroom suite offers expansive views of the Pacific Ocean from your furnished lanai. From the moment you step inside you’ll feel like you’re in paradise. Enjoy a full-size kitchen with white wooden cabinetry, stainless...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.🏝Escape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat &...
Breathtaking Diamond Head and Sunrise Views!
Ohua #7E – 250 Ohua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll create wonderful vacation memories in this beautiful vacation rental with breathtaking Diamond Head views! 6-person max.Small pool on property. Close to world-class...
Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona
Welcome to your dream getaway at Kona Reef. This newly renovated, modern 1-bedroom, 1-bathroom condo offers breathtaking ocean and beach views, creating the perfect escape for couples or solo travelers seeking relaxation and adventure.Why You’ll Love Opihi Suite✔...
Turtle Bay 1br/1 bath condo - Kuilima Estates West
NUC #: 90/TVU-0268 - TMK 5-7-001:029-0195 or 57001029 - TAX IDs: TA-213-950-4640-01 & GE-213-950-4640-01Turtle Bay 1br/1 bath condo. Just relisted after a 2 year hiatus. Tile floors throughout, full size futon, 42” HD TV, Roku, wifi. Adequate sized living room,...
Ilikai 526 2br/2ba Prime Ocean & Lagoon Views
NICE OCEAN VIEWS! STEPS TO WAIKIKI BEACH. 2 bedrooms, 2 full bathrooms, two 120 sqft lanais, 1,000 interior sqft. Walking distance to parks, Ala Moana shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The Ilikai Suites are located at the...
Clean studio in the heart of Waikiki!!
Sweeping views at this 34th floor condo over looking Ala wai canal, city and mountain view.Convenient location on the edge of Waikiki close to Ala Moana Beach Park, Ala Moana Shopping Center, Waikiki restaurants/bars/nightlife, and much more! Unit 3406 is Separated into...
GREAT location! Marina view! Washer/Dryer, AC, FREE Wi-Fi and Parking!
Discovery Bay #1509-Endeavor Tower – 1778 Ala Moana Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This spacious, 724 sq.ft. one-bedroom corner unit at Discovery Bay (Endeavor Tower) has central A/C, an open 128 sq.ft. balcony/lanai...
Palms at Waikiki: Remodeled Studio Suite - 702
This newly remodeled suite at the Palms at Waikiki is situated at the edge of of Waikiki and just steps to the beach. Conveniently located near shops and dining, you'll have everything you need within arm's reach for your stay in paradise. The studio is complete with...
Studio w/Partial Ocean View & Free Wifi!
Remodeled 7th floor studio at the Aqua Palms Waikiki with a partial ocean view! This studio can accommodate up to 4 guests with 1 king size bed and one queen size sleeper sofa. In-room conveniences include a Mini-fridge, Microwave, Coffee Maker, Flat Screen TV/Cable,...
Sea Breeze Retreat at Turtle Bay - Kuilima Estates West
Aloha and welcome to our Sea Breeze retreat, a 2-bedroom, 2.5-bath condo at Turtle Bay! Step outside the living room onto a beautifully manicured lawn overlooking the Fazio Golf Course. This gated condo offers the perfect blend of relaxation and convenience, just a...
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
Beachfront | Sunsets & Sea Turtles - Fall 2022 rate $8700/mt
Ultra High Speed Internet - Desk/Work Space - * Monthly Special Rate. - Tax/fees extra. New VRBO Listing! Reviews can be found on our direct website and other platforms. Please contact us with any questions. HALE KIPUKA Exquisite Beachfront Gem sitting on stunning...
Waikiki Moana Inn
Location, Location, Location. Relax to the gorgeous views of flowing canal waters, or walk to the beach. It's at your fingertips. Built for your comfort, and located for your convenience. Experience windows wrapped around the new corner unit on the 18th floor. 2...
Kona · Pool/Hot Tub/Beach access/AC/Baby friendly
Newly remodeled ground floor unit (no dragging your baggage upstairs!). 15 mins from airport with an ideal downtown Kona location. 5 mins walk to pier, restaurants, bar and shopping. The King Kamehameha beach is 8 mins walk where paddle boards, snorkeling and booze...
Alii Villas #135: Ground Floor, Oceanfront, Remodeled, AC, Incredible Sunsets
Oceanfront Luxury 2 bedroom, 2 bathroom Condo at Alii Villas – Your Perfect Hawaii Getaway. Unit#135 is an incredible unit located in the southern-most oceanfront building and is unique in that it has south-facing coastline views and north-facing city and Kailua Bay...
🌴 Very Comfortable and Spacious Townhome in a Resort Like Community🌴
This bright and spacious townhome offers quiet island living and resort-style amenities a mile from Kahaluu Beach and Kona Country Club. Your 1,778 square-foot townhouse has an open floor plan for bringing the entire ohana together. The living room provides plenty of...
"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West
NO HOST FEES!!!! BOTTOM LINE PRICING!!! Plus Oceanfront Outer Island "Book Ends Tour" PROMO $ 75 PER NIGHT !!! Contact Tom for details. Located amongst a Superior Turtle Bay Resort and centrally located along t he World-Famous North Shore of Oahu, the possibilities and...
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
This lovely, tiled, spacious (300 sq. ft.) studio with large covered lanai and tropical garden view is one of several studios in our Guest House. Wake up in the morning to birds singing and pick papayas from your lanai. Our studio has a comfortable queen bed, sleeper...
Sunny Hawaii BeachFront Property
Welcome to Paradise! Enjoy 180 degree ocean view from the Diamond head to Sunsets. From the 1sr floor you will see the endless views of the Pacific Ocean. Leave the windows open and sleep to soothing crashing waves just a few feet from you and enjoy the cool ocean...
Kona Alii 201: Tropical Oceanfront Condo w/ AC & Pool in Downtown Kona
Situated on iconic Ali‘i Drive in the heart of Kona town, Kona Alii 201 offers a true oceanfront escape just steps from dining, shopping, and the island’s most storied landmarks. This one-bedroom, two-bath condominium features updated interiors and unobstructed...
Beautiful townhome with 2 pools— 5 min from the beach!
The ultimate getaway! Located in between the beautiful Makaha mountains, this newly renovated (2) bedroom / (1) bathroom condo is an oasis in itself. The community is tranquil at all times, peacocks roaming, and gated with 24-hour security. The community features...
Cozy 1-Bedroom at Ilikai Hotel With Ocean Views!
Full kitchen and bathroom renovation completed in December 2023! Enjoy new stainless-steel appliances in the kitchen and a luxury shower experience in the bathroom! This condo is located within the iconic Ilikai Hotel on the 9th floor. You will feel right at home in...
Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed Wifi
The studio is located just steps away from the broadest and sandiest beach in Waikiki, world class shopping and dining.The unit is remodeled, fully equipped studio condo with one full bath. Comfortable Queen size bed and mattress to ensure a good night’s sleep after a...
Waikiki Luxury 2 bedroom Condo (30 Nights Minimum Stay)
Conveniently located in Waikiki with luxury amenities, conveniently located close to all of your favorite restaurants and activities. The beautiful Allure building offers resort style living with a fitness center, pool & spa, and BBQ deck, also has a 24/7 security staff...
Charming hotel room on Kalakaua Ave. Walk to the beach.
Enjoy the vibrant energy of Waikiki in this cozy boutique hotel studio. Steps from the beach and bustling Kalakaua Avenue, this home features a queen bed, kitchenette, private balcony, and access to full resort-style amenities, including a heated pool, BBQ area, and a...
Steps from Magic Sands | Pool, Wi-Fi & Attractions
Summary:Say aloha to your Big Island vacation rental! Welcome to your tropical retreat at White Sands Village, an oceanfront oasis in the heart of Kailua-Kona! Whether you're looking to relax by the pool, explore nearby beaches, or dive into Hawaiian history, this condo...
KKSR#36 SPACIOUS, 3 BED TOWNHOME, SLEEPS 8!!! AIR CONDITIONING!!!!
Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8!!! Newly Remodeled Bathrooms in 2024 with Walk in Showers in Both! Air Conditioning Split Units Installed Throughout Entire unit, all bedrooms, and living room.Upgraded appliances,...
30 seconds to The Ocean! Waikiki Shore, 1 Bedroom with 1 Parking (WS08)
Enjoy in the renovated 1 bedroom in front of the beach!! One free parking is a big plus!Also it has the great access to the beach!! Just 30 seconds walk to the white sandy beach.There is the special gate to the beach only for the Waikiki Shore guests. They have also the...
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several upgrades including new...
Spacious 2 Bedroom Oceanfront Condo with Full Kitchen & 'Wrap around' Lanai
Legally permitted vacation rental - 2947 Kalakaua Ave #501** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 501 at The Diamond Head Beach Hotel - ++New Flooring and Window Treatments added December 2021.++My place...
Charming Beach Suite w/Kitchen–Waikīkī Shore 416
Castle Waikīkī Shore #416: This one-bedroom, one-bathroom minimalist modern-contemporary suite will provide you, your family, or friends with plenty of space to relax in the heart of Waikiki. Relax on your furnished lanai as you take in the ocean breeze and views of...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
Hale Kauka ~ House of the Artist - Kuilima Estates East
Hale Kauka – Artist’s Retreat on the Fazio Golf Course at The Ritz-Carlton at Turtle Bay Step into the world of art and relaxation at Hale Kauka, a beautifully designed, spacious one-bedroom, two-bathroom ground-floor condo on Oahu’s North Shore. Every detail in...
KONA PACIFIC CONDO--Walking distance to town, near amenities!
Experience Kona as you stay at our Kona Pacific Condo, located minutes from town, and many amenities. The condo sleeps up to 4, is fully equipped and turnkey, hoping to make your stay comfortable. No car is necessary if you are planning to stay in Historic Kailua...
Waterfall House | 4 Bed, 3.5 Bath
Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....
Rare Unique Corner Unit 180 degree Ocean Canal View-34th Floor with Full Kitchen
Your Best Vacation Stay Here! The 180 degree view is incredible from this spacious studio condo on the 34th Floor of the Hawaiian Monarch Hotel, just a short walk from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in...
Hale Kona Kai 409 - Find your Beach with Kona Beach Properties
Find your beach with Kona Beach Properties! This oceanfront property offers a nice view of the ocean and of the beautifully landscaped grounds of the Royal Kona Resort next door. The ocean is teeming with life! Sit on your lanai and watch spinning dolphins year around...
BIG APRIL,MAY DISCOUNT, PANORAMIC WRAP-AROUND OCEANFRONT CORNER UNIT 2 BALCONIES
1240 SQ FT. CORNER OCEANFRONT CONDO WITH TWO HUGE BALCONIES WITH WRAP-AROUND BREATH TAKING PANORAMIC OCEAN FRONT VIEWS---ALL EXTERIOR WALLS ARE GLASS --- FULL OCEAN VIEWS OF BEACH, LAGOON, YACHT HARBOR FROM EVERY ROOM. NEWLY REMODELED STAINLESS STEEL KITCHEN, GLASS TOP...
Marina Hawaii Vacations - Beautiful 180 Degree Ocean Views!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This 10th floor unit completed renovations in...
Contemporary Studio 1 minute to the Ocean!
Best Location! direct ocean fronting at historical Alii Drive. This unit is totally upgraded with tropical island theme. We are 15 mins from Kona airport and surrounded by farmers market, outdoor eateries, restaurants, live music!
City-view Ilikai Hotel one-bedroom Condo on the 10th Floor
This beautifully renovated condo has been completely transformed with brand-new appliances, modern furniture, upgraded flooring, and more! Experience luxury and comfort during your stay. Situated on the city side of the building, you'll enjoy refreshing tropical breezes...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
Fairways at Ko Olina 18C welcomes you with the ease of ground-floor living and serene fairway views in one of Oahu’s most sought-after resort communities. Recently remodeled, this 2-bedroom, 2-bath condo blends comfort, convenience, and access to the best of Ko Olina,...
Holoholo Hale by Gather w/ Marina Views, Jacuzzi, AC, & Nearby Beaches
Welcome to Holoholo Hale, a private waterfront retreat tucked into the peaceful marina community of Hawaii Kai in South Oahu. This single-level home pairs open, contemporary living spaces with tranquil outdoor areas designed for relaxation and gathering. With four...