Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Wavecrest C205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is a one-bedroom, single-bath oceanview retreat. This home was recently remodeled with a new kitchen...
LUANA WAIKIKI HOTEL 502 🏝 2 Queen Bed CityViewStudio,WiFi,AC,GYM,POOL & Kitchen
Legally permitted rentalLUANA WAIKIKI HOTEL 502 🏝 2 Queen Bed City View StudioWiFi, AC, GYM, POOL & Kitchen2045 Kalakaua Ave 502Welcome to our cozy studio in the heart of WaikikiA stylish space features a comfortable Queen bed and a convenient sofa-bed.❤Perfect if...
☀Waikiki Grand Hotel® 214-2025 Remodel Energetic Queen Studio w/Lanai sleeps 2
Along with an outdoor pool, this smoke-free hotel has concierge services and laundry facilities. Housekeeping is available on request. Air-conditioned accommodations at this hotel offer coffee/tea makers and hair dryers. Rooms open to balconies. Smart televisions are...
Ocean View Waikiki Condo with Free Parking -- Short Walk to Beach
Incredible Panoramic Views - 37th Floor, Free parking & Wi-FiEnjoy paradise with an incredible mountain view Waikiki Banyan condo suite only one block from world famous Waikiki Beach! Condo suite is located on the 37th floor and has a spectacular view of the mountains...
1BPO4 Aston at the Waikiki Banyan: 1 Br w/Kitchen & Partial Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan, Partial Ocean View...
Royal Garden DYNASTY 2 bed, wifi, Security, Concierge
Kick Back and relax in this stylish Waikiki apartment. Enjoy the elegance and amenities this cool space offers. Spacious tudio with 2 full sized beds, City and some ocean views, split quiet AC, and WiFi. Guests can also enjoy the free fitness room and free laundry...
Spectacular and Luxurious Property with a Unique Style to enjoy with family and friends. Elegant Pool and Jacuzzi with Sun Deck chairs and outdoor bar. Just about 5 minutes from the beach and 15 minutes from the airport. This house overlooks the pacific Ocean with...
Waikiki Banyan - Diamond Head/Ocean View, Walk to Beach. Under new mgmt.
We're pleased to announce this unit is now under new management, ensuring a higher standard of cleanliness with a reputable cleaning companyWalk to Waikiki beach, zoo, aquarium, restaurants, shops and many other Waikiki attractions in this newly renovated unit with two...
Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401
Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl...
Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii
WelcomeWelcome to Casa de Emdeko, your perfect getaway in Kailua, Kona! This cozy condo features both a freshwater pool and a saltwater pool, complete with a private beach area that offers breathtaking views of the Kona shoreline. Enjoy the beautiful white sand beaches,...
Your Private Paradise Relax & Explore in brilliant Honolulu/Have a free parking
This apartment is located in the heart of Honolulu, just a block walk from the world-famous Waikiki Beach, offering stunning views of the sand and ocean. Popular attractions like the International Market and Ala Moana Center are within walking distance.The apartment is...
Relaxing Fairway Terrace Getaway – 2BR/2BA + Twin Sleeper Sofa
Relaxing Fairway Terrace Getaway – 2BR/2BA + Twin Sleeper SofaEscape to paradise in this charming 2-bedroom, 2-bathroom condo located in the beautiful Fairway Terrace community. Perfectly suited for families, couples, or small groups, this stylish retreat offers...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Private Pool Retreat in Hawaii Kai, OahuVilla Luana is a peaceful Hawaii Kai retreat with a saltwater pool, jacuzzi, mountain views, and fast fiber WiFi—just 5 minutes from Sandy Beach and close to Hanauma Bay and Waimanalo Beach. Surrounded by lush green...
Refreshing Kuhio Village Studio | Private Lanai
This lovely Waikiki studio features a minimalist design, yet includes all the essentials for a great stay! Located at the secure Kuhio Village building, right off of Kuhio Ave., our guests enjoy easy access to the newly built International Market Place, lively Kalakaua...
Top floor, loft-bedroom combo studios with garden, pool & mountain views
Hanalei Bay Resort 2301 twoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 23012 is an air-conditioned combination vacation rental. It features marvelous garden...
Kailua-Kona Studio - Walk to Hale Halawai Park!
Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn...
Beautiful Beachfront KoOlina Resort +Amenities. Studio
Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.Booking Details: Reservations at this property are rented in 7-night increments (Friday-Friday, Saturday-Saturday, or Sunday-Sunday). Resort is a beachfront location. Resort has Ocean/Beach views from...
1BOV3 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
1 Bdrm w/ocean view in Kona.Walk to Turtle Beach,Ali'i Gardens Mkt&Kona Trolley
Beautiful one bedroom beach side apartment in perfect location, on Ali'i Drive across the street from Turtle Beach. Water and beach access two blocks south with beach chairs & towels, umbrella and insulated cooler bag provided for guests use. We are located 2 miles...
Bishop Suites at Executive Center Ocean View 1 Bedroom Suite + Full Kitchen
Experience breathtaking ocean views from our One-Bedroom Ocean View Suite, a perfect blend of luxury and comfort high above Downtown Honolulu.Enjoy our newly renovated 1-Bedroom Ocean View Suite complete with views of the ocean, harbor, and downtown Honolulu. This suite...
Ground Floor Studio 4101 at Hanalei Bay Resort, Ocean View, Pool, Tennis
Welcome to Hanalei Bay Resort unit 4101, a beautiful ground floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This lovely studio unit has 1 King size bed and bathroom with a shower to come home to after a day of exploring! Relax and...
Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views
Waikiki Banyan Tower 1 Suite 2305 Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
Hawi peaceful, spacious Garden Cottage- your home away from home
Spacious, modern cottage with all the tropical Hawaii charm located on a one+ acre macadamia nut farm near Hawi Town. The cottage has an open living area with high ceilings, bamboo floors and tasteful decor. Enjoy cooking in the fully equipped kitchen with craftsman...
Ilikai Marina - Sunset And Ocean Views! You'll Never Want To Leave Hawaii!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 1/12 - 2/6/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Private Home near Volcano Park on Paved Road
This charming and private home is perfectly suited for a **couple or a family looking to visit Volcanoes National Park**. Situated on a convenient paved road, it offers both ease of access and a serene, natural setting. After a day of adventure and exploration, you can...
Mauna Kai 11: Delightful Condo w/ Pool - Close to Beaches, Golf & More
Tucked in the heart of Princeville on Kauai’s lush North Shore, Mauna Kai 11 welcomes you with airy, vaulted ceilings, an effortless indoor-outdoor flow, and a beautifully refreshed design made for modern island living. This three-bedroom, three-bath retreat blends...
Breezy Ocean View Waikiki Condo with Free Parking!
The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project.Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen, which includes a...
Hale Ohia Nui Relax in complete privacy in a tropical forest
Hale Ohia NuiWelcome to Paradise and relax in complete privacy in remote and rural Nanawale Subdivision. As you enter down the driveway, you'll enter a private hale, surrounded by an indigenous Ohia Trees and various other tropical flora. This is your relaxing place on...
Picturesque Waikiki Hotel Room w/ Private Balcony!
Summary:This unit is located inside the Waikiki Grand Hotel and was just renovated in March 2022! Location is EVERYTHING-you are steps away from Waikiki Beach & Kalakaua Ave which hosts all of the restaurants & shops you could dream of. Directly across the street from...
Fabulous condo with 2 lanais, pools, hot tubs, tennis & gym - near beach
Waikoloa Colony Villas 1004Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own piece of paradise at this stunning two-story villa located in the prestigious Waikoloa...
Comfortable ocean-view condo with WIFI, spacious lanai & pool - great location
Island Surf 512-AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the...
Kahana Reef 420: Amazing Views from this top floor Ocean Front Condo on Maui
Amazing views from this top-floor oceanfront condo. Enjoy views of the island of Molokai and expansive views of the sparkling blue Pacific Ocean right from your private balcony overlooking the horizon. This beautifully furnished condo features rattan furniture with...
Peaceful Pacific Monarch Studio | Rooftop Pool
Enjoy expansive ocean views in this beautiful one-bedroom one-bath with large wraparound lanai on Kuhio Ave. Located in the luxurious Pacific Monarch building, this gorgeous home includes both indoor and outdoor dining areas, full kitchen, full bath and private bedroom...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beautiful STUDIO @ Beachfront KoOlina Resort+Amenities
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Hawaiian Beachfront Hideaway on Oʻahu’s Western Shore.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢An additional savings of $500–$1,000 (approx.) can be provided on select 7-night stays for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 guests. Inquire to see if your dates...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Wavecrest C306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a beautiful oceanview condo located on the third floor of the C complex. This premium suite is complete with a...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...
Aqua Aloha Surf Waikiki 808 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 808 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...
RK1602 – Mountain View – Cooler & Comfortable Exposure1 Bedroom 1 bathroom unit (445 sq ft living area + 71 sq ft lanai) Sleeps 4Parking is available at $30/night upon request and advanced payment is required. (Please request 3 days in advance)Stay in the heart of...
HAWAIIAN MONARCH 4 -STUDIO WITH MINI KITCHENETTE
Hawaiian Monarch Hotel & Condominium444 Niu Street, WaikikiHawaiian Monarch. Located at the "gateway" to Waikiki, the Hawaiian Monarch overlooks the beautiful Ala Wai Canal. Enjoy the roof top recreation deck with its swimming pool and panoramic views of Waikiki....
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Located in Koloa, this charming air-conditioned condo is a dream. This one-bedroom sanctuary with an amazing lanai, is a one-minute grass-covered walk to the beach. WiFi is provided during your stay. A bedroom featuring a cozy California king bed, ample drawers, and...
Lagoon Tower, a Hilton Grand Vacations Club - Studio - STP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Breezy 12th Floor Waikiki Condo with FREE Parking by Koko Resort Vacation Rentals
The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen,which includes a...
Family friendly condo w/ private lanai, shared hot tub & pool - close to beach
Kahala 914Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Kahala at Poipu Kai resort, your perfect getaway in beautiful Koloa, HI! This charming condo offers a blend...
Light & Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 802 Light Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
Stunning Partial Ocean Views - Kona Bali Kai 167
Kona Bali Kai 167: Explore downtown Kailua-Kona easily from this comfortable ocean-view location. Upon entry, guests will see the crisp blue views from the floor-to-ceiling glass doors. Tile flooring and charming light rattan furniture compliment the main living space....
Infinity Pool- Endless Views- 2 Bedroom Villa
We are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.The Koya Suite is located on the South side of the villa and has its own separate entrance. All rooms in the Koya...
Ilikai 1208 Perfect Ocean / Sunset / Marina Views King Bed
STUNNING OCEAN & SUNSET 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 Resort is located at the gateway to Waikiki. Remodeled,...
Modern Surf Chic Studio at Hawaiian Monarch | Pool
Gorgeously remodeled, modern surf-chic Hawaiian Monarch studio with Ala Wai views and a fantastic location. This unit features ac, large flatscreen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Maui Sunset A412 Beach Front Condo
Maui Sunset A412 ***DISCLOSURE 11/6/25: The Maui Sunset homeowners association has informed us that an Underground Waste Pipelining project will begin for building A in April 2026, and that we cannot host guests in our unit between June 9 and July 20, 2026. More...