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.
Turtle Bay Hale Lani - Kuilima Estates East
This beautiful, modern 1 bedroom w/loft bath and a half. Upgraded unit has new kitchen cabinets & appliances, ceramic tile floors and granite countertops. The extended living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well. Window a/c in...
Island Life Retreat-Ocean Front-Beach Access
BEACHFRONT • GROUND FLOOR • WALK-OUT Step straight from your lanai onto a quiet stretch of white sand—your own authentic Hawaiian paradise. The reef-protected turquoise waters are calm and perfect for swimming, paddleboarding, kayaking, or simply floating in the...
Hilton Hawaiian Village- Spacious Two Bedroom Suite!
Concierge Realty is proud to present luxury villas at Hilton Hawaii VillageWe are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
Extraordinary Listing on the Block!!! 2 Story Condo Renovated!
ALOHA! Kind Note: Our beautiful 2BD + Loft has been upgraded with a brand-new 36,000 BTU high-efficiency Mitsubishi split A/C unit in the loft area. This HVAC enhancement is part of our ongoing commitment to providing a cooler, more comfortable, and enjoyable stay for...
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...
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...
Elegant Laie Home- Walk to the beach! 30 day rentals
Experience True Island Living in this Spacious Laie RetreatWelcome to your perfect Hawaiian getaway! This beautiful home, in a friendly neighborhood offers everything your group needs for a relaxing and memorable stay. Cook up family meals in the fully equipped kitchen,...
Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6
Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...
Front Row Seat in this Luxury Condo, Ocean, Yacht Harbor, Fireworks, Restaurants
Check out our calendar for all the fun-filled dates available! Choose the 'You Found Paradise' luxury condo for a stay that's not just a vacation – it's an adventure! Why settle for the ordinary when you can embrace the extraordinary in our newly revamped condo?Step...
Ko Olina Beach Villas O521: Luxury Ocean View, 3 Bedrooms & Grand Lanai
Welcome to Ko Olina Beach Villas O521 by Gather, an exquisite luxury home nestled in the renowned Ko Olina Resort, offering an idyllic Hawaii escape. This beachfront villa with its stunning views is the epitome of island living. This three bedroom, three bathroom villa...
Turtle Bay - Relax In Paradise - Kuilima Estates West
Aloha ! Welcome to my condo located at 57-101 Kuilima Dr. Kahuku Hawaii 96712. My condo is clean, well maintained, and comes with many amenities . Some amenities are Tennis rackets, bodyboards, snorkel and mask sets , beach towels, beach chairs, and more. Full access to...
The Cove Waikiki Condo w/Full Kitchen by the Beach and Free Parking/WiFi
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.One of the newest building in Waikiki is The Cove Waikiki. This 2 bedroom and 1 bathroom condo is still...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Experience one of the best views in the iconic Ilikai Hotel & Luxury Suites! From the 15th floor, enjoy an unobstructed panoramic vista of the yacht harbor, the sparkling ocean, and Ala Moana Beach Park. Dine on the lanai while you watch the breathtaking Hawaiian...
5 minutes from Waikiki Beach, Ocean Views, Free Parking, Wifi & Cable TV
Waikiki is Hawaii's number one tourist destination. The penthouse condo has ocean views and is steps away from Waikiki Beach and has a partial view of the iconic slopes of Diamond Head Crater. It is a short walk to the Hilton Hawaiian Village, Hale Koa and Royal...
North Shore Beachfront Condominium 30 day rental period
Haleiwa Surf condominium located just a few feet from the beach to enjoy drinks, meals and sunsets on your own spacious balcony.This Condominium is 'tropical' style with modern amenities including cable TV and fast internet connection. .The beach is ideal for...
The Pineapple Place, A gorgeous 9th floor Waikiki Apartment + Pool & Spa
Be close to the beach with the whole family at this stylish 1 bedroom central Waikiki apartment.When it comes to top locations with great views, The Pacific Monarch really stands out.This modern & stylish 1 bedroom apartment goes above & beyond usual...
Magic North Shore Beach House 30 day rental PCC BYU
Summary:This cozy beach house is backed directly up to your own private beach walking trails beautiful palm trees surround you. Located within a short distance of the Polynesian Culture Center and BYU-Hawaii and downtown and great food and within a short drive of the...
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
Spacious 2 bedroom, 2 bath, 1 free parking with world famous ocean view!!
Spacious 2 bedroom, 2 bath, 1 FREE parking unit with world famous ocean view!!!Be on vacation every day!! Direct Ocean & Sunset views of Waikiki Beach!!! Swim and Surf directly across the street of just watch the Surfers go by from the lanai! Spacious 2 bedroom, 2 bath...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Spacious Ilikai Studio with one FREE parking/Wi-Fi and Marina/Ocean Views!
Ilikai #341 – 1777 Ala Moana Blvd.For those who prefer a lower floor and still enjoy great marina and Pacific Ocean views, you'll love this inviting 3rd floor studio at the Ilikai, the Waikiki landmark made world-famous by Hawaii Five-O! Enjoy your morning coffee or a...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Waterfront Home near Beach. Peaceful Community w/ Swimming Pool and Boat Dock
Experience Oahu like a Kama'aina (local) in this 3 bedroom, 2 1/2 bath waterfront home. Safe community. Views from every room. Private lanai, BBQ grill, community pool, and boat dock. Walk to dining, shopping, bars, farmers market, hiking, beaches. 5 minutes drive to...
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
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 View Rare Condo at the Waikiki Banyan by the Beach with Parking
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.09/18/24: BUILDING NOTICE: Please be advise the building working on elevators, there will be 3 working elevators for each tower.03/24/25:...
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Waipuna Hale: Oceanfront Cottage w/Panoramic Views, Yard, & Private Beach Access
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.Welcome to Waipuna Cottage, a charming...
Lucky You! 2 Lanais! Breezy studio, so close to beach,
Lucky you! This breezy, roomy studio is ideally located .. walk steps out the front door to all the eating and shops you need, or, walk out the back door and be at the beach in less than 5 minutes! This tropical themed studio has a comfortable double bed, a bathroom...
Luxurious Ocean view 2-bed/2-bath condo with Pool, Wi-Fi, Parking.
Waikiki Beach Tower #1804 – 2470 Kalakaua Ave.You'll feel at home, right across the street from the best swimming and surfing beach — world famous Waikiki Beach! This beautiful 2-bedroom, 2-bath Waikiki Beach Tower condo with central air conditioning has 1092 square...
Ocean View Lanai and an Easy 5-10 min. walk to beach! Sleeps 4.
Waikiki Park Heights #1705 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the attention to detail in this renovated one-bedroom condo with ocean views and central A/C! With 488 sqft (plus 60 sqft balcony/lanai with table...
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...
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at...
Hale Aina ~ Home of the Land
Welcome to Hale Luana ~ The House of Comfort and Ease, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming vacation rental offers a perfect blend of comfort, luxury, and convenience, making it an ideal getaway for families and couples alike. Step...
Beachfront Penthouse - Newly Renovated!!!
Immaculate, newly renovated, ocean front condo- relaxing retreat for couples!This beautiful newly renovated penthouse unit is a tropical paradise that offers a tranquil and perfect Hawaii escape. Designed and furnished by Archipelago Hawaii, one of Hawaii's top interior...
Oahu's North Shore Welcomes You With True Aloha Spirit
This deluxe condo located at beautiful Turtle Bay with two world class signature golf courses, tennis courts, and pool with barbecue grills, just outside your door. A leisurely ten minute walk away you'll find great restaurants, and you can enjoy the sunset at the...
Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, 1990/NUC-1780 and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, TA-179-906-2528-01. TMK.Welcome to "Kailua...
An Aloha condo in the heart of Waikiki-5 minutes to beach, parking, AC,WiFi incl
Aloha 🌺STR: 1735Expiry: 05/23/2026Tax Map Key: 260250050038Max. Occupancy: 2 in main bedroom (2 double beds) and 2 in living room (queen size sofa bed) *NO PETS ALLOWED.** No outdoor recreation deck, pool, hot tubs, playground and bbq area until July 2026.Location:...
High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great...
Ilikai Hotel - Perfect Waikiki Getaway! Overlooking The Mountains & City Lights!
If you're looking for an AMAZING deal in the most sought after location, look no further! This comfortable unit is located on the 12th floor of the Ilikai Hotel. Enjoy the tropical island breeze from your spacious lanai while taking in the city lights!KITCHEN-...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise!...
#03 Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
LEGAL LICENSED SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2059 LICENSE# 90/TVU-0004 TAX MAP KEY: 1-5-7-005:007 This home is NOT affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Unobstructed Diamond Head and Ocean Views!
Waikiki Banyan #3511-T1 – 201 Ohua Ave.Unobstructed panoramic views of Diamond Head, the Pacific Ocean, and the Gold Coast from this 35th floor unit! Modern and contemporary, this air-conditioned condo has tasteful Hawaiian touches, 533 sq.ft. plus lanai with table...
Paradise Found! Private Lanai! Ocean view!<br>Compare our prices!!
Book today this amazing view room on the 7th floor of The Waikiki Grand. The Ocean/Beach , Diamond Head, Kapiolani Park and the Honolulu Zoo provide stunning views from your private lanai!Compare prices and book today....
Absolutely Oceanfront - Free Parking - Full Kitchen- full disability access.
Direct ocean-facing view not out the side of a building or looking over another balcony. On a high floor above the street noises and restaurants below.Great Location at the beginning of Waikiki and away from congested areas.Walking distance to beaches, restaurants, and...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with separate kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling sound-proofing...
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto...
Spacious Studio Located In Waikiki, Close To Beach!
Condo updated in December 2023 with new paint, renovated shower and all new furniture! Equipped with a new 50" SMART TV, you'll enjoy the comforts of home while appreciating the great views of the city below.KITCHEN- Refrigerator- Range/Oven- Microwave- Dinnerware,...
A Gem btw Mountain & Ocean
Refresh your soul with your eyes lifted up to the mountain and ocean! This newly built dwelling has been fully furnished for your retreat! AC, TV, queen bed, nightstands with dimmable touch-controlled lamps. We have added other details and we hope you will enjoy it. We...