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.
Plantation Hale B13, AC, King Bed, Walk to Shops/Beaches. Free Wi-fi and Pkg
Plantation Hale Suites Unit B13, Royal Coconut Coast, Wailua, Kauai Vacation Rental. Accommodates up to 4 guests, including children and infants*One bedroom, 1 bath 2nd floor end unit with 2 Full size beds and a Queen sofa sleeper couch, making it perfect for families...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Beach Front, Ocean View Condo (Best Surfing/Snorkeling).
This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has incredible Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing and golfing. Ours is an unit on the ground floor in the back with views of the...
Everything You Need For Your Home Away From Home
Hawaii Tax ID: TA-159-912-1408-01TMK: 390010440016***SPA CLOSURE - November 6, 2024 to TBA***This spacious ground floor Kihei Holiday 116 unit has everything you need for your home away from home. Enjoy the fully stocked kitchen and the washer and dryer. With many...
Second-floor condo with great view of the ocean and Prince Kuhio Park.
One-bedroom, second-floor condo with great view of the ocean, Prince Kuhio Park, and the mountains. Enjoy the view while keeping in touch with the world with a 42' HDTV and high speed internet. You can hear the ocean waves from your bedroom at night while sleeping on a...
OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220
Royal Kahana Resort- beautiful, 2 bedroom/2 bathroom condo on 2nd floor, corner unitOceanfront Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 1-301, Oceanfront, AC
Keauhou Kona Surf & Racquet Club Condo 1-301 offers a comfortable, well-furnished stay with exceptional ocean views. Conveniently located near shops and restaurants, it makes exploring Kona easy. The wrap-around lanai provides breathtaking sunsets and ocean breezes. The...
Maui Vista 1120: 1 Br Ground Garden View Condo near Kamaole Beach Park I
One-bedroom Garden view condo located on the ground floor. This unit accommodates up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The kitchen has been renovated with new cabinetry, countertops, fixtures and new white...
Vacation in comfort with unrivaled ocean and island views!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina...
Mauna Lani condo with waterfall pool, hot tub & tennis court
Palm Villas at Mauna Lani H22Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo in the beautiful Mauna Lani area will almost make you want to stay in for a day. Enjoy every...
Stay in Kihei - Newly Updated - Three Minute Walk to Kamaole II Beach!
***New Updates and Upgrades - We just completed updating our condo! We've listened to our previous guests and took many of their suggestions and did a large update of our condo. Here are some of the updates:New kitchen with new cabinets, counters, appliances, lighting...
Aloha Condos, Napili Bay Resort, Condo 108, Beachfront
Best Beachfront Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay. Swim, surf, boogie board, snorkel, whale watch and glorious sunsets without leaving the property.30 seconds from the blender to the beach!Sleep to the...
The Nene Hideaway near Richardson's Beach Park Sleeps 6
The Nene Hideaway is the perfect home for those who seek to be mere steps away from Hilo's fantastic beach parks while not being exposed to a busy beachfront roadway. Richardson Beach Park is a casual 4-minute walk from this home, nestled around the corner on Nene...
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
ALOHA, GUEST! Welcome home! Enjoy the surf song and expansive ocean views from every room, lie in bed and watch whales spout in season, dolphins frolic and rainbows touching the sea, whitewater on the rocks and spectacular sunsets from your lanai, lush greenery and...
Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park
Hale Mauna Loa offers the complete Hawaiian volcano experience. The home is tucked cozily in a very private corner of lush tropical rainforest in Mauna Loa Estates. Located just a minute from the quaint selection of restaurants and stores of Volcano Village, and just a...
Charming 2-bedroom Condo with AC & WiFi - Kuilima Estates West
Discover the beauty of Turtle Bay from this delightful 2-bedroom condo. This charming property features 1 king bed, 1 queen bed, 1 sofa bed, and 1 futon, perfect for a tranquil getaway. With one and a half bathrooms equipped with a hair dryers and bathtub, guests can...
🏖️Ocean Front Deluxe | Top Floor | AC | Concierge Included | vrKCV
vrKCV - Kona Reef A36, Professionally Managed by Kona Coast VacationsOceanfront Paradise Awaits at this Top-Floor CondoExperience the ultimate Hawaiian getaway in this direct oceanfront top-floor condo, where breathtaking views of the Pacific Ocean and stunning sunsets...
Hale Hui Kai 308 OCEAN VIEW Two bedroom Two bath
This private ocean view condo is on the third floor of the south side of the building ...about 40 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural...
Maui Resort Rentals: Honua Kai Konea 318 – Partial Ocean & Mountain Views, King Size Balcony!
Konea 318 is a luxurious two-bedroom corner suite and one of the few offerings at Honua Kai that affords views of both scenes Maui is famous for the relaxing blue Pacific Ocean and the majestic West Maui Mountains.Highlights include an extra-large balcony and a prime...
Wailea Ekahi 17E | Resort Level Amenities!
The beauty of sand and sparkling waters and the warm Hawaiian sun is calling your name! Wailea Ekahi 17E is a one bedroom, two bathroom condo that sleeps two guests. Take in the ocean view, enjoy the 34 tropical landscaped acres at Wailea Ekahi Village, Keawakapu Beach,...
Waikiki Shore - Beachfront
Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer / dryer in the apartment for extra convenience. Panoramic views of the Pacific Ocean, Fort DeRussy Park and Diamond Head, and...
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.
This gorgeous Sunny South Shore home is tastefully remodeled with a spectacular ocean view. You'll want to soak in the breathtaking sights... and simply exhale.Along with a lovely, high end condominium community, Sunset Kahili offers a sparkling clean pool and very...
Experience the lush tropical & Garden Island of Kauai.
Everyone loves the beach! Experience the lush "Garden Island" of Kauai, in this one-bedroom / two-bath condo at the Waipouli Beach Resort. It's located oceanfront on the beautiful Coconut Coast, just 8 miles from Lihue Airport. Come relax in peace and comfort in the...
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 1 bedroom condo home. Wander right out to the beach or stroll past the resort putting green. The air-conditioned unit is fully equipped and recently remodeled with...
Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await
Hale Kai O Kihei 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
OCEANFRONT*OCEANVIEW*Exceptional Upgrades 3 Bedroom
Nestled inside this stunning newly redesigned condo with its light and airy modern decor you will feel yourself relax immediately. Open the glass doors in the living room to let the tropical breezes in as you unwind or take a coffee outside on the lanai to enjoy the...
Luxury Beach Vacation House in Kailua Beach
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...
Kona Bali Kai #241
Kona Bali Kai #241Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the hidden gem on the Big Island of Hawaii! With sand and surf literally steps away, you won't...
Newly Remodeled Condo in the Heart of Waikiki! 1 Block to Beach! FREE Parking
Ni'ihau Apartments #304 – 247 Beach WalkNEW TO OUR INVENTORY and FULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2022) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer. FREE Wi-Fi and parking at nearby...
NS D127 Studio w Pool Near Beach and Gazebo
Napili Shores D127 Cozy Studio at Napili Shores in Beautiful West Maui near The Gazebo 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...
WAILEA JEWEL; NEAR BEACHES; SHOPS/5 STAR HOTELS; CONVENIENT!
ALOHA and welcome to our unit in Wailea Ekolu, A two bedroom, two bath condominium on the ground floor. Our condo is located in the beautiful, lush, and spacious Wailea Ekolu Village. Ekolu is located in the five-star resort area of WAILEA. Our condo sleeps up to 6 and...
Kauai Exclusive - Princeville Honu Condo 2A
This comfortably priced condominium is a highly sought-after commodity on the desirable North Shore. With up-to-date amenities, a classic Hawaiian motif, and an incredible location, you can’t go wrong! Two bedrooms easily sleep up to 4 guests, while a two-level...
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
Kahaluu Beach Holmes is a great vacation rental property with a spectacular view! We are located a short 300 feet from Kahaluu Beach, one of the Island’s premier snorkeling beaches. Our home offers unrivaled views of the beach and a panoramic view of the pacific ocean...
Spring Specials! Pool, Hot Tub & AC!
Lovely and remodeled one bedroom condo in the Fairway Terrace complex, in the G building, located in Waikoloa Village. Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level. This condo is nicely located...
Kona Plaza#210 REMODELED BEAUTY 1/1 IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#210. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village.This 2nd floor unit of Kona...
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Experience the ultimate getaway at Poipu Sands 233, a captivating 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poipu. Gazing out from the living room, dining room, kitchen, and master bedroom, a breathtaking ocean view awaits, complemented by a spacious...
Wailea Ekolu #702 Premium 2nd floor 2bd/2ba
Wailea Ekolu 702 is a Premium 2 bedroom, 2 bath top-floor condo ideal for family getaways. This unit was updated in late 2021 with Daikin Split Air-Conditioners in each bedroom and living room. The master suite has a luxurious King bed and the second bedroom has a Queen...
Poipu Beach Estates Plantation-Style Home with Pool
Location and convenience to Poipu's best amenities are what make our Poipu Beach Estates home an excellent choice for your Poipu vacation rental.This home is great for large families or a group of people traveling together, with four bedrooms and four bathrooms, it can...
Waikoloa Beach Villas H32 - Top Floor Villa with Gold Golf Membership!
Our unit is across from the Queens’ Market Place shopping village and has views of the golf course & lake. It is an elegant 2 bedroom, 2 bath top floor vacation retreat with all the comforts of your own home, including gourmet-equipped kitchen with everything you need...
Oceanfront! Ground floor, Corner, Beachfront Unit #113!
Direct oceanfront! Ground floor, corner, beachfront unit - it does not get much better! Mesmerizing views of early morning paddlers on the ocean and lovely pink and orange sunsets in the evening.Remodelled and upgraded with granite countertops, new cabinets, and...
Stylish Island Home Near Beach W/ Park Access, Multiple Lanais & AC
Parkside In PrincevilleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting...
🌴Beachfront Ocean View Condo! Fabulous Pool! Manicured Lawn Close to Everything
Located on the third floor of Kauhale Makai this well-furnished and fully stocked 1 bed/1 bath condo is available to rent to couples or families with the provided sleeper sofa allowing for four adults to stay together comfortably. You are just a few feet away from a...
Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.
We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches.Cool and quiet. Ono Hale is situated on a very private lot on a quiet street at a perfect 750...
2 Bed/2 Bath In Kona White Sands Village
Our condo is the perfect place to 'get away from it all' and kick back. We are located across the street from White Sands Beach, a premier boogie-boarding beach that attracts swimmers and snorkelers alike. White Sands beach amenities include staffed lifeguard tower,...
Kihei Beach Resort #107: Your Tropical Paradise
Kihei Beach #107 – Ground-Floor One-Bedroom Beachfront CondoWelcome to Kihei Beach #107, a beautifully remodeled one-bedroom, two-bathroom condo with convenient ground-floor access. Just steps away from Sugar Beach, Maui’s six-mile stretch of golden sand, this condo...
Shores at Waikoloa Beach Resort 19 - 2 Ensuite & Loft
Summary:This luxurious 2 bedroom + loft villa is located in the heart of the Waikoloa Beach Resort, right across the shared BBQ and swimming pool area. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The Waikoloa Beach Resort features...
NKH 605 Remodeled Oceanfront Condo w Pool AC Ocean Views Year Round Sandy Beach
Nani Kai Hale 605 Remodeled BeachFront Condo with Breathtaking Ocean Views, Split AC, BeachFront BBQ and Loungers. Enjoy Front Row Whale Watching and Year Round Sandy Beach Walks FREE daily activities included with your stay value up to $554! Complimentary admission,...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 BR Oceanview Suite
Freshly Renovated 2 Bedroom Oceanview Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited, make the most of your vacation time with an out of this world oceanview experience. Why pay for a small hotel room when...
MRR Presents Kaanapali Ali'i 256 - Expansive 2BR Corner Remodel w/ Gorgeous West Mountain Views
Beautifully remodeled, suite 256 boasts views of the majestic West Maui Mountains and the Kaanapali Royal Golf Course from its 5th-floor vantage point. A highly sought after corner location provides abundant natural light and invites in the gorgeous Maui outdoors.While...
Na Hale O Keauhou: Luxury Townhouse with Ocean Views & Resort Amenities
Na Hale O Keauhou is arguably one of the best destinations for travelers who want to enjoy fine dining, golf, snorkeling, diving, manta rays, and more! This quiet gated community includes a pool, hot tub, and BBQ area. Guests may go straight from the car to the home; no...