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.
Ocean view spacious 2 bedroom across the street from the beach
Welcome to Kahana Villa F208. This 2 bedroom, 2 bathroom updated condo is located in close proximity to beaches, shops, dining, & more. This quiet and spacious unit features a remodeled kitchen with new appliances, in unit washer/dryer, new furniture, smart TV in each...
Wailea Grand Champion #90 Breathtaking Fairway Views & Serene Surroundings Await
Wailea Grand Champions #90 – Partial Ocean & Fairway Views in the Heart of WaileaEscape to the peaceful beauty of Wailea Grand Champions #90, a spacious two-bedroom, two-bathroom second-floor villa offering partial ocean and fairway views. Tucked between the Wailea...
Hotel-zoned Maui True Paradise - Menehune Shores 227
This beautifully remodeled two-bedroom, two-bath oceanfront condo at Menehune Shores is the perfect Maui getaway! This corner end-unit offers extra windows for natural light and cooling Hawaiian breezes. Enjoy stunning ocean views, breathtaking sunsets, and relaxed...
Remodeled Oceanfront Corner Unit - Honua Kai 215
West Maui corner 2 bedroom, 2 bathroom condo at the prestigious ocean front Honua Kai Resort.Honua Kai resort has 3 acres of swimming pools (with a water slide and fountains), 5 hot tubsFitness centerRestaurants and store on propertyClose to Maui hotspotsThis...
🏖️Luxury | Gated Community | Experience Paradise | vrKCV
vrKCV - Waikoloa Colony Villas 2701, Professionally Managed by Kona Coast VacationsTropical Luxury Villa in Waikoloa Beach ResortExperience the pleasures of paradise at this stunning two-story villa, nestled in the exclusive, gated community at the heart of Waikoloa...
Nani Kai Hale #302 on Sugar Beach
302 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 another has twin beds. The living room sectional converts into two twin beds, and is more...
Oceanfront remodeled condo with panoramic views, pool & grill access, with WiFi
Maalaea Kai 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a world of captivating activities during your stay at Maalaea Kai 416! Every day you'll be able to delight...
True Beachfront Romance in Quiet Intimate Location
Hanalei Colony Resort C2 is a charming, intimate retreat on the far North Shore, perfect for a relaxed and romantic vacation! This cozy condo has two bedrooms, with the option to use one as a home office or children's bedroom, a nicely stocked kitchen, and a comfortably...
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community Amenities
Nestled in the heart of Koloa on Kauai’s sunny south shore, Pili Mai 7J blends relaxed island living with modern luxury. This ground-floor, single-level condo offers serene views across the Kiahuna Golf Course stretching to the ocean beyond—a perfect setting for...
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...
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.The small standing balcony area is possibly closed due to...
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.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 pool. With a comfy new...
🏖️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
Alii Kai 3103, located in the heart of Princeville on the North Shore, is a standout among Kauai vacation rentals. This two bedroom, bottom floor unit rocks incredible, uninterrupted ocean views from every room. The main living area is comfortable and open concept, with...
Poipu Sands 221 Ocean-View Paradise
POIPU SANDS 221 AT KOLOA KAI VACATION RENTALSYour Island Oasis with Stunning Ocean ViewsWelcome to Poipu Sands 221, a spacious two-story home offering 1,371 square feet of tropical comfort and expansive ocean views. A private second-floor entrance opens into a light,...
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.
Welcome to Hale Lani, a serene 1-bedroom, 1-bath oceanfront condo with bedroom A/C in the boutique Kona Riviera Villas on Ali‘i Drive. Located directly in front of the surf break, this ground-floor unit opens onto the oceanfront pool deck for effortless access to a...
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...
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...
Fabulous island retreat near the beach with pools, hot tub & patio
Waikoloa Colony Villas 2105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Clean, bright, and filled with modern comforts, Waikoloa Colony Villas #2105 is more than ready to assist...
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!
A Honu Hale! The views are breathtaking! This beautiful remodel features Quartzite counters through out. All new cabinets, Kitchen Aid stainless steel appliances, beautiful tile flooring, and all new furniture, art, and furnishings.This Hawaiian hale is the perfect...
Tranquil Private Getaway w/ Pool, Hot Tub & Lanai!
Come and enjoy the very best at this spacious four bedroom custom home with its own private pool and views of Kauai's majestic mountains. Close proximity to Princeville shopping center, with premier boutiques and eateries, Princeville Park and Library, and Makai Golf...
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...
🌊 Wonderful Oceanfront Condo Newly Renovated! 🌅 - Hale Kona Kai 206
Complete and Total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation; all bedrooms and...
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...
Makena Surf G203 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G203 is a luxurious oceanfront vacation condo located on the second floor of the exclusive Makena Surf resort on Po\'olenalena Beach, Maui. This secluded beachfront property offers the ultimate in tropical island relaxation, providing a peaceful retreat for...
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...
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.
Bamboo Waikiki #207. Spacious one-bedroom condo with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious one-bedroom condo located in a tropical oasis in the heart of...
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...
Upgraded 2 Bed/2 Bath oceanfront property at the Royal Sea Cliff Central A/C
E Komo Mai to our Hale Pau Hana "house of no work”When you step into our slice of paradise at the Royal Sea Cliff, all your worries magically check out! **Oceanfront Bliss** Experience the magic of the Pacific Ocean right from your Lanai. Enjoy breathtaking ocean...
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...
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,...