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.
Luxury Home in Mauna Lani☀️🌴
Nestled in the Big Island's dream Kohala Coast, in the sought after Mauna Lani Resort, this showroom home is an absolute marvel. Sparing no expense on construction, design and furnishings, this property is truly one of a kind. The home is located in Nohea, in the heart...
Maui Ocean Front 1bd/2ba Condo at The Whaler on Ka'anapali Beach - Sleeps 5
Our updated corner unit condo is located at The Whaler on Kaanapali Beach. Privately owned and rented, this 1 bedroom, 2 bath unit has an updated interior and a beautiful wrap-around lanai for additional space to relax and entertain.This oceanfront resort includes a...
Luxurious spacious zen oasis: pool, AC, beach gear, bikes, kid equipment
A heartfelt welcome to our Casa Aloha, our 4-bedroom, 2.5-bath oasis, our happy place. We set up our upscale spacious, tranquil, sun-lit 4-bedroom condo (3 full-size bedrooms + a converted den with doors, windows, a sleeper sofa, and a fold-away bed) with 3 expansive...
Bright and Upgraded, Lanai Steps away from Coconut Grove!
Aloha and welcome Hale Ho'omana'o 19E at Hali'i Kai in the Waikoloa Beach Resort. Enjoy the serene Coconut Grove area with delightful hammocks for you to experience the perfect blend of tranquility and comfort. Hale Ho'omana'o in Hali'i Kai is a stunning condo...
🏖️2 Bdrm PLUS Loft | Top-Floor Condo with Golf/Mountain views, Pool, Gym, & Fast WiFi |vrKCV
vrKCV - Fairway Villas Waikoloa F31, Professionally Managed by Kona Coast VacationsFairway Villas Waikoloa F31 – A Relaxing Retreat in Waikoloa Beach ResortWelcome to Fairway Villas Waikoloa F31, where the Aloha spirit greets you in this beautifully updated 2-bedroom,...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 is on one of the most luxurious and prestigious properties on the island of Maui. With oceanfront access and spectacular views, it offers a secluded and tranquil setting for your next island getaway. Unit G201 is located on the second floor of the G...
Beautiful 2 Bedroom Family Home in Holualoa with Stunning Views
Nestled on the slopes of Hualalai mountain on the Big Island of Hawai'i lies this gem of a property, boasting views of the Pacific Ocean from its expansive lanais that overlook a yard filled with a plethora of exotic fruits and flowers. Located close to the quaint...
Luxurious Ho'olei Villa with Ocean Views, Two Story Townhouse!
This luxurious Ho’olei Villa is hotel-zoned, located in a gated community, and unaffected by recent proposed legislation—perfect for peace of mind and a worry-free Maui escape.Designed for indoor-outdoor living, the villa features a spacious open floor plan that flows...
Ohia Cottage: Your Coastal Retreat near Napoopoo Beach
Ohia Cottage is a well-appointed guest house on a secluded private farm in the heart of Kona s coffee belt.How amazing would it be to wake up and smell the coffee in Hawaii?! Our cottage is a perfect setting to host honeymooners celebrating their love or simply hosting...
*UNINTERRUPTED 180° OCEANFRONT AND PRISTINE Remodel
** PLEASE NOTE: Sugar Beach Resort pool will be closed from SEPT 8th - SEPT 24th for annual maintenance.The impressive Sugar Beach Resort is a beachfront high-rise luxury resort in the beautiful and peaceful location of North Kihei. The moment you drive up and start...
Paradise Awaits on Maui's Best Beach!
Welcome to our Maluhia (Peace) Condo at Mana Kai #304” – The sun, sand, smells and pristine blue green ocean is just what the doctor ordered!This condo is completely brand new as of 10/2025. Full remodel, floors, cabinets, bathrooms . . . everything you need for an...
Fun Condo / Ocean View Escape
Aloha! Discover Shores of Maui #122, a hidden gem in a prime location!!!!! We have a brand new air conditioning in the Living room and in the bedroom to keep you cool! This one-bedroom, one-bathroom condo also features a cozy queen bed, a twin bed, and an Italian...
Lovely Oceanfront 4th Floor Condo with A/C
This lovely 4th (top) floor, two bedroom, two bath, bright, clean and oceanfront condo has everything that you'll need for a great vacation, including A/C! (Mini-Split System - not a separate blower in guest bedroom). It's located at the very oceanfront Kona Bali Kai...
Private, Walk to Beach, Golf, Shopping and Restaurants!
Located in Waikoloa Beach Resort at Vista Waikoloa.. Beach, Golf, Snorkeling, Seasonal Whale Watching, Shopping, Restauants, all minutes away!Our beautiful ground-floor condo, on the sunny/dry side of the island, is located in the luxurious resort of Waikoloa Beach. We...
Paia Inn - 3 Bedroom Ocean Front Beach House
At the Paia Inn, your safety and well-being is our top priority. Our dedicated staff is here to make your stay comfortable and memorable – with outstanding customer service, in-house amenities and dining, and great vibes. We have implemented new cleaning + safety...
Airy Oceanfront Kailua-Kona Gem w/ Community Pool
Your paradise dreams are now a reality in this Kailua-Kona condo, surrounded by acres of tropical landscaping, ocean views, and sitting steps to the beach! Gather the family or a small crew for an escape to the Big Island in this 2-bedroom, 2-bath vacation rental with...
Incredible Ocean view from Updated Top Floor Condo!
The Kona Makai is an Ocean Front Complex located on famous Ali'i Drive just 1 mile south of the edge of historic Kona Village. Kona Makai has immaculately maintained Hawaiian native plants. Enjoy the wonderful ocean-front seating area with loungers, feel the ocean...
Hapuna Beach Residence A32 at Mauna Kea Resort
This extraordinary, oceanfront, family-friendly, third level masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a magnificent chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Aloha! This unit will continue to be a short-term rental (as a second home for our family to visit on Maui, to employ locals, and to share it with our guests). Come experience the spirit of aloha while staying at our oceanfront coastal themed townhome, designed with a...
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...
Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.
Location, location, location. Manta Ray Manor is a vibrant, 3 bedroom/3 ensuite baths, ocean view 2500 square foot home set on the Kona coast in a private, gated oceanfront community. Manta Ray Manor provides a perfect retreat for your Hawaii adventure. Keiki Beach with...
Kailua Beach Historic Renovated Cottage
This property is offered as a monthly rental. Although full-month occupancy isnot required, the monthly rate remains fixed and applies in full, regardlessof the number of nights stayed, as prorated rates are not available.One of the original homes on Kailua Beach, this...
Newly remodeled ocean view condo - Kihei Alii Kai
Unit D-205. Located across the street from the kamaole beach park. This property has all new furnishings and king size bed. Air conditioning, 65 in tv, full queen mattress wall bed as well as two twin sofa sleepers,, full kitchen with all the amenities . Owner supplies...
Beautiful One Bedroom AC Beach Cottage
Our one bedroom beach cottage is located on a quiet one lane road leading to the ocean. While in a quiet location it is still just a few minutes drive from downtown Hilo, supermarkets, restaurants, airport, medical centers, and scenic parks and beaches. There is a small...
Kaanapali Alii #193. 3 Bedroom
This property was remodeled in 2020 and was just added to our rental pool! We are still working on finalizing furniture then professional photos will be taken. **THE TOTAL AMOUNT LISTED IN THE "RATE CALCULATOR" REPRESENTS ROOM AND TAX ONLY. ADDITIONAL FEES APPLY. See...
🏖️Ocean View | AC | WFH - Work From Hawaii! | vrKCV
vrKCV - Na Hale O Keauhou N3, Professionally Managed by Kona Coast VacationsWelcome to Na Hale O Keauhou N3 – Your Island Oasis in the Heart of Hawaii!Immerse yourself in the beauty of Hawaii at Na Hale O Keauhou N3, a 3-bedroom, 2.5-bathroom townhome nestled within the...
Elegant Oceanview Villa w/Resort Pool, Spa & AC: Hali'i Kai 12C on Kohala Coast
This rare ground-level oceanfront condo at Waikoloa Resort places you in one of the most coveted spots on the Big Island. 2BD Hali'i Kai (12C) at Waikoloa Resort opens directly to sweeping Pacific views, brilliant sunsets, and the rolling green backdrop of the golf...
Maui Westside Presents: Honua kai - Konea 312/314 3 bedroom/2 Bath sleeps 10
This is a unique listing for booking two individual condos under one booking. You'll be renting Konea 312 and Konea 314 side by side, creating a three-bedroom, two-bathroom combination that can sleep up to ten guests!Konea 314 is a luxuriously renovated one-bedroom...
Ocean-View Condo at White Sands Village #216, Steps From Magic Sands Beach!
Welcome to White Sands Village, # 216! Enjoy this two-bedroom, two-bathroom, fully air-conditioned condo. Located just across the street from Magic Sands beach, along the iconic Alii Drive, this new, completely remodeled condo has all the amenities you could need! Smart...
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
WAILEA PARADISE HIDEAWAYEscape to a serene and elegant retreat in the heart of Wailea.Set on the renowned Wailea Old Blue Golf Course, this ocean-view villa blends luxury with convenience—just minutes from the beach, the Shops at Wailea, fine dining, and world-class...
Oceanfront Kona Beach House
Very rare spot, one of the few single house by Alii dr. and just on the water.Drift away to paradise in this amazing 2-bedroom, 2-bath Kailua-Kona oceanfront home. The endless ocean views will keep you coming back year after year. Begin each day with a cup of Kona...
Hilton Hawaiian Village Lagoon
Beautiful two-bedroom two bath, city view 1,025 sq. ft. suite that features one king bed in the master bedroom, bathroom with standard shower/tub combination and TOTO washlet, the guest bedroom is furnished with two twin beds or two double beds, and a bathroom with...
Very spacious for a one bedroom condo and completely set up with brand new furnishings!
This Hawaiian vacation condo has been beautifully upgraded with stone flooring, dark wood cabinets and granite counter tops throughout.You'll love the ease of a walk in ground level unit with no stairs.An open floor plan leads from kitchen to dining to the sunken living...
Ginger Room
Rejuvenate in the Rainforest at Ginger room, situated on 5 lush tropical acres in the heart of Volcano Village near Hawaii Volcanoes National Park. Our guests enjoy four spacious rooms with full walk-in closets, thick curtains, hardwood floors, and private bathrooms...
Indulge, just steps to pristine beaches, restaurants & shopping.
Introducing the enchanting Honu Hale Cottage, a captivating retreat just steps away from a picturesque stretch of warm sand where sea turtles find solace in the tranquil waters of the Pacific Ocean.Located in the peaceful Kihei area of South Maui, this unique sanctuary...
Includes Beach Gear! Top Floor, Golf Course Views! Waikoloa Beach Villas I33
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas I33Bedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAdditional Bedding: Sleeper Sofa in the Living RoomAmenties:Beach Equipment: All of our vacation rentals...
Direct Oceanfront - Magic Sands Beach!
Unit recently remodeled - new portable air conditioner, brand new appliances, flooring, furniture, linen, towels, and full size hot water heater!This gem is literally a few steps from the Ocean. It faces West, which allows you to see amazing sunsets every evening. Relax...
Maui Resort Rentals: Honua Kai Konea 543 - Expansive 5th Floor 2BR w/ Fantastic Ocean Views
Konea 543 is a gorgeous oversized 1315 sq ft 2 bedroom oceanview villa with three king-size beds that affords а perfect opportunity for a grounp of six to gather and celebrate or just have a relaxing time! Its 5th-floor location offers beautiful ocean and pool views....
2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf
Welcome to Island Therapy! Located just 20 minutes north of the Kona (KOA) airport, this 2 bedroom, 2 bathroom villa offers all the amenities for a wonderful Hawaiian vacation. Stop at Costco on the way from the airport and pick up everything that you need and prepare...
Maui Retreat Ekahi 50F, All YOU Need! 5% off for stays over a week!
The rest of JUNE $299 per night!Waiting for you to come and unwind. Just bring yourself, everything else is HERE! Towels, beach chairs, umbrella, boogie board, whatever you need!!!This beautiful second floor unit has an open, beautiful garden/mountain view. The vaulted...
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...
Amazing steps to the OCEAN experience!
Is it OK to come to Maui? Yes. Today is February 19 2025 and Lahaina is showing signs of rebuilding but it can still use our support. Maui needs you. Wherever you go travel with Pono. The person next to you may have lost someone, everything or both. Keep that in mind...
Hale Hiwa Hiwa By Parrish Kauai - AC & privacy at Wainani village
Hale Hiwa Hiwa or our "Beloved Home" at Wainani is the perfect place to spend a relaxing and pampered vacation on Kauai. Located in a cul-de-sac on Kiahuna Plantation Drive you are centrally located in Poipu and close to shopping, dining and Poipu Beach.Enjoy the...
Garuda Estate – Launiupoko Luxury Home
We invite you to indulge in this magnificent 3,300-square-foot villa nestled at the bottom of the Mountains of West Maui, Launiupoko. It's the first town off the bypass. A short 15-minute drive takes you into Ka'anapali. Whalers Village offers a golf course,...
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
Makena Surf #G-301-302Welcome to Makena Surf #G-301-302, an expansive and newly remodeled four-bedroom, five-bathroom oceanview penthouse with a private den, located in the exclusive Makena Surf Resort. With elegant design, premium finishes, and three private lanais,...
8 Person Minivan to Rent!, Hilton Pass, Family Friendly, 3bedroom, M4
This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course. This unit is fully stocked- including toys for littles!Master Bedroom: enjoy serenity...
New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!
It's all about the location, views, and our new remodeled unit! Located in building 7, one of the smaller buildings with only 6 condos, you are in the heart of this oceanfront resort and steps from the beach!Remodeled kitchen and bathroom, all new flooring throughout,...
Beautiful Kapalua Oceanfront Retreat (989 sq.ft)
Wake up to the sound of waves and sweeping views of Molokai across the channel from this beautifully designed 1000 square foot one-bedroom villa in the Kapalua Bay Villas. Perfectly perched along the dramatic oceanfront cliffs, this ground-floor condo offers...
Side by side penthouse suites with Central Air and unencumbered Ocean Views
* 10% Discount November 1st thru December 17, 2025.Penthouse enjoys the best location at the Kona Coast Resort, and is situated steps away from the Kona Coast Resort’s main pool, large jetted spa, restaurant, exercise facility, check-in office, and concierge activities...
Relaxing Ocean Front Views on Maui! Island Sands Condominium
This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and...