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.
Golf Course Views | AC & Shared Pool |vrKCV
vrKCV - Holua Kai 6, Professionally Managed by Kona Coast VacationsHolua Kai 6: Luxury Home with Stunning Golf Course Views and Modern Comforts in a Gated CommunityWelcome to Holua Kai 6, your home away from home! Nestled within the private, gated community of Holua Kai...
Kaanapali, Ocean Front Condo, Free parking and NO Resort Fee’s, Cabana Access.
EXTRA AMENITY If you are arriving early or departing late, we have a Cabana for your convenience with a pool, spa, full kitchen, refrigerator, rest rooms, TV, WiFi, Bar B Que, books and games, for your use. Come for our winter season and see the Whales from our lanai....
***SPRING SPECIAL*** Charming Home, Just Minutes from Town and the Beach with Ocean View.
Kona Ocean View Vacation RentalWelcome to your Big Island retreat—a spacious two-story vacation home in a peaceful neighborhood just minutes from downtown Kona and some of the island’s best beaches.The open kitchen flows into inviting living spaces, while an outdoor...
Poipu Tropical Retreat with A/C & Pool/Gym Access
Discover beautiful Kauai from this spacious 1 bedroom vacation home (built in 2018) in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai,...
Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.
Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Walking distance from Kona`s best restaurants and bars, it provides easy access to Ali`i Drive and all it offers,...
Gorgeous Luxury OF Lahaina Studio
Lahaina Shores 511 – OCEANFRONT!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 511 is a 5th-floor oceanfront studio offering privacy and comfort for 2 guests. Step onto the private lanai and...
25% OFF for MAY 2025-Direct Ocean Views From Every Window - 3bd/3bth Honua Kai
THE MAUI LUXURY RESORT LIKE NO OTHERPicture the perfect Hawaii vacation: Of time spent with family and friends, of cares washed away by sand and sea—and the discovery that life can still hold magic, especially in a place called Maui.Now picture the perfect setting:...
Papakea H201 - Vacation West Maui
Escape to Paradise in Maui's Premiere Oceanfront ResortNestled in the heart of Papakea Resort, unit H201 beckons you with breathtaking ocean and garden vistas. This corner unit on the second floor offers more than just a place to stay – it's your portal to the magic of...
Country Club Villas#326 Top Fl Corner, Incredible Oceanview,Spacious Lanai,AC
Country Club Villas, Unit#326 is a phenomenal new addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. This top floor corner unit is completely remodeled, with soaring ceilings & lots of extra windows for natural...
🏖️Concierge Included | Ground Floor with AC | Walking Distance to Restaurants | vrKCV
vrKCV - Waikoloa Beach Villas L3, Professionally managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!This beautifully appointed ground-floor 2-bedroom, 2-bathroom villa offers a serene escape with sweeping golf course views...
Gorgeous Ocean View w/ Full Kitchen, Lanai, Steps to Beach!
Waikiki Shore #606 – 2161 Kalia RdGorgeous ocean views & epic tropical sunsets make this contemporary suite that sleeps 4, a favorite of those craving a blend of Waikiki energy & private relaxation! Wall-to-wall sliders, and windows let the beautiful Pacific Ocean flow...
Ko Olina Kai 1097C: 3BR Hawaii Haven with Golf, Lagoons, and Spa Access
Welcome to Ko Olina Kai 1097C by Gather, a beautifully furnished three-bedroom, three-bathroom Golf Estate located in the prestigious Ko Olina Resort. This two-story villa combines upscale comfort with the laid-back luxury of Hawaii living, making it the perfect retreat...
Mauna Lani Treasure - Newly Decorated 3 Bed/2.5 Bath Townhome with Beach Club
Kick back and relax in Paradise in this 3 Bed/2.5 Bath Townhome decorated in Hawaiian style. Enjoy this spacious home with a custom kitchen, outdoor lanai with grilling area, and open concept living area. Sip a tropical drink off the lanai enjoying spectacular views of...
Hale Kai - Brand New Kukui'ula Luxury Home with Pool & Spa
Nestled in the exclusive Kukui'ula neighborhood in Poipu, this stunning, brand new luxury home offers the perfect blend of comfort, elegance, and island charm. With 4 bedrooms and 4.5 bathrooms, this meticulously designed residence comfortably accommodates up to 10...
Experience the perfect blend of privacy, tranquility, and luxury at Na Hale O Keauhou H3
Welcome to Kai Nani Hale – Luxury Living in ParadiseDiscover Na Hale O Keauhou, a prestigious gated community nestled in the heart of the Keauhou Resort area. This meticulously maintained 13.36-acre complex features 14 pods, each comprising six two-story townhouses,...
Moloa'a Bay Villa - Impressive Home and Guest Cottage
Moloaa Bay Villa, on the northeast shore of Kauai, is steps away from a secluded white sand beach! Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body...
'Kailua Lani Suite' short walk to Kailua Beach. Air conditioned and private.
"In order to comply with Oahu's 90 day minimum short term rental laws, we may not advertise to rent for a period shorter than 90 days."Come enjoy island life while staying in our newly built, 600 sq. ft. upstairs suite. Beautifully furnished with a modern meets the...
Villa Sea Renity Remodeled Family Friendly Tennis
Experience the relaxing setting of this 1BR 1.5Bath condo in the lavish gated community just a stone's throw away from beaches, shops, restaurants, and attractions of Hawaii's Big Island. Take in the area's scenic beauty and diverse selection of water activities. After...
Luxury Mahana Oceanfront Condo -1bd/2ba - Premium 10th Floor- Fully Upgraded
Welcome to Mahana 1015, a breathtaking oceanfront condo located on one of the top floors of the exclusive Aston Mahana at Ka’anapali Resort. Offering two full bathrooms and spacious accommodations, this one-bedroom suite is the perfect place to indulge in Maui’s natural...
Beautiful Oceanview Condo with Spectacular Sunsets! - Recently Renovated
Located on five miles of sandy beach on Maui’s southwest shore, the lovely Sugar Beach Resort will capture your heart. Take a leisurely stroll down the sparkling white-sands of Maalaea Bay’s Sugar Beach, one of Maui’s favorite places to swim, snorkel, kite-board, and...
Cozy studio, split AC, kitchenette, steps to beach in best South Kihei location!
Aloha and welcome to the Tranquil Turtle Retreat at Maui Banyan Resort! Our recently updated studio is located right in the heart of South Kihei close to world-class beaches, shopping and amazing restaurants. Enjoy Maui at its finest!The Tranquil Turtle first floor...
Spacious, 5 bd/3 ba home in Orchidland Estates
Modern Contemporary, custom designed and well-built home with full kitchen and dining area, laundry, fireplace, beautiful decks, sleeps 10 comfortably, but can accommodate up to 17. Nestled on a private, landscaped acre of rain forest with many varieties of fruit-trees...
Spectacular 3 Bedroom Oceanfront Marriott Maui Ocean Club
Welcome to Marriott's luxurious 5-star resort and its spectacular Lahaina and Napili Tower villas! Your sophisticated, bright, spacious oceanfront 3 bedroom/3 bath villa, with breathtaking panoramic Ka'anapali Beach and expansive Pacific Ocean views...as well as every...
Loft Style Completely Remodeled Condo
This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. There isn't an ocean view, but your proximity to the ocean is VERY close!! Just a walk through the under building parking garage, and you're there!The unit...
Kauai Exclusive - Pili Mai 7E - Three Bedroom Suite - AC, Pool & Fitness Center
Pili Mai 7E is a three-bedroom, two-level suite with plantation-style architecture. Newly furnished and decked with bamboo floors, Koa cabinets, a gourmet kitchen and central A/C, this villa is a fresh find. Revel in all the bells and whistles of a new tropical vacation...
Peaceful Oceanfront Hideaway at Lahaina Shores Resort 514!
Lahaina Shores 514 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 514 is a 5th-floor mountain view studio offering privacy, comfort, and can accommodate 2 guests. Step...
Hawaiian-style Oceanfront Villa - Outrageous Views, Beach Access, Ahh!
Enjoy Kauai's simple pleasures and grand landscapes right from home! From the moment you arrive, you immediately sense the Aloha spirit and the other-worldliness of Kauai's North Shore. Hanalei Bay Villas' surroundings are stunning and beyond beautiful; the unique...
Beautiful Mauna Lani Villages Townhouse
The Villages at Mauna Lani is a private gated community that offers the ultimate in comfort and convenience. This is our family’s dream vacation home and we think you will agree. This is a fantastic home for a family getaway. This is a two story townhouse with over...
Ground Floor & A/C- KBV11G2 - Sullivan Properties
This unit proudly features:• 1 BD / 1 BA (king + queen sofa sleeper)• Air-conditioning (central)• Ocean Views from unit• Fully Equipped Kitchen• Washer/Dryer• WIFI in the condo• Spacious with over 975 sq.ft• Stairs from parking lot• Sandy beaches with easy access on...
Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts
Beautifully maintained, this villa offers a welcomed amount of privacy from both the upper and lower levels without compromising stunning panoramic view of the ocean and the 4th fairway of the Jack Nicklaus signature Hualalai Golf Course. The retreat on the lower level...
Oceanview Luxury Estate - Multi-Suite Retreat in the Kona Uplands in Holualoa
Luxury Oceanview Estate – 2 Suites + Cottage + Additional Bedroom | Infinity Pool | Gym | High-Speed Wi-FiWe are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.We offer...
Maui Kamaole J116: Ground floor one bedroom condo with many upgrades throug
Beautiful updated bedroom furniture and King bed in this Ground floor one-bedroom Condo. The kitchen opens up to the dining and living areas providing an open living space. The bedroom has a king bed and a flat-screen TV. The living room has a pull-out sofa bed. This...
Old Style beach house on Hanalei Bay;stunning mountain view, ocean breezes
The Old Style is a stand alone beach house just steps from the sand as seen above (Standard occupancy is 2*). There is lots of light, great views & a very restful feeling. Single wall redwood was the preferred building style back in the day. It is beautifully painted to...
Wailea Grand Champions 111 - 2 Bedroom Garden View Condo
Wailea Grand Champions Villa 111 is a spacious two-bedroom, two-bath vacation rental condo that accommodates up to six guests, making it an ideal choice for families or friends traveling together. The first bedroom features a comfortable king-sized bed, while the second...
Breathtaking Oceanfront Condo
Downstairs master bedroom has A/C, kitchenette, and a private entranceBig screen smart tvs in all three downstairs bedroomsLarge upstairs 2nd master bedroomFully stocked kitchen, including DeLonghi espresso machine, Instant Pot, Vitamix blender (for the BEST smoothies),...
Romantic, Luxury, Sensual Retreat - Couples Only
Welcome to The Palms at Wailea – Your Island Paradise Awaits! Located in the prestigious Wailea resort community, The Palms at Wailea condo complex stands out as one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1603) has been custom...
Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
As seen on Discovery Channel's "Building off the grid" Volcano Home!
Volcano Rainforest Retreat — As Seen on “Building Off the Grid”!To see our home featured on TV:Search online for Building Off the Grid — Season 7, Episode 5: “Volcano Home”Welcome to Volcano Home, a handcrafted 2-bedroom, 2-bath rainforest retreat on the lush slopes of...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
NEWLY remodeled Modern Maui condo across the beach.
Enjoy a stylish experience at this centrally located Maui Vista condo steps to popular Charley Young beach. Beautiful sunsets and a relaxing breeze on the lanai overlooking lush lawn and tropical plants. Beautifully renovated (2021) modern design. This 1bd 1 bath is...
Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views
Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...
1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with beautiful views.
This is a 1 bedroom, 1 bath upper level condo for a maximum of two people. It is well furnished and equipped, is very comfortable and located in well maintained lush Ekahi Village. The unit is air conditioned with a Lanai off of the living room and the Bedroom, there is...
2BOV-2 Aston Waikiki Beach Tower: 2 Br with Ocean Views and Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this condominium...
Amazing beach views from Lae Nani condo with new updates!
Enjoy a beautiful ocean view from our condo overlooking the beach. At Lae Nani you can relax at the pool while surrounded by lush gardens just steps from the beach. Located on Kauai's central coast, 10-15 minutes from the airport, Lae Nani is secure with gated access...
87-1 Escape to Paradise at Puamana's Hale Nalu
Welcome to Hale Nalu, a beautifully updated townhome in the tranquil Puamana community just south of Lahaina. This 30-acre private paradise offers a peaceful retreat away from high-rise hotels and crowded tourist areas, yet remains close to world-class beaches and golf,...
Beautiful Spacious Oceanfront Condo on Wailua Bay
Welcome to 'Wailua Hale Lani'; our beautiful, Kauai, one bedroom, one bath condominium at Wailua Bayview. The condominium is on the second floor (#201) of a three-story, 45 unit complex. Continually updated and meticulously maintained, the unit boasts island-themed...
Ground floor, ocean view, and steps to all the amenities.
Welcome to Hale Ono Loa 114. This 1 bed/ 1 bathroom ground floor, ocean view gem has everything needed to make amazing Maui memories. This unit can comfortably accommodate 4 people, offers a fully equipped kitchen, & outdoor dining area to enjoy your ocean view. Admire...
Ocean View | 2 Pools | Spacious 3-Bed Makanui Condo in Poipu
Enjoy your Kaua‘i getaway from this well-located 3-bedroom, 2-bath condo in the quiet and elevated 200 building of Makanui. With sweeping ocean views, cooling trade winds, and a spacious layout that comfortably accommodates up to six guests, this split-level condo is an...
Hale Hapu’u. A unique Hawaiian experience.
E Komo Mai (welcome) to Hale Hapu’u! Our little Hawaiian hut is perfect for couples seeking an authentic Big Island experience. The Hale is adorned with hand carved art from local artists, an outdoor bath set in the midst of a tropical garden of ferns, palms & orchids,...
Kaanapali Alii | 4114
Kaanapali Alii 41142 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean View________________________________________Kaanapali Alii 4114 is a stunning diamond-rated two-bedroom ocean-view vacation rental that offers a luxurious retreat on Maui's renowned Kaanapali Beach. Spanning...