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.
Lae Nani 532 - Delightful & Spectacular Sunrises
Decorated with a delightful mix of island-style furnishings and Hawaiian accents, this oceanfront condo offers spectacular views of Kauai's Coconut Coast. Lounge on the lanai with a cup of coffee and Enjoy colorful sunrises and the gentle ocean breeze. The open floor...
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Fully updated condo with new open concept kitchen featuring stone counters, kitchen bar, stainless steel appliances, plantation style custom solid wood cabinetry and modern task lighting. Luxurious tiled bathroom also has new plantation cabinets and lighting, tiled...
Honua Kai H214 Summer Specials at Tropical Island Getaway with Ocean View
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Hokulani 214, a serene 1-bedroom, 1-bath escape at Honua Kai Resort on West Maui’s celebrated Kaanapali coast....
Hidden Paradise Found with Aloha Spirit and Great Summer Rates! Weekly discount
Cleaner is Covid 19 safety trained. Celebrate the best in indoor/outdoor living in this spacious and well-kept ground floor unit in Keauhou Akahi! Conveniently situated on south Ali’i drive, the condo is 1/3 mile from Keauhou bay and less than one mile from the...
*Stroll To The Beach Til Toes In The Sand!*Beautiful Views*Ground Floor*4 Pools*
Wailea Ekahi Village Two bedroom, two-bath, 1505 sq ft. completely remodeled and upgraded, ground floor condo, sleeps six is situated in a low-rise condominium community. The ocean front village is located on Keawakapu Beach in sunny South Maui. The beach has been voted...
Maui Vista Resort. Aloha & Welcome to Maui. Time to kick back and have some fun!
Hello and Welcome to Maui. This is the closest Maui Vista unit to the beach across the street. This non-smoking 1 bedroom, 1 bath Maui Vista unit is located directly across the street from the world famous Charley Young Beach. High Speed Internet for Business. This unit...
Includes Mauna Lani Beach Club Pass. Golf Villa at Mauna Lani D3
This vacation rental is professionally managed by ResorticaHawaiiGolf Villas at Mauna Lani D3. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: Two Twin BedsGuest Bedroom...
Maui Resort Rentals: Honua Kai Konea 212 – 1BR+Den w/ Oversized Balcony & Lush Mountain Views
Konea 212 is a luxurious one bedroom PLUS den mountain view suite with its defining feature being its incredible oversized lanai offering the perfect vantage point to enjoy breathtaking views of the awe-inspiring West Maui Mountains.Suite 212 affords a perfect...
Resort condo with majestic mountain/bay view, lanai, W/D, pools & tennis courts
Hanalei Bay Resort 4205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Palm Building of Hanalei Bay Resort, this is a condo features truly incredible views of Hanalei...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Experience one of the best views in the iconic Ilikai Hotel & Luxury Suites! From the 15th floor, enjoy an unobstructed panoramic vista of the yacht harbor, the sparkling ocean, and Ala Moana Beach Park. Dine on the lanai while you watch the breathtaking Hawaiian...
Elegant Oceanfront – Beautiful Remodel - Puamana 254-1.
Puamana 254-1 is a beautifully remodeled oceanfront 3-bedroom, 2.5-bath townhome with an exceptional corner location on the sunny south shore of Puamana that wasn’t harmed by the Lahaina fire. The coconut tree-filled lawn adds to the tropical charm of this magical...
SALE - Closest to the Beach - King Bed - Maui Banyan! -
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind... retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we...
Oceanfront 1 BR Condo at Kaha Lani KL309
Kaha Lani 309Experience aloha Kauai-style in our fully-furnished, oceanfront condo in dreamy Wailua.Kaha Lani is a direct oceanfront, meticulously maintained property featuring 73 individually-owned condos on the coconut coast. Wake up to an award-winning sunrise...
New listing!+ Nā Pali Coast + Walk to Queen's bath
Experience paradise at this stunning 5-bedroom, 3.5-bathroom home, just minutes from the breathtaking Queen’s Bath in Kauai. Nestled in the heart of Princeville, this beautifully designed retreat offers the perfect blend of luxury, comfort, and island charm.This...
Wailea Elua 1401 - Beautiful Ground Floor 1BR Oceanfront Unit on Ulua Beach
Our Wailea Elua Village condominium is an exclusive ground floor beachfront property located in the heart of the resort community of Wailea Elua. It may be rented by two adults but no children are allowed. This relaxing low-density community consists of two-story...
3 Bedroom, 3 Bath Oceanfront Condo With Amazing Views of Molakai and Lanai
3 Bedroom, 3 Bathroom Oceanfront Condominium with Panoramic Views and Sunsets over the Islands of Lanai and Molokai. A hidden gem. Exclusive top floor corner-end Penthouse Suite. Completely private. Beautifully furnished. Split level with vaulted ceilings and...
Ocean View KUL418 - West Maui Beach Front, Fabulous Condo!
** Great 2025 Summer rates Now - Book for future Whale Season November - March!!**This stunning third-floor condo has been tastefully decorated to offer the perfect blend of elegance and comfort. As you step inside, you'll immediately notice the breathtaking view of the...
Ho'olei Villas | Wailea Kapili
This residence has been given the Hawaiian name "Wailea Kapili", which translates to "a Wailea Gathering." It is the perfect accommodation for gathering with friends and family to enjoy the beauty of Maui. This Ho'olei Residence is a spacious 2,426 square foot three...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Largest ‘One of a Kind’ 2-bd 2-Bth Condo 🏄 New Air Conditioner throughout🌴
Aloha! Welcome to our Paradise Home! Located in building 3 on the 4th floor, away from the noise of So. Kihei Rd.. We hope to make you feel like an invited house guest. Our unique & spacious tropical condo is the ONLY Maui Vista 2 bedroom condo that has a one-of-a-kind...
Hanalei Bay Resort 7307+7308: Ocean Views, Pool/Spa, AC
Please be aware that a roof replacement in the surrounding area, not within Banana building, will take place Monday to Friday, 9:00 a.m. – 5:00 p.m., starting September 9, 2024, for approximately 8-10 weeks. While the construction is outside, noise may still be heard...
Maunaloa 2BR Condo with Ocean Views – Walk to Kepuhi Beach & Pool
Paradise awaits at this beautiful condo in Maunaloa! The 2-bedroom, 2-bathroom vacation rental has everything you need for the perfect Molokai getaway, including a full kitchen with new appliances, in-home laundry, and ocean views. For a relaxing start to the day, enjoy...
Kiahuna Plantation Condo - So Close to the Beach!
Beautiful Kiahuna Plantation is located on world-renown Poipu Beach. Enjoy strolling through 35 acres of tropical paradise with gardens of graceful orchids and unusual cactus. The buildings are plantation style with louver shutters on the windows and ceiling fans...
Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay ViewDazzling views of the Wailua Bay from this condo. Your gaze will get lost on the horizon of the Pacific Ocean. Comfy Oceanfront living is yours to enjoy from this top floor condo. The most amazing...
Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6
Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...
Spacious 2 bedroom, 2 bath, 1 free parking with world famous ocean view!!
Spacious 2 bedroom, 2 bath, 1 FREE parking unit with world famous ocean view!!!Be on vacation every day!! Direct Ocean & Sunset views of Waikiki Beach!!! Swim and Surf directly across the street of just watch the Surfers go by from the lanai! Spacious 2 bedroom, 2 bath...
Best Sugar Beach Maui Direct Oceanfront Modern Luxury Condo #331
Quiet, peaceful getaway with amazing views. Enjoy walking on uncrowded miles of sandy beachfront along a nature preserve, sunbathing, snorkeling, swimming or boogie-boarding on your doorstep. Amazing picture-perfect views of ocean sunrise, sunset and rainbows greet you...
Gorgeous 2 bedroom with loft villa with Private Beach Access
The Big Island offers breathtaking views and lasting memories. Now would be a great time to consider E-22 at the Golf Villas for your upcoming Hawaiian vacation. Up one flight of stairs (16 steps), you will enter a beautiful open concept living space. The living area...
Kamaole One Heaven in Kihei - Unit #11
Our spacious, ocean front Kihei condo rentals, offer year round fun for you and your family. Whether it is a romantic stroll on one of the longest beach walks on Maui, or watching the winter antics of the humpback whales, there is nowhere like Kamaole One for a vacation...
Waikoloa Resort Fairway Villa K4! Newly updated, 2 Story with Central A/C
Experience scenic Hawaii from the comfort of this beautiful home. With an open floor plan and three bedrooms and bathrooms, this is the perfect spot for a family getaway or a romantic retreat. Enjoy easy access to world-class beaches, shopping, and more!As soon as you...
2 Bedroom 3 bath in Waipouli Deluxe oceanfront condominium Resort
Mountain view unit with rich hardwood furnishings, gourmet kitchen, and spacious baths. Full kitchen with high-end appliances and In unit washer/dryer. Heated river pool, flumed water slides, sand-bottom jacuzzis, beachfront restaurant & bar, full-service spa, and...
ALOHA-WAIKIKI OCEAN VIEWS near beach 102
This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony.Within our CLEAN PRIVATE unit,...
Maui Resort Rentals: Honua Kai Hokulani 225 - Upgraded Interior Courtyard 2BR Suite w/ Beautiful Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pool, Hokulani 225 is a luxurious 2BR/2BA suite offering gorgeous partial ocean views from between the lush palm canopy. In addition to its highly sought-after location, the suite belongs to a rare class of...
*Lauloa 312* Maui Prime 3 Bedroom Oceanfront Condo
This spacious and quiet 3rd-floor condo just steps from the ocean offers three bedrooms and stunning panoramic views of the Pacific and southwest Maui with brilliant sunrises over the Haleakala volcano each morning. The primary suite has a comfy king bed and ensuite...
Maui Beachfront Condo – Sugar Beach #430 – Stunning Ocean Views & Pool
Welcome to Sugar Beach Resort #430 – Your Ultimate Beachfront Escape in Maui!Escape to paradise in this beautifully appointed beachfront condo at Sugar Beach Resort, located in the heart of North Kihei. With sweeping ocean views, you're just steps away from the soft...
GROUND FLOOR:One from Ocean Front-May 6-May 16 OPEN!Best location! Hotel zoned.
WhalerAloha -Whaler 107 GROUND FLOOR~ ONE FROM OCEAN FRONT!!! has become a Whaler favorite, for many of our wonderful guests! Spacious one bedroom/ two full bath, with fantastic ocean view~ and fully equipped, comfortably sleeps 4 persons and is HOTEL ZONED! So no...
Coastal-Style condo with tropical Maui landscape
Keawakapu 206 is a bright and well-appointed 2-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers a split A/C in the living and master bedroom. Both of the bedrooms are furnished with a queen-sized bed. Furnished with unique contemporary and Asian...
LUXURIOUS OCEANFRONT Maui Condo with Two Bedrooms, Two Baths - AIR CONDITIONED
Exceptional views will greet you right as you open the door to this newly remodeled unit. Unlike other condominiums or hotels, this is a direct view of the ocean, no angles or peek-a-boo views. You can not get any closer to the ocean unless you want to get wet. There is...
Elegant, second floor condo with lanai, pool and hot tub access, and central AC
Shores at Waikoloa 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Elegant and refined in its design and decor, this single-level condo in The Shores at Waikoloa Beach Resort is...
KHV 33 New Listing Oceanfront 2Bedroom Villa in Kahana w Spectacular Ocean Views
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 Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Ocean & Pool View. Top Floor !!! NO RESORT FEES!
No RESORT FEES. SAVE. OWNER PAYS THE RESORT FEES!The OUTRIGGER Kauai Beach Resort & Spa is a 25-acre oceanfront luxury resort just minutes from the Lihue Airport, Walmart, Costco and several supermarkets. OUR UNIT'S AMENITIES (#1308) Building one, TOP of Third floor...
EXCLUSIVE ELEGANCE*Pure LUXURY*OCEANFRONT
This newly remodeled one bedroom one bathroom unit provides everything you need for your time here on Maui. With modern touches, custom high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space. Relax in your amazingly...
Beachfront Condo: Sunset Views & Pool Access!
Pack your bags for a delightful getaway on the coast of Maui with this welcoming 1-bedroom, 1-bathroom vacation rental where you and your loved ones can spot whales seasonally and turtles year round. Effortlessly enjoy the beach every morning, take a dip in the...
KONA REEF D-26: DIRECT OCEANFRONT, REMODELED, AIR CONDITIONING, ELEVATORS!
Spectacular, Direct Oceanfront, Kona Reef Condominium! This incredible unit truly is one of the best at the development.Unit#D-26 is on the Second Floor of the very popular Kona Reef Development. Notable features include: ~Gorgeous Ocean Views, this is as Direct...
Maui Sunset Vacation Rentals B413
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area on the fourth floor View of the ocean and tropical gardens. New floors throughout 2023. Quiet location features...
OCEAN VIEW FROM LANAI-ENJOY SOUND AND VIEW OF WAVES-CROSS LAWN TO BEACH-PARKING
Enjoy the relaxed natural ambience of Kauai. Kaha Lani Complex is a tropical paradise overlooking the Pacific Ocean. Cross the lawn and enjoy your morning coffee on the beach directly in front the of Kaha Lani while waiting for the sun to rise on the "Garden Isle"....
Maui Resort Rentals: Luana Garden Villas 2B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3Bedroom/3Bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2B's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within our "Grounded" collection at the Luana...
Ho'o Maluhia: Breezy Oceanview Retreat w/Private Pool and Stunning Views
Ho‘o Maluhia invites you to savor island life above Kailua-Kona, where sweeping 180-degree Pacific panoramas stretch from the harbor to the horizon. Perched at 700 feet, this two-level hillside retreat blends indoor-outdoor living with expansive lanais, a sparkling...
🏖️Ocean Front Views | Central AC | 3 Complex Pools | vrKCV
vrKCV - Kanaloa at Keauhou 2301, Professionally Managed by Kona Coast VacationsExperience Oceanfront Bliss at Kona CoveWake up to the soothing sound of waves and breathtaking ocean views from this stunning 2-bedroom, 2-bathroom oceanfront condo, Kona Cove. Located in...
Home Away From Home - Beautiful Townhome in the Heart of Mauna Lani
Enjoy the gorgeous Kohala Coast in a large, family friendly townhome at the Mauna Lani Villages. Villages 207 is a 2-story Lehua Model home. It has over 2,100 square feet of space - perfect for the family to spread out and enjoy the comforts of home in a fantastic...