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.
North Shore Barefoot Hideaway -- come relax with us!
NUC Registration # 1990/NUC-1967TMK # 1570010270146Welcome to our one bedroom, 2 bath condo at Kuilima Estates East. We are an easy 5 minute walk to the beaches by the Turtle Bay Resort. This clean and comfortable condo has a king bed in the master, pull out couch in...
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...
Beach Villas at KoOlina Oceanviews
Summary:My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks....Beach Villas at KoOlina is one of the most beautiful get-a-ways in Hawaii!Paradise Cove Luau is moments away too!. You’ll...
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Aloha from Waikiki! We are a short-term vacation rental company, we are not part of the hotel. 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...
Lucky you! Penthouse with 1 bedroom, stunning sea views, great amenities, sleeps 5
Stunning inside and out! From the moment you enter this uniquely decorated safari-themed condo, you'll feel the exciting difference. Step out on the spacious lanai to feast your eyes on the expansive ocean panorama from Diamond Head to a peek of the Pink Lady. Prepare...
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...
Imperial Hotel at the Waikiki Beach Walk Penthouse
PLEASE READ THIS IN IT'S ENTIRETY......Hawaii Tax ID #TA-137-632-1536-01 & GE-137-632-1536-01 TMK/Parcel# 260020140286 Address: 205 Lewers St Unit C/12B, Honolulu, HI 96815Located atop the newly remodeled Imperial Hotel at the Waikiki Beach Walk! New salt water rooftop...
Deluxe Waikiki Ocean Front Suite - Ilikai
Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...
Ocean-Sunset Views Designer Condo at The Watermark w/Great Building Amenities
This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals.3/6/23: BUILDING POOL CLOSURE TENTATIVELY FROM 4/6/23 - 5/23/23ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA...
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...
SPECIAL DISCOUNT PRICE!Great Family 3BR OceanView of Waikiki Beach&Free PARKING
TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees after...
Stunning Ocean View 1BR Condo - Free Parking!
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...
Renovated Condo on Golf Course
ALOHA! This beautiful ocean inspired condo is perfect for a romantic retreat or a solo getaway! It's bright and clean, and stocked with all you should need for a great stay! Located in the Turtle Bay Area, it's very close to beaches (about a 5 minute walk), golf course,...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
The Gold Coast of Waikiki
Beautifully furnished 750 square ft. condo in an oceanfront building, secured parking.Fabulous 1 bedroom 1 bath condo that sleeps four( 2 adults and 2 children) ( king bed, and a comfortable pull-out sofa bed). The owner spared no decor for the full kitchen and granite...
*Your Perfect Home * Charming 2BR/2BA Apartment with Full Kitchen, W/D & AC
Take advantage of our Rental in Kailua Oahu, and enjoy a family style atmosphere where you are provided with all of the comforts of home.Whether it be barbecuing under the covered lanai, or taking a walk to award winning Kailua beach, there is something here for...
Ocean & Ocean View-Fully Equipped Condo at the Fabulous Ilikai
Aug 20 to end of Sep Special! we always have a one month minimum, at a great price. Just type in your dates and you will receive our special rate. The world famous Ilikai Hotel is a resort type property with hotel rooms and condos, 2 pools, shops and restaurants. Condos...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is...
Incredible View! Great Location! Awesome High Rise Condo!
This remodeled 27th floor 1 BR condo offers a spectacular panoramic view that spans from Diamond Head to Waikiki Beach to the city lights of Honolulu. It is located in the Waikiki Sunset Resort, which is less than a block and a half to the beach, a 5 minute walk. The...
An Absolute, Perfect Paradise and Affordable
If you are looking for Paradise, this is IT. The location of this Little Cottage is 30 feet out the front door to the most beautiful sandy beach. The snorkeling and fishing are exciting. There is a pool on the property, exercise room, Bar-B-Q area and parking. This...
Secluded Luxury At The Beach!
Aloha! This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset. On the lanai, you have the feeling of being on a cruise ship, looking down directly into the ocean. The constant sounds of the...
Waikiki Cozy Apartment, 2 Bedrooms, FREE parking, Sleep 6
Aloha 🌺 Make your stay memorable at our island lifestyle legal vacation rental! Newly renovated 2 bedrooms with pool view, prime location in Waikiki, Honolulu, near the beaches, canal, golf course, Ala Moana & Royal Hawaiian Shopping Center, International...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...
HONU KAI HIDEAWAY
Honu Kai Hideaway is like a treehouse with views of ocean, golf course and mountains. We are nestled among the trees and lush landscaping of the spectacular Turtle Bay Resort, an 880 acre tropical paradise. Our Hideaway is the perfect blend of tropical seclusion amidst...
1-bedroom apartment just 11 minutes walk to Ala Moana Center
Discover the core of vibrant Waikiki and enjoy a genuine Hawaiian vacation in our cozy one-bedroom flat. Nestled just a short 11-minute walk from the renowned Ala Moana Center and 13 minutes from the vibrant Waikiki Beach Walk, you'll be surrounded by the best that...
Perfect Location In Waikiki, Near Beach, Shopping, and Dining!
If you're looking for your get-away spot, look no further. This condo located within the Ilikai Hotel on the 4th floor is perfect for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai at watch the surfers riding the...
North Shore Oahu Beachfront Condo, 2BR / 2BA
This fully equipped, ocean front, condo unit is located in Waialua on the beautiful north shore of Oahu. The minimum stay is 30 days at a rate of $185 per day or $5,550.The mountain side master bedroom features a queen size, comfort foam pillow top bed, full on-suite...
Hale `A`ohe ~ The House of Ease
Cozy Ground-Floor Studio at Ku'ilima Estates East – Short Distance to The Ritz-Carlton at Turtle BayRelax and unwind in this charming ground-floor studio at Ku'ilima Estates East, nestled within the beautiful grounds of Turtle Bay Resort on Oahu’s famous North...
1BR Ocean View Condo with King Bed & Free Parking
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...
North shore living! Walking distance to Hale’iwa town. Private lanai, AC, WiFi.
30 day minimum! Welcome to north shore living! This comfortable, vibrant beach house upstairs unit has everything you need plus more for an amazing vacation. Enjoy ice cold AC after a long day at the beach, a fun, private lanai with a hammock overlooking beautiful views...
WELLCOME TO LOVELY CONDO 2 BEDS 2 BATHS FREE PARKING IN WAIKIKI BEACH
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Modern, Ocean View In a Great Location In Waikiki!
NEWS FLASH! This condo has recently removed the carpet & install LUXURY vinyl flooring! Modern and elegant in style, this updated and spacious condo will ensure a comfortable and luxurious stay at the Ilikai Hotel. Located on the 4th floor, you'll enjoying watching the...
18FL Partial Ocean View, Close 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...
Centrally Located Vacation Rental in Waikiki!
Make this nifty Honolulu vacation rental the backdrop to your family’s relaxing getaway with its community pool, well-equipped kitchen, Smart cable TV, and fantastic location! Look forward to being within walking distance of Waikiki’s entertainment hub, from...
Zen Oasis Waikiki - Oceanfront Penthouse
*Oceanfront*Walk to Waikiki and Ala Moana beaches & shops*Panoramic, unobstructed ocean views*Custom artisan-crafted decor*King bed*Luxurious, pristine linens*Tropical flowers & plants*New beach chairs, wagon, cooler, towels*Gourmet kitchen stocked with coffee, tea,...
Renovated Ocean View Suite, Near Beach + Free Parking
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 Oceanfront House on a Secret Beach with Spacious Yard and Amazing Views
Beautiful Country Beach House in Laie, Hawaii. Our Spacious property has all you need for your extended family retreat. Located on a gated oceanfront property our guests enjoy privacy and seclusion. The highlight of our property is its oceanfront location. We have...
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
This is a Beautiful and Spacious apartment in a truly unique location on Oahu...An uncrowded stunning beach on the Sunny/Dry Leeward side of the island. This 4th floor, 1250 sq ft. unit includes a private wrap-around lanai where you can relax and take in the...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet, and 1...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
Breathtaking Ocean and Yacht Harbor Views! #1482
Hawaii Taxpayer License #TA-004-847-0016-01The Ilikai Marina Hotel/Condominium does NOT have a pool but it is just a hop, skip and a jump away from the beach so most guests do not find this an inconvenience. A public parking garage is located within the building and...
Pacific Monarch Top Floor Condo with Ocean, Diamond Head and Mountain Views!
Step into your own slice of paradise in this beautifully appointed 23rd-floor retreat at Pacific Monarch. Designed for those who crave both luxury and the relaxed spirit of island living, this one-bedroom escape offers a serene atmosphere with stunning views of...
Ocean & Park Views from spacious Waikiki Beach Queen Studio with WiFi, AC
Legally Permitted Nightly Vacation Rental ✈Waikiki Grand Hotel®134 Kapahulu Ave 512☀Watch the sunrise over Diamond Head, the sunset over the ocean and the body boarders ripping through waves from the condo’s giant opening glass wall, lanai bar table or lay in the...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! We are a short term vacation rental company, we are not part of the hotel. This condo is Budget-Friendly and has great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center,...
Penthouse With Fabulous Ocean View Near 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...
Beautiful Waikiki Ocean/Sunset View! Pool, Kitchen
Ilikai #1629 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 16th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful...
Cozy, Modern Waikiki Condo in the Heart of Waikiki
Welcome to our cozy studio condo in the heart of Waikiki. Our central location makes it easy to explore all the sights and entertainment that Waikiki has to offer and is just minutes from world famous Waikiki Beach. With a fully equipped kitchen with everything you need...
Diamond Head Views! Freshly renovated! A/C, Parking and Wi-Fi Included!
Waikiki Banyan #2603-T1 – 201 Ohua Ave.Fresh and modern, you'll love the feel of this contemporary one-bedroom air-conditioned suite (533 sq.ft. plus lanai with table and chairs) with NEW furnishings and window coverings throughout at Waikiki Banyan! 4-person max.The...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...