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.
Nani Kai Hale #302 on Sugar Beach
20% DISCOUNT APPLIED AUTOMATICALLY due to ocean front lawn renovation until end of September302 is a spacious 2 bedroom, 2 bath renovated condo, perfect for a family getaway. Central A / C and double-pane glass keeps the condo cool and quiet. One bedroom has a king bed...
True Beachfront Romance in Quiet Intimate Location
Enjoy upgraded fast internet! Hanalei Colony Resort C2 - modern ocean view apartment in north shore Kauai's only true beachfront resort. These unique Hanalei vacation rentals are just steps away from the secluded sandy beach that fronts the property! The Hanalei Day Spa...
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community Amenities
Welcome to Pili Mai 7J by Gather, a ground-floor, single-story condo that presents an ideal blend of luxury and convenience in the heart of Koloa, HI. With its serene setting on the Kiahuna Golf Course and views stretching to the ocean, this property with three bedrooms...
Kona Hawaiian 2BR/2BA
When you stay at Wyndham Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance...
Oceanfront retreat with breathtaking ocean views
Discover the beauty of Maui from Hale Mahina A205, a second-floor, 1-bedroom, 1-bathroom condo that offers a comfortable and memorable island retreat. Designed to sleep up to 4 guests, this spacious, open-concept unit invites you to unwind and enjoy the best of...
Maui Resort Rentals: Honua Kai – 5 Bedroom Sixth Floor Resort Residence, Over 3200 Combined Sq. Ft., Stunning Premier Ocean Views
This stunning 6th-floor offering combines two adjacent residences featuring luxurious finishings and breathtaking ocean views to provide guests with five spacious bedrooms and bathrooms. Together these suites can accommodate up to 14 guests and offer a generous combined...
Support Maui. Our unit was selected by FEMA to house fire victums until 9/2025.
Napili Shores unit D131 is a great vacation destination for couples or young families. We welcome you to be our guest in this quiet, informal paradise on over six landscaped oceanfront acres along Maui's west coast. Ours is a ground floor studio apartment with fully...
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Aloha Maui! We're Open and Welcoming You our Beautiful Condo!
Spacious 2-Bedroom Condo at The Whaler on Kaanapali BeachWelcome to your tropical home away from home! Nestled in the heart of world-famous Kaanapali Beach, this spacious 2-bedroom, 2-bath condo offers the perfect blend of island comfort, luxury, and unbeatable...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.NEW TO OUR INVENTORY! Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor...
🏖️Mauna Lani Beach Club pass included! | Free Concierge | vrKCV🏖️
vrKCV - Kulalani at Mauna Lani 2301, Professionally Managed by Kona Coast VacationsIn the spirit of Aloha, we welcome you and hope you enjoy the Hawaiian vacation of your dreams while residing as our guests at Kulalani at Mauna Lani 2301. This beautifully appointed and...
Kahana Sunset A10 - Direct Oceanfront Corner Unit - 2 bed / 2.5 bath
Kahana Sunset Resort A10 offers guests the ideal location to enjoy Maui - the fully renovated corner unit offers plenty of privacy and extra windows for viewing the beautiful Pacific oean. This beachfront resort is the only resort situated on the secluded, sandy beach...
🏖️Concierge Included | Walk to Beach | Central AC | vrKCV
vrKCV - White Sands Village 223, Professionally Managed by Kona Coast VacationsWelcome to White Sands Village #223 – Your Perfect Island Retreat!Location, location, location! Nestled just across the street from the stunning Kona Magic Sands Beach, White Sands Village...
Manualoha 101, Opposite Brennecke/Poipu Beaches, Sunset Views, 2 a/c's
Manualoha 101 is a ground floor, privately located end unit in the Poipu Kai Resort on the knoll just above world famous Poipu Beach Park and Brennecke's Beach. The premiere location makes it a short walk to beach activities, tennis, dining, and the Kauai Hyatt. Ocean...
Kiahuna ground floor unit #80, Ocean Front resortnFully remodeled unit with A/C
Fully remodeled ground floor unit.Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 2-4)A little about Kiahuna Plantation which is Poipu's only Ocean Front resort:Beautiful Kiahuna Plantation Beachfront condominium resort in Sunny Poipu Beach, a vacation you will...
Oceanfront condo with incredible views! See the ocean from every room
Enhanced COVID cleaning and disinfecting procedures for every check-in.Alii Kai 3103: This 5-star-view property at the Alii Kai resort is a stand-out among Kauai vacation rentals. It rocks uninterrupted oceanfront vistas from every window. You can lie in bed and enjoy...
Turtle Bay Aloha Nui Loa by RedAwning
This newly renovated second story unit with high ceilings and loft is locatedon the Fazio Golf Course adjacent to the Kuilima West tennis court, pool andBBQ area at Turtle Bay. This is resort living at its best! The unit has Koalaminate floors throughout except for...
Beach House! Great for Wind-sports on Maui's North-shore close to Kahului & Paia
Permit # STWK 2016/0001 TMK (2) 3-8-002:069Charming beach house in old Spreckelsville, on Stable Rd, the world class location for wind-sports. House was built in the 1950's and boast the charm of Hawaii life by the sea. Large three bedrooms, two bathrooms with fully...
2 Bedroom True Oceanfront with AC!
Located on Ali'i Drive our TRUE OCEANFRONT Condominium looks out to Kailua Bay and beyond. Whale watch from the private lanai during the day and enjoy the spectacular sunsets at night. Slab granite counter-top in kitchen with stainless steel appliances. Tile floors...
Ocean Views to unwind and relax at Kona Riviera Villas.
Located directly in front of the surf break, the unit opens onto the oceanfront pool deck, offering effortless access for a morning swim, an afternoon sunbath, or grilling dinner on the shared gas barbecue. A dedicated parking space means you can leave the car behind...
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Oceanfront property is located steps from the Ocean in an upstairs large spacious private apartment with private entrance roughly 800 sq ft with breathtaking views of the Ocean, Mountains, Sea Turtles and other marine life out the large windows and the lanai patio. The...
Luxurious 1BR Beachfront Waipouli Resort, AC, Steps to Beach, Garden Unit
Waipouli Beach Resort , Named Hawaii's #1 Resort** Waipouli, Kaua'i , East Shore of Kaua'iConveniently located on the Coconut Coast, Wailua, walk to shops, restaurants, beaches and more! This central location is perfect for accessing all areas of the island making it...
Kuilima Estates East #164: Mountain View Condo w/Shared Pool, AC & Near Beach
Live the ultimate paradise experience on Oahu's renowned North Shore at Kuilima Estates East, unit 164. Experience this cozy one-bedroom, two-bathroom townhome that overlooks the stunning Turtle Bay Golf Course. Boasting an unobstructed view of the 18th hole on Fazio's...
1-Bed Condo in Downtown Kona, 1 block from the Shore!
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Heart of Waikiki! Lower Floor! Close to Beach!
Regency on Beachwalk #32 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
Maui Resort Rentals: Honua Kai Konea 344 – Extra Large 1BR w/ Partial Ocean Views!
Konea 344 is an expansive one-bedroom suite that offers vistas of the tranquil blue Pacific Ocean and views of Maui's neighboring island of Lanai. You will have plenty of space to relax in the 780 sq. ft. interior because this suite boasts one of the largest one-bedroom...
SPECTACULAR OCEAN VIEWS! COMPLETE REMODEL! HONU HALE!
Newly Renovated Pool Opens August 1, 2023!SeaLodge A7 cozy, quaint, rustic, oceanfront Kauai vacation rental.It is the perfect couple's retreat, this condo is not updated, but the views are breathtaking! . Get away from it all and celebrate life in paradise! A simple...
Hawaii Life Rentals Presents Hale Ohana Nui
Hale Ohana Nui is a gorgeous, custom-built five-bedroom, six and a half bath home, located in the prestigious resort community of Princeville and features panoramic ocean, mountain, and waterfall views from over 1600 square feet of covered lanai space. Set high above...
BEAUTIFUL OCEAN VIEW(END UNIT)WIFI&AC
Kona Isle Complex,74 units,library and meeting room with WIFI and on-site manager.This second story condo second from the end unit,near ocean front. The lanai gives the visitor a wonderful view not only of the ocean and palm trees but the beautiful garden area and the...
Islander on the Beach 111
Islander on the Beach 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Sugar Beach Resort Condo w/ Ocean View, Private W/D-Swim, Surf, and More
Sugar Beach Resort 318Our 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...
Turtle Bay Perfect Family Destination, Kuilima West
Welcome to Your Dream Vacation at Turtle Bay!Our Kuilima West condo, is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei's restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu's North Shore.Discover...
Outrigger Paradise Hale Wa a Pale with Private Pool!
Summary:Outrigger Paradise Hale Wa’a Pale is nestled in a beautiful, sought-after residential neighborhood, offering breathtaking ocean and lanai views stretching from Kona town to Keauhou.The Space:We provide 2 beach chairs 1 cooler for guest use.Please note that the...
Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.
Please note, this is a permitted vacation rental property. Maui County Permit: STMP 2016/0002, Hawaii Tax Numbers: TA-042-382-9504-01, GE-042-382-9504-01. Maui County Tax Number: TA-042-382-9504-01, Maui County TMK: (2) 2-4-007:017Welcome to the perfect location! This...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Spacious 1 Bedroom Condo w/full Kitchen & Parking
Located just 2 mins walk to the sands of Waikiki Beach and the Pacific Ocean, our condo offer 1 Queen bed in the bedroom and a futon in the living room to sleep a total of 4 guests.The full kitchen makes cooking at home a breeze should you want to watch the budget.We...
Kaunakakai Home at Molokai Shores
Discover the tropical oasis you've been dreaming of at this 1-bedroom, 1-bathroom Kaunakakai vacation rental. Nestled in the idyllic Molokai, this cozy condo offers a patio to soak in the stunning island views. Spend the day enjoying a splash in the community outdoor...
Direct Ocean Front One-Bedroom Condo at the Iconic Ilikai Hotel
This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline.Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center, enjoy stunning Hawaiian sunsets while sipping a Mai Tai on the spacious lanai. The...
Entire ocean view1 bedroom apt poolside
Hawaii Transient Tax TA-110-236-4672-01Oceanview 1 bedroom 1 bath in a premiere central kihei location. Across from the south end of kalama park and cove beach park. The renovated apartment features fully equipped kitchen, granite countertops, 60' flat screen tv with...
New Listing: Vast ocean views with Hawaiian decor
Welcome to Lokelani C104, a charming one-bedroom, one-bathroom oceanfront condo that comfortably sleeps up to four guests. This ground-floor unit features a king-size bed in the serene master bedroom, along with a sleeper sofa in the living area. The bathroom,...
2 Bedroom Vacation Condo - West Maui - Great Location!
Nice Two Bedroom, one bath condo furnished 'Island Style'. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning, snorkeling, and whale...
KONA PACIFIC B-409 AMAZ OCEAN VIEW, Huge Lanai, WALK TO TOWN! Elevator, AC!!
Kona Pacific B-409 is a newly remodeled upper floor condo with breathtaking ocean views! The owners have extensively made changes that every guest will absolutely LOVE! All completed in April of 2017! The entire condo has been freshly painted, there's new furniture,...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Near Everything
Sugar Beach Resort 229Our 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...
Kiahuna Ocean View-Spacious Family Living in Poipu .. Private Pool with Views
Whether you're traveling with family or friends, Kiahuna Ocean View is a wonderful, welcoming home where you will want to stay forever. This lovely, 3300-square foot home offers the luxury of hard wood floors, spacious rooms, walk-in closets, a large, covered lanai and...
Winter Specials! Family Friendly, Close to Beaches!
This is a lovely, spacious 3 bed & 3 bath condo located in the desirable Waikoloa Village within the Paniolo Greens complex, C-206. It's only minutes aways from wonderful beaches, a grocery store and plenty of hiking and sight-seeing! The kitchen has been renovated...
Kihei Beach #307- Your Oceanfront Oasis
Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known for its romantic...
Seclusion & luxury in west Maui! Condo #212
Amazing second floor view of the Ocean and Pool Area! King bed in master bedroom2 twin beds in bottom bedroom. Fully equipped Kitchen which includes all appliances, kitchen utensils, pots and pans. Ceiling fans in every bedroom and living area. Large spacious couch with...
Incredible Absolute Oceanfront Penthouse 🏝️ The Living Room Faces The Ocean! 🐠 KSR 1-305
Absolute oceanfront top floor condo with FREE AC thru-out! 3 bedrooms and 3 bathrooms - suitable for up to 6 guests. The person responsible for making the reservation must be at least 25 years of age for this property.From the moment you walk in you will see and hear...
Kihei Akahi D510, Your perfect Maui Getaway!
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to your slice of heaven in the heart of Kihei, Maui! This beautifully updated 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, convenience, and breathtaking...