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.
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Resort+Amenities.1BR Condo
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Ridge Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Lanikai Hideaway: Modern Luxe Indoor-Outdoor Living/Walk to Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
New Listing! Poipu Townhome with Pool and Gym
Wake up to beautiful mountain and palm views at this Pili Mai townhome in Poipu. Experience everything Kauai's South Shore offers with easy access to golf, beaches, and shopping.Prime Location and AmenitiesLocated alongside Kiahuna Golf Course, just steps from Poipu...
Monthly Ilikai 1142 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! 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 the gateway to Waikiki.Fully equipped and...
1st Fl Gem, Kings, Steps 2 Beach
Summary:Upgraded 1st-floor condo in a gated community, steps from shops, dining & beach. Features new floors, kitchen, bathrooms, & designer decor. King beds, premium cotton linens, full AC, & stocked kitchen. Baby gear & beds for all ages. Enjoy a heated pool, gym,...
Spectacular Ocean View & walk to Kehena Beach!
New (2018) 2 bedroom house with spectacular ocean view and huge 500 square feet (45 m2) lanai (terrace) to enjoy it from. Pleasant 5 minute walk to clothing-optional Kehena Beach. Large windows let you see and hear the ocean from every room.My house is in the upscale...
Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views
2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 45-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...
Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring,...
On the Ocean's Edge, Steps to Beach - Kahana Reef 210
Welcome to your tropical paradise getaway in Hawaii! This exquisite one-bedroom condominium is the perfect escape for beach lovers and relaxation seekers. Nestled right on the sandy shores, this short-term rental property offers stunning panoramic views of the...
Hawaii Life Rentals Presents Puu Poa 202
Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to...
Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite
Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
NEW Listing - Experience luxury at Mauna Lani Villages, a spacious 3-bedroom condo
Luxury 3 bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has a split level, high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanai's with a...
Executive Honolulu Home with Spectacular View
This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter tops and all the utensils you...
Palms at Wailea Villa 1210 Garden Deluxe 1 BD 2 BA
- Fully renovated 2nd floor walk-up unit - Renovated Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware - Spacious private 219 square feet lanai - Master bedroom with 1 king bed - No Sofa Sleeper - 2 fully...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious 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 your dream Hawaii vacation at the...
Waipouli Beach Resort B302 Ocean View 2 BD 3 BA
Enjoy sweeping views of the Pacific from this bright and airy two-bedroom condo. Ideal for a memorable island getaway, it provides ample space to unwind while soaking in the beauty of Kauai’s coastline.Unit B302 Ocean View 2 Bedroom 3 Bathroom• 3rd floor condo with...
Escape to Maui – Stunning 2-Bedroom Westin Nanea Villa
Tucked into the lush coastline of West Maui, where turquoise waves meet golden sands, The Westin Nanea Ocean Villas invites you to immerse yourself in the spirit of aloha. This upscale villa-style resort isn’t just a destination — it’s a Hawaiian homecoming....
KHV 2 Amazing Kahana Maui Direct Oceanfront 2BD Condo Steps to the Beach & Pool
Kahana Village 2 NEW LISTING Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean Views! Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Spacious 2bd Near Beach - Maui Kamaole K203
Luxury & Privacy at Maui Kamaole – Upgraded 2BR/2BA Condo Near the Beach!Experience the perfect blend of luxury, privacy, and Hawaiian charm in this newly upgraded 2-bedroom, 2-bath condo at Maui Kamaole. Just minutes from the pristine Kamaole Beach Park III, this...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 5200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring ocean-view suites to provide over 5200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
@ 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...
Keauhou Punahele B-202 2nd Floor, No Stairs, Ocean Views/Remodeled!
Beautifully Remodeled 2 Bedroom 2 Bathroom Condo with Ocean and Golf Course views within the Keauhou Punahele complex. This bridge unit offers the privacy benefit of being a second floor unit without having to climb stairs!The large sliding doors and unit position...
Princeville Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting to assist you in letting all of life's worries slip away. From the high...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-Fi 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. Just one block from...
2 bedroom 2 bath in maui
The primary bedroom features a king-size bed, 55-inch TV and desk. The s bathroom includes a vanity with a single sink, a backlit mirror, backlit make-up mirror and walk-in shower with a ceiling-mounted rain shower head. The toilet is in a separate room and has a...
Amazing Sunsets Oceanfront View Condo – Kahana Reef 222
Escape to paradise with a stay at our exquisite one-bedroom oceanfront condominium in Hawaii. This idyllic short term rental property offers the perfect blend of luxury and tranquility, boasting stunning views of the neighboring islands of Lanai and Molokai right from...
A GEM IN THE MIDDLE OF THE PACIFIC - OCEAN VIEW - KAANAPALI
KAANAPALI - MAUI This Ocean View Maui Cottage with 2 beautiful swimming pools is a mere five minute walk from the local favorite "airport beach" (Kahekili Beach Park), featuring world-class snorkeling and miles of pristine white sand beach. There is a beachfront...
LS 418 Studio Near Beach, Pool & Relaxing Hot Tub
Lahaina Shores 418 NEW LISTING Wake Up to Stunning Mountain Views at this West Maui Oceanfront Resort FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
Fabulous Kona oceanfront 6 bedrooms for 12!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!These incredible villas offers vacationers everything they want and need while on their Big Island retreat. We can offer you two of these villas in close proximity to each other for...
New Listing! - Hawaiian Style - 1bd
Kihei Kai Nani 250 is a charming 1-bedroom, 1-bathroom condo that accommodates up to 4 guests. Please note there are no elevators available. The bedroom features a king-sized bed and plenty of storage to unpack and relax. A queen sleeper sofa is provided in the living...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location...
LS 523 Direct Beachfront Studio with Stunning View
Lahaina Shores 523 NEW LISTING Remodeled Oceanfront Studio Wake Up to the Sights and Sounds of the Pacific! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail,...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...
Ridge Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Pets Allowed
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave ,...
Comfortable condo in oceanfront complex, private lanai, shared pool & BBQ, WIFI
Mahina Surf 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Mahina Surf, your ideal getaway located on the stunning leeward shore of Maui. This oceanfront condo is...
🏄🏻🌊 🏝️Maui is Calling - Kihei condo Across the Kamaole 2 Beach
Welcome to Your Tropical Retreat at Kihei Kai NaniEscape to paradise and experience the beauty of Maui from the comfort of our charming 1-bedroom, 1-bathroom unit at Kihei Kai Nani. With a convenient location, comfortable accommodations, and all the amenities you need,...
Mauna Loa Village#55: 3 bedroom incredibly spacious townhouse in Keauhou
Mauna Loa Village Luxury Retreat – Unit #55Welcome to your island escape at Mauna Loa Village, a spectacular 3-bedroom, 2.5-bathroom townhouse perfectly situated in the heart of the prestigious Keauhou Resort area. This beautifully upgraded, fully furnished retreat...
Highly Upgraded West Maui Condo! WiFi, Modern Kitchen, Lanai–Kamaole Sands 9304
Slip into the island life in this air-conditioned 818sf suite with full kitchen for the convenience of preparing your own meals. Enjoy Maui wine and beers from your private lanai. Amenities include WiFi, flat screens, ceiling fans and washer/dryer. Sleeps 4 in 1 Queen...
TCP-1136 | Seagrove Ohana House Ko Olina
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Diamond Resorts Ka'anapali Beach Club - 1 Bedroom Ocean View
*** Sanitation/Cleaning Update ***At Diamond Resorts, the safety and well-being of our guests and team members is of utmost concern. We remain diligent in our commitment to provide a safe, hospitable environment for all who visit our properties. Please read below for...
Marriotts Ko Olina Beach Club - 1 bedroom
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Kiahuna Plantation Resort 303 Garden View 1 BD
- Private, lower floor condo with expansive garden views from spacious lanai including the Moir Gardens below- Tiled flooring throughout with cozy carpet in the bedroom- Kitchen and appliances newly refreshed and includes full size glass top stove with oven, microwave,...
Waipouli Beach A107 Grand Premier Beachfront 2B/3B
Indulge in island luxury with this deluxe two-bedroom condo set right on the beachfront. With stunning panoramic views and a beautifully appointed interior, it offers an elevated retreat just steps from Kauai’s shoreline.Unit A107 Grand Premier Beachfront 2 Bedroom 3...
Beautifully upgraded 1bd condo with ocean views
Papakea H301 is a 1-bedroom, 1-bathroom condo that comfortably sleeps 4 guests. It features ocean views, a window AC unit, luxurious master bedroom and bathroom, and a beautifully remodeled kitchen! The main living area is the perfect spot to relax after a day in the...