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.
Modern Ocean View Studio - Waikiki Paradise!
Thoughtfully appointed studio with modern decor. Fully renovated in February 2022! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before 11am....
Spacious 2-Bedroom + Loft @ the Kona Coast Resort
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
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...
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...
WaikikiLux 509 Waikiki
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Kona Plaza#210 REMODELED BEAUTY 1/1 IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#210. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village.This 2nd floor unit of Kona...
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:...
Hualalai 72-105 Pakui~private residence~pool~spa~walking distance to resort
Located at the entrance to Pakui Street - a popular area for vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports...
🌴Kona Alii #710 Wonderful top floor penthouse in the heart of Kona🌴
Ocean view penthouse overlooks downtown Kailua-Kona Stay right in the heart of Kailua-Kona a stone's throw from the ocean, restaurants andgift shops. This beautifully remodeled penthouse includes a high end kitchen, a large lanai anda private sundeck that overlook the...
Calming North Shore Oahu Getaway - Kahuku
Looking for a serene, simple, and peaceful getaway?Hale O Ka Kai Nani (House of the Beautiful Sea) is the perfect oasis for you. This one-bedroom, two-bathroom unit offers guests plenty of privacy and tranquility, while also being situated in Kahuku and Kawela, and...
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...
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...
KKSR#197 Direct Oceanfront Air Conditioned Townhome, Extended Lanai & Yard
Welcome to this spectacular very popular oceanfront townhome in the heart of historic Keauhou! This 2-bed, 2-bath townhome offers the perfect blend of privacy and convenience sleeping a maximum of 4 guests.Townhome#197 is very unique, you'll notice an extended lanai,...
Penthouse Oceanfront Condo with AC and Fabulous Views #407
Walk into our beautiful condo, step out on the large lanai, enjoy the fabulous ocean view, and you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Elegant Condo! Best Location - Exceptional! *Legal Rental NUC No. 90/TVU-0562
Come to the country and escape the crowds! Enjoy the fresh clean air on the North Shore! This unit is situated in a wonderfully convenient location on the West side of the Kuilima Estates complex. The bathroom was just renovated with a brand-new standup shower and fresh...
Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC
Knutson & Associates proudly welcomes you to this spectacular condo: Kona Mansions#301. This beautiful top floor corner, 1 bedroom, 1 bath unit has incredible ocean views! Right when you walk in, it's got the WOW effect!Being completely remodeled, notable features...
DESIGNER REMODELED CONDO AT ILIKAI MARINA
ON THE RENTAL MARKET AFTER A COMPLETE DESIGNER RENOVATION! BY FAR THE BEST LOOKING UNIT IN THE ENTIRE BUILDING!We're accepting reservations on an on-going basis. Superb Location next to the water! Completely remodeled with no expense spared condo boasts one of a kind...
Contemporary City View One Bedroom Condo at the Ilikai w/King Bed & AC!
Experience the beauty of Waikiki with Happy Vacations! Our team is excited to offer you a contemporary condo at the Ilikai. You'll love the spacious balcony, thoughtfully furnished with attention to detail, providing an ideal spot to sip your morning coffee and take in...
Fabulous Ocean Views : Whales : Dolphins : Big Island Fun!
Check back soon for photos of newly renovated pool and pool area (January 2022 completion)New photos also coming for Master Bedroom (King Bed) and other amenities.Holualoa Bay Villas offers something special, a small 14-unit complex with lots of amenities. From the...
Walk to White Sands Beach or Relax by Your Private Pool
Relax and enjoy this beautifully designed home within walking distance to White Sands Beach and yards away from some of the finest bodysurfing in Kona. Hawaii Tax ID: W41851384-01STVR Registration: STVR-19-353864, NUC -20-703The main part of the house sits above street...
BEAUTIFUL Condo with Ocean, Marina, & Sunset Views! Large Lanai!
Ilikai #1239 – 1777 Ala Moana Blvd.Imagine enjoying the amazing marina and ocean views from this beautiful condo at the Ilikai, the iconic destination made famous by Hawaii Five-O. The large lanai spans the length of the condo, so you have spectacular views from both...
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This large 700 square foot rental unit called the 'Coconut Corner' is one of the nicest rentals you will find on the Windward side of...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...
🏖️Walking Distance to Town | AC | WIFI | vrKCV
vrKCV - Kona Pacific C319, Professionally Managed by Kona Coast VacationsWelcome to Kona Pacific C319 – Your Tranquil Oasis in Downtown Kailua Kona!Nestled on the southern edge of downtown Kailua Kona, Kona Pacific offers you the perfect balance of convenience and...
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...
Spacious 2BR/2BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 2-bedroom, 2-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. As the only 2 BR, 2 BA unit in the complex, it offers a level of exclusivity like...
Discount Rates thru June 30th! Ocean Front Gated Community. 801 Kanaloa
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: Kanaloa 801 will listed for sale as of July 15, 2025. Guests will not be asked to accommodate showings or inspections during their stay. Please reach out with any questions.Kanaloa #801 at...
Remodeled Condo by the Beach at the Cabana Waikiki w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This particular condo has been completely redone by our new owner! New modern furnishings were added along with new flooring, cabinets &...
Royal Palm, Dec open dates, free HS-WIFI, Parking, Walk to Magics & Kahalu'u
Welcome to the Royal Palm Suite at Palm Hale, an inviting open-air unit in the vibrant area of Kona.This charming suite offers free high-speed Wi-Fi, a comfortable queen bed, cable TV, a fridge, a kitchenette with light cooking supplies, and a full bathroom with a tub...
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...
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...
Across The Street From The Best White Sand Beach In The Area!
This upgraded condo is the largest in the complex with a wrap around lanai with a beautiful garden/Mountain View with 3 sliders going out to the lanai from the dining room, living room and master bedroom. Recently upgraded with granite countertops in the kitchen and...
Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning
On the main floor of the home, there is a large lanai with a pool, jacuzzi, outdoor eating area and a fire pit with lounge area. Inside, on the main floor, you will find a **newly renovated** kitchen, large eating area, living room area, and the mother-in-law suite. The...
🏖️Top Floor | Nice Ocean View | Close to Town | vrKCV🏖️
vrKCV - Sea Village 3311, Professionally Managed by Kona Coast VacationsSpectacular Top-Floor Condo with Unbeatable Ocean and Coastline Views!Welcome to your perfect getaway at Sea Village! This top-floor condo, perched directly above the pool, offers unparalleled ocean...
Kona Magic Sands Condo
Studio located directly across the street from Magic Sands beach with renovated kitchen and bathroom. The bedroom is separated from the living/dining area by a wall with an arched opening. You will notice the small touches honoring the sea turtle throughout the unit...
Luxury Beachfront Home w/ Pool, Spa, AC & Stunning Sunset Views at Mermaid Cove
Mermaid Cove is an expansive three-level oceanfront estate in Kailua-Kona, crafted for family gatherings and multigenerational retreats. With 4,000 square feet of living space, four bedrooms, a kids' room, and thoughtful extras, this beachfront haven welcomes up to 14...
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...
GORGEOUS Ocean and Diamond Head Views! Close to beach! A/C, Wi-Fi, Parking!
Waikiki Sunset #2910 – 229 Paoakalani Ave.Enjoy BREATHTAKING colorful blues of the Pacific Ocean and the lush greenery of Diamond Head and Kapiolani Park from this 29th floor, 1-bedroom condo (534 sf interior plus 67 sf lanai) with central AC and FREE Wi-Fi,...
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...
🏖️Beautiful Ocean Views | Top Floor | Concierge Included | vrKCV
vrKCV - Alii Villas 309, Professionally Managed by Kona Coast VacationsWelcome to Alii Villas 309, a top-floor, one-bedroom, one-bath unit offering stunning ocean views from both the lanai and living room. Whether you're sipping your morning coffee or relaxing after a...
Royal Garden at Waikiki - Premium Studio Condo
The Royal Garden at Waikiki is a luxurious and intimate condo-hotel. The moment you enter the lobby, you’re embraced by stunning Italian marble walls, columns and floors. Unlike the large, crowded hotels, this is a relaxed setting in a quieter area of Waikiki with 6...
Hilton Hawaiian Village Lagoon Tower, pristine beachfront resort, private lagoon
Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven 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.Need a...
Kailua-Kona Oceanview - Golf Course - Keauhou Bay
Keauhou Akahi is a small complex near the village of Kailua-Kona on the Big Island of Hawaii. This one bedroom suite, third floor condo has a beautiful ocean view and overlooks the ninth tee of the Kona Country Club. Keauhou Bay, which is home to evening manta ray...
🏖️Ocean View | Great Location | Concierge Included | vrKCV🏖️
vrKCV - Sea Village 3204 - Professionally Managed by Kona Coast VacationsExperience Oceanfront Serenity at Sea VillageBreathe in the warm, tropical air and take in the stunning turquoise hues of the Pacific Ocean from the comfort of your private lanai. This quiet Sea...
🏖️4 Main Suites | | AC & Private Pool | Ocean View | vrKCV
vrKCV - Keauhou Estates Hale Ohana lea 8, Professionally Managed by Kona Coast VacationsWelcome to Halele'a, the House of Joy—a breathtaking Hawaiian retreat nestled within the private, gated community of Keauhou Estates. Designed to seamlessly blend luxury and...
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...
Aloha Studio – AC, Near Beach, Near PCC
Experience the charm of Aloha Studio, nestled in a serene North Shore neighborhood. This cozy retreat features a queen bed and an air mattress for extra sleeping space, accommodating 2-3 guests comfortably.Stay cool and refreshed in the newly air-conditioned home, where...
Oceanfront condo with lanai, full water view, hot tub & pool
Kona Bali Kai #418Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come in from the sun and enjoy the cool ceiling fans inside this tropical condo. A full view of the Pacific sets...
Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates
Wish You Were Here – Turtle Bay Condo | Stylish, Spacious + Steps to your next Adventure..Escape to Oahu’s legendary North Shore and stay in this beautifully updated 2-bedroom, 2-bath ground-floor condo at Turtle Bay Resort, with a bonus loft and room for the whole...