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.
Exquisite Oceanfront Home, 4 Bedrooms, 2 Baths, Central A/C, Sleeps 8
Privacy for your family, but still close to town. Quiet beach at your doorWelcome to "Aloha Niulani"! Our 4-bedroom 2 bath Oceanfront Beach home comfortably sleeps up to 8. Conveniently located in the Old Kauai town of Kapa'a. Tucked away in a secluded neighborhood with...
Easy Kauai Living! Lanai to Lawn, Full Kitchen, WiFi, Ceiling Fans–Kaha Lani 102
Castle Kaha Lani Resort #102 - Energy flows from the tropical decor living area onto the lanai and across expansive lawns of this 739 sq. ft. ground floor villa with beautiful ocean view. Dine in with meals prepped in the full kitchen. Other touches include ceiling...
Kona Isle D2 DIRECT OCEANFRONT, Best View!
Updated kitchen and bathroom! D2 at the Kona Isle is a beautiful DIRECT OCEANFRONT property on the 1st floor of building D! No stairs! Cook in the full kitchen or on the grill! Enjoy dinner with a sunset view from your living room, lanai, or picnic tables! Feel the...
60% OFF April - June/25, Ocean & Garden Views, Kaanapali Beach, Air Conditioned
Thank you for checking us out! The condo has been updated and new pictures are coming. Current pictures do not show the updates. NO resort fees!!! Resort fees are covered by us!!!We are located North Kaanapali beach and this is a legally permitted vacation rental and is...
Whale Watching! Spectacular Ocean Views – Newly Remodeled Maui Condo!
Newly remodeled, fully air-conditioned, ocean view condo. Ocean, Island, Sunset, and Whale Watching Views! Our unit is on the third floor of Building G at Papakea Resort with pool view and unobstructed ocean view with year-round sunsets.We want to provide our guests...
Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!
Discover a breathtaking retreat perched "on top of the world" with wide-open ocean views that showcase Magic Island and Ala Moana Beach Park. Experience the perfect blend of indoor and outdoor living with a stunning, usable lanai to savor paradise every day.LIVING...
Spectacular Oceanview Condo: Stylish, Serene, Modern
Enjoy contemporary sophistication in a tropical setting from our top-floor, corner oceanview condo in the Waikoloa Beach Resort on the Big Island of Hawai'i. Sunlight fills the space and the lanai faces west, providing a shaded breakfast area as the day blossoms, and...
NEW LISTING! ~ Napili Point with Amazing Views
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Napili Point C35, a stunning 2-bedroom, 2-bathroom condo nestled in the heart of Napili. Spanning 1,059 square feet, this spacious oceanfront retreat comfortably accommodates up to 6...
Papakea Paradise, G102, 2 Bedroom & 2 Bathroom, Ground Level, Air Con, Specials!
The much coveted ground floor, one level, 2 bedroom - 2 bathroom floor plan at Papakea. No steps! Also, brand new ductless air conditioning system in both bedrooms and living room / kitchen area. An amenity not all of the condos have! AND PAPAKEA IS NOW A NO FEE...
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
"Kihei Oasis On Maui” is a LEAGALLY permitted vacation rental home located in Kihei, Maui, and not included as a property in Maui County's phase out bill. Permit #STKM 20130014. Please know that you can book this legal, permitted home and will not have you booking...
Cool retreat at the entrance to Lanikai. Very Close to Beach. 3 Primary Bedrooms
Live your best life! An opportunity for beach living in this renovated and updated luxury rental with views of Kailua Beach and Kailua Beach Park - it's brilliant turquoise blue ocean, sandy beach, large grassy areas and tall ironwood trees. Fine craftsmanship abounds...
BEACHFRONT/GROUND Floor B-103: Renovated, LARGER unit, & steps from the sand.
Pocket sliding doors from the large 2 living room areas to the large lanai to the white sandy beach! Open concept with amazing ocean views everywhere in the large room, which includes the dining room area plus well equipped kitchen with subzero fridge and marble counter...
Hawaiian Treehouse, Peaceful Glamping Retreat
BAUMHAUS - a fully off-grid 12 feet high tree house on 2 acres of tropical rainforest on the Big Island of Hawaii. Experience stargazing like no where else in the world, while warming up at the fire pit. Chill out in the large hanging net or spend rainy days in the hot...
Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!
Gracious comforts of yesteryears and featured in the coffee table book, The Hawaiian House Now, the home is an historic 1895 structure, modified in the 1940s. Retaining the charm of old Hawaii with architecture and furnishings of the day, while satisfying the needs and...
Luxurious Upgraded 2 master BR 2 private BA Fairway views, 200 yards from Ocean
We invite you to enjoy the peaceful, old-Hawaiian feel of Kauai’s North Shore and the upscale yet understated elegance of Princeville with a visit to our beloved home. Located on the 8th fairway of the world-class Makai golf course, our second story corner unit...
LOOKING FOR A LUXURY CONDO WITH FAB VIEWS? THIS IS IT! Located in Hotel Zone.
Just steps away from the famous Kamaole I beach is our luxury 3 bedroom/2 bathroom condo. This extra large unit boasts luxury furnishings. We have amazing views of the Ocean and West Maui from almost every room! Relax and enjoy breakfast on the double lanai viewing the...
Kalo Homes ~ Sunset Retreat
Where adventure meets relaxation: a gated valley retreat with room for the whole family, Makaha Beach just minutes away, and mountain views.Escape to our tropical getaway in the exclusive Mauna Olu Estates, just two miles from world-famous Makaha Beach. Perfect for...
Includes Beach Gear! 518 Villages at Mauna Lani
Villages at Mauna Lani 518. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: Two Queen BedsGuest Bedroom Downstairs: One King BedMauna Lani Beach Club Pass: Your stay will...
❤️PiH❤️ House of Manta ★ Hilton Waterslide & Pool Passes ★ Bikes ★ Golf Clubs
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to House of Manta, a part of our Hawaiian Luxury Collection. House of Manta at KaMilo is a wonderful new single level 3 bedroom home. We pride ourselves on provide some of the most sought after homes on the...
Foster Tower Ocean Front One Bedroom w/direct Ocean Views
Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a true sense of home in Hawaii. The open-concept layout is bathed in natural light, creating an inviting space to unwind...
Steps to Beach at Maui Banyan-resort style amenities-AC, WIFI, Full Kitchen
Cozy 1BR Condo in the Heart of Kihei – Walk to Beach!Escape to sunny Kihei, where this charming one-bedroom condo puts you just a short walk from Kamaole Beach Parks 2 & 3—perfect for sunbathing, swimming, and catching breathtaking sunsets. With beach gear provided...
Experience Luxury Living in our Penthouse Condo with Free Parking-Book Now!
Our luxury one bedroom condo is a penthouse (top floor) mountain and pool facing condo with vaulted ceilings, new appliances and Keurig. We are situated at the beautiful ocean front Waipouli Beach Resort. The large main bedroom features a King size bed (with a brand new...
Best Maui Adventure!! Explore the island while you sleep under the stars
Ready for a unique experience on Maui? Want to explore the entire island and stay over in the most remote and beautiful spots? Want to spend a fraction of the price of staying at a hotel/resort? You've found the best accommodation with Epic Maui Camping :)Whether you...
Private, Peaceful, Perfect!
Our lovely townhome is a hidden gem located in the Fairways development at the Mauna Lani Resort. The small Fairways complex surrounds a large pool, hot tub and common area. The outer perimeter borders golf course and open space. The gated complex is private, peaceful,...
Maui Kamaole A205 Remodeled with spectacular Ocean Views
Stunning ocean views from this spacious Maui retreat at the popular Maui Kamaole in South Kihei. This two-bedroom condo is amongst 14 of the largest floor plans at 1,224 square feet, and features high ceilings and lots of room to entertain. The fully equipped kitchen is...
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...
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...
Aloha Hale - Gorgeous home with pool, hot tub, AC
Welcome to Aloha Hale, Princeville! This stunning Mountain View home offers an array of spectacular amenities, including a pool, a hot tub, a wet bar, and air conditioning, all designed to make you feel the aloha spirit from the moment you arrive. Enjoy memorable...
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...
Sky-High Luxury: Stunning Waimea Penthouse with Panoramic Views!
Enjoy a private penthouse with stunning views of Waimea town, the ocean, coastline, and mountains. Located just 15 minutes from the Gold Coast's best beaches, this peaceful retreat borders Parker Ranch and offers tranquility and easy access to world-class dining,...
Kihei Akahi D-615: Top Floor Two Bedroom Condo with Expansive Views
This 2-bedroom, 2-bath, 7th-floor newly remodeled Maui vacation rental offers a level of luxury and convenience few can compete with. Tastefully furnished, the home features stone flooring the living area and carpeting in the bedrooms. The kitchen boasts a grand granite...
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...
Most Luxurious Ocean Front Condo in Kai Lani, Ko Olina, Hawaii
Awaiting you in this tropical paradise is a luxurious 2 bedroom, 2 bath condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
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...