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.
Oceanfront Luxury Home in Lanikai- sleeps 8
Hale Mokulua is perfectly situated in front of the iconic Mokulua Islands. Relax as you watch the sun and moon rise over the turquoise water. Lounge next to the pool or dine in the outdoor dining area. Close to shopping and dining, this 4-bedroom, 3 bath home is perfect...
Watermark - Luxury 2BD/2BA/1PA on 14th floor with an Ocean View!
This unit has 2 king size beds which can accommodate maximum of 4 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom with 1 designated parking spot. The condo is located at a very convenient location at the heart of Waikiki; only 7 minute walking...
Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.
Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visiting construction crews...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
High Floor Ocean View Wyndham Waikiki Resort
Aloha! Enjoy the boutique-hotel ambiance of the Royal Garden Hotel and the beautiful Hawaiian tropical setting. It’s the perfect spot for your vacation, business trip, or a refreshing getaway.Our condo is located in the heart of Waikiki, just a short walk from the main...
Available and legal for stays less than 30 days.
Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a unique neighborhood stay in Kailua Hawaii that is just down the street from Kailua Beach.The Hawaii Sheffield House...
Naupaka Hale - Lanikai Beach Home & Cottage
NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...
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...
5-star and rave reviews. Amazing views. Newly furnished. Specials for April/May!
SPECIAL RATES for the 2025 Fall Season! Relax in what feels like your open-air home in paradise! Stunning views. Savor the outside air and breezes on your lanai. Superbly maintained. Consistent rave reviews (for years as we are original proud owners).Discounts for stays...
This gorgeous 3-bedroom, 2-bath villa is located in Hawaii's premier KoOlina Beach Resort in the gated community. Your vacation starts as you enter the gate, surrounded by beautiful palm trees and the gorgeous KoOlina LPGA-level golf course. Convenience is at your...
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.
Executive Center Studio with Kitchenette, secure building pool, FREE PARKING
Updated downtown studio with (Free Parking a $50.00 Value per night can go in and out no charge/ dedicated parking stall few feet away from elevator ) located in the Aston Executive Centre. Enjoy hotel amenities including 24 hour security, pool, hot tub, on site laundry...
Waikiki GoldCoast spectacular views ocean, sunsets, surfers!
Spectacular high floor unit, stunning panoramic views of Waikiki, sunsets, surfers, Diamond Head, and Friday night fireworks. Beautiful 1 bedroom oceanfront condo with easy Waikiki Gold Coast living is located in the Diamond Head Beach Hotel & Residences, right on the...
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...
Ko Olina Beach Villas O905: 3BD Luxe Villa w/ Stunning Sunset Views
Welcome to Ko Olina Beach Villas O905, a refined 3-bedroom, 2.5-bath ocean-view retreat set high on the 9th floor of the Ocean Tower in Ko Olina Resort. Spanning 1,507 sq ft of open, airy living space with room for up to 8 guests, this villa blends luxury comfort with...
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beach
Come and enjoy the best the North Shore has to offer in this right-sized sandy beachfront home, perfect for families and small groups. This property is located on a gorgeous bay in Haleiwa so you not only have a beautiful long sandy beach to enjoy, but you are a stones...
Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!
Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Stunning KoOlina Kai 2BR/2BA Condo sleeps 4
This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. This property has a mandatory 30 day minimum. This property may not be rented for less than 30 consecutive days. Rental prices will...
Hilton Hawaiian Village Lagoon Tower, private beachfront resort
Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates are based on a standard island view, additional views may be available...
Breathtaking Studio Ocean Views! Pool! Beach!
Summary:🌺 Experience the Ultimate Hawaiian Retreat! 🌺Escape to paradise in this beautifully renovated high-floor unit offering breathtaking panoramic views of the Pacific Ocean, Diamond Head, and the vibrant Waikiki skyline. Whether you're here to relax 🌊 or explore 🌺,...
Executive Luxury Luxury Home in the Safe Gated Community
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...
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...
Aqua Aloha Surf Waikiki 1113 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1113 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq. Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
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...
New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!
This boutique condo is just 1½ blocks to the pristine sands of Waikiki Beach! Newly renovated studio with a fully equipped kitchenette, and beautiful mountain/city views from the private lanai. The ideal location and beach themed decor make this vacation retreat one you...
A Modern Mix Waikiki Edition: 1 Br w/ Free Parking
***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...
Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities
Fairways at Ko Olina 4A is your serene island retreat, nestled in a quiet corner of the Resort at Ko Olina. This upgraded two-bedroom, two-bath condo offers garden views, modern comforts, and resort-style amenities, all just steps from sandy lagoons and world-class...
Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views
Ko Olina Beach Villas B109 is a ground-level oceanfront retreat in Kapolei's Ko Olina Resort. With two bedrooms, two baths, and sleeping space for six, this villa blends comfort, luxury, and direct access to the lagoons, making it the perfect escape for families,...
The Grand Islander, a Hilton Grand Vacations Club
Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
First Class Luxury Beach Front Resort Condominium
Located in the World-Famous Ko Olina Resort and Marina on the 2nd of four lagoons, you’ll enjoy the mile and a half walkway along the four lagoons as you pass the newest 4 Seasons in Hawaii, the Disney Aulani Hotel & Spa, the Marriot Ko Olina Beach Club and us, The Ko...
"Hale Pohaku" - Waimanalo Beach Front Vacation Rental
This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...
Kaimana Surf Luxe by Gather: Beachfront 1BR w/ A/C, Views & Dining
Welcome to Kaimana Surf Luxe by Gather, a modern oceanfront one-bedroom condo perched above the golden sands of Kaimana Beach in Honolulu. Designed for up to five guests, this sophisticated retreat combines sleek design, panoramic ocean views, and direct beach access...
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!
Indulge in an Unforgettable Stay at Our BRAND-NEW Luxury Beach House at Kailua BeachEscape to our newly built, luxurious rental home, perfectly nestled in the heart of the most sought-after location by the world-renowned Kailua Beach. This contemporary haven is designed...
Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views
Ko Olina Beach Villas B608 by Gather offers an elevated island getaway from the sixth floor of the coveted Beach Tower—Ko Olina’s building closest to the ocean. This beautifully appointed two-bedroom, two-bath villa accommodates up to four guests and showcases stunning...
Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi
Ni'ihau Apartments #305 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! This beautiful corner unit (673...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Ocean View. Central AC, Parking is available. Multiple cottages to choose.
~Beautiful ocean, beach view ️ ~Balcony has dining furniture ️ ~Quiet central AC, quiet building ~Larger size cottages’s bedroom has view.~2 minutes walk to Duke‘s statue and Waikiki Beach ~Provide all kinds of kitchen appliances and cooking utensils. ️ ~Grocery stores,...
Oceanfront Lanikai Beach Vacation Home
TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...
LUXURY DIRECT OCEANFRONT! Fully Renovated! Free Parking! Sleeps 6
Waikiki Shore #700 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Gorgeously renovated from top to bottom in 2021 with FREE onsite Parking and everything you need for a luxurious Hawaiian...
New Year’s Special: 25% OFF Your StayValid for stays January–March 2026. Book now!Welcome to Villa 318, one of the most spacious and luxurious properties at Ocean Villas and Turtle Bay. Nestled on Oahu's stunning North Shore, this tropical retreat is the ideal escape...
Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking
Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....
Newly renovated, Free Parking, One block to Waikiki Beach
See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...
Hale Aloha Turtle ~ Bay Golf Course
Brand New Listing! Relax in this beautiful and spacious getaway on the North Shore and be the first to review this 5-star Guest Favorite listing that is new to our portfolio!This spacious and newly updated 3-bedroom unit has beautiful lagoon views of the Turtle Bay Golf...
New Owner Special! Ocean View in KoOlina, HI
Create magical memories at this unique & family-friendly home. Koolina is a resort community with easy access to fine dining, boutique shopping, entertainment and Nature. We are out of the congestion, traffic and crowds of downtown. We are on the drier side of the...
Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
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...