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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Zen Home with AC, Pool, Near Kailua Beach

Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii

Hawaiian Monarch Waikiki Condo with Free Parking

Relax in this recently renovated, sophisticated condo at the Hawaiian Monarch building. The spaceLocated at the beginning of Waikiki, this unit offers ac, a free parking, smart tv, wifi and cable. The Hawaiian Monarch is a secured building that includes a spacious sun...

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

If you're looking for your get-away spot, look no further.

***NEWS ALERT!*** This condo was gutted, fully renovated and tastefully decorated with brand new stainless steel appliances, furniture, roller shades, painting, the works!! This condo is located on the 6th floor of the Ilikai Hotel. Live in luxury with this spacious 500...

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

Imperial Hotel at the Waikiki Beach Walk Penthouse

PLEASE READ THIS IN IT'S ENTIRETY......Hawaii Tax ID #TA-137-632-1536-01 & GE-137-632-1536-01 TMK/Parcel# 260020140286 Address: 205 Lewers St Unit C/12B, Honolulu, HI 96815Located atop the newly remodeled Imperial Hotel at the Waikiki Beach Walk! New salt water rooftop...

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

Fabulous Diamond Head and Ocean views from this two-bedroom penthouse suite!

Waikiki Sunset #PH3807 – 229 Paoakalani Ave. (7-Night Minimum)This beautiful 38th floor penthouse suite boasts dramatic unobstructed ocean and Diamond Head views! The spacious 1308 square feet of modern design is cooled by energy-efficient central air conditioning and...

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

TMK 570010290064nNeighbor island feel - with the benefits of Oahu nearby.

Like being on a neighbor island, with the benefit of Oahu nearby.My unit is on the West side and is a 10 minute walk by to Turtle Bay Resort by sidewalk. Resort has restaurants and dining, the beach, family-friendly activities, nightlife. The unit has 1 bedroom and loft...

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

8 GUESTS, 2 X ❤️AWESOME STUDIOS❤️ FREE PARKING, 5MIN TO OCEAN

IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...

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

Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units

Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Enjoy your Hawaii vacation at our upstairs end unit with all the conveniences...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Kahuku, Hawaii

WELLCOME TO LOVELY CONDO 2 BEDS 2 BATHS FREE PARKING IN WAIKIKI BEACH

Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...

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

Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!

Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...

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

"Coconut Crest Cottage"

"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...

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

Waterfront home of peaceful joy: Villa Laule'a

Welcome to Villa Laule'a~~Hawaiian for peaceful happiness. This beautifully furnished & well equipped 4 bedroom townhouse is ready for your luxury vacation. Fine sheets and towels, fabulous kitchen. You'll enjoy the waterfront lagoon and close access to the ocean....

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

3BR Ocean View Condo w/ FREE Parking, WiFi, Walking Distance to Waikiki Beach

3 Bedroom unit located on the 20th floor of a very popular condo. The unit is located in the heart of Waikiki, walking distance to Waikiki Beach, shopping, Honolulu Zoo and Waikiki Aquarium and fine dining restaurants. (World famous Hy's Steak house is located in the...

🛏 3 Bedrooms
🛁 0 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

@ Marbella Lane - Paradise Point close to beaches

Summary:Experience an exclusive stay in Makaha Valley. Nestled in a safe gated community, this luxurious vacation home offers picturesque mountain and ocean views that will leave you breathless. Dive into an adventure with snorkeling, hiking, and sightseeing, as you...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waianae, Hawaii

Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi, Pool!

Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai with table and chairs) has one of the most breathtaking panoramic ocean views in Waikiki, plus an unobstructed Diamond...

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

Hot Deal! Turtle Bay Villas 310 by Gather: Beachfront w/ Shared Pool, Spa, AC

Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...

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

Aqua Aloha Surf Waikiki Studio

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...

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

Waikiki Beach ocean view studio with pool access right on the white sand beach.

Enjoy spectacular Ocean views of the white sand beach and sparkling turquoise waters from inside this condo and from your lanai. Step out of the elevator and straight on to the warm sands of Waikiki Beach. You can not find a better location! One of the closest studio's...

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

Mea Kanu Paradise, Beach Access, A/C, Sleeps 6

Escape to paradise with this beautiful 2 bedroom, 2 bath unit on Oahu's stunning Windward North Shore. Located on a quiet street near beach access to a gorgeous sandy beach, this newly renovated unit offers the ultimate Hawaiian experience! Within walking distance of...

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

LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to Beach!

Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai) has a breathtaking unobstructed panoramic ocean view! Photos do NOT do this beautiful vacation rental justice! Sleeps...

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

Hot Deal! Turtle Bay Villas 205/206 by Gather w/ Shared Pool, Spa, AC

Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience the ultimate Hawaiian getaway at the Ocean Villas at Turtle Bay. This spacious four-bedroom lockout consists of...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kahuku, Hawaii

Waikiki Banyan OCEAN VIEW REMODELED - "Ohana Suite" , free parking, lots of amenities!

Elevate your Hawaiian experience to cloud nine (or rather, the 10th floor) in our Tower 1 property, fitted with two exceptionally comfortable queen beds. Every comfort imaginable, whether it's cooking a meal, BBQing on the 6th floor or enjoying a movie in, we have...

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

Kalae Villa ~5 min walk to Beach, A/C, New Remodel

Recently remodeled, Kalae Villa is an ideal gathering place for larger groups or those who want room to spread out. Enjoy easy access to a sandy beach. Centrally located for easy access to North Shore and Windward (East) Shore sights and activities.===OVERVIEW===• 5...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Hauula, Hawaii

Aloha Suite Near the Sea III - 2 Block Walk to Beach!

TA028872294401, STR Permit# 2212-CCH-0578 expiration date 02/24/2026, TMK 260230500040With comfortable accommodations for 2, this charming, completely remodeled vacation rental studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize...

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

Beachfront Luxury Community in Ko Olina

This beautiful 3-bedroom, 3-bath 1,700 square foot 4th floor Ocean Tower condo comes fully furnished with everything necessary for cooking delicious dinners or relaxing at home with the family. Enjoy the beautiful views of the ocean, lagoons, pools and lounge area right...

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

Luxury Ilikai Condo, 2/2, sleep 7, Direct Ocean Front, Fireworks every Friday!

2 Bedroom, 2 Bath Condo With 2 balconies with ocean views from every room!New Luxury Renovations completed September 2020!!!This luxury beach-themed condo offers dramatic ocean and lagoon views that can be enjoyed from every room. Spectacular sunsets! Enjoy fireworks...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Breathtaking ocean vistas from Waikiki Shore luxury penthouse suite!

Waikiki Shore #PH2 – 2161 Kalia Rd.NEW TO OUR INVENTORY! You'll never want to leave this 1-bed/1-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing...

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

Luxury 3-Bedroom Villa with Expansive Ocean and Lagoon Views

Your vacation starts once you arrive at the Ko Olina Resorts with a big smile and friendly wave entering the 2-mile community of premium coastal views, four crystal-clear lagoons with white-sand beaches, a championship golf course, and a full-service marina for...

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

Amazing🌈 Views, Upgraded 36th Floor Condo! Affordable Luxury, FREE Prkg ,Wifi

Welcome and Aloha to 'Mountain Retreat' a premier one bedroom Condo in the Waikiki Banyan complex. If you prefer a Diamond head Ocean view, checkout our VRBO listing http://www.vrbo.com/196157'Mountain Retreat' offers Exceptional Quality, Unsurpassed views, quite,...

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

NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01

Start your day with a stroll on one of the most beautiful beaches in the world. Enjoy the sunrise in Kailua where your Hawaiian holiday truly begins. Kailua Beach is a perfect place to go to 'get-away-from-it-all.' Swim, boogie board, surf, kayak, sail, or windsurf in...

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

Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!

At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua, Hawaii

Oceanfront in Punaluu, sleep to the sound of waves!

This is the most perfect white sandy beach and welcoming turquoise water on the North Shore and perhaps the whole island of Oahu, where you can snorkel all day protected by the reef. You can float for hours, stand up paddle or kayak. Lounge chairs are provided in the...

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

Sandy Beachfront Cottage

This beautiful, beachfront cottage was remodeled and converted from a 1-bedroom unit into a spacious, loft studio that can accommodate 4 guests. The kitchen and bath feature upgraded fixtures, appliances, and marble counters that add extra charm and functionality to the...

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

Spacious Modern 2Bdrm Condo, Free Parking in Bldg., Full Kitchen, Sleeps 6.

Renovations were completed in March 2024. Everything is new. 6 can sleep comfortably, 7 when 1 or more are children.This condo is tastefully decorated and features a spacious living room with a comfortable sofa that opens to a full-sized bed, and a flat-screen TV. The...

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

Ilikai 1001 Mountain & Waikiki City Views - King Bed, Sofa Bed

BEAUTIFUL WAIKIKI CITY/MOUNTAIN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly...

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

Heart of Waikiki With Partial Ocean View! Washlet! AC!

Regency on Beachwalk #71 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 7th-floor end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...

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

Gorgeous Ocean View! Beachfront! Full Kitchen, Washer/Dryer, A/C, Wi-Fi!

Waikiki Shore #1110 – 2161 Kalia Rd.Not only is this beachfront OCEAN VIEW one-bedroom condo (706 sqft plus 124-sqft lanai/balcony) a favorite with our return guests, but Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the...

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

Forest Views, Acreage, Fruit Trees, Beach~5m drive

Seeking an authentic Hawaiian experience? Retreat to our North Shore oasis, surrounded by lush preservation and agricultural land. Situated on the bottom half of a duplex home, enjoy stunning forest views and easy access to top beaches, premier snorkeling, and...

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

Stylish Waikiki Gem with Ocean View 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...

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

Upscale 2BR/2BA Ocean View in Waikiki + 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...

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

Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa

*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...

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

Ilikai Apartment - Great Location and perfect for Vacation

Unit 1428 could easily be "lived" in. Lots of cabinet space, storage, shelving, and bedroom closet by California Closets. A full kitchen featuring Espresso kitchen cabinets and granite counter-tops, travertine kitchen floor, new floor throughout living and bedroom area,...

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

Waikiki Luxury Penthouse 30 Days Rental

A luxury penthouse in a new secure boutique building in Waikiki featuring 17' ceilings, skylight, wood floors, granite counter tops, high-end appliances, wine refrigerator, designer furniture, fine artwork, spectacular marble bathrooms, jacuzzi bathtub, filtered water...

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

Ko Olina Beach Villas O724: Luxe 2BD 2BTH w/ Lagoon Views

Welcome to Ko Olina Beach Villas O724 by Gather, a stunning vacation rental paradise located in Ko Olina Resort. This beautifully appointed villa offers luxurious accommodations and spectacular ocean views, making it an ideal haven for groups seeking an unforgettable...

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

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...

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

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:...

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

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...

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

Ko Olina's Hillside Villas 1538-2: 3BR, Comfort & Style with Lanai

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 Hillside Villas 1538-2 by Gather, a...

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

Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale

Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the...

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

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...

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

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