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 Front | AC | Private Pool | Unbelievable View! | vrKCV
vrKCV - Holua Kai 23, Professionally Managed by Kona Coast VacationsHukilau Hale at Holua Kai – Oceanfront Luxury in Kailua-KonaExperience an unforgettable Hawaiian escape at Hukilau Hale, a stunning oceanfront home offering unobstructed 180-degree ocean views. Perched...
Experience Aloha & Amazing Sunsets At Our 1bed 2bath Front Row Ocean View Condo
Under new ownership New furnishings, New LG Picture frame A/C units with whisper quiet fans, New sofa bed with regular mattress, New Bedroom set, Watch the whales from the private lanai, new refrigerator w/ ice maker, washer drier, computer and printer for your...
Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset
This expansive oceanfront estate, Maunalua Sunset, sits on a rare double-wide lot along the calm shoreline of Maunalua Bay in Portlock. Multiple standalone structures wrap around a lush courtyard and resort-style pool, creating a private sanctuary designed for extended...
🏖️Ocean View | AC & WIFI | Walk to Beach & Shopping | vrKCV🏖️
vrKCV - Na Hale O Keauhou C1, Professionally Managed by Kona Coast VacationsWelcome to Tropical Paradise at Na Hale O' Keauhou – Unit C1Experience resort-style living in this stunning 3-bedroom, 3-bath townhouse located in the highly sought-after Na Hale O' Keauhou...
Romantic, Luxury Maui Getaway with Ocean View - Couples Only
Welcome to The Palms at Wailea – Your Island Paradise Awaits!Nestled in the prestigious Wailea resort community, The Palms at Wailea condo complex is one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1304) has been custom remodeled,...
Luana 8B: Ground-Floor 3 Bed Villa with Private BBQ & Garage + Resort Access
Experience the best of both worlds at Luana Garden Villa 8B—luxurious, private villa living with full access to all the amenities of Honua Kai Resort & Spa. This newly built, ground-floor 3-bedroom, 3-bathroom villa offers over 2,047 square feet of living space, with a...
Ocean Views-Exceptional NEW Remodel-Ac-Great Beach Access-Meticulous Cleaning
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of December 2019. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in a rental unit. This condo is...
Hanalei Bay Villas #36 - Ocean and Mountain View Condo
Hanalei Bay Villas #36 is a spacious three bedroom, two and a half bath, two story stand-alone condominium. Beach access is available past the newly renovated 1 Hotel Hanalei Bay next door. Views include the Hanalei Mountains and the open ocean. You enter the villa on...
Ocean Views - G201 - Steps From The Beach!
Brought to you by Abita Luxury Rentals.Now with Mauna Lani Sports Club and Mauna Lani Beach Club Access!Enjoy stunning ocean and Maui views from this second-floor, one-bedroom, two-bath condo in the exclusive Mauna Lani Terrace (C floor plan). Thoughtfully upgraded and...
Kahala Seaside: Beautiful Nautical-Themed Home with Pool, Spa, Yard & AC
Kahala Seaside invites you to indulge in the bright, breezy charm of Honolulu, HI—just moments from the shoreline. With 2,355 square feet of beautifully designed indoor–outdoor living, this serene retreat comfortably accommodates up to seven guests. Blending island...
Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.
Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...
Nihilani 2 BR Condo, Ground Floor, Pool and AC-34B
Set amidst lush, garden landscape and just steps from the resort's tropical pool and poolside lounging area, it can be your base for all the activities Kauai has to offer, or you can spend your days relaxing, meditating or heading out for all-day adventures. This is a...
Hale Koolau Estate - Private Retreat in Haena with Hot Tub & AC
Hale Koolau Estate (Main House + Treehouse), Haena Permitted Vacation Rental Property - Permit ID: TVNCU #1017 and TVNC #1018Transient vacation rental is located in the tsunami evacuation zoneOn the north shore of Kauai, Hale Koolau Estate sits behind wooden gates and...
Prime views on top row villa-5 stars-crisp cold AC-Discounted Rates-Book Now
Welcome to "Hale Kailani,” which translates to “home of the heavenly sea.”Hale Kailani is one of the premier villas in the exclusive Kapalua Golf Villas in a prime location in the top section of the community, in building # 21, which is the most desirable location. The...
Absolute OCEANFRONT; Walk to Beach/Kona Town, A/C, Oceanfront Pool, Elevator
Right on the ocean, newly renovated upscale condo. Unbelievable views from the lanai, living room, and bedroom of this condo. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. Brand new king bed as well as...
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
- Updated ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 2 bedrooms with sleeping for up to 6...
Across from BEACH! Remodeled in 2023! Split A/C!
1 Bedroom, 1 Bath, Sleeps 2 **This property is not being affected by the recent proposed legislation**Experience a tropical paradise with our recently remodeled convenient ground floor, remote work friendly, 1-bedroom, 1-bath Kihei Akahi condo in the coastal town of...
Kauai Vacation Rental - Kuhio Shores 319–Oceanfront, Sunset Views, A/C!
Enjoy spectacular ocean views in one of Koloa’s most sought-after oceanfront condominiums. This south and west facing 2-bedroom, 2-bath corner condo has a unique view of Kauai's unsurpassed sunsets. Floor to ceiling windows, an elevated position on the third floor and a...
PK L303 Kaanapali BeachFront 2BD w Ocean Views Pool AC
Papakea L303 Paradise Awaits at This Oceanfront Condo Reflecting The Island Lifestyle 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, Alpaca Farm...
Maui Resort Rentals: Luana Garden Villas 2D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2D's north-facing orientation offers a shady respite from West Maui's legendary endless sun and its designation within our "Elevated" collection at Luana Garden...
Home with mountain views, lanai, & near the ocean
Star of Waikoloa - Ainamalu House with Guest HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll be wowed by this newer-built home in the new Ainamalu development close to...
Private Pool | Central AC | Concierge Included | vrKCV
vrKCV - Holua Kai 11, Professionalyl Managed by Kona Coast VacationsCharming 3-Bedroom Home with Private Pool in Holua KaiExperience the essence of Hawaiiana charm and grace in this unique three-bedroom, plus bonus room, three-bathroom home, designed with open space...
COMPLETE REMODEL | Central AC | WIFI | vrKCV
vrKCV - White Sands Village 220, Professionally Managed by Kona Coast VacationsExperience Island Living at Its BestWelcome to your perfect Hawaiian retreat! This beautifully appointed 2-bedroom, 2-bathroom condo is located directly across from White Sands Beach—also...
Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu
This bright, spacious, brand-new 5-bedroom, 4.5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore, including a swimming pool and an outdoor lava-rock shower. The five bedroom house, which sleeps 10, consists of a 4-bedroom,...
Hale Lo'i House: Luxury + comfort in sunny Poipu!
This bright, spacious, brand-new 4-bedroom, 3.5-bath house has everything you could possibly need for a flawless vacation—and luxurious perks galore. Located in a quiet, upscale neighborhood, this charming tropical hideaway is close to some of Kauai’s best beaches,...
Hale Lo'i Cottage: Luxury + Convenience in Poipu
This bright, spacious, brand-new 1-bedroom, 1-bath cottage has everything you could possibly need for a flawless vacation—and luxurious perks galore, including an outdoor lava-rock shower. Located in a quiet, upscale neighborhood, this charming tropical hideaway is...
Kona Reef F14 Oceanfront Luxury, Full AC, King
We want you to have a wonderful stay at our condo; therefore, we’d like to let you know about some upcoming construction/maintenance work at the Kona Reef complex.Complex-Wide Work: Kona Reef complex will undergo concrete structure and resurfacing repairs from January...
Charming Cottage
TVR 4181: Charming cottage above historic Koloa Town, about 20 minutes from Lihue airport.Front door opens into expansive screened-in lanai with dining table. Living room includes comfortable furnishings, seating area and a pune'e, Hawaiian style couch, that can sleep...
Ocean Views, Private Hot Tub, Swimming Pool Access, Historic Cottage
'The Cowboy House' is a very charming & historic home built by Plantation working families at the turn of the century.(1870''s!) This home offers three bedrooms and sleeps 6. It has been lovely restored and is a very special place to vacation in Hawaii. Soak in the...
Home Brought Back to Life Hidden Off One of Hilo's Main Streets.
Aloha! We are Keone and Yonnell Farias. We were both born and raised here on this wonderful island. We welcome you to our beautiful re-done home and would be happy to share with you our favorite places. Located in a quiet neighborhood of Waiakea Uka, we are a short...
Oceanfront Remodeled Condo! Can't Beat Views!! Air Conditioning
Premium 2 Bedroom/2 Bath ocean front condo with amazing ocean views and the best location in Central Maui (half way between Lahaina and Kihei). Enjoy the best views of Maalaea Bay from your large, private Lanai -- see the whales jumping, and enjoy beautiful sunrises and...
Luxurious Ocean View Corner Unit W/ ALL Amenities
You will love our condo that is located at The Whaler with one of the best locations on Kaanapali Beach. We are located right on the beach and a few steps away from Whalers Village. VRBO walking map is incorrect. I think it is about 30 steps from our building to the...
Sweeping Ocean Views, Very Private Cottage
Charming 1930's Authentic "Hawaiian Paniolo" bungalow on our private ocean view ranch. Less than a mile from the shore line with 180º sweeping ocean, green pastures and Maui views.Our historic bungalows are stocked with everything you need to enjoy your home away from...
Steps to Kahana Beach from this fully remodeled condo - Listing Special 40% OFF
Welcome to Maui Makai Condo!This lovely 1 bedroom, 1 bathroom condo is situated in the hotel zone and just a stone's throw away from Kahana Beach in West Maui (conveniently nestled between Ka'anapali and Kapalua).Following extensive renovations, we've tailored this...
Eco friendly, Tropical paradise,spacious farm stay, conveniently located in Hilo
Experience a tropical oasis in a small family farm in a suburban part of Hilo. We are conveniently located being 10 mins away from Downtown Hilo. Experience life on a farm as you tour our permaculture food forest consisting of a variety of tropical fruit trees,...
Oceanfront Vacation Rental in Kihei Maui. Hotel Zoned.
Looking forward to relaxing on the lanai, enjoying the most beautiful view - morning, noon and night? Want to enjoy incredible sunsets, watching the sky burst with a fiery glow of mesmerizing color? Would you like to open all the windows and hear the sound of the waves...
Maui Resort Rentals: Luana Garden Villas 5A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is ideally located in Enclave One of the Luana Garden Villas. As a premier ground-floor offering with a desirable southern orientation, it delivers a bright, welcoming ambiance and effortless ground-floor living as part of our “Grounded”...
Steps to Napili/Kapalua Bay! Napili Gardens 3BR
Summary:✨ Welcome to Where Maui Magic Meets Comfort ✨Experience Luana, the Hawaiian practice of relaxing, enjoying, and finding happiness. Just 200 steps from the inviting turquoise waters of Napili Bay, this luxurious 3BR/2.5BA townhome at the Residences at Napili Bay...
Romantic Cottage, Stunning Ocean Views, Whales are jumping!
James Cottage is a historic home that has been completely restored for our guests to enjoy. Located with in The Historic Puakea Ranch, your bungalow was once home to the paniolos who lived and worked at Puakea 100 years ago. Ocean views, light filled, airy and...
Discounted! Partial ocean view condo with pool & just steps to beach.
WOW- discounted rates on the beach in N Kihei!! Stay with us while they continue the repair efforts on the far end of the building & some of the beachfront from the Feb 2025 storm. Easy beach access is still available, giving our guests access to 5 miles of beach right...
Fabulous Ocean Views with Mauna Kea Resort Access
Situated within the Mauna Kea Resort, this home is close to two championship golf courses: the newly renovated Mauna Kea Golf Course and Hapuna Golf Course. Furnished in a natural tropical motif with high beam ceilings and lots of windows, this spacious Fairways South...
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
Ocean and mountain views from this penthouse level two-bedroom, two-bath 1188 square foot condo in the highly desired building 10. Kamaole Sands 10-403 sits across the street from Kamaole III Beach Park in South Kihei, Maui. Enjoy the view from your large 166 SF lanai;...
🏖️Air-Conditioned Ocean Front Free Standing Townhome! | Sleeps 6 | vrKCV🏖️
Welcome to Hale Kai Aloha – Kona Onenalo #10!Experience island living at its finest in this free-standing townhouse located within the exclusive gated community of Kona Onenalo. Slide open the floor-to-ceiling doors and step onto one of two lanais to enjoy breathtaking...
Minutes from Hawai’i Volcano National Park...Peaceful, tranquil and just awesome
Awarded Most Hopspitable Host for the State of Hawai’i, Gigi’s Volcano Cottage is the perfect place to stay if you want a quiet, cozy and peaceful retreat. Relax to the sound of local birds, wind in the trees, rain showers on the roof. Sit outside in the morning and...
Beautiful 3/3 Townhouse with AC & Mountain Views
At a generous 1,825 square feet of interior space, your 3 bedroom/3 bath home-away-from-home offers the popular split-level floor plan where each bedroom is on its own separate level. Upon entering Hale O’ Na Wailele you’ll find the first bedroom comes with a...
Ekahi 34F - Best Panoramic Ocean View!!
Wailea Ekahi 34F in Ekahi Village - A modern vacation escape.Our fully renovated condo with spectacular views has everything you need for your perfect vacation, located in the sought after area of Wailea on the island of Maui.Our condo features 2 master suites that...
Living Aloha: A Quiet Condo w/ Step-Free Access!
Escape to the beaches and clear blue waters of the Big Island in this 2-bedroom, 2-bath Kailua-Kona vacation rental. This condo features king beds, a living space filled with natural light, a TV, tile floors, and a private lanai overlooking the 18th-hole golf course...
There is NO PLACE like Wailea especially in a two-storey townhouse! Enjoy!
WELCOME TO OUR HAWAIIAN RETREAT in Wailea!We purchased our second property in Wailea - November 2019. Enjoy your getaway at our new home-away from home! We spent the 2019 holiday season buying new furniture for EVERY room, decorating, cleaning and repairing this...
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
**FAMILY FRIENDLY**If you are looking for a modern, luxurious retreat in Wailea with BRAND NEW EVERYTHING, look no further! This unit was completely gutted to the studs and every item was purchased brand new. Guests can enjoy:— Modern, deluxe kitchen with all new...
❤️PiH❤️DOLPHIN HALE★Close to Pool and Fitness★Bikes Beach Gear★ Full 3 Bath
Brought to you by Paradise in Hawaii Luxury Homes. What makes a Paradise in Hawaii home stand above the rest? Our homes have adult and kid bikes, tons of beach gear, well equipped kitchens, smart TVs and comfy beds and Fast WiFi with great coverage included!! Welcome to...