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.
PREMIUM 5 STAR OV "J" UNIT - TOP FLOOR MODERN LUXURY J206
Enjoy a premier ocean view from the J block at the Maui Eldorado Resort located right on the famous Maui Kaanapali Golf Course. Closest condo to the #1 Kaanapali Beach in the world voted by CONDO NASTE. Modern decor with a touch of tropical Hawaiian elegance adorn this...
Sunset House
Spacious house with gorgeous sunset views from the lanai. Beautifully decorated in a combination of Hawaiian and SE Asian style. New tile floors and tiled shower in master bedroom and bathroom. Large and nicely landscaped garden and yard including a gazebo. The house is...
Hanalei Bay Resort 7102, 1 King, Queen Sleeper, AC,Full Kitchen,Washer & Dryer
Hanalei Bay Resort unit 7102 "OluKai Suite" is a privately owned and cared for one bedroom suite featuring countless amenities to please every guest. The condo features 1,180 square feet of spacious living area, with quality, tropically-themed furnishings throughout....
Comfortable, Bright and airy condo w/ full kitchen, sleeps four
Legally permitted rental - 2425 Kuhio Ave. #801This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable queen size bed & futon. Perfect for those longer...
Third Floor Oceanfront Condo Steps From the Beach in The Peaceful Kuleana Resort
The views from this recently remodeled and continuously upgraded third/top floor direct OCEANFRONT unit are spectacular, with the clear blue-green ocean vista and radiant sunsets over the islands of Lana'i and Moloka'i. From the lanai, you are only 25 feet from the...
Ocean View Condo at Beachfront Resort w/ Lanai, AC, WiFi & Shared Pool/Hot Tub
Sugar Beach Resort 308Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach, the Pacific Ocean, spectacular sunsets, and the many amenities of Sugar Beach Resort are all within...
❤️PiH❤️ HEAVENLY DAYS ★ Amazing Views with Lots of Privacy ★ Heated Pool
Brought to you by Paradise in Hawaii Luxury Homes.Heavenly Days at KaMilo with its 270 degree views and privacy is the pinnacle of luxury. Heavenly Days was built on one of the best lots in KaMilo for privacy and views. It is surrounded by the golf course, majestic...
Remodeled 3-bed, 3-bath Waikoloa Villas with pool and BBQ area, near attractions
Take your dream vacation at this newly remodeled Waikoloa Villas in Waikoloa Village. This three-bedroom, three-bathroom, has everything one needs on a Hawaii vacation. Enjoy the pool, hot tub, and BBQ area plus easy access to nearby attractions.Enjoy the open layout of...
Maui Resort Rentals: Honua Kai Konea 221 - Large Studio w/ Lush Courtyard and Partial Ocean Views
Peace and tranquility await your arrival at Konea 221, a spacious and luxurious oceanview studio that provides a lush and peaceful atmosphere with partial views of the Pacific Ocean and solitude from the prevailing trade winds. Relax and reconnect in the ample living...
Newly renovated Princeville 1 bedroom w/ king bed, ac and mountain range views!
Welcome to this newly renovated 1 bedroom condo in beautiful Princeville Kauai! It boasts mountain views from the lanai where you can take your coffee in the morning or a mai tai at dinner. This condo is located close to the walking path that runs along the famous Makai...
Bright beach condo #231 - Updated and steps to the beach!
Welcome to our beach house #231 at Kiahuna Plantation! Get ready to relax and enjoy this updated and spacious 1 bedroom, 1 bath condo on Kauai’s sunny south shore. Savor the cool, calming trade winds, in this top floor-corner unit after a long day of exploring all the...
Westin Kaanapali Villas - Beautiful setting on Kaanapali beach
Westin Kaanapali Villas located on north Kaanapali beach on the island of Maui. Resort has direct beach access. The amenities include access to two swimming pools, water slide, pirate ship kiddie pool, hot tubs. The resort also has a fitness room and a spa on...
Hale Luana: Private Home on 2.5 Acres w/Ocean Views, Hot Tub, & 600 sq ft Lanai
Just south of Honokaʻa along Hawaii’s storied Hāmākua Coast, Hale Luana (Big Island) welcomes guests to a 2.5-acre ocean-view estate designed for comfort, connection, and the rhythms of island life. Expansive lanais, vaulted interiors, and lush tropical gardens...
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Welcome to our home in paradise! Start or end your day on the large peaceful (newly renovated) lanai - complete with wet bar and wine fridge - with a view of the golf course, pool area, and peek-a-boo ocean views. During our visit this summer, we replaced the wetbar,...
🏖️Remodeled Ground Floor | Ocean and Golf Course Views | vrKCV
vrKCV - Country Club Villas 120, Professionally Managed by Kona Coast VacationsExperience the Best of Kona from Country Club Villas 120Nestled on the beautiful Kona Country Club Golf Course, Country Club Villas 120 offers the ideal retreat for your Kona vacation. This...
Steps to Ocean View Pool, Walk to Beach
Forget your worries in this spacious and serene space. First floor, family-friendly unit located steps away from a tranquil pool with ocean views. Lanai sits next to beautiful green common area perfect for watching the sunset and for kids. A short 10 minute stroll to...
Mountain to Ocean Views Pole House @ Maui Adventure Villa
A pole and beam structure with lots of teak on the interior and lush tropical surroundings outside. Guests enjoy the experience of living in a unique tree house style structure with all the amenities of a 5 Star hotel but with greater privacy and a peaceful...
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Book With Confidence,This Gorgeous, Newly Remodeled, 3 Bedroom, 2 Bathroom Home That Has Beautiful Ocean Views, A Stunning Resort Style Backyard With A Pool Including A Waterfall, Hot tub, And Tikki Torches, And Tropical Landscaping. This Property Is A Permitted Bed And...
Waipouli Beach Resort Penthouse Beautiful Oceanview Aloha!
Oceanview! An Elegant Penthouse Condo with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai.There is Central AC in this...
Imagine Hanalei Bay and Sunset Views
Welcome to your executive home away from home, secluded on exclusive Hanalei Plantation Road and walking distance to one of the North Shore's best-kept secret beach trails. This stunning three-bedroom home features dual master suites with sweeping ocean and mountain...
FULL OCEANVIEW & PRIME LOCATION 2 Bed / 2 Bath
We are looking forward to welcoming you to this fantastic piece of paradise, your own Maui tropical experience awaits you! The condo has been carefully and fully renovated, with Hawaiian tropical structures with contemporary decoration. It boast 2 bedrooms, 2 bathrooms,...
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...
Our House Is Your Home Away From Home
Aloha! We are Keone and Yonnell Farias. We were both born and raised here on this wonderful island. We welcome you to our beautiful new home and would be happy to share with you our favorite places. Located in a quiet neighborhood of Waiakea Uka, we are a short...
Whaler 1052 Direct Oceanfront Corner 10th Flr. Unit, 2B/2B, Slps 6~Spring Savings!
Premiere Direct Oceanfront, Top Floor, Corner Suite. Million Dollar Views!!!Welcome to your dream Maui getaway. Whaler 1052 is a direct oceanfront corner suite located within The Whaler on Ka’anapali Beach, one of Maui’s most sought-after direct oceanfront resorts....
Beautifully Furnished, New Renovation, A/C, Mtn/Ocean View, beach/golf/hiking!
Condo, 1 Bedroom, 1 Bath, Sleeps 2-4, Children welcome, Air Condition Enter the gates of Makaha Valley Towers to a luxury resort feeling! The immaculately landscaped secluded grounds will welcome you like any Five Star Resort. This facility offers around-the-clock...
Palm Villas at the Mauna Lani Resort, #F-2: Beautiful Ground Floor unit, AC!
Enjoy the tranquil beauty of this Luxury Palm Villas ground floor, 2 bedroom, 2 bath condo. This special unit has been recently upgraded and includes new Air Conditioning, Kitchen Appliances and Washer/Dryer. The private lanai is complete with a wet bar and gas grill...
OCEANFRONT 3 Bdrm condo with great views of Lanai & Molokai - Noelani 304
Sophisticated Oceanfront LivingThis tastefully appointed condo features two private lanais, offering front-row views of the Pacific Ocean. Enjoy whale watching during the season, mesmerizing sunsets, and the calming sounds of the waves—all from the privacy of your...
New listing! Sunsets, Beach 5 min walk away, Wifi
Welcome to Kona Pacific, your beautifully renovated home base for exploring the wonders of the Big Island. This 2-bedroom, 3-bathroom condo offers breathtaking ocean views from the wrap-around lanai, providing a serene atmosphere with delightful tropical breezes. Each...
Ground Floor Unit on the beautiful island of Maui
Unit 128 building 13 is a clean, and equipped unit. Beautiful ground floor with amenities. Beautiful patio across from pool and steps from the beach. Walking distance from restaurants, bars and a safe crosswalk to the beach. Beach chairs, umbrella and scuba equipment...
North Shore Bungalow with AC - newly renovated ocean view condo
Hale Moi #216A. Welcome to your Garden Island oasis: a stylish island-style retreat in the heart of Princeville. This beautiful, newly renovated studio is your perfect home base for trips to Hanalei town (10 mins) and the incredible beaches on Kauai's North Shore. Enjoy...
Kailani Kona- Ocean view, top floor Downtwn w pool
Aloha! Enjoy Kona in our serene 1br top-floor corner unit condo with a sweeping view of the ocean! We are centrally located steps from downtown Kona and across the street from beach access. There's a dedicated parking spot, community pool, in-home laundry, and all the...
Modern AC Home w/ Golf Course & Mountain Views!
Experience the best of Kaua‘i’s North Shore at Hale Lani, a beautifully designed 4-bedroom, 3-bath home in the exclusive Princeville community. With air conditioning throughout, breathtaking views of the Makai Golf Course and Bali Hai mountains, and a quiet...
1 BEDROOM CONDO IN OCEANFRONT RESORT W/ CENTRAL AC
Relax in Paradise at Casa de Emdeko – Oceanfront Comfort on Alii DriveDiscover the charm of Casa de Emdeko, a well-loved oceanfront property located just minutes from historic Kailua-Kona town. This peaceful resort setting on iconic Alii Drive features convenient...
Poipu Beach Making Memories, 2-Bedroom, AC, Pool & Walk to the Beach, Kauai, HI
Experience Poipu Beach and make memories at this 2-bedroom condo at Kahala in the Poipu Kai Resort. From the moment you enter this ground floor-end unit with 1150 square-feet and quiet peaceful garden view, you will feel like you've entered a true Hawaiian paradise. The...
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
Welcome to Wailea Elua 805, a beautifully remodeled 3-bedroom, 2-bathroom vacation rental located in the exclusive, gated beachfront community of Wailea Elua Village on Maui's stunning south shore. Just a two-minute stroll to Ulua Beach, one of Wailea's top snorkeling...
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!
Aloha! We warmly welcome you to our amazing condo! A 5 minute walk to the best beach on always-sunny south shore of Kauai. It just doesn't get better than this for your vacation get-away!Professional Cleaning and Disinfecting Castle Resorts handles all resort cleaning...
Experience paradise at Maui Sunset: spacious 2BR with stunning ocean views!
Maui Sunset offers the perfect Hawaiian getaway. This spacious two bedroom, two bath offers gorgeous views of the ocean and West Maui mountains.Experience a magical Maui sunset or peaceful morning on your private lanai. Perfectly located overlooking the pool that is...
Luxury Oceanfront 2 Bedroom 2 Bath Penthouse
Completely Remodeled and Renovated, our Corner 2-Bedroom, 2-Bathroom Penthouse is simply gorgeous. The living room and lanai offer beautiful, unobstructed Pacific Ocean and West Maui views. Through the long wall of windows stretching from the kitchen to the living room...
QUIET COMFORT! SALE!!! 199/nite APRIL, MAY, JUNE 2025!!!nPL-STVR-2024-000967
New paint, new bathrooms, new floors throughout. Exceptional townhouse condominium in the Colony Villas at Waikoloa Beach Resort, a gated community on the perimeter of the Kings golf course in the sunny crescent of the Big Island with sunshine 350 days a year. Two pools...
Oceanfront Honokeana Cove! Beautiful condo #215
BEAUTIFUL REMODEL TO THIS VACATION RENTALBeautifully remodeled(11/22) for welcoming ambience, this newly updated second floor unit is light and bright, featuring bamboo and teak cabinets, LVP flooring, and updated furnishings for your home away from home. Lovely views...
Open, bright, spacious home with AC in bedrooms, sleeps 9.
Spacious and comfortable 3 bedroom, 2 bathroom (plus outdoor shower) home in heart of Princeville. Home sleeps 9 (primary bedroom has a comfortable California King, 2nd bedroom has a queen, 3rd bedroom has a queen bed + twin bunk bed, and upstairs loft area has a twin...
Ocean Front with a beach and Swimming pool fantastic Views at Nohonani on Maui
Stunning sunsets from your lanai, whale-watching in season, ea white sandy beach right in front, swimming pool, fantastic view from the lanai and master bedroom,. Just some of the features of our wonderful home. Old Lahaina town, Restaurants and grocery stores just a...
Kukuiula Cottage #36 By Parrish Kauai - spacious plantation style home w/ AC, po
This luxury Kauai vacation rental is located in the newest resort community of Kukuiula. This fabulous new home has lovely garden views from the main living and pool deck area and the upstairs guest suite with den and private lanai has a lovely distant ocean...
Waikoloa Colony Villas#903 2 Bedroom 2.5 Baths with AC!
Welcome to your tropical retreat at Waikoloa Colony Villas! This spacious 2-bedroom, 2.5-bathroom offers the perfect blend of comfort and luxury in the heart of the stunning Waikoloa Beach Resort area. WELCOME! The villa features an open-concept living area with high...
Modern, Updated, & Clean Oceanfront Get-A-Way at Napili Point.
This property is not on the Minatoya List, so unexpected cancellations due to the county potentially cancelling short term rental permits is not an issue with this property. Nestled on Kaelekii Point overlooking Honokeana Bay on West Maui, this clean, modern, and...
Oceanfront Kihei Sands Beachfront Condos B3 – 2 bd 2ba
Our property is NOT impacted by the news of potentially prohibiting Short Term Rentals (STR) in Maui. Kihei Sands is zoned as a hotel property so meaning it is exempt from any of the potential STR regulations being proposed by the County.Located in North Kihei just...
Lae Nani #222 - Wailua Beachfront with pool, tennis and amazing ocean views!
This two bedroom condo is on the 2nd floor of a 3 story building. The two bedrooms have a king bed and a queen bed and each have an attached bathroom. The kitchen has been recently remodeled and has all the tools you need to make a good meal. The wifi service is...
Deluxe Penthouse Oceanfront Studio with Breathtaking Views and Central A/C.
This direct ocean front deluxe penthouse studio is the perfect place to spend a relaxing vacation right on the ocean's edge!! Literally 20 feet from the ocean, you cannot beat the view anywhere from the lanai!! Perfect for lounging, dining, reading or just relaxing. You...
Ocean Front ground floor cozy condo with brand new bedroom remodel!
This cozy little Condo is perfectly situated just 60 feet from the edge of the ocean with panoramic views of both Lanai and Molokai! You can watch whales and sea turtles while sipping your morning coffee right from the table on the lanai, or you can explore the area,...
Island Beach House 1 minute walk to Sand ~ Kids Welcome Lic#TVNC1058
Ask us about a DISCOUNT for any Aug dates still open in 2025. This is a legal permitted vacation rental. Permit #TVNC-1058Please see our rental agreement or ask us for ACTUAL CANCELLATION POLICY and REFUNDS. We DO give refunds and have a cancellation policy. Please let...