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.
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee
Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...
Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis
Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...
A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons Resort,...
Center of Waikiki - 1 Bedroom 3 Queen Size Beds
THOUGHTFULLY CURATED BY OWNER/ARCHITECT TO CREATE A STRONG SENSE OF BELONGING.YOUR ULTIMATE HAWAIIAN RETREAT IN THE HEART OF WAIKIKI31st-floor corner unit in the Island Colony Aqua hotel building. You are in the CENTER of Waikiki, surrounded by shops and shopping...
Oceanfront Spacious Condo Sleeps 3 Stunning Ocean, Tropical Beach and Bay Views
Sans Souci 503/504.Stay comfortably in Honolulu at this large 1-bedroom Oceanfront condo with HD TV and Amazon Firestick. The bedroom features a new comfortable queen bed, and there are 1.5 well lit bathrooms with ample soft white cotton towels . In addition, there is a...
18FL Charming air conditioned apartment in Waikiki with scenic view from lanai
This superb apartment in Honolulu is a cool retreat for guests looking to unwind. With modern amenities like heating, AC, an iron, and a hair dryer, this lovely space offers a queen bed, sitting area Smart tv Wifi and a cozy bathroom with a walk in shower supplied with...
Just a couple houses away from the nicest beach on the island.
This rental is across the street from one of the nicest beaches on the island. Don't take our word for it check out the pictures of Waimanalo Beach and Bellows Beach. Kitchen has everything you need and opens up to a dinning table to enjoy your meals or you can take...
*Affordable Island Getaway with private yard *
We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...
KoOlina Beach Club Oceanfront Resort
Please choose a Friday through Sunday check-in for a 7 night stay. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435.Rates are set for...
Your Waikīkī vacation begins in this deluxe one-bedroom one-bathroom ocean view suite, which was updated in 2015. You’ll love the kitchen, which has lovely wooden cabinetry, stainless steel appliances, and a view! You’ll also have indoor eat-in dining for four, which...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...
Hale Mokulua: Lanikai Multi-Home Estate - Sleeps 14
Welcome to Hale Mokulua; an exclusive, quiet and private home adjacent to the spectacular blue waters of Lanikai Beach. With 3 separate living spaces, this remodeled Lanikai home accommodates up to 14 guests. The main house of consists of 3 bedrooms, 3.5 baths with an...
City-View Waikiki Beach Condo - Free Parking!
Who needs an ocean view when you can have majestic green mountains, blue skies, and lively street views from the 17th floor of Ilikai condo? Plus, you might even catch a rainbow or two! This cozy 500 sq. foot condo may not have a wall separating the bedroom from the...
Place in Paradise - Kailua Beach Oceanfront Vacation Home
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1802 It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
SEArider TWO at Turtle Bay (1 bedroom / 1 bath) - Kuilima Estates East
Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal...
Jewel Villa in Ko Olina Resort
This newly renovated, luxurious Villa is nestled in the quiet resort of Ko Olina. This Villa has 3 bedrooms and can sleep up to 6 guests. Choose to spend your days on the Ko Olina Championship golf course, one of the four lagoons on the beach, or eat at any of the...
Welcome to Park Lane, an exquisite residential resort community conveniently located in the heart of Honolulu (direct elevator access to the world-class Ala Moana Shopping Center and across the street from Ala Moana Beach Park). The elegantly designed 3 bedroom, 3.5...
Honu Hale Waikiki: 2BDR Spacious Panoramic View
Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 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 6th-floor beachfront studio is a favorite with return guests! You'll feel right at home in this cozy rental...
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...
Three Bedroom Villa at The Beach Villas at Ko' Olina
* Book with confidence! This vacation rental is a LEGAL Oahu vacation Rental Operating in a Resort Zoned District and is not affected by passage of Bill 89. This Luxury Condo is a spacious and beautiful 3 bedroom, 3 bath, professionally decorated Villa with a beautiful...
Incredible Highrise Views! | Heart of Town
Enjoy breathtaking ocean views in this recently completely remodeled hotel condo, perfectly located next to Ala Moana Mall and across from Ala Moana Beach Park. Ideal for up to 4 guests, the condo features two double beds, a functional kitchenette, and a private lanai....
Amazing Oceanview at Beach Villas at Ko Olina
Looking to enjoying your vacation up close and personal with Hawaii's beautiful beaches and ocean? This oceanfront villa is the one for you! You'll be impressed with the spectacular unobstructed ocean view. It's one of the rare villas that is situated in the resort so...
Foster Tower Ocean Front One Bedroom w/direct Ocean Views
Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a true sense of home in Hawaii. The open-concept layout is bathed in natural light, creating an inviting space to unwind...
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
!New Remodel Oceanview Waikiki AlaWai AlaMoana
New remodeled private, high rise studio in a secured apartment on Niu Street (Waikiki) with ocean view, Diamond head, city light, Ala Wai Canal view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in...
Marriott's Ko Olina Beach Club - Luxury 2 Bedroom Villa
Marriott’s Ko Olina Beach Club is situated on the beautiful Western shore of Oahu, where waterfalls and fountains welcome you as you drive under the port- cochere. Just 30 minutes from Honolulu, this beach front oasis is secluded and peaceful. Surrounded by seven...
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 Luxury 2bed 2bath with Ocean Views and Easy Parking
Great care was taken in creating this comfortable, practical, and modern luxury home with ocean views from every room. Materials, colors and features uncommon in a rental were thoughtfully combined to create a unique, calm environment for relaxing. This is living well...
Waikiki Surfer's Paradise! Classy Studio w/Parking
Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing, sightseeing or beach fun. The west facing lanai boasts partial ocean, city and mountain views. On Friday nights enjoy the...
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...
Amazing Ocean Views, Game Room & Modern Design | Aloha Breeze 932 by AvantStay
Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
Luxury 30th floor 2 bedroom condo in Waikiki
Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to Waikiki shopping. Beautiful view from 30th floor balcony. 24hr security. Japanese bidet. The list goes on.
Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...
Waikiki Beach Studio Condo..Minutes to Beaches! Great Value.
Aloha and welcome to the ideal Waikiki studio Condo rental getaway in Waikiki...just a short stroll to incredible beaches! Ideally located at the start of Waikiki, near the marina, we are close to everything for your vacaction getaway. World-class shopping & wonderful...
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access
Nestled within the tranquil Ko Olina Resort, Ko Olina Kai 1061F by Gather is a beautifully designed ground-floor villa that embodies the spirit of island living. With two bedrooms, two full bathrooms, and 1,144 square feet of comfortable interior space, this...
Hilton Hawaiian Village Lagoon
Beautiful two-bedroom two bath, city view 1,025 sq. ft. suite that features one king bed in the master bedroom, bathroom with standard shower/tub combination and TOTO washlet, the guest bedroom is furnished with two twin beds or two double beds, and a bathroom with...
Charming 1 bdr in LAIE Private yard and entrance! 5 minute walk to Hukilau beach
Located in a prime spot in Laie. 5 minute walk to famous Hukilau beach. Message if you have any questions. One bedroom attached unit with living room, kitchenette and full bathroom. Private yard and entrance. The whole group will enjoy easy access to everything from...
North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.
Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...
Beautifully Remodeled studio Makaha Valley Towers
Beautifully remodeled studio apartment with breathtaking views of the mountains and ocean. The Makaha Valley Towers is located in the scenic Makaha Valley and is minutes away from Makaha Surfing Beach. The area is known for its quiet, relaxed atmosphere. There are...
Ko Olina Resort Beach Oasis- Ground Floor 2 bedroom Condo, Near Pool, sleeps 4
Coming to Ko Olina for a full month? Come stay in a great condo with a prime location at Ko Olina Kai gated community.This is a wonderful 1,144 sq. ft. two bedroom ground floor end-unit condo, within a 8 to 10 minute walk to the beach lagoons, and directly behind the...
Oahu Family cabin_Oceanview and Beach Fun
★Pool with Ocean View★: Community center pool where kids can play and adults can chill.★Mountain View★: Discover a peaceful escape with stunning vistas.★Beach 5 Min★: A sandy beach just 5 minutes away, perfect for family fun and relaxation.★Golf★: Enjoy a nearby golf...
15% off March & April 2025! Luxury Penthouse - Ocean, Beach & Pool View!
Welcome to our luxurious paradise retreat at Ko Olina Beach Villas, where relaxation meets first-class amenities. This impeccably maintained penthouse in the Beach Tower offers breathtaking views of the ocean, beach, and lagoon pools—a true tropical haven designed for...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki!
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Newly Remodeled Ocean View 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...
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed, 1 queen bed, 2 full beds and another queen queen blow up bed that can be use in the living room, perfect for a group getaway. With 2 bathrooms equipped with hair dryers and...
North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!
. "Hale Ohana", our secluded, luxury beach house has stunning 180 degree views of the breathtaking Haleiwa coastline and tranquil countryside. 45 minutes from Honolulu, but it feels like you're a world away in your own little piece of paradise. Relax on outdoor deck or...
Honu Hideaway Studio at Royal Garden | Lanai Oasis
This gorgeous Waikiki studio is located at the beginning of Waikiki with easy access to some of the best Oahu has to offer. At the luxurious “Royal Garden” building, guests are free to enjoy the gardens, pool, sauna, BBQ grills, fitness center, 24/7 laundry room with...