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.

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1-Bed, 1-Bath - Walk to Beach. Inquire for May and June.

Reviews (57)

Private, detached, gorgeous, newly built, fully equipped, one bedroom guest house ready and waiting to be booked by you! Superb location! Short walk to beautiful parks and beaches and minutes drive to historic Haleiwa Town.This incredible, newly constructed modern home...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Haleiwa, Hawaii

Ko Olina Beach Villas O1011 by Gather: Lux Penthouse w/ 2 Lanais & Stunning View

Reviews (2)

Welcome to Ko Olina Beach Villas O1011, a three-bedroom, three-bathroom penthouse on the 10th floor of Oahu’s renowned Ko Olina Resort. With 1,532 square feet of beautifully appointed living space and two expansive lanais, this villa blends modern luxury with island...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Golf Course Serenity at Turtle Bay, near beach

Reviews (49)

Escape to our serene, ground-floor condo nestled along the scenic Turtle Bay Golf Course. With captivating views and a prime location near Turtle Bay Resort, beaches, and dining, it`s the perfect retreat for couples, adventurers, and business travelers alike.Split...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Spacious Waterfront with Gorgeous View & Pool

Reviews (9)

Waterfront home with a million dollar view of Kaneohe Bay! Enjoy fresh tradewinds on your covered decks, and the comfort of a/c inside. This custom home has spacious living areas on two levels with fast WIFI indoors AND out! 5 bedrooms, 2 living rooms, flat screen in...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kaneohe, Hawaii

Hawaiian Oceanfront Oasis

Reviews (2)

Summary:Escape to our newly renovated oceanfront property for the ultimate island getaway. Enjoy breathtaking ocean and mountain views right from your doorstep, with easy access to the best local food and famous attractions just minutes away. Experience the perfect...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 10
📍 Hauula, Hawaii

Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony

Reviews (2)

Mokuleia Beach Colony is a perfect country base or north shore retreat in a manicured tropical gated community! 200 yards from the ocean. Easy private beach access, outdoor shower, heated pool, tennis courts, one reserved parking stall and pickball on-site. Fully...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Waialua, Hawaii

Charming 1-bedroom apartment in Waikiki. 1 block from the beach

Reviews (2)

Unwind in Honolulu at this amazing apartment. This cool space features 1 bedroom with a king bed, a cozy living room with an extra twin bed, and a modern bathroom with a shower. Guests can enjoy amenities like WiFi, AC, and a washing machine during their stay....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa

Reviews (8)

The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Haleiwa, Hawaii

Lanikai Ocean Front Duplex Bungalow Private ocean steps. Contact for rates/avail

Reviews (33)

Location Location Location! Our Lanikai ocean front location exactly in front of the twin Mokulua Islands provides endless hours of outstanding views from the ocean front yard, the living room, dining room, and side deck. A perfect place to work remotely, as you have an...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

Ocean Views And Beautiful Hawaiian Sunsets

Reviews (19)

Unwind in the comfort and elegance of this beautifully designed two-bedroom retreat, where breathtaking ocean views and upscale finishes create the perfect island sanctuary. Perched on the 14th floor of Foster Tower, this expansive residence offers large windows that...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa

Reviews (1)

Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kapolei, Hawaii

Luxurious 2-Bdrm, 2.5-Bath Condo with Parking & Fitness Center in Prime Waikiki!

Reviews (2)

Experience luxury living in this 2 bdrm/2.5 baths/1 parking, corner-end unit at Waikiki Landmark! Located in the Makai Tower, this unit offers breathtaking city and partial ocean views. No detail was overlooked in the thoughtfully designed kitchen renovation, featuring...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

King Bedroom Beachfront Sans Souci 1104

Reviews (1)

You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.

Reviews (4)

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...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Modern, 29th Fl, View, Legal

Reviews (2)

Prepare to fall in love! The location of this privately owned, snug 212 sqft studio at the Hawaiian Monarch Hotel is simply perfect, with all the Waikiki attractions within easy walking distance. You'll be delighted to know that the beach is just a short 10-minute...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

The Surfs UP! a Great Location, LOW Rates & Just Steps 2 the Beach on Sunset PT

Reviews (62)

***Book for the month and you will have access to the unit for 30 days even if you don't use it the whole 30 days. Unused days will not be reimbursed (sorry its the law). Nestled in the Sunset Point neighborhood, this house is in a great location to surf and enjoy...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Sunset Beach, Hawaii

Resort Style with Hula Show, Fireworks and even Tiki Torches!

Reviews (108)

The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being featured in the Hawaii 50 TV series and is loved by tourist and locals alike. Conveniently located in Waikiki next to the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ocean-Waikiki Skyline Panoramic PH in Luxury Condo w/Parking & Near the Beach

Reviews (1)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This penthouse is new to our inventory. Reviews are coming soon. Please rest assured this house is...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities

Reviews (1)

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

The Grand Islander, a Hilton Grand Vacations Club

Reviews (1)

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Island Oceanfront Getaway

Reviews (1)

Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Hauula, Hawaii

Nalu Collection 2/2 Oceanfront Living~Luxurious Amenities OPEN 4/18-29

Reviews (127)

LOOK FOR EARLY BOOKING DISCOUNTS & COMBINE WITH OTHER DISCOUNTS.The Nalu Collection is a premier group of boutique, luxury villas within Ko Olina Resort. Our properties are consistently top rated, and upgraded with custom-made furniture, natural materials, appliances,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)

Reviews (40)

ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Blue Hawaii Pacific Ocean Beachfront House. 3 Bedroom 3 Bath.90 day minimum stay

Reviews (49)

Base Price $395This dream vacation home is awaiting you! Kick your feet up and relax on this oceanfront property and turn your dreams into a reality. This home is truly a hidden gem if you want to get away from the hustle and bustle of "city life." Located in a quiet...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ewa Beach, Hawaii

Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

Reviews (135)

Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi pond, in the quaint town of Kailua. The owners live on the property in the main house.The cottage is a 600 square foot 1 bedroom unit. The kitchen is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii

Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access

Reviews (12)

*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Private Tropical Paradise in the Heart of the North Shore - beachfront community

Reviews (21)

[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Haleiwa, Hawaii

LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!

Reviews (3)

Allure Waikiki #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! Max Stay 3 Months. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway

Reviews (55)

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking

Reviews (13)

Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.

Reviews (6)

Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Ewa Beach, Hawaii

Posh Oceanview Condo w/Resort Pool & Spa, AC & Spacious Lanai - Park Lane Palm

Reviews (4)

This fourth-floor luxury suite blends island sophistication with modern comfort in the heart of Oahu's coveted Kaka'ako neighborhood. With ocean and Great Lawn views, a spacious lanai, and curated resort amenities, Park Lane Palm Resort is designed for both relaxation...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Ilikai 1718 Free Parking* Ocean / Lagoon King Bed, Sofa Bed

Reviews (2)

STUNNING OCEAN / LAGOON VIEWS - Includes Free Parking - STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waikiki, Hawaii

2BPF-1 Aston Waikiki Beach Tower: Ocean Front Premium 2 br with Kitchen

Reviews (3)

Waikiki Beach Tower: Premium Two-bedroom suite with Ocean Front 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,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

on THE SAND! Chuns Reef Beach House - Oceanfront Main House - A/C - Beach Toys

Reviews (58)

****Please note 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. Please inquire regarding availability for stays from 5 to 30 days.Chuns...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Haleiwa, Hawaii

Kai Lani Luxurious Ocean View Gated Community, Two Master Bedrooms near Aulani

Reviews (41)

Please visit our exceptional vacation condo in the Kai Lani gated community, a part of the beautiful Ko’olina resort. Our ground floor luxury, executive-type condo is over 1300 Sq. ft. with a full ocean view from our lanai where you can sit at night viewing the sun set...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Coconut Plantation 1086-1: Upscale 3BR Condo in the Serene Ko Olina Resort

Reviews (2)

Coconut Plantation 1086-1 by Gather offers a relaxing and beautifully updated retreat within the gated Coconut Plantation neighborhood of Ko Olina Resort. This spacious two-story home features 1,715 square feet of island-inspired living, three comfortable bedrooms, two...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

13th Floor Waikiki Shore - Ocean-front / King Bed / AC

Reviews (3)

Welcome to Waikiki Shore – Your Perfect Oceanfront Escape!Located in the heart of Waikiki, this stunning 1-bedroom, 1-bathroom condo offers unbeatable ocean views and direct access to the world-famous Waikiki Beach. With modern amenities, a prime location, and a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waialua Oceanfront Luxury Home – Secluded North Shore Escape

Reviews (18)

Featuring Two Master Suites!!!Search no further - this luxurious oceanfront beauty has all the makings of a heaven-sent vacation on one of Oahu's most secluded coastlines. Furnished throughout with hand-picked Balinese furniture and decor, this home is a treat to see...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waialua, Hawaii

Waikiki Studio for Rent (30 day min)

Reviews (67)

* Best Views and the Best Value in Waikiki! This unit is completely and beautifully redone with quality and function, 'Pride of ownership for our Guests to Enjoy'. * This unit has a 30 day minimum requirement. * This Spacious studio in the Island Colony has Awesome...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee

Reviews (71)

Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Immersed in nature Home w/ A/C, bbq area, Hale Poola

Reviews (4)

Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Coconut Plantation 1086-4: Elegant 3BR Ko Olina Townhouse w/ Fairway Views

Reviews (3)

Set along the 11th fairway in Ko Olina Resort, Coconut Plantation 1086-4 by Gather is an upstairs townhouse villa where island ease meets resort convenience. Contemporary Asian-inspired decor, a breezy covered lanai, and views of swaying palms create a tranquil home...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Spectacular Urban Location - A Peaceful Surrender in Waikiki

Reviews (1)

This cozy room is perfect for couples or solo travelers looking for a comfortable and convenient stay in the heart of Waikiki. With a fully equipped kitchenette, free WiFi, and a smart TV with access to streaming services, you`ll have everything you need for a relaxing...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!

Reviews (2)

Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Lovely Private Kailua Cottage

Reviews (22)

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....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

Paradise Awaits in this Luxurious Villa in Ko Olina

Reviews (7)

Luxurious 3 bedroom Villa located in West Oahu. Enjoy all 4 of Ko Olina's ocean lagoons. Walking distance to Four Seasons, Disney Aulani, Marriott Beach Club, Ko Olina Center (shops and restaurants), Ko Olina Golf Club, Roy's Restaurant, and Monkey Pod Restaurant.State...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach

Reviews (1)

Set along Kailuana Loop on Oahu’s beautiful windward coastline, Hale Ohana by Gather offers a spacious, family-friendly retreat designed for easy island living. With nearly 3,000 square feet of indoor-outdoor space, a private pool and hot tub, and a dedicated guest wing...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.

Reviews (73)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Newly Remodeled Modern Condo + Free Parking Waikiki

Reviews (10)

Welcome to our spacious, modern one bedroom condo located on the 6th floor above the swimming pool/jacuzzi. Renovations on the condo were completed in January 2021. Along with 24 hr. security, amenities include free secured parking (hotels charge up to $50 a day), with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

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