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.
Kona Isle Oceanfront Condo w/ A/C!
Summary:Absolute oceanfront! Hear the waves and watch the sea from this corner unit condo on the 3rd floor. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The living room is furnished with seating around a TV, and comes with access to...
Modern airy villa with thoughtful decor
Kahana Villa F407 is a 1 bedroom, 1 bathroom condo that comfortably sleeps up to 4 guests. This condo provides an open floor plan with an expansive private lanai and ocean and resort ground views. Interior pocket doors open up to the lanai - creating the ultimate Hawaii...
Ocean View w/Kitchenette, Lanai, Washer/Dryer, WiFi, AC, – Waikīkī Shore #1314
Modern décor, open design, mirrored wall, and ample sunlight filtering in from windows and sliders make this 400sf studio seem larger than life! It’s perfect for couples craving a blend of Oahu action and relaxation in a homey retreat that’s all about style and...
Renovated Kitchen, Ground Floor Condo
Welcome to your Waikoloa Village retreat - a peaceful condo surrounded by tropical greenery, ideal for a relaxing island stay:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Private lanai w/ garden views & BBQ- Shared pool, hot tub, & gym access- Fully equipped kitchen &...
Bright condo with lanai, pool, grill - recently updated
SandPiper #116aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy all Kauai has to offer in this well-located condo at the entrance of the Princeville area. This is a welcoming...
KK 105 Ground Floor Oceanfront Condo in West Maui
Kulakane 105 Enjoy Year-Round Sunsets From Convenient Ground Floor Oceanfront Condo in West Maui 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,...
Kamaole Sands 7-401, Ocean and resort views from your lanai!
E Komo Mai “welcome” to Kamaole Sands 7-401! This lovely, Hawaiian inspired, 2 bedroom 2 bathroom condo has everything you need to enjoy the beautiful island of Maui! Take a swim across the street at Kamaole Beach park and dry off on your private lanai while you...
Close to Beach Queen Studio with Balcony & Pool
Legally Permitted Rental ✈Waikiki Grand Hotel® 305Upon entry, first, you see the white wood plank floor. Turning, past the hall, the large bed dominates the room. The kitchen counter, including fine cabinetry, stone countertop and induction cooktop, features...
Stunning Maui Island Getaway w/ Ocean View, Furnished Lanai, & Shared Pool
Kihei Akahi D612Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In an unbeatable oceanview location, this Maui island vacation rental is perfect for your next Hawaiian getaway. Spend...
🏖️Golf Course View | Concierge Included | Conveniently located | vrKCV
vr-KCV - Mauna Lani Fairways 504, Professionally Managed by Kona Coast VacationsExperience Tranquility at Fairways at Mauna Lani #504Your perfect Hawaiian getaway begins at Fairways at Mauna Lani #504! Nestled within a private, gated community, this luxurious two-story...
Gardenia Room on Tropical Lush Farm in Haiku, Maui with Private Soak Pool
The Gardenia Room is located on the lower level of our Ohana House. Guests have a private entrance to a comfortable king-size bed & a twin bed. Floor-to-ceiling windows look out onto the beautiful lush garden spaces and water feature with a beautiful private pool for...
Kamaole Sands Unit 8105: Ground Floor 2 br Condo w/upgraded AC System
This ground-floor two-bedroom, two-bath Maui vacation rental is decorated with a stylish tropical theme with hues of green and blue. The kitchen features full-size stainless steel appliances. Enjoy your morning coffee or afternoon cocktail on the covered patio. This...
Top-floor ocean-view condo - lanais, 2 pools, hot tub, walk to Brennecke’s Beach
Kahala #322Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience an indulgent tropical escape at this fabulous corner condo featuring ocean views and a coveted top-floor locale....
Mana Kai Maui Resort condo with private W/D & WiFi - the waves await
Mana Kai Maui Resort 215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Napili Gardens #4 - Central AC, Near beach, Sleeps 8
Welcome to our beautiful three story condo conveniently nestled between the Napili and Kapalua beaches. This town home is roomy and is styled with a contemporary island feel. The bedrooms are newly carpeted and your whole company will have ample living space. The condo...
World Famous Waikiki Beach, Includes parking.
Aloha ! Hopefully you will use this word often and feel the Aloha spirit. Our unit is newly remodeled 2 bedroom with1 full bathroom on the 6th floor overlooking the pool. Our unit is high enough to avoid normal traffic noise but low enough to call down to the kids at...
Fairway Villas E-24 2 bed 2 bath on golf course
Summary:This 2 bedroom/2 bath villa is the perfect location for your Hawaiian vacation.The unit features a primary suite with a king sized bed, It has an ensuite bathroom with double sinks and vanity, soaking tub, large glass enclosed shower, and walk in closet. We have...
Beach condo on ground floor. contact for 30 day or more rental discounts
workcations/staycations welcomed. message for special rates- fees normally 125 a night. special promotion $95.00 a night. Enjoy the island from your private secured condo unit on the west side of the island. Enjoy each day traveling the island experiencing what the...
🏖️Spectacular Ocean Views | Close to Town | Free Concierge | vrKCV
vrKCV - Sea Village 3112, Professionally Managed by Kona Coast VacationsExperience the beauty of oceanfront living in this charming 2-bedroom, 2-bath island retreat, perfect for a relaxing Hawaiian getaway. Comfortably accommodating up to four guests, this home offers...
Contemporary Waikiki Beach Condo with Rooftop Pool
The space- Bedroom – ONE queen size bed, playpen and high chair for baby- Living room – ONE queen size bed - Living room - ONE queen pull out sofa- One bathroom- A small balcony with a pick-a-boo ocean and city views- A roof top swimming pool and jet spa in the...
Kealia 409 - Beach front studio
Book with us and come to Maui to explore everything we have to offer!A great studio featuring a queen-sized Murphy bed, a queen sleeper sofa, and window AC—all just steps from miles of sandy beach. You will love the well maintained kitchen and cabinetry. Enjoy your...
Condo w/ Sunset Ocean Views & Shared Pool/Tennis - Beach Across the Street
Kihei Akahi D313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy cool ocean trade winds and views of the community gardens, the pool, and the Pacific Ocean at this wonderfully...
Delightful Studio on Lemon Road side at The Waikiki Grand
Legally permitted rental: 134 Kapahulu Ave #218Located on the Lemon Road side of the Waikiki Grand this comfortable and modern 2nd floor Studio is the perfect place to retire to after a day at the beach or hiking up Diamond Head crater. The building is just two mins...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Surf, Bike, Golf
Sugar Beach Resort 221Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Hale Kai Kalani - Hosted By Parrish Kauai - Quaint cottage near the beach & bedr
Hale Kai Kalani (“House of the Heavenly Sea”) is a perfect Kauai cottage situated on one and a half acres of land just up from the picturesque Rock Quarry Beach (also known as Kahili Beach). Conveniently located near Kilauea Town, home of the Kilauea Lighthouse and...
The Turquoise Turtle - AC / Pool / Ocean View
Rating, 5 stars,·August 2025,·Stayed a few nightsWe had a wonderful vacation at the Turquoise Turtle house! The condo and location are absolutely gorgeous! The view is great and there is a walking path along the cliff. We got in very late and appreciated the supplies...
Home in the heart of Hilo
This ground-floor unit is located in a conveniently situated two-story home in the heart of Hilo, within a pleasant and safe neighborhood. It's within walking or biking distance to most amenities in Hilo town.Nestled on a private, low-traffic side street, the unit is...
As seen on HGTV's Hawaii Life,w/pool,BBQ, hot tub
Sandpiper 120A is a bright and open one bedroom condo, great for travelers on a budget, or who prefer the "local feel". This homey apartment has a full size kitchen, spacious living and bed rooms, a large private lanai, and extended ensuite bathroom and vanity. The...
Ko Olina Kai 1051A: Relaxing 2BR Retreat, Ideal for Family, Close to Amenities
Tucked inside the gated community of Ko Olina Kai, Ko Olina Kai 1051A by Gather is a welcoming two-bedroom, two-bath condo perfectly suited for extended stays. With 1,144 square feet of living space, tropical landscaping views, and resort amenities just steps away, this...
Molokai Shores 212
Savor tropical fruits on the lanai with ocean views that define paradise. This casual 570 sq. ft. condo is a dream for active travelers who love relaxing at the day’s end with a sunset dinner at home. Comforts include cable TV, clock/radio, and ceiling fans. Sleeps 4...
Private Pool, Hot Tub with AC, BBQ and Very Spacious
Welcome to your private island retreat in Kiahuna Golf Village—an elegant two-story home with distant views of the ocean, mountains, and lush Kauai landscape. Ideally located just minutes from the Poipu Shopping Village and the famous Poipu Beach, this spacious...
Garden view corner condo with wraparound lanai & pool, walk to Poipu beaches
Waikomo Stream Villas 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Airy Tropical Retreat with Wrap-Around Lanai – Excellent location!Welcome to your peaceful island hideaway...
Direct Oceanfront 2B/2B ~ Maalaea Banyans 409 ~ Gorgeous Views, Great Location!
Enjoy being lulled to sleep by the sounds of the surf and the palm leaves swaying in the cool tropical breezes in this charming ocean front condo. Private lanai showcases a beautiful view that can be seen from the living room and kitchen. Also found here is an open air...
Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Aloha and welcome to Waikiki! Our condo is located at the Royal Aloha. We are minutes from the beach and the Waikiki strip. We offer the following:Free parking stallFull kitchenWifiPrivate lanai (balcony)Jalousie windows Ceiling fansPrivate Master Bedroom - Queen...
Renovated Ocean Front 1 Bedroom! Ilikai Marina (IM92)
Firework! Great Ocean View! Ilikai Marina (IM92)In the sunFeel the sunWalk barefoot on the sandFeel the OceanRelaxEveryday sunny daySoak up Nature While In Hawaii!!This modern studio is bright thanks to the top to bottom windows. The studio offers a fully equipped...
Classic island condo w/ partial ocean view, & shared hot tub & pool
Kona Bali Kai #366Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...
Studio in Princeville on Kauai's North Shore
Our studio is convenient to all the wonderful activities, beaches and scenery the North Shore of Kauai has to offer. Featuring queen bedding, flat screen TV, fully remodeled bath in Oct 2024, mini frig, microwave, toaster, and lanai making it the perfect spot for your...
Princeville Ocean Escape
Princeville Ocean Escape is a serene retreat perched on Kaua‘i’s North Shore bluffs, offering breathtaking ocean and palm views and modern comforts. The open-concept living area features floor-to-ceiling windows framing Pacific vistas, while a cozy daybed invites...
Spacious 3 Bedroom Ocean Front W/Lanai-Kaha Lani
Kaha Lani unit #307 on the third floor: One of the only three-bedroom, two-bathroom units showcases an open floorplan as one of the largest units in the complex, with tropical island décor and modern fixtures throughout. Floor-to-ceiling sliding glass doors allow for...
Maui Banyan Ground Floor 2 BR/2 BA at Kam II Beach. Family-Friendly, Sleeps 4-8
Imagine staying a one-minute walk from Kamaole II Beach in Kihei, with several lifeguards on duty 365 days a year. That's an uncrowded sandy beach conducive to sunning, snorkeling, swimming, and sunset watching. In winter you can even spot whales cavorting not far...
Kaanapali Alii | 343
Welcome to Kaanapali Alii 343, a beautifully designed vacation residence that invites you to gather and soak in stunning ocean views framed by swaying palms. This spacious retreat is perfect for families or groups, comfortably accommodating up to six guests.As you...
Charming Kailua-Kona Apartment Near Hiking & Golf!
Head to the Big Island of Hawaii and relish the ocean breeze at this coastal retreat! With 1 bedroom and 1 bathroom, this vacation rental offers a relaxing respite for couples looking to experience island life. Spend your days swimming at Kamakahonu Beach, traversing...
Sweet Ground Floor Suite w/WiFi, Lanai, Kitchen, Flat Screens, DVD–Kaha Lani 122
Castle Kaha Lani Resort #122 - This spacious 1,183 sq. ft. two-bedroom vacation condo is just steps from the shores of Kauai’s east coast. With its full kitchen, separate living area and bedrooms, and convenient touches including ceiling fans, flat screen TV, and...
Cozy North Shore Charmer w/ Beautiful Ocean Views & Great Amenities
Alii Kai 8H is a lovely, private top floor condo with gorgeous views of the ocean that you can enjoy from your balcony lanai. This two bedroom corner unit has a comfortable and homey main living space, a fully stocked kitchen, and two private ensuite bathrooms so nobody...
Great Waikiki Studio, Just Steps to Waikiki Beach, Zoo
Legally permitted rental - 134 Kapahulu Ave #801Allow us to welcome you to our Hawaiian home with the warmth of our “aloha” hospitality. We are just half a block from the beach in one of Waikiki's best locations. We actually have two charming studios, adjacent to...
Maui Sunset A303 - Great large 1 bedroom close to ocean
Book with us and come to Maui to explore everything we have to offer!This nicely furnished 3rd floor 1 bedroom with 2 bathrooms is the perfect place to relax when in Maui. Full sized kitchen and large living room to relax in after your busy day under the Maui sun....
5 star review gorgeous private pool/spa with ACs close to beaches
Aloha and welcome to Kilohana Hale. This beautiful house is located in an upscale peaceful neighborhood. Kilohana Hale is only minutes away from Magic Sand Beach, Kahaluu Beach Park, and downtown Kailua-Kona. This 5 bedroom2, 4.5 bathrooms, ocean view home can...
Tropical Splendor! Ocean View w/Wraparound Lanai and Kitchen–Waikīkī Shore #600
With chic décor and touches, this luxe 1,190sf corner suite defines tropical splendor! Friends and families embrace the space and amazing Pacific/Diamond Head panorama flowing from the wrap-around lanai into the open-style living area and gourmet kitchen for “at...
Comfortable King Bed Waikiki Studio 2 mins walk to Beach with WiFi & AC
Unwind in Honolulu at this lovely studio. This excellent space offers a serene living area with a new king bed, perfect for relaxation. Guests can enjoy amenities offered, Full Kitchen, WiFi & AC during their stay. With a bathroom featuring a hair dryer plenty of fresh...
Maui Vista 1210 | Renovated Condo, Balcony, Pool!
There’s a reason guests return year after year to Maui Vista 1210. The condo is beautifully maintained, in an ideal location across from Charley Young Beach, just north of Kamaole Beach I, and offers amenities that are simply exceptional. Best of all, the resort has...