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.
Spacious 6-bedroom beachfront estate with hot tub, AC, near shopping center
Experience what Hauula has to offer with a stay at our estate. This is one of the most unique homes on the entire North Shore. Perfect for large groups who want to be right on the ocean, away from traffic, close to restaurants and grocery stores. It has all the...
25th Fl Waikiki Banyan | King | AC | Parking
The SpaceCreate unforgettable memories in this 25th-floor corner/end unit—bright, spacious, and perfectly set up for families. With panoramic city and mountain views, a full kitchen for easy meals, and the convenience of laundry right next door, you’ll have everything...
Corner Bliss in the Heart of Waikiki 8F
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Surfers Paradise w/ Oceanview 29+ nights
Lovely Hawaiian Pole House w/ oceanview on 1.1 Aces w/ fruit trees and ample parking on the property. Up on the hill of Pupukea -- one of the most thought after locations in Hawaii. Away from the traffic noise and fumes on Kam-Hwy, but close enought to get to all the...
Three Bedroom PLUS separate Studio on same floor ocean View.
Note: If you are planning to sleep 9 or less guests you can save by only booking the three bedroom/2 full bathrooms unit, please inquire.Ocean View 3 bdrm/2 full baths ocean view PLUS a separate Studio/1 full bath located on the top floors of one of the most distinct...
Downtown Honolulu Condo | AC • W/D • Full Kitchen
Step into a refined urban-Honolulu retreat on the 8th floor of Harbor Square, where timeless architecture meets modern simplicity. This beautifully designed 1-bedroom condo with a large lanai offers an unbeatable walkable downtown location, massive pool deck, and a...
Waikiki Shore 1016 Ocean View 1 Bedroom
Take in breathtaking ocean views from this one bedroom, one bath condo — located in the only condominium building directly on Waikiki Beach. Ideal for couples or small families, this relaxing retreat offers all the comforts of home just steps from the sand.Unit 1016...
The Ocean Luxe in Waikiki, 1 Parking
Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 32nd floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen...
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking, Walk to Beach & Attractions
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in the Island. Total of 3 Beds: 2 Full in Bedroom and 1 Queen Sofabed in Living Room, sleeps up to 4 guests. From your own...
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Step into comfort at this beautifully styled island retreat—where natural light, coastal charm, and modern design create the perfect escape. Located just minutes from world famous Makaha beach, this airy, light-filled home offers the perfect base for families, couples,...
Tropical Haven Retreat in Ko Olina | TCP-1196-3
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Stylish 1BR Mountain View Suite – The Grand Islander Honolulu
Enjoy contemporary comfort in the heart of Waikiki with this 1 Bedroom Mountain View Suite at The Grand Islander, a Hilton Grand Vacations Club, located within the famed Hilton Hawaiian Village® Waikiki Beach Resort. Perfect for couples or small families, this modern...
2 Queen Beds studio with AC in vibrant Honolulu near the Marina & Beach
Nestled in Honolulu, this awesome studio offers a serene retreat for guests seeking comfort and convenience. The space features one bathroom complete with a relaxing bathtub and a hair dryer for easy grooming. Guests can unwind in the cozy living room, which includes...
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...
Nestled on the tranquil hillside of the distinguished Mahinui neighborhood, Hale Kalia is nothing short of a refined sanctuary where modern luxury meets island serenity.Nestled along the tranquil windward coast of O‘ahu, the Mahinui neighborhood in Kāne‘ohe offers a...
Junior Suite 1 Bedroom Ala Moana Condominium, City / Partial Ocean from Lanai
Junior Suite Unit on the 33rd Floor, with Beautiful City View & a Partial Ocean View from Lanai at Ala Moana Condominium.The unit has everything you might need for a convenient like home stay!It has a full kitchen to prepare your dinner, a big bathroom with a bathtub &...
Oceanfront Resort-Beach Access, Close to Oahu's Popular Sites
Set along Oʻahu’s tranquil western shoreline, this spacious two-bedroom ocean-view villa at Marriott’s Ko Olina Beach Club offers relaxed island living with beautiful views of the Pacific. Ideal for families or friends traveling together, the villa features a primary...
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters.Experience a taste of paradise with laid back island vibes and activities to suit all types of personalities and moods.Adventures from the mountains to the oceans...
Stunning Studio w/Pool & Includes Free Dedicated Parking Space
Welcome to this charming studio in Honolulu. Guests will find a tremendous living area featuring a comfortable queen bed and sofabed (for 3rd guest), perfect for relaxing after a day of exploring. The bathroom includes a refreshing shower and a handy hair dryer for...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Sunset Shores - Waialua Oceanfront Retreat - 30 Day Rental
**This property may not be rented for less than 90 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied**Welcome to Sunset Shores! Located in Waialua on the North Shore of Oahu, this...
Relax in this Modern vacation retreat located right across the street from Kailua beach park. Just steps from the white sand beaches of Lanikai/Kailua and minutes from local dining, shopping, and outdoor adventures. This thoughtfully designed home blends sleek...
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This condominium is...
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.
Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony. Bright and airy, you’ll enjoy ocean breezes and fall asleep to the sound of waves. Have your pick from the gorgeous...
Hotel Room Partial Ocean View w/ WiFi and AC - Bamboo Waikīkī Hotel #1101
Castle Bamboo Waikīkī Hotel #1101 - Get the most from your magical Hawaiian experience in this cozy eleventh-floor unit located just blocks from the iconic shores of Waikīkī. With resort-style amenities and a prime location at the Bamboo Waikīkī, you’ll have everything...
Classic Room with King Bed – Design-Centric Space
Relax in this stylish 242 sq. ft. room featuring a king bed and distinctive interiors with local art. Located on the 2nd floor, this room offers modern comforts like air conditioning, free Wi-Fi, and a flat-screen TV, making it the perfect space for a comfortable and...
This Waikiki resort offers effortless access to enchanting strolls along the iconic beach. Soak up the sun, try kayaking, or sign up for a surfing lesson. Immerse yourself in a luau and enjoy delicious Hawaiian cuisine while watching traditional dance and music...
Coconut Plantation 1192-2 by Gather w/ Pools, Lanai & Walk to Beach
Welcome to Coconut Plantation 1192-2 by Gather, a charming two-bedroom, two-bath villa in the gated Coconut Plantation community at Ko Olina Resort. This tranquil retreat blends classic island architecture with modern comfort—perfect for a month of relaxed Hawaiian...
Cozy apartment in awesome Honolulu with AC, WiFi, fitness room
Located in Honolulu, this charming apartment is a dream. With a cozy bathroom featuring a bathtub and hair dryer, guests can relax and unwind after a day of exploring. The property also offers amenities like AC, WiFi, and a fitness room for convenience. Experience what...
Pet Friendly Townhome--Fully fenced private yard
Newly renovated townhome. Centrally Located outside of Honolulu.This townhome has everything you need to relax with friends or family. Enjoy a fully equipped kitchen, washer/dryer, work station, TVs, High Speed Internet, Private outdoor area with Grill, and 2 car garage...
Harbor View + Pool Access: Downtown Honolulu Gem!
Walkable Location | WFH Friendly | 2 Blocks to Iolani PalaceElevate your next O'ahu experience at this high-rise vacation rental in Honolulu! Located in the heart of the city’s Financial District, this stunning studio offers the perfect base for business travelers and...
SANS SOUCI 607-⛱Gold Coast Beautiful Beachfront Villa-Sleeps 6-Monthly Rental
Sans Souci Vacation Rentals2877 Kalākaua Ave 607Honolulu, HI 96815⚠MONTHLY RENTAL⚠Disclosure: All reservations require a 30-day contract. In compliance with the Ordinances of the City & County of Honolulu, the Property will be made available to you for your use and...
Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking
Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes an...
Cozy Studio 14F at the Heart of Waikiki
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Stylish Studio- Stunning City View - Parking
NEWLY RENOVATED THIS 2026Bright and inviting studio featuring a comfy bed, tropical-style sofa, glass coffee table, and a cozy dining nook. Large windows fill the space with natural light and offer vibrant city views. Stylish décor, warm wood floors, and a clean, open...
Spacious 2BR Ocean View Condo With ALL Amenities!
Spacious recently renovated FULLY FURNISHED 2br 1.25 ba condo with all amenities located on the Diamond Head side of Waikiki.Breezy 840 SF corner unit on a high floor so you have gorgeous Diamond Head, Ocean, panoramic Ala Wai canal, golf course and mountain views - all...
AS11 Cozy Studio by Waikiki Marketplace
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Resort Living in beautiful Ko Olina Hillside Villas!
Discover the beauty of Kapolei from this 3-bedroom townhome. This gorgeous property features 2 queen beds and 1 sofa bed, perfect for a group of guests. With amenities like WiFi, a washing machine, and AC, your stay will be brilliant. Enjoy all that Kapolei has to offer...
Spacious Partial Ocean View W/Lanai and A/C - Bamboo Waikīkī Hotel #1006
Castle Bamboo Waikīkī Hotel #1006 - Minimalistic and excellent use of space with pops of color featured in artwork featuring local tropical sights. The functional layout is furnished with premium furniture that allows for plenty of space for storage and...
Spring Break Week Special 3/29-4/3! CityView Suite at the Hilton Grand Waikikian
Your home away from home! Help yourself to a healthy dose of vacation tranquility at the Grand Waikikian, a Hilton Grand Vacations Club. Presiding over the expansive Hilton Hawaiian Village® Waikiki Beach Resort, the Grand Waikikian takes vacation accommodations to a...
Live Local Redwood Pole house panaramic Ocean views quiet convienent nbrhood
. Wailupe is on mountain side , 5 blocks facing ocean. enjoy tennis, bball/park across street, great views. Convenient location to town, Waikiki 4 miles away. Two bedrooms in large great room. Main bedroom has a queen size bed, sons room has a twin, and living room has...
2BR+Den High Floor Ocean View Free Parking
Enjoy ocean and city views from this spacious 2BR+Den condo 798 sqft/74 sqm at high floor with floor-to-ceiling windows. Save $$$ with secured free parking in the building plus free wifi and fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and...
Turtle Bay Hale I'a, Legal short term rental North Shore Oahu
Perfectly located ground floor unit on the 1st tee of the Fazio Course and a few steps away from Lei Lei's restaurant. Free parking that's located close to unit with a sidewalk leading to the entrance making it easy to load/unload your belongings and is wheelchair...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
Centrally Located Waikiki Condo - Accommodates 4
Please Note: This property is available for a minimum rental period of 30 consecutive days. Rental rates are fixed and will not be adjusted based on the length of stay or occupancy.Welcome to Hale Kaiolu! Enjoy a relaxing stay in our one-bedroom, one-bathroom condo on...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
25th Floor Cozy studio in gorgeous Honolulu perfect for your island getaway
Escape to this 25th floor studio in picturesque Honolulu. Enjoy the great views & living area featuring a comfortable double bed & a futon, perfect for relaxing after a day of adventure. The bathroom includes a shower/tub and a hair dryer, adding a touch of convenience...
Brand new luxury renovation! 30th floor with incredible Diamond Head and ocean views, just a few minutes walk from Hilton Hawaiian Village and the beach. Enjoy the best of Waikiki for a fraction of the cost of a hotel. Perfect for digital nomads and newly-arrived...
Serene 2-bedroom bungalow in Waimanalo
This memorable bungalow is the perfect home base for your trip to Waimanalo. With 2 cozy bedrooms featuring 1 queen bed and 1 twin bed, along with 2 bathrooms equipped with showers, this place is perfect for small groups or families. The living room even has a comfy...