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.
Beachfront in Haleiwa, Sea Turtles and Sunsets!
Welcome to one of the most unique beachfront homes on Oahu’s north shore. Located directly on the breathtaking Laniakea beach, this location is well-known for spotting Hawaii’s endangered green sea turtles along the shore! Laniakea is also a lovely beach for swimming...
Near Diamond Head State Monument | Room w/ Lanai
This listing is for a room within a hotel.✦ Your room is 383 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
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.Escape to Wailupe Seaside 6 Bedroom by Gather,...
2-bedroom1.5bath apartmentNearWaikikiBeach /Close to Hospital&Schools
This memorable apartment is the perfect home base for your trip to Honolulu. Guests will enjoy two comfortable bedrooms, each featuring a full bed, and two bathrooms that offer plenty of space for everyone. The living area invites you to relax after a day of exploring,...
37FL-Upgrade 1BR-Ocean View Full Kitchen w/Parking
A perfect ocean view from the 37th floor! This beautifully renovated, bright, and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park — the perfect getaway for couples or small families. Enjoy from the large windows, you’ll be treated...
1BR Loft on Golf Course | Walk to Turtle Bay Beach
Wake up to mountain views from your sunny 1BDR perch in Kuilima Estates — a gated condo community right on Turtle Bay’s golf course. Brew your coffee, grab a towel, and head straight to the beach. A full kitchen, washer/dryer, and breezy upstairs sleeping nook make it a...
Island Colony 25th Floor Studio - Ala Wai & Mountain Views
🌴 Island Colony 25th Floor Studio – Ala Wai & Mountain ViewsYour island retreat in the heart of Waikīkī! This beautifully furnished 25th-floor studio offers sweeping Ala Wai Canal, city, and Koʻolau mountain views — the perfect backdrop for your Hawaiʻi getaway.🏡 The...
Waikiki Ocean Oasis Retreat 37F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building, with City/Ocean view, small refrigerator, microwave, AC and Wifi; ideal for 1 or 2 guests. About 10 min walking distance from the...
Ocean Oasis steps away w/ private lagoon.
Welcome to your ocean front oasis. This cozy 1-bedroom condo offers stunning panoramic view of the Pacific Ocean right from your private lanai. Inside you will find a tastefully decorated living space with comfortable furnishing. the 1 bedroom features a plush queen...
Aqua Aloha Surf Waikiki 1010 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki 1010 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pool!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 485 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Get Ready for a Perfect Vacation! Outdoor Pool, Walk to Beach, Sundeck
This listing is for a room within a hotel.✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦ Cleaning services included in the nightly price.There are a few...
Waikiki Shore Park View 1 Bedroom
Park views and beachfront living come together in this cozy one-bedroom condo, located in the only condo building on Waikiki Beach. Featuring a private bedroom, full bath, and all the essentials, it's the perfect island escape for couples or small families.Park View 1...
Ground Floor 1 bedroom 1 bathroom Unit. Comfy condo. Window AC and ceiling fan in the bedroom. Free WIFI. Kitchen and bathroom recently (2022) upgraded. Lanai overlooking 18th hole of Arnold Palmer golf course. Tile flooring in entry, kitchen and bathroom with carpet in...
Luxury Condo w/ Resort Pool/Spa, AC, Ocean View & Spacious Lanai: Park Lane Sky
Park Lane Sky Resort is a luxury 3 bedroom vacation condo perched on the seventh floor above Honolulu’s Ala Moana coastline, capturing sweeping ocean, park, city, and Koʻolau mountain views through floor to ceiling glass. This contemporary holiday home features a...
Honolulu Luxury Condo w/ Resort Amenities & Private Courtyard Access
Welcome to Elevated Island Living at Sky Ala Moana West. This property can be rented for 30 nights or longer.Experience the perfect blend of luxury, comfort, and indoor-outdoor island living in this one-of-a-kind residence at Sky Ala Moana West. With soaring 12-foot...
Stunning views with an amazing sunset awaits you! Perfectly situated steps away from Waikiki beaches, delicious restaurants, great shops and walking distance to the Ala Moana Mall. All the conveniences with a GREAT location and SPECTACULAR views right from your own...
Waikiki 2 bedroom Condo with Canal View and Lanai
2 bedroom, 1 bath, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 8th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to Waikiki, easy access to Waikiki...
3-bedroom Diamond Head Floor-Through Apartment On Ocean - Minimum 3 months
3 month Min: The ultimate diamond head apartment. 2000 square feet on ocean. Newly renovated. Surf in front @ Tonggs. Walk/Run around Diamond Head. Right off Kapiolani Park. The ultimate super chill; elegant; breezy and easy place to hang/enjoy/live.
Private Hibiscus Hale on Gorgeous Gated Estate + Walk to the Beach
Private North Shore Guesthouse on Gated Acre | Walk to Beach + SurfRelax at this tranquil North Shore Oʻahu getaway, located on a gated, private estate of approximately one full acre. This stand-alone container-style guesthouse offers rare privacy, lush tropical...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
Royal Kuhio 1707 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1707, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiKitchen: Fully equipped with oven, microwave, modern appliances, cookware, and...
Luxury Waikiki Oceanfront 1BR — Full Ocean & Beach Views From Every Room!
Luxury Waikiki Oceanfront 1BR — Full Ocean & Beach Views From Every Room! 1 Bedroom • 1 Bath • Sleeps 2 • 850 sq ft + 150 sq ft Lanai • Pet Friendly 30-Day Minimum StayWelcome to your rare, luxury oceanfront escape in the heart of Waikiki, located just 39 steps from...
Waikiki newly remodeled 1Br 1Ba sleeps 5 steps from beach
Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach condo has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 75 flat screen T.V., lanai facing the ocean, free WIFI and...
3 HGVC Hawaiian Village Beachfront Resort and Spa!
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to...
Charming 2BR Retreat in Wahiawa Close to Botanical Gardens and Surf
PERFECT FOR:Surfers| Hikers | Couples | Families | Pet ownersSPACE HIGHLIGHTS:- 2BR with queen beds- Sleeps 4 - Full kitchen- Living area w/ fast WiFi- A/C throughout- In-unit washer & dryerUNBEATABLE LOCATION:- 25-30 mins drive to North Shore (Haleiwa, Pipeline, Sunset...
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
Large balcony studio one block from the beach
Step into this bright studio offering an open-concept living space with sleeping space for up to 3 guests, just a few minutes walk from Waikiki Beach. Enjoy a massive private balcony with city and ocean views, fine touches inside, and a very walkable neighborhood close...
Making The Best Memories Along The Way! Outdoor Pools, City View!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
⛱ Waikiki Beach Studio w/ Lanai & Pool at Waikiki Grand Hotel®
❀Say Aloha✿to our freshly remodeled 300ft² studio at Waikiki Grand Hotel® — Everything’s brand new as of 20254th floor mauka view studio w/Kitchen & Lanai‿︵‿︵‿︵‿︵‿︵‿︵‿︵‿︵Charming 4th Floor Studio at Waikiki Grand Hotel®Freshly remodeled in 2025 with a breezy, ❀Hawaii...
AS14F-02 Rare Corner Modern Waikiki Studio Oasis
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Waikiki Gem-Mins to Beach, Lanai w/City View, King Bed&Surf Lessons in Building!
Wake up steps from Waikiki Beach in this bright city-view studio at Kuhio Village Tower 2 — perfectly located just 2 minutes from the Duke Kahanamoku Statue and Kuhio Beach.Sip your morning coffee on the lanai and watch Waikiki come alive, then head downstairs for surf...
Beautiful Ocean View Condo, Near Beach + 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...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
@ Marbella Lane – Dreamy Sunset Views by the Sea
Summary:Wake up to panoramic ocean views and end your day with breathtaking sunsets over Waikiki. Lounge on the lanai or in bed as ships head to Pearl Harbor by day and city lights sparkle at night. Enjoy this beautifully remodeled unit, a perfect blend of comfort and...
Free Parking - Newly Renovated, 1 Bedroom, 1 Bath Waikiki beach. 3 beds- sleep 5
Welcome to our charming one-bedroom apartment nestled in the heart of Waikiki! Our guests love staying here, and it’s easy to see why – with trendy restaurants, ease of access to anything you'd need during your stay in Honolulu, and less than 3 minutes away from the...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #205
Castle Bamboo Waikīkī Hotel #205 - This second-floor, 318 square-foot unit accommodates three guests and is furnished with a large cozy sofa and a spacious Queen bed with fresh linens to ensure a peaceful rest. The studio has a flat-screen TV, iPod docking station, and...
Ilikai Hotel Oceanfront, Top Grade Upgrades Throughout! 30-day Rental Only!
If you're seeking a place with stunning views, this condo is perfect for you! Don't miss out on this once-in-a-lifetime experience—book now!Experience the ultimate Waikiki luxury in this one-of-a-kind 3-bedroom, 3-bathroom condo at the iconic oceanfront Ilikai...
New Rental Direct Ocean Front Ko Olina Beach Villas
First time in rental pool! Owner previously used it as a vacation home only, barely occupied during the year.This ocean front 4th floor Beach Villa is located on Ko Olina Resort's pristine 2nd Lagoon in the Beach Tower which is closest to the beach. One of 14 true...
HM14 Ocean Breeze Waikiki Corner Oasis
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Ocean & Mountain views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo
Welcome to Kai Lani 21C by Gather, an elegantly upgraded upstairs condo located in the pristine Ko Olina Resort. Offered as a monthly rental, this home provides a luxurious escape framed by unobstructed Pacific Ocean views, sophisticated interiors, and direct access to...
Experience the best of Oahu at The Grand Waikikian by Hilton, set within the expansive 22-acre Hilton Hawaiian Village Beach Resort. Located directly on the world-famous Waikiki Beach, this resort places you in a paradise of unparalleled convenience—just 20 minutes from...
Cozy studio in Waikiki across the street from Waikiki Beach
Located in the iconic Foster Tower Condominium, this delightful condo offers guests a nice and serene retreat. With amenities like WiFi, a fitness room, and AC, guests can relax and unwind in this cozy space. The condo is well-equipped for your convenience. Secured...
Coconut Plantation 1222-2: Tropical Villa w/ Lanai & Pool Access
Welcome to Coconut Plantation 1222-2 by Gather, a serene island retreat nestled in the heart of Ko Olina Resort. This charming 2-bedroom, 2-bath villa offers a peaceful blend of Hawaiian elegance and resort-style comfort, perfectly suited for couples or families seeking...
Aqua Aloha Surf Waikiki 1505 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1505 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 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Luxury Ocean View High-Rise Condo at Sky Ala Moana w/Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.As one of Honolulu’s newest residential landmarks, Sky Ala Moana offers a lifestyle defined by comfort,...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Hilton Grand Vacation Club, All Towers, Honolulu!
Discover Oahu's incredible attractions just minutes from your Hilton Grand Vacations Club residence. Experience Hawaii's breathtaking landscapes from above with Island Seaplane Service tours - the only aerial excursions available in Hawaii - or explore vibrant...
Aqua Aloha Surf Waikiki 812 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 812 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...