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.
Luxury Ko Olina Beach Villa with direct beach view. Sleeps 6.
Premium Beach Villa very close to the beach. B-208 is the closest villa to the beach on the sunset side. Enjoy direct views of the beach and ocean without looking past another lanai. Enjoy added privacy and ocean views on the desired sunset side of the beach tower....
Paradise On the Hill
Located in Kailua on Kalaheo Hillside on a nice quiet street. This is a fully renovated property with beautiful fixtures and air conditioning. Luxury linen and towels provided. Couch and love seat are recliners for maximum relaxation and comfort. The home is open...
2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable
- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...
Crutchfield Estate - Charming Historical Home in Honolulu
This spectacular French Tudor exudes a casual elegance and the comfort of the islands. Inside you will find gleaming wood floors, an elegant fireplace, crown molding and spacious bright rooms. The kitchen is fully equipped with a new refrigerator and dishwasher. Morning...
GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway
If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...
Beach Front Family Vacation on Makaha Beach. A secluded, relaxing beach in Oahu.
What you will find. A 30-day rental that is less crowded, a little unexpected, and truly delightful. The vibe here is RETRO and CHILL. Friends and Family fun await you. Please message us for details as we do not use the VRBO calendar. Located in Makaha Valley Resort...
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality...
Sans Souci Unit 1001 - One Bedroom
Charming, Fully Furnished One Bedroom Unit in the Sans Souci just steps away from the ocean. Unit has a full kitchen and wifi available.Disclosure: All reservations require a 30 day contract. If renting multiple months, a 30 day contract will be necessary for additional...
Makaha Ocean View - 2 bedroom, 1 bath - family friendly
Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...
Unique, Top of the Line Ocean View in Makaha
Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
Hawaii's Number 1 Luxury Condo "Park Lane" (30 Nights Minimum Stay)
Unit 8301 at Park Lane, offers 2 bed, 2.5 bath, spacious and open lanai with a barbecue grill and relax in your own private in-ground spa, over-looking Ala Moana beach park with a special ocean view. The interior is designed by Clifford Planning & Architecture LLC. The...
Steps to beach! Gorgeous renovated partial ocean view condo at Waikiki Shore!
Waikiki Shore #515 – 2161 Kalia Rd.NEW TO OUR INVENTORY! Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled (2023) 5th-floor beachfront studio is a favorite with return...
Panoramic Ocean & Mountain Views -
Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...
Ocean-Beach Front Family Dream Vacation Ewa Beach Home w/Full Beach Access
This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals. ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA approved non-toxic undetectable antimicrobial electrostatic...
North Shore Turtle Bay Hideoutn - Kuilima Estates East
BRAND NEW RENOVATION. This unit backs up to the world famous Fazio golf courses with a beautiful view of the 18th hole from the relaxing lanai. Just a five-minute walk from the beaches at Turtle Bay Resort and access to miles of walking and biking trails. Turtle Bay is...
Hale Aloha at Turtle Bay, Oahu North Shore
NEW Listing!REMODELED in June 2025!Enjoy beautiful North Shore paradise at "Hale Aloha", our lovely Hawaiian beach cottage in prime location at popular Turtle Bay! Full kitchen, spacious living room, and many amenities including swimming pools, BBQ areas, beach...
Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.
Located on the same block as the Fort DeRussy Park, where no other hotels obstruct the fantastic ocean and park views. Our condominium is a studio with kitchenette. It has a two burner cook top, dual purpose microwave oven/ standard oven, mini refrigerator, two cup...
Charming Dolphin Suite with AC in delightful Kailua
Consider this studio your home away from home while you visit Kailua. We hope you enjoy what our place and Kailua has to offer.NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this...
Ko Olina Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)
Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...
Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043
Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of friends, this home is one...
Luxury beachfront villa on a world class beach in Kailua, HI
As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...
KoOlina Luxury Villa ON Beach 3 bedroom & 3 bath; free parking for 2 vehicles
Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...
S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi
Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...
Iconic Diamond Head and Ocean View in Waikiki!
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...
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
This spectacular beachfront home offers two living spaces on the best part of Kailua Beach - known throughout the State as one of the most pristine white sand beaches - the perfect beach home for accommodating groups large and small. Both the main house (5 bedrooms) and...
Beachfront top-floor unit on Oahu's north shore!
LOWEST PRICE YET – 25% OFF FOR JULY 13–AUG 10, 2025! ONLY $130/NIGHT.This remodeled condo is on the top floor of a beachfront complex on Oahu's north shore. Experience the North Shore lifestyle, including breathtaking sunsets, world-class surfing, snorkeling, and...
Charming 1-bedroom condo in awesome Kuilima, Kahuku, Oahu
Beautiful, gated Hawaiian-style condo. Steps to tennis courts and pools! Walk to the beach to surf, snorkel, sun bathe or people watch.Need more space for a wedding party ? Family Reunion?Neighbor units also available! This Kahuku condo boasts 1 inviting bedroom with a...
Comfortable Camping - North Shore Oahu #2
Enjoy this unique, budget-friendly way to stay on Oahu's North Shore! Our tent is nestled among lush greenery with a stunning view of the Ko’olau Mountain range. Experience the beauty of nature without sacrificing comfort! Our tent features a cozy king-sized bed,...
Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!
Aloha! E Komo Mai (Welcome) to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu and conveniently located just 25 minutes from Honolulu! We would love to have you come stay with us!!Our fully equipped luxury 15th-floor penthouse is located in the Ocean...
Marriott KoOlina Beach Club, Beautifully appointed studio with kitchenette.
Please choose a Friday through Sunday check-in for a seven night stay. Quotes are based on resort/Island views. Please ask you agent if you are requesting an alternate view. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty...
40th Floor One Bedroom Condo
Newly developed and completed in Fall 2021, Azure Ala Moana makes the perfect home away from home. Perfect for long term stays- you'll have a spacious full kitchen with dishwasher, full size oven, and a washer and dryer in the condo, and a beautiful view of Sunset....
Beautiful Marina Sunset Views, Located In The Ilikai Hotel!
This condo is located on the 9th floor of the Ilikai Hotel. You'll have amazing views of the Ala Wai Yacht Harbor and Ala Moana Beach Park, with stunning sunset view. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware, Silverware,...
Monthly Discovery Bay 2810 Studio Ocean / Sunset / Marina Views King Bed, Sofa Bed
PANORAMIC Ocean VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise, Tasteful...
Kalo Homes ~ Sunset Retreat
Where adventure meets relaxation: a gated valley retreat with room for the whole family, Makaha Beach just minutes away, and mountain views.Escape to our tropical getaway in the exclusive Mauna Olu Estates, just two miles from world-famous Makaha Beach. Perfect for...
Waikiki Ocean View with AC, Full Kitchen, Washer/Dryer, FREE Parking & Wi-Fi!
Waikiki Skytower #2604 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585 sqft plus private 90-sqft...
Ko Olina Beach Villa Ocean View 3BR/3BA - B907
Penthouse Beach Tower 9th Fl (B907) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 8.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
North Shore Garden Hideaway
This is a newly renovated 2 bedroom apartment on a large gated lot in a very secluded neighborhood on the North Shore. The property is located on a hillside above the ocean, (it is not beach front). It is a 3 minute drive from the property to the famous world class...
Island Adventure: Minivan Rental, Contact Us
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...
Dream of Aloha
— "This property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied." (PER CITY AND COUNTY OF HONOLULU). — This property cannot accommodate long...
Beautiful Oceanfront Condo on West Side of Oahu. Spectacular Sunsets
ALOHA, this beautiful, white sandy beach front home is located, right in front of Turtle Cove Beach. Not to mention, that it is also close to the world famous Makaha Surf Beach. Of course all the beaches on the West side are beautiful and is one of Oahu's best kept...
Coconut Villa Entire home in KoolinanWalking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
Magnificent Ocean View Penthouse, FREE PARKING-n Pool renovation until 2026
Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach house has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 50" flat screen Smart T.V., large lanai facing the ocean,...
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!
ABOUT OUR CONDO: This is a beautiful 2 bedroom, 1 bath condo with vaulted ceilings and two separate lanais, a unique feature in the complex. Located on the third floor, the master bedroom lanai has a gorgeous view of the Makaha Valley mountain range, while the living...
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...
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...
Spacious and Renovated Waikiki Condo With Full Kitchen and Ocean Views
Renovated, clean and spacious studio in Waikiki. Unit is on 38th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full kitchen, full bath and amazing ocean, canal, diamond head and mountain range views. Walk to Waikiki beach, Waikiki strip,...
Manoa Cottage with Patios and Decks
Quaint, spacious, and newly remodeled and furnished 2 bedroom / 2 bathroom cottage with a courtyard in the charming Honolulu neighborhood of Manoa. 2 minute walk to the University of Hawaii. Each bedroom has its own patio and there are two large bbq decks shared by...
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...