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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Island Oceanfront Getaway

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

Hale Hau'oli ~ House of Happiness

This one bedroom, one bathroom condo was completely renovated in 2020 and has everything you need to relax and enjoy your time on the island. It is the perfect space for solo travel, couples or escaping with your best friend. All of the furnishings are brand new and...

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

Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa

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

Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views

Welcome to Ko Olina Beach Villas B608 by Gather, a spectacular sixth-floor beach villa in the serene Ko Olina Resort. This two-bedroom, two-bathroom oasis, with space for up to four guests, is a dream come true for those seeking a tranquil escape in paradise. From the...

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

Remodeled High Floor Waikiki Studio

This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...

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

Cottage with Private Salt Water Pool

30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...

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

Beautiful Beachfront Corner Unit Condo with wraparound lanai

n compliance with City & County of Honolulu regulations, this unit is required to advertise and rent for a minimum of 30 days. Please contact the owner directly for availability and inquire regarding any discounts available.Secluded beach, the Pacific surf, beautiful...

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

Fairways at Ko Olina 18C: Elegant Condo on Golf Course

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Fairways at Ko Olina 18C by Gather,...

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

Luxury Penthouse at Beach Villas at Ko Olina

This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...

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

Honu Hale on Turtle bay golf course - Kuilima Estates West

2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...

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

3 bedroom house with WIFI and free parking, close to beaches and hikes.

Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...

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

Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!

This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers.Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa. You will awaken each morning to the sounds of ocean waves and tropical birds...

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

15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore

Brand new rental on the North Shore, 15 steps from the beach! This property was 100% renovated in January 2023 and everything is in *MINT* condition. Everything is brand new. You're going to love the tasteful decor, the incredibly comfortable beds and sheets, the...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Haleiwa, Hawaii

Kailua Beach Historic Renovated Cottage

This property is offered as a monthly rental. Although full-month occupancy isnot required, the monthly rate remains fixed and applies in full, regardlessof the number of nights stayed, as prorated rates are not available.One of the original homes on Kailua Beach, this...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Ilikai 824

Top-of-the-line modern, high-end designer remodel. The direct ocean view will greet you as soon as you open the door! This studio unit boasts a unique feature of separation doors that create a one bedroom atmosphere. The open floor plan sweeps from the full size...

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

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

**Looking for other accommodations, please view my other unit located in the same building #2773517**This unit is located on a high floor of the Aston Waikiki Sunset Hotel, this condo offers one bedroom (one king size bed), one bath, expansive living area (queen sofa...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Exceptional 5-stars Beach Villas at Ko Olina - 3 Bedrooms & 3 Full Bathrooms

2nd most reviews on VRBO!!! See other unit we have available: VRBO #950616The Resort: Beach Villas at Ko Olina.The Beach Villa is located at Ko Olina, Hawaiian for Place of Joy. Ko Olina is a picturesque resort located on Oahu's western side nestled away from the hustle...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ko Olina, Hawaii

The Crown Jewel of Kawela Bay! 30 day stay

Our home , Hale Keo Keo was built in 1910, and is a charming historic home, on the famous North Shore of Oahu, Hawaii. Our property, with two separate homes, sits right on the beach, on the private and beautiful Kawela Bay, 1 mile from the Turtle Bay Resort and is...

🛏 8 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 18
📍 Kahuku, Hawaii

Downtown Luxury Penthouse, Free Parking, Washer/Dryer

Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 12
📍 Honolulu, Hawaii

Downtown Executive Center 1 BD w/ Parking

Discover this superb 1-bedroom gem in Honolulu. This lovely condo features a cozy queen bed, AC, WiFi, and a hair dryer for your convenience. With a coin laundry on-site, you can pack light and stay fresh throughout your stay. We hope you'll enjoy your stay at our...

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

Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen

Nestled in the beachside community of Lanikai, Kailua, this fully furnished home is over 1400 square feet of island style living. Beautifully yet simply decorated, this unit is the whole upper half of the main house. The entrance is at mid-floor level with a Brazilian...

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

Waikīkī Shore 404 - Studio Waikīkī Beach View

Castle Waikīkī Shore Unit 404 offers all the comforts of home on your Hawaii vacation: a fully equipped kitchen, air conditioning, WiFi, mounted flat screen television, washer/dryer, and private lanai. The unit is tastefully furnished with beautiful koa wood furniture...

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

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...

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

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

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...

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

Ocean Pearl at Turtle Bay Resort - Kuilima Estates West

Ocean Pearl is a luxurious retreat nestled in the heart of scenic Turtle Bay Resort, offering a perfect blend of comfort, convenience, and breathtaking views. With three full bedrooms and two full Jack & Jill bathrooms, this spacious abode provides ample accommodation...

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

Gorgeous Lankai Villa with Access to Secluded White Sand Beach

This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful arches...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 15
📍 Kailua, Hawaii

Best and Newest Beachfront Listing in Honolulu

THE HOMELAST MINUTE DISCOUNT AVAILABLE FOR AUGUST AND FIRST HALF OF SEPTEMBER. INQUIRE FOR DETAILS. This is a completely modern, sandy beachfront villa in a private and secluded location in Honolulu that is the perfect home and location to get away from it all. This...

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

Enchanting Beach Bungalow with Private Garden

Aloha! We renovated this old-style Hawaiian home so that it will have the charm of old Hawaii with modern conveniences.It is a great retreat for a maximum of 2 easy-going, nonsmoking adults (25 years and older only). This garden oasis (we've planted over 3,000 trees and...

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

Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access

Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...

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

Kailua Condo / Townhouse on Oahu 7 day per 30 day period

”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse....

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua, Hawaii

Ko Olina Beach Villas O425: Oceanfront Getaway

Experience the perfect blend of luxury, comfort, and island charm at Ko Olina Beach Villas O425 by Gather, a stunning two-bedroom, two-bathroom condo in the heart of Ko Olina Resort. Located in the Ocean Tower on the fourth floor, this elegant retreat offers...

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

Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool

The ultimate contemporary estate to de-stress, unwind and recharge your well-being. Luxury hotel and spa experience without the crowd and traffic. It can accommodate multiple families and corporate retreats, providing private and shared spaces, allowing guests to come...

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

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

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

Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking

-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...

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

Professionally Decorated, Beachfront, Double Unit on the 18th floor.

Famed COLONY SURF condo on Oahu's 'Gold Coast' on the Diamond Head end of Waikiki. This romantic get-a-way is perfect for an unforgettable Hawaiian vacation. An extra large DIRECT OCEANFRONT 1,440 sq' condo with a 25' long panel of windows in the living room and 12' of...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Paradise in Kaneohe: stocked studio near grocery

Escape to your own slice of tropical paradise at this beautifully appointed studio apartment in Kaneohe! Nestled just minutes from stunning Hawaiian beaches, this serene retreat offers the perfect blend of comfort, convenience, and local charm. Whether you're planning a...

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

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

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Intentional InteriorsThe Park Lane Palm Resort...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ

[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...

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

Special! Coconut Plantation 1214-2 Ko Olina Beachfront Escape Resort Amenities

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Coconut Plantation 1214-2 Aloha...

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

Oceanfront Condo W Free Valet Parking & Balcony

This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...

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

Unique Corner Studio Condo Incredible Ocean and Canal Views!

About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...

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

SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East

~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...

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

Waikiki Beach Experience! Luxury OceanView Suite!

Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...

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

KoOlina Luxury Villa ON Beach 3 bedroom & 3 bath; free parking for 2 vehicles

Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...

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

Lanikea Ocean View 2-Bedroom | Spacious Lanai

Enjoy beautiful views of Diamondhead, The Royal Hawaiian and the ocean from every room in this 27th floor apartment. Located at the beginning of Waikiki, the suite features newly renovated hardwood floors, open concept living, dining, and kitchen area, stainless steel...

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

Waikiki Shore 2 Bedroom Condo

Welcome to our 2 bedroom Waikiki Shore Condo. This exclusive Waikiki Shore Condominium is located directly on Waikiki Beach, and is the only privately owned condominium building on Waikiki Beach, and sharing this world famous beach frontage along with some of the finest...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Lovely Private Kailua Cottage

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

Beach Front Family Vacation on Makaha Beach. A secluded, relaxing beach in Oahu.

What you will find. A 30-day rental that is less crowded, a little unexpected, and truly delightful. The vibe here is RETRO and CHILL. Friends and Family fun await you. Please message us for details as we do not use the VRBO calendar. Located in Makaha Valley Resort...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

Sea of Glass - Beachfront Luxury Property on Oahu's North Shore

30 day rentals availableSea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding doors...

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

Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage

HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

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