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.
DISCOUNTED RATES! Oceanfront extra large 1 br Kulakane 209 new A/C
West Maui Welcomes You Back! Our communities of Ka'anapali, Honokowai, Kahana, Napili and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and rebuilds.Welcome to...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 7
Welcome to Condo # 07, a beautifully remodeled lower-level garden view unit that captures the charm of Old Hawaii. This relaxing beach getaway is just steps from Sugar Beach, offering 590 foot space with a comfortable bedroom and an open kitchen-living area. The...
Three Bedroom Villa at The Beach Villas at Ko' Olina
* Book with confidence! This vacation rental is a LEGAL Oahu vacation Rental Operating in a Resort Zoned District and is not affected by passage of Bill 89. This Luxury Condo is a spacious and beautiful 3 bedroom, 3 bath, professionally decorated Villa with a beautiful...
Pili Mai 14D, 3 Bdrm, 3 Bath, AC, main floor
Luxury Condo. Main floor, one level condo. 3 bedroom, 3 Bath, Sleeps 8. Central A/C. Granite countertops, bamboo and travertine flooring, stainless steel appliances. Surrounded by the Kiahuna Golf Course, with views of the mountains. Central Poipu location. Walking...
Oceanfront at Sugar Beach
•EAST/SOUTH MAUI IS OPEN FOR BUSINESS AND WELCOMING TOURISM•Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 5 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience....
Affordable GEM 1br/1ba w/Tropical Lanai, Steps to Ocean, LOCATION Unit 2
Aloha, and welcome to our newest Paki Maui condo. We are delighted to share our little “peace” of paradise and hope that you will choose to stay in what we like to call, Nasher Hale. Paki Maui is a great oceanfront condominium complex in Honokowai, just northwest of...
Luxurious, 2 bedroom / 2 bath, FULL Ocean View Wailea Condo
Situated on 18 acres of perfectly manicured tropical foliage, bordering the award winning Wailea Blue Golf Course, Ekolu Village is an exclusive and desirable complex that is exceptionally quiet and free of any traffic noise. This property is located in less than a 5...
Oceanview + Beautiful Gardens + Oceanfront Kona Makai
Hawaii STVR License: TA-146-953-6768-01 & GE-146-953-6768-01Crashing waves lull you to sleep in our OCEANVIEW Very spacious 670 sq. ft. 1 bedroom condo! Steps to the waterfront at the tropical OceanFront Kona Makai. Our light and bright 2nd flr. condo is perfect for...
NEW Modern Marina Front on Hawaii Quay
Enjoy marina-front living in Hawaii Kai at it's finest! This upgraded single-level four bedrooms, four bathrooms home's large lanai with pergola overlooks your own private dock. Watch the ducks swim by or take the kayak and stand up paddle out to the beach. West-facing...
Ma'alaea Surf, Unit H3-Ground Floor Beachfront Condo, AC, Wi-Fi, 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...
Escape to Paradise at Beautiful Maui Kam In South Maui!
Our Hearts go out to the people, families, friends and loved ones of West Maui. Maui Travelers, please consider giving extra patronage to the small businesses, restaurants and services that are open throughout Maui that employ so many who are affected with personal...
Waikīkī Beach Loft Near Restaurants
Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC...
Beautiful 2 Bedroom, 1 bath, full kitchen, secluded acre of gardens
Aloha and welcome to my Hawai’i Island cottage! I am delighted to share my 1 acre of rainforest and hope you will choose to stay at Hawaiian Paradise Cottage.Enter the property through a private electric gate and down a tree-lined drive to a secluded garden oasis set...
Oh-So-Close to Waikīkī Beach Condo
Stay close to Waikīkī Beach, KūhiŠBeach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...
Reserve Your 5 STAR Big Island Get-a-way ⭐⭐⭐⭐⭐
Looking for just the right place to enjoy your Big Island Hawaiian Holiday? Treat yourself to a fresh approach. Your own private 1 bedroom 1 bath cottage. Newly renovated, this delightful guest cottage is tucked away behind gates at the end of a cul-de-saq. The perfect...
Bed and Breakfast on the Slopes of Haleakala
Enjoy bed and breakfast on the mountain in a tranquil contemporary designed guest-suite with private entrance and patio garden in a friendly and local neighborhood where a unique experience awaits you on the slopes of Maui’s Haleakala Mountain.Within walking distance of...
Spectacular ocean and beach view 2 BR condo, steps from the ocean!
E Komo Mai! Welcome to 603 Kamaole Beach Royale, our home away from home.We enjoy a spectacular view of the beach, the ocean, and the neighbour islands from the sixth floor of Kamaole Beach Royale, a seven-story building situated right across the street from Kamaole...
Maui Beach Bungalow, the hippest property on Maui.
THE HOUSE: Light and airy bungalow (single story) located on Halama Street, the most walkable street in Kihei. The bungalow was designed by an interior designer with beautiful and fun touches throughout. Across the street from the ocean and just steps from one of the...
Hale Nalani, Private Luxury with a Pool and A/C
Hale Nalani, Princeville Hale Nalani, “House of the Heavens,” can be found in the resort community of Princeville. A walled courtyard provides privacy to this single-level, 3-bedroom, 2.5 bath home, which also features a 40-foot (12 m) lap pool.Tropical hardwood floors...
Book your Beach vacation, and stay at beautiful oceanview Kamaole Sands 2-206
Welcome to our beautiful oceanview Kamaole Sands 2-206. This fully remodeled 1-bedroom 2-bathroom vacation rental condo is located sunny South Kihei, across the street from Kamaole 3 Beach Park. Kamaole Sands 2-206 is set back from the road, making it quiet and private...
Ko Olina Beach Villas - Beachfront - Beach Tower 709
Our spacious 1,500 square foot suite is the only beach-front penthouse available for rent at the prestigious Beach Villas Resort in Ko Olina and the only privately rentable condo with panoramic ocean views from every room.Watch the video of our property -...
Greenbelt 3BR/3BA villa with pool, A/C and 10min walk to the beach
THE CONDO - VILLAS at POIPU KAI B110We recently bought this extravagant 1600 square foot villa located in an upscale private boutique resort with all the amenities. Each of the three bedrooms is very spacious and has a dedicated private bathroom, giving everyone...
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 306
Wailua Bay View Unit 306 is a premium ocean front condo with stunning views from the lanai. WBV 306 has been renovated with luxurious amenities. This unit is limited to a maximum of 2 adults. No children or pets are allowed.This is a top floor unit with incredible views...
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...
Hale Kamaole 276 Second floor condo, easy access to best beach on Maui!
**7 Night minimum stay required**Ocean Views Forever – also overlooks beach. Unit just completely Upgraded and remodeled with high end materials, finishes and furniture. Master Bedroom has King Size Bed, spacious Master Bathroom and large flat screen TV. Downstairs...
Welcome to Luana Garden Villa 3D
Situated along the captivating Kaanapali Beach on Maui's western coast, Luana Garden Villa stands as the illustrious final phase of the Honua Kai Resort & Spa experience.This exclusive villa is part of a four-unit building in the newest development phase at Honua Kai...
Welcome to Luana Garden Villa 3B
Situated on Maui’s pristine western coast, the Luana Garden Villa marks the exquisite culmination of the Honua Kai Resort & Spa, proudly standing on the magnificent Kaanapali Beach. Nestled within a four-unit building, this villa is a distinguished part of Honua Kai's...
Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!
What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...
Luxury Contemporary Remodeled Beachfront Condo. Hotel zoned -not Minatoya list!
This condo is legally zoned as a hotel, not a residence or apartment (not on the Minatoya list). Given all the confusion and controversy surrounding the Maui fires, this condo is not earmarked to become a long term rental. It is a vacation rental, so please come and...
The Ohana Cottage is perfectly situated in Hilo town close to all amenities.
Embark on your dream vacation at this enchanting two-bedroom, one-bathroom cottage nestled in the tranquil Hilo District of Hawaii. Perfectly blending authentic island charm with modern comfort, this cozy retreat invites travelers to experience the unparalleled spirit...
Maui Summer 2025 -June 15-22 Studio IV & 2bd Oceanview July 12-19 sleeps 8
I have pre-reserved with Westin available to rent. For Winter- Feb 20-27 I have a Studio Island view. For July 3-10 I have a Studio Ocean view & July 11-18 I have a One bedroom Oceanview. A Studio Villa sleeps 4 with a king bed & a sofa bed plus kitchenette. A 1 bedroom...
1 Bedroom Villa at Westin Kaanapali Ocean Resort
Beautiful Ocean-view 1-Bedroom Villa available throughout the year, located on Maui's pristine northwestern shore. The 900sqft Villa includes a fully-equipped kitchen, dining area, bathroom, spacious living room with a pull out sofa bed, and a separate room with a...
Hali'i Kai 6D Luxury Condo-Ocean & Golf View!
Elegantly furnished Condo with Ocean Views from every room located on the Waikoloa Beach Golf Course! Walk to Waikoloa Hilton (restaurants, shops), Island Gourmet Market (grocery store), or to 'A' Bay beach. Truly a paradise location! Our 2 bedroom, 2 bathroom Hawaiian...
Brand New Everything! Prime Dates Available in Kaanapali Resort Studio!!
Come stay in our completely updated Studio!! Designed with a sophisticated modern and serene palate perfect for couples, no expense was spared in creating a tranquil oasis to enjoy your Maui adventures. Equipped with all the conveniences of home with brand new...
COME & ENJOY April & May for LESS $ ~ ONE of Our BEST w HUGE OCEAN Views
Aloha future guests! Welcome to one of Platinum Maui Vacations nicest Kapalua Golf Villas!All properties in our "ohana", (family), have Hawaiian names. We call this Kapalua Golf Villa, Hale O Nani', which means 'Home of Beauty'.Such a perfect setting for up to 4...
Beautiful Ground Floor Golf Villa @ Fairway Villas Waikoloa
Welcome to our spacious 2 bedroom/2 bathroom premium ground floor villa overlooking the fourth hole of the Robert Trent Jones II-designed Waikoloa Lakes Golf Course. The Fairway Villas complex is a part of the Waikoloa Beach Resort area, located just 20 minutes north of...
Garden view dining on your spacious lanai
Maui Kaanapali Villas A210 is a 1-bedroom, 1-bathroom condo that is located on the 2nd floor of the Aloha Tower. This unit offers central AC, flat-screen TVs, and tropical views and can accommodate up to 4 guests. The bedroom opens to the living room and offers a...
Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
Kamaole Beach Royale Unit 509
E. Mono Mai ! Welcome to Kamaole Beach Royale, unit 509 ,our home away from home. Across the street from Kamaole 1 ! 5th floor condo with a spectacular view right from the Lanai. Viewing the neighboring islands and the beautiful ocean while enjoying your special drink....
Kailua-Kona Oceanfront Home
Welcome to our exceptional oceanfront property, a luxurious home in one of Kona's most exclusive neighborhoods off Kailua-Kona’s scenic Ali’i Drive. With stunning views of Holualoa Bay and breathtaking ocean sunsets, this architectural marvel seamlessly blends luxury...
🏖️Overlooking Golf Course 8th Hole | Centrally Located | AC | vrKCV
vrKCV - Waikoloa Beach Villas O22, Professionally Managed by Kona Coast VacationsExperience the best location in Waikoloa Beach Resort at Waikoloa Beach Villas O22. This gated community boasts only 120 exclusive units spread across 20 acres of beautifully landscaped...
Spectacular Ocean Views
Napili Point, Unit A-5, is located on Maui's western shore. This fully-equipped one-bedroom ground-floor condo offers beautiful views of the Pacific Ocean from the lanai and living room, with the islands of Molokai and Lanai in the distance. Located just a few yards...
🏖️Kolea Luxury | Walk to Beach, Restaurants, Shopping | Concierge Included | vrKCV
vrKCV - Kolea 16H, Professionally Managed by Kona Coast VacationsEscape to Kolea Villas – Your Hawaiian RetreatFeel your stress melt away as you step into this Hawaiian paradise, located on the edge of the Pacific Ocean. Nestled within the prestigious Kolea Villas in...
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
This is ground floor unit Luana 1B at Honua Kai. After the devastating Lahaina fires, Maui has officially re-opened and is welcoming visitors back. Please book your stay and help support the Maui recovery. Currently, new bookings in my units through VRBO come with my...
Family fun! Recently remodeled. Closest Unit to the Amazing Pool
Welcome to Kaanapali Royal’s H-102 vacation rental. Completely remodeled in June 2019. 2 bed 2 bath condo with a queen sleeper sofa in the living room and a twin sleeper in master sitting area..Everything is brand new. The unit was remodeled from top to bottom. Onsite...
Nohea Villa: Elegant Tropical Home w/ Mountain Views, Pool & Spa
The Nohea Villa in Kamili'i village is an ideal destination for a visitor to the spectacular island of Kauai. While it could be said, that the open concept floor plans of the units in Kamili'i village are pretty much the same, Nohea's remarkable seat on top of the...
Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.
LOCATION, LOCATION, LOCATION- Our Studio Condo in Building 9 is just steps from the Ocean Front Pool, Pavilion and Ocean. With Sweeping Views of the Greenbelt and Partial Ocean Views. Located in the lower village just steps from the beach, on the greenbelt. Wailea Ekahi...
Private Paia Studio in a Tropical Sanctuary, a short walk to Paia town & beach.
This Private air conditioned studio is located on a newly remodeled ocean view estate, within walking distance to some of Maui's best restaurants and shops in the historic plantation town of Pa'ia. The property offers stunning views of both the ocean and Haleakala....
On Hanalei bay with panoramic ocean views. Steps to the beach and walk to town.
TVNC 1322 Hawaii GE/TA Tax ID TA-090-147-6352-01. This rental is located in Tsunami Evacuation Zone. On-island contact Talia Abubo. This home has No Air-Conditioning. We offer a complimentary mid stay clean service for stays of 4 or more days. Located along the Pine...
++beachfront Resort+ocean View Studio A-317+CENTRAL A/C+FULLY Equipepped++
Ka’anapali's finest beachfront setting, 1/2 mile north of Black Rock. A prime location near shopping, restaurants, and activities. Our studio condo, A-317, is located on the third floor of the Aloha Tower and offers a lovely partial ocean view. It is accessible by...