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.
Queen Studio, Full Kitchen 1.5 mins from the Beach
We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price.Not only are all the appliances (including full cooker) brand new, The studio itself is only 1.5 minutes from Waikiki Beach!With a comfortable bed and ample space to...
Hapuna Beach Residence B49 at Mauna Kea Resort
Where extraordinary meets island luxury, this newly-constructed, top floor, beachfront residence offers floor-to-ceiling sliding pocket doors that transform the great room into a lanai; an epicurean kitchen with professional-grade Wolf, Sub-Zero and Miele appliances,...
2 bedroom 1 bath cottage 10 minutes from beach
Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...
KBM Resorts | FREE CAR | Kuilima Estates | 2-Bedroom Condo at Turtle Bay! KUL-E113
Peaceful 1-bedroom plus loft condo on Oahu's North Shore with golf course views, private lanai, full kitchen, and resort amenities-just minutes from beaches, dining, and scenic island adventures.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor w/ Lawn Areas, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor residences to create a 4 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas. The 3br residence offers over 1900 sq ft of interior living area and a 1br...
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!Welcome to Royal Mauian 314, a beautifully appointed 2-bedroom, 2-bath oceanfront condo offering sweeping ocean views, modern amenities, and an unbeatable South Maui location. Perfect for families or...
Molokai Shores 203
Molokai Shores unit #203 on the second floor: You may never want to leave this 570 sq. ft. tropical hideaway located on Molokai! Upon entry, you will feel ready to unpack all of the goodies you found at the local grocery store located less than one mile away in...
OUTSTANDING OCEANFRONT STUDIO - KONA ISLANDER INN CONDOS by RedAwning
**COMPLETELY REMODELED - DOWNTOWN,** TAKE A LOOK, YOU WILL WANT TO STAY HERE,HAS QUEEN SIZE MURPHY BED.KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZEMICROWAVE, FULL FRIDGE, ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE**, **FULL SEPARATE BATHROOM WITH DOUBLE...
Molokai Shores 120
Molokai Shores unit #120, on the ground floor: Live the luxe life in this 570 sq. ft. 1 bedroom ocean view haven with cool tile flooring and ceiling fans. Open the sliding glass doors and you will find yourself on the ground floor lanai enjoying the landscaped lawn and...
Kauhale Makai 410: 1 Br Ocean View @ Kihei ocean front resort location
Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and there is a pull-out sofa bed in the living room, allowing this unit to accommodate up to four (4) people. The fully equipped kitchen is perfect for making meals to dine in or for meals to...
Comfortable studio condo located steps from the beach and the best of Waikiki
Tradewinds Plaza 906Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Honolulu, this charming corner studio offers a prime location just steps away from the...
New Listing! Private 1bd lanai with ocean views
Welcome to Papakea C209, your serene home away from home on Maui! This charming 1-bedroom, 1-bathroom garden-view condo comfortably sleeps up to 4 guests, featuring a plush king-sized bed in the bedroom and a queen sleeper sofa in the living area—perfect for couples,...
Ocean, Pool and Tropical View-Kihei Kai Ocean View Condo 23.
Condo #23 is an ocean view unit located on the upper level. Relax on the lanai and take in the beautiful and calming ocean, pool and tropical surroundings. This condo recently remodeled its bathroom and updated the kitchen which is fully equipped with appliances,...
1 Bedroom Condo King Bed with Pool and jacuzzi
"Endless Aloha Awaits - Last-Minute Savings on Kauai Vacation Rentals. Book Now!".Please review the property description and pictures carefully prior to booking, and call/email if you have any questions. We want to ensure you have a wonderful experience with us....
Two story, 2nd floor spacious condo
Maui Kamaole F209 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and can accommodate up to 6 guests. Please note that there are no elevator access. The professionally decorated, garden view townhouse-style condo offers a loft master bedroom with a king-size...
Newly Built Condominium "Sky Ala Moana " 26th Floor OceanView (SAW2605)
This is a newly built and hottest condominium in Honolulu, HI, with Hawaiianized furniture!!!You may enjoy the city, the ocean, and the mountain from this unit, Sky Ala Moana 2605.This unit has 1 king-sized bed and 1 double-sized sofabed.Watch the city wind down and...
@ Marbella Lane - Waikiki Studio | Beach 15 Steps
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 306 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife,...
Upgraded Chic Condo with Lush Gardens!
Aloha and welcome home to the Keauhou Resort! This chic split-level condo with luscious garden views has everything you need for the perfect Hawaiian vacation. Indoors or outdoors, the choice is yours as this home offers an open concept floorplan that seamlessly...
Quite, spacious 3 bedroom unit in an ideal convenient location downtown Hilo
Experience the ultimate blend of comfort and tranquility in this exceptional 3-bedroom unit that radiates an inviting island vibe. As the only upstairs unit in a charming 5-unit building, it offers an expansive and intimate setting perfect for families or groups of...
Makahuena at Poipu. Ocean View Lanai. Family Friendly 2-bedroom Condo.
Enjoy the comfort of A/C in EVERY ROOM and relax on your private lanai with stunning ocean views. This spacious retreat is perfect for families or groups looking for a fun and relaxing getaway.*Stress-free arrival: Keyless entry door lock. Contactless check-in makes...
The Islands at Mauna Lani | B1
At 2,500 square feet of luxurious living space, the Islands at Mauna Lani B1 is the perfect option for a large and comfortable vacation rental on the Big Island that can sleep up to eight guests. Dual glass front doors in addition to three different sets of sliding...
Mahaina Surf 125 Is Ready for Your Next Adventure!
A LITTLE BIT ABOUT THIS CONDO....Escape to Mahina Surf 125a, a serene ground-floor gem where laid-back luxury meets island charm. Just steps from Maui’s shimmering shore, this classic retreat is ideal for couples seeking romance or small families craving quality time....
Budget Friendly Oceanfront Condo, Unbeatable Sunsets!
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030039This ground floor Hale Kai O'Kihei 120 unit is situated in a perfect location to the beach, swimming pool, BBQ's and the ocean edge. Enjoy being steps away from the ocean with all of the conveniences of home. You will...
🏖️Saltwater Pool, Central AC & Sunset Vibes | Kona Living Done Right
vrKCV - Casa de Emdeko 114, Professionally Managed by Kona Coast Vacations AC, Pools & Sunset Toasts — Your Kona Escape AwaitsWelcome to Casa de Emdeko 114 — a beautifully updated ground-floor condo in one of Kona's most beloved oceanfront complexes. This...
Entire 3-bedroom house in Hilo
This memorable house is the perfect home base for your trip to Hilo. Nestled in a serene neighborhood, this adorable property offers a cozy and inviting atmosphere for guests. With 3 bedrooms, there's plenty of space for everyone to relax and recharge. Start your...
Tropical View Beachfront Condo
Hawaii Tax ID: W40868530-01TMK: 390010750103This beautiful 1 bedroom/1 bathroom Kauhale Makai 230 condo sleeps up to 4, has central AC, a fully stocked kitchen and is located in North Kihei convenient to everything on Maui. You will love the tropical views, easy...
Ocean-City Views Glamorous Condo at The Watermark w/Parking & Full Kitchen
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Watermark is one of the most luxurious buildings in Waikiki! Located near the main Waikiki strip at...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor interior courtyard two-bedroom suites to create a 4 bedroom package that offers two large neighboring lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a...
One bedroom with lanai - 2 blocks to Waikiki Beach
This modern 1 bedroom has a full kitchen. Centrally located in Waikiki and steps from the beach, shops, restaurants and bus lines. This unit was recently renovated with new floors, brand-new furniture, new appliances, new sliding doors, and new split AC. The unit is...
Private Oceanfront 5BR! Family Home Hawaii Kai
Ultimate retreat nestled in a chic oceanfront locale. This private oceanfront residence boasts its very own private staircase that descends to the breathtaking shores of Maunaloa Bay. Conveniently situated in the heart of Portlock, you'll find yourself just a stone's...
Maui Sunset Vacation Rentals B320
Third floor ocean front in the "B" building. Watch the life of Maui unfold from the morning till evening from your private 150 sq foot private view deck. New flooring throughout 2023. Premium condo maple cabinets suite located near the pool area. Large private...
Budget Friendly Condo Overlooking the Pool
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030128Practical and budget friendly! Enjoy the tropical decor in this spacious unit located at the Maui Vista. Enjoy your lanai seating that overlooks the pool and watch the sunset colors light up the sky...
Charming 2-bedroom Oceanview Condo in Welcoming Kailua-Kona with WiFi, AC
Oceanview two-bedroom, two-bath condo located in the heart of Kailua-Kona. Stunning heated pool, hot tub, and sun deck perfect for soaking up Hawaiian sunshine! From the private balcony enjoy an unforgettable view of Kona's deep blue ocean. Central AC throughout the...
Maui Parkshore 105: Completely remodeled two bedroom condo in South Kihei.
Completely remodeled two-bedroom condo with well-appointed furnishings and finishes. All rooms have been remodeled and furnished with tropical trendy style in mind. The stone countertops in the beautifully remodeled kitchen capture your attention as you walk in and all...
Air-conditioned condo with amazing Hanalei Bay & Mt. Namolokama views
Hanalei Bay Resort 4204 and 5 and 6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4204/5/6 is another rare three bedroom, three bath unit in the resort. This...
Mauna Lani Point—stunning sunset and ocean views
Welcome to F104 Mauna Lani Point, your vacation home away from home. This home may quickly become your favorite base to explore the Big Island from. An open floor plan leads from kitchen to dining to the sunken living area which then flows out toward the lanai via...
2025 ONE FREE Night after 7
Great beachfront quiet 750 square foot condo complex. king tuft and needle bed in bedroom. New floors, comfortable queen futon plus an air bed and pack and play available, desk too!. TV with all cable channels extra sports package too! This is directly on sugar beach,...
Waikiki Beach Experience! Luxury OceanView Suite!
Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...
Stylish island condo with patio & pool
Mahina Surf 119Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An unbelievable vacation away from the hustle and bustle of normal life awaits here on the gorgeous coast of Lahaina,...
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki Studio, fully furnished. Location: Hawaiian Monarch building, 444 Niu Street. On the bus line, next to 7-11 convenience store, walking distance to Convention Center and Ala Moana Shopping Center. The studio has diamond head view and Ala Wai canal view. You can...
Kealia Resort 608 Oceanfront Complex, Ocean View from Lanai
Kealia Resort #608 is a new unit to our program located on a oceanfront complex in North Kihei. This unit has a full kitchen, and washer / dryer. Complimentary Wi-Fi is provided. The bedroom is equipped with a ceiling fan, and a queen bed. The room is connected to an en...
Ko Olina Beach Villa B604 Oceanfront Views by Gather
Discover the Serenity of Island Living at Ko Olina Beach Villa B604 by Gather. Embrace luxury, panoramic ocean views, and the pristine landscapes of Kapolei, HI. Dive into the Hawaiian translation of Ko Olina, the 'Place of Joy', and revel in this 3-bedroom, 3-bathroom...
Incredible He'eia Bay Pool Home w/hot tub for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom 5 bath pool home for 16 is located right across the street from Keauhau Bay! A semi private landing with sleeping offers a 6th sleeping area! There is a...
Private Island Retreat At The Cliffs Princeville!
Experience panoramic views of the Pacific Ocean and iconic Mt. Makana ("Bali Hai") from this private and spacious condo at The Cliffs in Princeville. Perched on a scenic bluff with distant ocean vistas and lush tropical surroundings, this beautifully appointed retreat...
Safe and Quiet in Honolulu Paradise Location
Legally permitted rental - 1850 Ala Moana Blvd #507** For your health and safety, we utilize additional Sterilization procedures between reservations.Beautifully remodeled July 2017, this hotel room comfortably accommodates four adults and is located steps from Waikiki...
Newly Remodeled! 1br Ocean View Condo w/ AC at Poipu Kapili by Alekona Kauai
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the west-facing lanai puts you on the front row for those mesmerizing Poipu sunsets. With ceiling fans throughout the condo, you'll...
Paradise with Bali Hai views from a tropical North Shore getaway
Hanalei Bay Resort 6221/6222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the true spirit of Aloha in this fantastic two-king-bedroom condo, each with private en suite...
ALOHA-WAIKIKI RETRO BEACH DREAMS 71
Awesome unit with some ocean views, two short blocks from the beach. This unit is a corner unit and has 2 balconies from which you are able to enjoy mountain views and tropical breezes. Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep...
Ala Moana Resort High floor with partial ocean and city views with balcony
High floor unit with balcony . Partial ocean views and city views. Low resort fee Amazing location Located a 10-minute walk from Ala Moana Beach, Ala Moana Resort 25th floor with balcony offers 4-star accommodations in Honolulu and features a restaurant. The property is...
Ocean and Mountain Views Condo at the Royal Garden w/Great Hotel Amenities
Book with confidBook with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your serene getaway at the Royal Garden, located at 440 Olohana St., just a short stroll from the vibrant heart...