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.
Maile Treehouse in Volcano, Hawaii is "Magical!"
Welcome to Maile Treehouse this lovely vacation rental with views of the forest in Volcano, Hawaii on the lush Big Island. Tucked into a quiet neighborhood right in Volcano Village you are a few minutes drive to Volcanoes National Park and several excellent restaurants....
The Reef House in Puako: 2 BR Oceanfront Home and Cottage
Your oceanfront authentic Hawaii vacation destination awaits you! The Reef House is a perfect place to get away from it all. With breathtaking views, a paradise of snorkeling at your back door and a lush tropical yard to relax in and soak it all in. Ideally located,...
Hualalai Hillside Villa 3101 - Prime Location~Ocean Views!
This fabulous 3 bedroom, 2.5 bath luxury villa is a short distance to the Four Seasons Resort Hualalai - truly one of the worlds' great resorts. Enjoy the amazing ocean views from this ground floor Hillside Villa. Koa cabinets, travertine floors and wooden privacy...
Newly Remodeled, Ocean View, Beachfront Paradise at Lae Nani
Lae Nani Condo unit 435 is a 2-bedroom, 2-bathroom Penthouse unit with two ocean view lanais from the main living area and the master bedroom suite. Our remodel in late Spring 2024 included a full kitchen remodel, new flooring throughout and an update to both bathrooms....
Ocean View! Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
Side by side penthouse suites with Central Air and unencumbered Ocean Views
* 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 desk.*Penthouse consists of TWO one-bedroom...
Hallor House: Breezy Hideaway Near Tunnels & Na Pali Trail
Discover the serene charm of Hallor House TVNC #5147, nestled in the tropical beauty of Hanalei, HI. This inviting vacation home offers 1,158 square feet of thoughtfully designed space, perfect for families and friends seeking an authentic island experience.**What...
Pinnacle at Poipu - Luxury Estate w/ Ocean Views and Salt Water Oasis Pool!
Introducing the Pinnacle of Poipu: A Magical and Exquisite Getaway on the Garden Isle. Elevate your vacation experience at this exclusive luxury vacation rental nestled in the heart of Poipu, Kaua'i. Perched high atop its picturesque surroundings. A true masterpiece...
Paradise + Turtles!
Our beautiful and spacious Kona home is just a 2 minute drive or 10 minute walk to the world famous Kahalu'u beach park where swimming with Turtles is virtually guaranteed. While you are a guest in a privately owned Condominium the property has resort-amenities such as...
Gorgeous 2b w/ ocean view, tastefully renovated, great location.
Welcome to your Kona retreat at White Sands Village, Unit 307 – a stylish top-floor condo with rare no-stairs access and a comfortable layout that makes it ideal for families, couples, or friends traveling together. Just steps across the street from Magic Sands Beach,...
Gorgeous Poipu Villa with Pool & Spa
Arriving at this stunning custom ocean view Kukui‘ula residence is an exercise in tranquility. A passage across the welcoming water feature and through the custom mahogany front doors unveils a framed view full of Kaua‘i’s colorful landscape, mountains and...
Milo Maui County permit STPH 20130018
4 bedroom, two bathroom, oceanfront cottage, sleeps 8, one rental group at a time. Relax in this charming 2 story house or under the palm trees. Enjoy the surf or nearby swimming beach. Minutes away from world famous Ho'okipa Beach Park and Paia Bay.The property has the...
Entire Cottage w/ Private Plunge Pool, A/C, BBQ
Air Conditioning is in the living room and principal bedroom. Guest bedroom has a ceiling fan only. A private freestanding cottage with its own Private Heated Plunge Pool. Air Conditioning, a rare amenity on Kaua'i, cools the space for a restorative nights sleep. Relax...
Maui Resort Rentals: Hokulani 505 – 5th Floor, Closest 2BR Column to the Beach, Superb Ocean Views!
Recently upgraded, Hokulani 505 boasts an incredible 5th-floor interior courtyard location in the closest two bedroom column to the ocean at the entire resort. Due to its premier vantage point, Hokulani 505 is one of the few two-bedroom suites at Honua Kai offering...
ONLY $129 ...... LUXURY CONDO SPECIAL ***TOTAL REMODEL*** Bldg 1
OCEAN VIEWBOOK WITH US TODAY! BEST REMODEL in MAUI VISTACompletely gutted with NEW EVERYTHING!!!Tigerwood Hardwood Floors, Italian Tile, Travertine, Fresh Paint, Ceiling Fans, All New Furniture, New Mattress and Box Spring, Bed Linens, Towels, Custom Cabinets, Stainless...
The Villas at Poipu Kai #E210 By Parrish Kauai- Premier Villa with AC and walkab
The Villas at Poipu Kai are one of the newer luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale condominiums are part of the Poipu Kai Resort that offers access to additional recreational amenities to all in the Poipu Kai...
Hale Kailani at Poipu Beach Estates - Walking Distance to Shops, Beaches & Fine Dining!
Welcome to Hale Kailani at Poipu Beach Estates! Kailani means “heavenly waters” in the beautiful Hawaiian language, and you will find just that at this luxurious tropical property. Cascading waterfalls into the heated pool create a soothing ambiance as you enter the...
Islander On The Beach - Oceanfront Resort /Oceanview Unit 244
CALENDAR GAP SPECIALS/ DISCOUNTED RATES Please ask for quote by responding to us for special discounted rates! We have "NO" added resort fees, "NO" amenity fees and "NO" parking fees.Units 244 – Check for any other specials that may also be available. Quick quote will...
Spacious 2-story condo with Maui views
Maui Kamaole J212 has split A/C units in the living area and each of the bedrooms. This two story, 2-bedroom, 2-bath spacious condo is situated on the 2nd floor and this property does not offer an elevator. J212 can accommodate up to 6 guests when using the queen sized...
Beautiful Oceanfront Condo on West Side of Oahu. Spectacular Sunsets
ALOHA, this beautiful, white sandy beach front home is located, right in front of Turtle Cove Beach. Not to mention, that it is also close to the world famous Makaha Surf Beach. Of course all the beaches on the West side are beautiful and is one of Oahu's best kept...
Includes Beach Gear! N24 Waikoloa Fairway Villas
Waikoloa Fairway Villas N24This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : King Bed (can be converted to Twins for $50 fee with advance...
Privacy, Beach, Hot Tub and Ocean Views. TVNC#4284
Licensed Rental: TVR#4284/SP-2001-15Located on the bluffs of Kauai's Kilauea Farms, Hideaway Bay boasts stunning, unobstructed ocean views from every room in the house. The home is completely private and surrounded by three acres of citrus trees, mangoes, papayas,...
Hilton Pool Pass for stays thru June 2025. Waikoloa Beach Villas C23
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas C23 Please scroll down for detailed information:Bedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedLoft Area: Two Twin BedsHilton Pool Pass: Valid for stays through...
Luana Villa 18C ~ Your Private Oasis at Honua Kai w/ Large Lanai, BBQ, & Garage
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025Aloha & welcome to Luana Garden Villa 18C, the newest and most luxurious offering at the Honua Kai Resort in Kaanapali, Maui. This 3-bedroom, 3-bathroom...
Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View
💖 A Romantic Retreat for TwoWelcome to your dream couples’ getaway in the heart of Waikiki! Perched high inside the iconic Foster Tower, directly across from Waikiki Beach, our ocean‑front condo delivers sweeping Pacific views, modern comforts, and the...
Posh & Lavish ... 2 ADJOINING SUITES ... Direct Ocean Views
*************************************************************************************ALL ADULT GUESTS IN YOUR PARTY MUST AGREE TO SEND PHOTO ID AFTER BOOKING CONFIRMATION AND BEFORE ARRIVAL &...
Infinity-edge Pool, Spa, BBQ, Fire-Pit, Ocean Views! HOSTED ~ Hale Laule'a
Summary:Hale Laule'a, an Island Style Beach Hosted Property with (2) separate dwellings, is located on the Kohala Gold Coast of the Big Island. In the main residence that guests stay in, there is air conditioning throughout this 4 bedroom, 3 bath home situated on nearly...
Dog-friendly condo with furnished lanai & washer/dryer plus pool & tennis
Hale Kamaole 249Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This second-floor retreat is a bright and open oasis located just steps from the ocean! Enjoy evenings watching...
Hale A Kai - a 4br/4ba golf course home in Princeville
TAT # 063-351-8080-01 - "House by the Sea"Hale A Kai. This beautiful custom home is located in the Queen Emma Bluff's gated community in Princeville. The home is approximately 4000 sq feet. Upstairs is a large great room with beautiful hardwood floors. There’s a well...
Oceanfront Cottage 5A
You can't beat the views and privacy from 5A!Perfectly situated on the lot, with picture-perfect views of sunsets, Kaiaka rock, and Oahu. Your cottage has a new kitchen (January 2023) and offers amazing natural light and sense of space from 3 walls of windows/doors and...
Waiulaula B-102 Best Sunsets
2024 Mauna Kea resort privileges are $180/day for your entire group.2100 SF 3 bedroom & 3 bath condo. Ground floor. Large wrap around lanai. Two minute walk to the community pool & exercise facility.Two full master suites with king beds. Third bedroom can be set up with...
Air-conditioned Hanalei Home nTVR5160/TA124-541-3376-01n
Beautifully built Hanalei home in cul-de-sac surrounded by plantation style lanai overlooking lush green tropical reserve. Spacious great room and professional chef's kitchen encircled by granite bar and countertops that open to living and dining room. Air-conditioning...
Kamaole Beach Royale
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....
Walk To Beach - All Newly Furnished - 2 Bdrm+ Loft Bdrm/2 Bath - WiFi- HDTV
Welcome to our Kauai Home!! Our Townhouse has been completely renovated with an all new kitchen complete with new stainless steel appliances, new cabinetry & granite counter tops. New Tile has been installed thru-out entry, kitchen, dining area & carpeted living room &...
Maui Resort Rentals: Luana Garden Villas 10A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view plane between the Hokulani and Konea Towers and its designation within our "Grounded" collection...
🏖️Ocean View | AC & WIFI | Walk to Beach & Shopping | vrKCV🏖️
vrKCV - Na Hale O Keauhou C1, Professionally Managed by Kona Coast VacationsWelcome to Tropical Paradise at Na Hale O' Keauhou – Unit C1Experience resort-style living in this stunning 3-bedroom, 3-bath townhouse located in the highly sought-after Na Hale O' Keauhou...
High Floor Luxury Oceanfront @ Waikiki Beach Tower
Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...
Stunning Oceanfront Condo With New Central AC System-Makena Surf Resort #F-102
Makena Surf F-102Welcome to Makena Surf F-102, a luxurious ground-floor condo in the exclusive Makena Surf Resort. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Beachfront-AC-W/D-Ocean view-Pool-Open Concept #9
This is the perfect tropical resort in Kauai nestled among the palm trees on 35 acres of lush lawns and fragrant flowers. The unit is ocean front on the beach which has beautiful view of the beach/ ocean and sunsets from the upstairs deck (rare). It has a new...
Napili Point Condo - Spectacular View
Napili Point, Unit A-2 is located on Maui's western shore. This fully-equipped one-bedroom ground-floor condo (sleeps four) 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...
Ko Olina Beach Villas O425: Oceanfront Getaway
Ko Olina Beach Villas O425 welcomes you to upscale island living on Oahu’s sunny west coast. Perched on the fourth floor of the Ocean Tower in Ko Olina Resort, this two-bedroom retreat blends sweeping Pacific views with breezy, open interiors and resort-style...
Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, AC
Discover this enchanting 2-bedroom gem in Kailua-Kona. This terrific apartment features a cozy living room with a sofa bed, a king bed, and two twin beds in the bedrooms. Enjoy a soothing bath in the bathtub and relax in the calming ambiance of this property. Experience...
Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II
Offered as an alternative to a condo and the crowd. A 10 minute walk to Kihei Rd at Kamaole Beach II. Far enough away from the activity, yet convenient to the restaurants, shops, some of the best beaches Maui offers.The guest suite is Maui County permitted, attached one...
Escape to Paradise: Family Retreat in Princeville at Hanalei, Kauai.
Discover your family’s ideal getaway in the heart of Princeville at Hanalei, Kauai! Our spacious vacation rental offers a tranquil oasis surrounded by lush landscapes and tranquil gardens. Designed for relaxation and connection, this private home features:•...
Renovated 1-Bedroom At The Ilikai Hotel!
Look no further, you've found PARADISE! This condo has a King bed with a sofa sleeper in the living area. There is a sliding shoji door that separates the living area and the bedroom for added privacy. With a full kitchen, you can prepare your meals or enjoy the many...
Luxe Big Island Vacation Rental Along Kohala Coast
The perfect Hawaii vacation rental on the Big Island awaits when you book this lovely Kamuela townhome in a luxury resort community! The 2-bedroom, 2-bathroom getaway offers all the essentials for a hassle-free stay including a stocked kitchen, plenty of beach gear, a...
Live Aloha! Pacific View, Lanai and Laundry-Kanaloa<br>
Kanaloa at Kona #2203: Inside, you’ll find a bright living area with generous seating and a large flat screen television, perfect for entertaining your friends and family! The suite’s full size galley kitchen has Koa wood cabinetry, stainless steel appliances,...
'Island Casual' Oceanfront 'Elegantly Comfortable'
Meticulously Maintained. New 2025 A/C dual zone system. Salt-water heated pool. Short walk east to Maui’s longest stretch of undeveloped beach (3 miles). Short walk west to harbor water excursions, Maui Ocean Center, restaurants, coffee shops, ice cream, and live...
Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more
Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring 2 queen-size beds and refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store is...
May DEALS! Partial Ocean View Condo with pool - just steps from the beach.
WOW- discounted rates on the beach in N Kihei!! Stay with us while they continue the restoration efforts on the property from the Feb 2025 storm. The 4 oceanfront condos were damaged, but our condo and much of the common areas did not sustain any damage. In July, they...