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.
Bright Corner Condo w/AC, W/D, DW, Parking, Wi-Fi! Sleeps 4. 30-Night Min
Four Paddle #1001 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll find so much to appreciate about this air-conditioned newly furnished contemporary 1-bedroom corner condo (577 sq.ft. plus lanai) on the cooler mountain side of...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
1BR Condo with Beautiful Mountain Views and 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...
Mokuleia Beach House - Your Escape on the Beach!
Aloha! Welcome to the - Mokuleia Beach House - on the North Shore of Oahu, Hawaii. The Mokuleia Beach House is a family owned beach house situated in a private section of Mokuleia. Approximately 30 minutes from Honolulu and Honolulu International Airport, and only ten...
Oceanview 2 Bdrm 2 Bath at Marriott's KoOlina Beach Club
Pamper yourself in a villa surrounded by clear blue waters and a picturesque lagoon at a premium vacation ownership resort, Marriott's Ko Olina Beach Club. This secluded resort is situated in Oahu, Hawaii in a beautifully landscaped, gated community that is just a half...
2BOV-1 Aston Waikiki Beach Tower: 2 Br with Ocean Views and Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this condominium...
Ko Olina Beach Villas 706: 2BR Villa w/ Panoramic Ocean View
Ko Olina Beach Villas B706 by Gather invites you to experience refined beachfront living in the prestigious Ko Olina Resort Beach Tower. Perched on the seventh floor, this two-bedroom, two-bathroom villa spans 1,500 square feet of elegant indoor-outdoor living and...
Ko Olina Beach Villas B505: Rest & Replenish w/ Pool & Ocean Views
Located on the sunny side of Oʻahu, Ko Olina Beach Villas B505 welcomes you to a refined island retreat where contemporary comfort meets effortless Hawaiian living. This two-bedroom, two-bath villa on the fifth floor of the Beach Tower sleeps six guests and offers...
Hawaiian Escape with all the Amenities
Located in one of the newest and most sought after resorts in Hawaii, this beautiful ground floor 2-bedroom, two full bath upgraded condominium with lanai and garage parking is right in the heart of the gated Ko Olina Kai golf course community. It is a short walk or...
ALOHA-WAIKIKI OCEAN VIEWS near beach 102
This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony.Within our CLEAN PRIVATE unit,...
#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...
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...
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 and...
New Listing: Spacious Suite for 4x with panoramic ocean view
Our Tropical Treasure is situated at a cool 1300' elevation with a "million dollar view" over looking the ocean. The climate is perfect all year around.This 1-bedroom studio is a sanctuary after a day at the beach or exploring other parts of the island. This...
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...
⛱ Ocean Escape🌴 Your Perfect Spot! Ocean View, Upscale, Clean, Cozy, Prkg, WiFi
Welcome, 'E Komo Mai'CALENDAR IS ALWAYS CURRENT... Please check the availability and if it is full check out our other unit 'Mountain Retreat' VRBO listing https://www.vrbo.com/382565haAloha Hideaway offers a high quality unit at a reasonable price. The Views are...
Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool
https://youtube.com/watch?v=F0l15thrQpsIsland architecture offers year round resort-type lifestyle. A Guest House (2 bed/2 bath) with salt water swimming pool (separating it from the main house) can accommodate 4 guests comfortably. All rooms have decks with incredible...
Luxury Ilikai Ocean View Studio! *NO RESORT FEES! FREE WIFI*
Luxury unit with amazing lagoon/ocean/beach views. Open kitchen, granite countertops, granite bathrooms, and so much more! This unit has a comfortable king bed and queen sized sofa bed, a free wireless work desk, and a 120 s.f of lanai to enjoy the ocean breeze and...
Oceanfront one bedroom unit recently remodeled with new kitchen and bath and central AC. Expansive ocean and marina views offer gorgeous sunsets every evening. This is the perfect location to enjoy your Hawaiian vacation. Note: the lanai will be closed from Feb 9 -...
Wake up in paradise with a touch of Hawaiian rainbow
Wake up in paradise in a one bedroom apartment just a stone throw away from the Waikiki beach.Waikiki park Heights is located just 2 blocks away from the beach, international market place , the most famous HY's steak house in Honolulu and a lot of good Hawaiian style...
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...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
Mountain View Getaway: Free Parking and Beach Steps Away!
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...
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-...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Aloha Suite Near the Sea II, 3 Block Walk to Beach
TA 028 872 2944 01, STR Permit # 2025-STR-482 expires 10/24/26, TMK 260230500087Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio...
Turtle Bay Hale Lani - Kuilima Estates East
This is a beautiful, modern 1 bedroom w/loft and one and a half bathroom end unit. Unit has updated kitchen cabinets & appliances, ceramic tile floors and granite countertops. The living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well....
FULLY RENOVATED! AC, Washer/Dryer, FREE Parking & Wi-Fi, Pool, Walk to Beach!
Four Paddle #708 – 2140 Kuhio Ave.FULLY RENOVATED & REFURNISHED TOP TO BOTTOM IN 2021! Looking for the utmost in quality and comfort? This tastefully decorated, 1-bedroom condo (553 sqft plus lanai) with central AC is it! 2-person max.Gourmet marketplace Dean & DeLuca...
Spacious 2 bedroom, 2 bath, 1 free parking with world famous ocean view!!
"BREATHTAKING WAIKIKI BEACHFRONT VIEWS AND SUNSET" SPACIOUS 2-BEDROOM, 2-BATHROOM WITH FULL KITCHEN AND FREE PARKINGBe 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...
Two bedrooms one Amazing Vacation
Welcome to our cozy and inviting two-bedroom home great for friends or families looking for a relaxing getaway. Two bedrooms with three beds and clean linens. Full bathroom with fresh towels. Quaint living room with large sofa and cable TV. Fully equipped kitchen and...
Brand New Lux Condo: Pool, Golf & Resort Access
Aloha! Welcome to our BRAND NEW, remodeled 4-bedroom, 3-bathroom condo at Turtle Bay. Nestled in Kuilima Estates, this luxurious retreat offers stunning Fazio Golf Course views, access to three pools, and a short walk to Turtle Bay Resort’s beaches, restaurants, and...
Waikiki Fully Furnished w/pool - walk to beach!
Waikiki Fully Furnished Ready-to-rent Condo.Centrally located in the heart of Waikiki, Honolulu. Minutes away from the prime strip of Waikiki Beach, Waikiki Market, Waikiki International Market place, Honolulu Zoo, Kapiolani Park, Waikiki Shell, shops, restaurants, bus...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
Create one of the most unique experiences on the beautiful Lā’ie country side.
Lā’ie is a very tight knit community, located on the beautiful North Shore of O’ahu. At our Lā’ie Tiny Home/Mobile Home, you will be offered an immersive experience living in the country side by enjoying fresh coconuts from our property and being away from the large...
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...
⛵️Heavenly Hawaii Oceanview 4 Bedroom
1 month or more booking.HI TA# 175-714-3040-01 HI GE#175-714-3040-0184-687 Ala Mahiku We depend on 5 star reviews so kindly read full description and reviews before you book. :) Guest limit is 6 including children and babies. Ocean view with back and front lanai. Golf 5...
Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!
Beautiful Lagoon View on the 16th Floor!Looking for a place with breathtaking views, this condo is for you! Step out to relax on the your lanai & enjoy the views of the Duke Kahanamoku Lagoon & Pacific Ocean. End your week with the Friday night fireworks, off the...
Idyllic island gem with pool, beach access, high-speed WiFi & central AC
Ilikai Hotel 838Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away from the mundane and let all of life's worries slip away here on the beautiful island of Honolulu. Whether...
Charming studio is centrally located and has amazing views. Walking distance to Waikiki beaches,Ala Moana mall and convention center. It has been completely renovated with all the comforts you'll need to enjoy your stay.We offer a designated parking space upon request...
This beach cottage located at the second level, is one of a kind. Please contact vrbo or owner for dates you are interested in if you don’t see availability. This cottage is so calming to just sit there and watch the ocean which is only steps away. Turtles frequently...
Great Ocean View, One Bedroom at the Ilikai Hotel
1 Bedroom Deluxe Lagoon View on the 13th Floor!Look no further, you've found PARADISE! This 1-bedroom is over 500 sq ft of space, making is spacious for a single traveler, family, or friends traveling together. Situated in the 40 stack of the Ilikai Hotel, this location...
Free WiFi/No Resort Fees/Oceanview at the Ilikai Hotel! Beautiful Sunset Views!
1 Bedroom, Ala Wai Boat Harbor and Ala Moana Beach view on the 10th Floor! This condo was fully renovated from top to bottom with all new furniture & appliances! Open your sliding door to enjoy your morning coffee, afternoon cocktail or sharing an evening meal while...
Trendy Hawaiian Monarch Studio | Ocean View | Pool
Relax in this beautifully renovated, modern studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable. It is a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Cozy Studio with Waikiki, Ocean and Diamond Head View. Free Wi-Fi.
Aloha to paradise, this studio is cozy, Charming, Comfortable and locate on a high floor with a panoramic ocean and diamond head view. We are located across the street from Fort Derussy Park and Hilton Hawaiian Village Resort. You are only a short walk to the beach, the...
SURFERS DREAM! Private Comfortable Studio with private entrance, King Size Bed and comfortable amenities with a private deck and Outdoor Shower. This Studio is walking distance to one of Oahu's Most Beautiful Beaches on West Side and is located in a Private quiet...
Gorgeous Diamond Head Penthouse Studio Stunning views, Private Balcony.
Legally permitted vacation rental - 2947 Kalakaua Ave, Penthouse 5Stunning style with incredible Ocean & Diamond Head views.The care and attention to detail our owners put in, bringing their pride and joy on Hawaii's Gold Coast to fruition shows in every corner of this...
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor condo with partial Pacific Ocean and Diamond Head views (602 sq.ft. plus lanai with table & chairs)! With only 4 condos per...
Beautiful Turtle Bay Condo - Kuilima Estates East
Beautiful Kuilima Estates at Turtle Bay – We’re an outstanding value priced condo located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from crowded vacation spots with our one-bedroom condo with 2...
Manoa Valley A 2BR/1bath downstairs duplex
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach....
Waikiki Beach center! Oceanview, Lanai, Free WIFI and Phone. Full Kitchen.
Our recently upgraded vacation rental with great beach and ocean views from your private lanai (balcony) is now available! It is literally a 1-minute walk to the beach!!!It is a nicely furnished studio with new cabinets and granite counters, a full kitchen, and a large...