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.
Kihei Surfside #509: Stylish Oceanfront Oasis with Spectacular Views!
Kihei Surfside #509 – Oceanfront Elegance with Split-Duct AC and Sweeping Coastal ViewsWelcome to Kihei Surfside #509, a serene 1-bedroom, 1-bathroom oceanfront condo offering uninterrupted views of the Pacific Ocean and Maui’s southern coastline. Designed for a...
Beach View Condo - Few Steps from Napili Beach - The Napili Bay Resort #111
The Napili Bay Resort Unit 111 is a ground level studio right on the shores of Napili Beach. Immerse yourself in the tranquility of this crescent-shaped beach, celebrated for its calm, crystal-clear waters. Ranked among Maui’s top two beaches by both Tripadvisor and...
Oceanfront tranquil views with refined finishes
Welcome to Mahana 806, your 1-bedroom, 1-bathroom getaway that offers central AC, ocean views, and an in-unit washer/dryer. Unit 806 can accommodate 2 guests. The bedroom features a king-size bed strategically placed to offer ocean views and direct access to the lanai....
Corner Unit With Views From Every Window--Awesome Reviews
**CLICK ON THE PHOTO ABOVE TO ENLARGE AND SCROLL THROUGH THE GALLERY. AFTER THE LAST PHOTO IS A VIDEO YOU WILL ENJOY.A Day in the Life at Sugar BeachStart your morning with a barefoot stroll along the surf on Hawaii’s longest beach and feel the warm white sand between...
"Island Time" at Plantation Hale D4* New to our Management**Special Rate**
"Island Time", a freshly updated, ground-level condo at Plantation Hale, offering comfort, style, and space just steps from Kauai's Coconut Coastline. With two full size beds in the bedroom and a full size sofa sleeper, this unit is perfect for families or friend groups...
Aloha! Come enjoy paradise in our tranquil & relaxing beach villa.
Welcome to O-313! Our 2 Bedroom, 2 Bath Villa is custom fitted with high end furnishings and great detail to the household items. The villa has all stainless appliances (including a wine cooler) new small appliances and all new kitchenware, as well as new linens...
Ground floor 1 bedroom, Ocean Front Condo with 150 ft access to beach
Please come to Maui! The tragic losses in Lahaina left the community devastated and forever changed. Despite the tragic loss, the locals on Maui still need your support. Local restaurants and business are open. Please come support the local community on Maui. Your...
Waipouli Beach Resort Exquisite Luxury Garden View Large Yard Perfect for Fam
Our Most Popular Garden View! This well decorated, Luxury condo is ideal for Families! A two Bedroom/three Bath condo located on the ground floor with easy pool, beach and garden access and a view of the beautiful mountains. Enjoy your evening meal on the private...
Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
Welcome back to Maui! Gorgeous 2br/2 ba Luxury condo
Welcome to our beautiful 2-bedroom, 2-full bath corner unit condo at the beautiful Honua Kai Resort and Spa. Our luxurious vacation home promises an unforgettable experience with its ample space, incredible views, and prime location. With its huge windows, abundance of...
Hale Kona A'ekai – Kona Bay Hawaii Tropical Paradise Home
STVR-19-352032 NUC-19-651Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this...
🌈 aLOooHA! 🏖 Happy Hawaiian Holiday! 🌺
🌺 Aloha and welcome to sunny Kihei! Our modern and well equiped, air conditioned 1 bedroom condo is located just south of the brand new Hilton Grand Bay Villas Resort and is situated directly across the street from the beach. Our home is within short walking distance...
Spectacular Hanalei Bay Resort Newly Remodeled
About this spaceHanalei Bay Resort # 1525Spectacular resort has lagoon style pools with a waterfall jacuzzi. Walk to beautiful Pua Poa beach where on a calm day you can swim and snorkel, or call for a cart if you have too much to carry. Enjoy the on site bar and...
Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in...
Kamaole Sands 9-309: It's All About the Ocean Views from this 1 Br
This comfortable and clean condo has a king bed in the bedroom, queen sleeper sofa in the living room and 2 full baths. It will accommodate up to four people.The condo is fully equipped with everything you need – even including beach towels, chairs, umbrellas, and...
Hale Moli - on Makai Golf Course in Princeville
This exquisite, air-conditioned, three bedroom executive home sits on the exclusive Makai Golf Course and is less than a thousand feet from the majestic Pacific. Featuring an oversized, covered lanai with sweeping ocean and mountain views, this home was designed to...
The Whaler On Ka'anapali Beach, Partial Ocean View, 3 beds, sleeps 6, has AC
Beachfront Bliss at The Whaler on Kaanapali Beach ResortWelcome to your tropical retreat at The Whaler on Kaanapali Beach Resort in stunning Kaanapali, Maui! Our beachfront condominium (Unit 269) offers the perfect blend of luxury and comfort for your Hawaiian getaway....
Smoking Deal! Beautiful Renovated Unit, Partial Ocean View! Walk to beach 🤙🏽
Beautiful 1 bedroom, 1 bath condo completely renovated with A/C! You will love relaxing and enjoying this unit on your next vacation :)Come enjoy the beautiful island of Maui and stay in this private, modern, and comfortable unit. Kahana Beach is right across the street...
The Seaview at Kona Pacific, 5th floor, Ocean view, 1 Bed/2 Bath
Come and enjoy the Big Island from our beautiful, clean, ocean view unit. It is a very well maintained, 5th floor, spacious corner unit with a huge lanai. Our one bedroom, two bath unit is a very roomy 829 sq. ft. with an additional 269 sq. ft. of living on the wrap...
Luxury Napili Waterfront Home
Contemporary waterfront home in Napili. This 2 bedroom home is all about quality from the finishes to the art, it has it all. The floor to ceiling windows look out over the blue waters of a private cove in Napili. Views of Molokai in the distance with whales passing by...
PICTURESQUE OCEAN VIEW CONDO - LAST MINUTE DEAL! BEAUTIFUL WAILEA AT ELUA 2002
Wailea Elua #2002 Ocean View CondoThis newly remodeled in 2021 second floor 2 bedroom and 2 bathroom condo has an open floor plan, large lanai that looks out to the Ocean. Complimentary high-speed internet is included.Elua Village is a premier destination resort, with 2...
Maui Oceanfront Penthouse 3br/3b in Makena Surf with Spectacular Views
This private 3-bedroom, 3-bath oceanfront condo awaits your romantic island get-away or fun-filled family vacation. At 1640 square feet of indoor living space plus an additional 810 square feet of outdoor lanai space, this home allows you to bring the family without...
Oceanfront Luxury Villa atHalii Kai 12D~Best Ocean Views!
È Komo Mai! We are pleased to welcome and invite you to stay in our oceanfront villa in Waikoloa Beach Resort on the Big Island. You will feel relaxed and inspired in our Hawaiian island retreat. Hali’i Kai is the only true oceanfront complex in Waikoloa and offers...
Best Window seats to Ocean Views- in wonderful Ocean View HI with WiFi
If you love Hawaii, then this place is for you. The Guest house has magical views of South-point beach with panoramic views from the oversized window seats. South-point is the southernmost tip in the United States and a national historic landmark! Shore fishing, tide...
3 Bedroom Penthouse W/Private Lanai–Poipu Shores
Nestled along the shoreline, this serene haven offers sweeping ocean vistas and mesmerizing sunset displays that will leave you in awe. Step inside this stunning oceanfront penthouse, where breathtaking ocean views of the Pacific Ocean welcome you home. Designed with...
Ko Olina Beach Villas O805: Chef's Kitchen & Stunning Views
This villa features impressive ocean views from the large lanai, as well as mountain and golf course views from the back lanai. For convenience, the elevators are steps away from the parking entrance door and open to your semi-private floor. A full kitchen and open...
Discover Your Paradise at Royal Mauian 104
Welcome to Royal Mauian 104, where luxury meets the beauty of Maui’s coastline. Nestled on the ground floor of the prestigious Royal Mauian complex, this modern 2-bedroom, 2-bathroom condo offers the perfect blend of style and comfort. With direct access to manicured...
Relaxing garden setting with ocean view A210
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
Maui Kamaole F-106 Garden View, Walk to Kam III Beach Park in Kihei
Garden Paradise at the beautiful Maui KamaoleDon't get us wrong- the entire Maui Kamaole property is gorgeous in itself, but this condo is one to behold. It is located in a quiet corner of the property in one of the last buildings to be completed meaning a new and...
Holua Kai#8 w/ Private Pool, Ocean & Golf Views, Community Pool & Spa
Holua Kai #8 invites you to unwind in style within the private gated community of Kona Country Club Ocean Course. This elegant single-level home blends open, light-filled interiors with a private heated pool and lanai framed by lush golf course greens and distant...
Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit H3 is an ideally located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views of the ocean. Enjoy Maui's colorful...
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...
Poipu Shores 102A Shorebreak Lanai, Ground Floor Unit, w/AC
POIPU SHORES 102A AT KOLOA KAI VACATION RENTALSEnjoy the unobstructed ocean views of Southern Kauai from the lawn-access lanai of Poipu Shores 102A! Listen to the soothing sounds of the waves breaking on the rocks just feet below while you enjoy your morning coffee in...
Beautiful Kamaole Sands Oceanview Condominium - MAUI IS OPEN FOR VISITORS!!
This beautiful, large two bedroom, two bath townhouse type unit is decorated in light, airy island decor. The living room has a cathedral ceiling with a circular oak staircase to the second floor master bedroom and bath. Interior amenities include a fully equipped,...
Last minute special 180 from 7/1/24-7/31/24! nCome and enjoy Aloooooohaa!!
Yes you can afford this great vacation in our wonderful condo, located near Wailea . We are in the Hale Kamaole resort and are on the ground floor.Features include:Nice quiet split system air conditioner throughout the condo.1. Walking distance to Kamaole Beach 3 (it's...
New to VRBO. Air Conditioned Luxury Island Retreat - Newly Remodeled
Newly remodeled ground-floor condo at Alii Kai with all new fixtures and furnishings.Located on the cliffs above Turtle Cave, you are just steps away from a private path leading to snorkeling with Kauai's magnificent Sea Turtles. Enjoy ocean views from the front porch...
Modern and Quiet Mauna Kea Gem
New to VRBO! This three bedroom home sleeps six to eight with modern amenities, a gourmet kitchen, large open floor plan, pool and spa. Located on the resort side and ocean side of the highway in one of the original Mauna Kea developments - just a short drive or walk...
❤️PiH❤️ Sun Ray Retreat ★Ocean & Sunsets Views★Optional Mauna Kea Hotel Privileges
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sun Ray Retreat, a part of our Hawaiian Luxury Collection. Sun Ray Retreat at the Mauna Kea Resort Kumulani complex has stunning views of golf, ocean and sunsets. This three bedroom upper-level unit is...
KBM Resorts | FREE CAR | International Colony Club | 2-Bedroom Cottage, True Essence of Hawaii! ICC-11
Plantation-style 2BR cottage near Ka'anapali's Airport Beach with high beam ceilings, updated kitchen, and lush tropical gardens. Walk to the beach or relax by the pool in authentic Hawaiian charm.*Special Offer - Book any KBM rental home in Hawaii for 6 nights or more...
Maui Resort Rentals: The Whaler 212 - Gorgeous Remodel, 1BR/2BA w/ Ocean and West Maui Mountain Views!
Not previously available for vacation rental, this gorgeously remodeled 1B/2BA suite at the Whaler boasts a desirable vantage point with beautiful views of the Pacific Ocean and Maui's neighbor island Molokai, as well as views of the West Maui Mountains.Your party will...
Waikoloa Fairways #A310: Top Floor,Breathtaking Lake, Golf Course&Ocean Views
VIEWS, VIEWS, VIEWS!! This gorgeous condominium has the WOW Factor when you go to the Lanai. Absolutely Breathtaking views over the Golf Course that sweep to the Ocean over the Kohala Coast and to Maui, make this condominium a truly special property.The location, views,...
Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!
paradisesandshawaiirentals.com8083828016E’komo mai “welcome” to Turtle Bay Ocean Villa unit 210! Newly updated, painted and re-decorate- this charming 1700 sq ft villa will help make all of your Hawaii vacation dreams come true. Located on the second floor with...
A perfect suite for temporary short term visitors
To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....
Charming Guest House in Mountain View
Newly remodeled home on a two acre property will provide you a real taste of big island living. Peaceful and relaxing environment. Fresh mountain air. Magnificent native foliage. Comfortable cool climate.Explore the island by kayaking in Hilo Bay. Complimentary rental...
Beautiful 3 Bedroom Rainforest Retreat, minutes from HVNP
Come and enjoy our beautiful retreat, just minutes from Volcano Village and the world renowned Hawaii Volcanoes National Park. Designed by renowned local architect, Boone Morrison, this unique property features lots of natural wood and light, providing a wonderful...
Puna Rainforest Hot Spring Retreat - Green Bamboo Cottage
Studio with oceanview, full kitchen and bathroom, queen size bed, plus small couch for one child or small adult. Perfect for couples. The property offers 1 mile private rainforest trail, pool, steam vents, two steam vent hot springs and private retreat setting...
Kihei Surfside #508: Gorgeous Oceanfront Escape with Mesmerizing Views
Kihei Surfside #508 – Oceanfront Escape with Split-Duct AC and Breathtaking ViewsWelcome to Kihei Surfside #508, a beautifully situated 1-bedroom, 1-bathroom oceanfront condo offering unobstructed views of Maui’s stunning coastline. Perfect for two guests, this...
KRL H101 Remodel 2BD Condo Pool Kaanapali Beach Golf Whalers Village
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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Hawaiian-inspired studio with ocean view
Papakea B307 is a Studio condo featuring amenities such as a stunning ocean view, a washer/dryer, and air-conditioning! The condo can accommodate up to 4 guests with a Queen-size Murphy bed. The spacious main living area includes modern furniture with tile flooring and...
Wailea Beach Villas | PH111
Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine Wailea Beach is located nearby...