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.
Family sized condo minutes walk from beach and golf course in Ko Olina Kai.
HOA rules (for ALL residential condos in Ko Olina, not just ours!) restrict rentals to 1x/30 days and Hawaii State Laws requires stays of 30 days or longer.This comfortable and spacious villa can accommodate 6 guests in a gated community with its own private pool. it is...
Beautifully Furnished, New Renovation, A/C, Mtn/Ocean View, beach/golf/hiking!
Condo, 1 Bedroom, 1 Bath, Sleeps 2-4, Children welcome, Air Condition Enter the gates of Makaha Valley Towers to a luxury resort feeling! The immaculately landscaped secluded grounds will welcome you like any Five Star Resort. This facility offers around-the-clock...
Coastal Ko' Olina Townhome - Walk to Beaches!
Find lush tropical landscapes, top-class resort amenities, and proximity to tons of historical sites at this 2-bedroom, 2-bathroom townhome. This Ko' Olina vacation rental is within walking distance of the crystal clear waters of multiple coves and beaches. Grab the...
Oceanfront Corner unit Condo , Hawaiian Princess
The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of Paradise is situated on a beautiful 1/2 mile quiet , natural sand beach. There is great snorkeling and breathtaking ocean and...
Spacious 2BR Partial Ocean View O410 Resort Living at Ko Olina Beach Villas
Luxurious Condo - 2 bedroom(1 King size bed, 2 twin-size beds, and a pullout sofa bed.) , 2 bath, full kitchen Sleeps 6This 2-bedroom luxury villa is located on the 4th floor of the Ocean Tower facing the Aulani hotel and mountains . It is easy to access to the pools,...
BEACHFRONT LEGAL PRINCESS CONDO VIEW FREE PKG/WIFI, POOL,HOT TUB,TENNIS/PICKLE 6
*See AC info below please!FREE PARKING & HI-SPEED WIFI! NO RESORT FEES!BEACHFRONT! AWESOME! 180º UNOBSTRUCTED OCEAN & SUNSET VIEWS! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO THAT SLEEPS 4! POOL, HOT TUB, TENNIS, PICKLE BALL, PING PONG—2 OUTSIDE SHOWERS & BBQ...
Zen Home with AC, Pool, Near Kailua Beach
Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting...
Family friendly home in Hauula; steps from beach
30 day rentals. Contact host for details.Escape to our serene retreat just steps away from the beautiful Kaipapa‘u Beach. Nestled within a resort-like community, our spacious 5-bedroom, 3-bathroom haven offers tranquility and comfort. With a king bed, 3 queen beds, a...
Marriott KoOlina Beach Club, TWO Bedroom, Oceanfront Resort
Please choose a Friday through Sunday check-in for a 7-night stay. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Traveling with 2-4 people? Take a look at our STUDIO ad on VRBO:VRBO #1012183...
Newly Renovated 1BR w/ King Bed & Great Ocean View
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...
Hot Deal! Turtle Bay Villas 205/206 by Gather w/ Shared Pool, Spa, AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience the ultimate Hawaiian getaway at the Ocean Villas at Turtle Bay. This spacious four-bedroom lockout consists of...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
Upscale Executive Retreat--Newly Renovated and Air Conditioning!
This newly renovated upscale condo is stunning! All new bathrooms, kitchen, flooring, and furnishings. Condo is very clean and comfortable and gets a great breeze, and we also have AC. We are located on the ocean facing section of the complex. Your comfort and...
Tradewind Bungalow, in Kailua on Oahu
Attractive, ground floor, 2 bedroom 1 bathroom unit with a separate living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is...
Ocean Front-Ocean View Condo Free Parking & Beach Gear
Great condo, awesome view and it includes free parking ($29/night value) and the best selection of free beach gear in Waikiki. One of the best ocean view apartments in Waikiki, ideally located and the best equipped, with everything you will need to have a wonderful...
Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views
Immerse yourself in the epitome of luxury at Ko Olina Beach Villas O1004 by Gather, a stunning two-bedroom, two-bathroom penthouse perched on the tenth floor of the Ocean Tower. Designed for up to four guests, this villa offers panoramic views of the ocean, golf course,...
Waikiki Banyan OCEAN VIEW REMODELED - "Ohana Suite" , free parking, lots of amenities!
Elevate your Hawaiian experience to cloud nine (or rather, the 10th floor) in our Tower 1 property, fitted with two exceptionally comfortable queen beds. Every comfort imaginable, whether it's cooking a meal, BBQing on the 6th floor or enjoying a movie in, we have...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Welcome to Ko Olina Beach Villas O224 by Gather, an inviting two-bedroom, two-bathroom villa located in the prestigious Ko Olina Resort on Oahu’s sunny west side. Situated on the second floor of the Ocean Tower, this elegant retreat offers the perfect blend of...
Welcome to Nalani, which means the “The Heavens” License # 840291500050
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every single room. Perfect to unwind, relax, and enjoy nature at its best. 6 minutes away to Oahu’s hidden treasure where you...
Luxury Ilikai Condo, 2/2, sleep 7, Direct Ocean Front, Fireworks every Friday!
2 Bedroom, 2 Bath Condo With 2 balconies with ocean views from every room!New Luxury Renovations completed September 2020!!!This luxury beach-themed condo offers dramatic ocean and lagoon views that can be enjoyed from every room. Spectacular sunsets! Enjoy fireworks...
Great for Families! Partial Ocean/Canal/Diamond Head Views! Pool, Wi-Fi, Prkg
Fairway Villa #2217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Your Home Away from Home! Enjoy this recently remodeled contemporary two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with great views! Sleeps up to...
Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.
100's of reviews available. Contact host. This elegant villa is located on the 4th floor of the Beach Tower just one back from direct oceanfront. Close to the waters edge at Lagoon 2, it boasts an ideal location nestled above the lagoon pool/BBQ/beach bar area and...
Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C
300 feet from the Exquisite Waimanalo Beach. Fully furnished 3 bedroom, 2.5 bath home with everything you need for an ideal Hawaiian vacation! We are delighted to be able to continue to provide a truly Aloha spirit inspired vacation to new friends of our ever-growing...
2200. 30 nights. Just add 17.96% tax. No fees. Parking & cleaning included
Special $$ 3/14/24 - 5/31/24. DISCOUNTED PRICE DUE EXTERIOR BUILDING PAINTING. Check in/out any time. Quote will include fees WILL REMOVE prior to payment for this period.REGISTERED, LEGAL RENTAL PROPERTY/TA-025-807-8720-01 . Accepting 30 day, or longer rentals. FREE...
Partial Ocean and Colorful Sunset Views!
Waikiki Shore #408 – 2161 Kalia Rd.Just another day in paradise! Imagine stepping right from the building onto world famous Waikiki Beach! You'll enjoy your stay in this 4th floor partial ocean-view condo (706 interior sqft and 124-sqft lanai with table and chairs)....
Location, Location, Parking, Kitchen, Remodeled
W Hotel inspired design in this newly remodeled and fully upgraded designer condo at a value price. Everything is new. Traverine floors throughout. The kitchen includes granite counter tops Italian glass tile back splash, and dishwasher. The bath includes a vessel sink...
BEAUTIFUL HOUSE WITH 7/AC,BED ROOMS AND OCEAN VIEW
Location: Hauula, North Oahu, Oahu, Hawaii, USA (LOCATED TWO MILES EAST OF THE POLYNESIAN CULTURAL CENTRE) Accommodations: House, 7 air-condition Bedrooms + Convertible bed(s), 3 full Baths (Sleeps 9-18)Keywords: 7/AC Bed Rooms HouseFIVE STAR EXPERIENCE FOR A FRACTION...
Quaint Lanikai Cottage! Such a gem!
This is a legally established property, please read below for more info...This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and...
The Bungalow at Waimea Bay Point
Our cozy North Shore Waimea Bay Point, 3 bedroom bungalow sits just a minutes walk away from two different world class white sand beaches and is centrally located on the most prime shoreline location of Oahu's North Shore. The ocean zone in front of the property is a...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
North shore beachfront villa on Ke-iki beach
ALOHA!Welcome to our beachfront villa!This three bedroom home is located in a gated community fronting Ke-Iki beach, famous for its sand, surf and sunsets. It's also a great place to catch a glimpse of Humpback whales and spinner dolphins passing in the far-off waters....
Kaaawa Home With Mountain View’s - 30 Day Min
This Hawaiian home gives you the best of both worlds, nestled up close to the Koolau mountains with an ocean view. The house will accommodate 6 guests. Incl 3 bd/1ba, a kitchen & plenty of living space. We aim to make this space feel like your home away from home. If...
Haleiwa Beachfront Condo. Perfect Peaceful Paradise!
E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...
Turtle Bay Villa 310: Beachfront with Shared Pool, Spa & AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
Makaha on the Beach-Back in Time =Direct Oceanfront & Cove
Only 1 opening in 2025 & 2026 September available 30 night minimum2027 has 1 July 13th- August 23rd.Located on a Golden Sandy Beach Cove, we are direct Ocean & Cove front. A rare find, one of the few where sea turtles rest daily. You can see the beach & turtles from the...
Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi, Pool!
Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai with table and chairs) has one of the most breathtaking panoramic ocean views in Waikiki, plus an unobstructed Diamond...
Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi
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.Let your dream tropical vacation begin when...
Turtle Bay Oceanview Beachfront Villa # 211
TMK #: 570010130032, GE-124-431-5648-02, TA-124-431-5648-02, Permit#: 2301-CCH-1024See other host fees compared to ours3 Bedroom Ocean Villa at Turtle Bay Resort VillaPrime beachfront and oceanfront location with ocean views. Beds for 6-8, 3 bedrooms, 2 full baths. New...
Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool
https://youtube.com/watch?v=F0l15thrQpsIsland architecture offers year round resort-type lifestyle. A Guest House (2 bed/2 bath) with salt water swimming pool (separating it from the main house) can accommodate 4 guests comfortably. All rooms have decks with incredible...
Fully Renovated Corner Unit a Block to Waikiki Beach!
Ni'ihau Apartments #505 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2019) from...
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is outfitted with top-of-the-line furniture and appliances, including a comfy Stearns & Foster California King bed, 60" Sony...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
PICTURESQUE LAGOON & OCEAN VIEWS
Beautiful views are seen from anywhere in this newly redecorated condominium. Sliding glass doors give access to two spacious lanais where views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Ala Wai Yacht Harbor. This amazing, 1000sq.ft, ocean-view condominium,...
Hale Pumehana O-1202 stunning views and comfort
The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...
Hale Healani B-705 Stunning Views of the ocean Free Parking
Oceanview Luxury Villa at Ko OlinaWelcome to your oceanview beach villa at the exclusive Beach Villas at Ko Olina. Surrounded by lush koi ponds, waterfalls, a lagoon pool with a sand beach, an infinity lap pool, and multiple hot tubs, this resort offers privacy and...
Hawaiian Aloha Treasures 808 2 Bedroom Suite
Check out our website https://www.hawaiianalohatreasures808.com/book-apartment/ for discounts when booking with 2 or more cultural experiences!Quaint and cozy 2 bedroom with living room/kitchen area and full bath located in a safe, country neighborhood next to the Pride...
Absolutely Oceanfront/ SimpleRuralHome/ AC rooms/ 30 day rental
**This home is offered as a monthly rental, however full month occupancy is not required. Please "Contact Host" to see if your dates are available.For the traveller seeking a more authentic experience of Hawai`i is Hale Makani Kai, "home of the gentle ocean breeze."...
37th Floor! Waikiki Ocean View
Hawaii registration #: TA-194-151-2192-01 & GE-194-151-2192-01The condo unit is located just over a block from Waikiki beach. It is in the heart of the world-famous Waikiki Beach and steps away from shopping area, coffee shops, restaurants, entertainment, Honolulu zoo,...
Hale Lokelani O-403 elegance and beauty to relax
The Beach Villas at Ko Olina is the ultimate getaway, perfectly situated oceanfront on the second lagoon in the exclusive Ko Olina Resort. This luxurious property combines tranquility and convenience, located next door to Disney’s Aulani yet far enough from the crowds...