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.
Ocean Front Pool fully furnished condo
Welcome to our newly remodeled one bedroom condo that is fully furnished in beautiful Kailua Kona. We just purchased new furniture and new flooring . We have a full size kitchen that is stocked for your use with microwave, a gas stove and a full size refrigerator. In...
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
The moment you enter the front door of our condo, #606, you can't miss the beauty of Maui. The view is breathtaking and the sound of the waves and the smell of the ocean is inviting. The Mana Kai Resort is located right on Keawakapu Beach, one of the most beautiful...
Spacious 2 Bd/2ba Kamaole Sands Condo In South Maui
Our well appointed two-bedroom condo has everything you need to live out your dream Maui vacation. Relax in comfort in this rare single level 1,036 square feet open floor plan. Take advantage of the great walking location. Stroll to the best beaches in South Maui, and...
Ainamalu at Waikoloa Beach Resort, Private Luxury Home views of Mauna Kea!
Come and enjoy a luxurious laid-back island living in our new home located in the beautiful new neighborhood in Waikoloa Beach Resort – Ainamalu. This gated community Ainamalu "Protected, Peaceful Land" is the newest resort community in the beautiful Waikoloa Beach...
Enjoy paradise living at the THERE Maui House!
Permit #STKM 2018/0006Located on the south side of the island in a quiet neighborhood close to Mai Poina Beach Park, delicious restaurants and the best shave ice on the island, this cozy, two bedroom house with recently added split AC system is ready to be your home...
Penthouse Oceanfront Renovated Condo - PH28. 180 Degree Direct Ocean Views!
Welcome to Sugar Beach Resort Penthouse 28. Our condo was completely remodeled in September, 2019 including a new kitchen and bathroom, new flooring, and newly smooth textured and painted walls throughout. We installed new cabinets, new quartz countertops, new stainless...
Completely remodeled! Walk to the beach! King bed!
This super clean property has an enviable upper floor location in a quiet building across from Kamaole Beach Park 1, one of the best swimming beaches in Hawaii! It features a bright floorplan and is completely equipped with new air-conditioning in the living room and...
Secluded ~ Centrally Located ~ Huge Lanai ~ Onsite Owner
A private studio cottage situated at the back of a one acre property. Surrounded by thick vegetation, you feel like you're in the jungle! Vaulted wood ceilings with exposed beams and optional dim mood lighting are two wonderful features.Garden views surround from the...
Kapalua Golf Villa #16 P1&2 - Upgraded - Fantastic Summer and Fall Deals
Kapalua Golf Villa #16 P 1 & 2 This pristine ground floor two bedroom, two bathroom air-conditioned Golf Villa is in a perfect location within the Kapalua Resort community. Great golf and ocean views are yours while you relax on the lanai over-looking the 10th fairway...
NEW! Ocean View Hawaii Vacation And Event Retreat
Welcome to our breathtaking vacation rental on the Big Island of Hawaii! Nestled amidst stunning natural beauty, this magnificent property boasts not one, but two panoramic homes, providing the perfect getaway for larger groups, family vacations, retreats, and special...
Spectacular! Full A/C Penthouse Level Ocean Front 1 Bedroom - # 608
Simply sublime!This fully air-conditioned penthouse level unit is sure to make your stay in Paradise a romantic and memorable one! Remodeled in 2016 and expertly finished by the best tradesmen, it boasts travertine marble flooring throughout, solid Oak wood kitchen...
Luxury by the Waves:Royal Mauian 218-Your Premium Oceanfront Sanctuary!-With A/C
Royal Mauian #218 – Rare Oceanfront Corner Three-Bedroom CondoRoyal Mauian #218 is a rare find – a spacious three-bedroom, two-bathroom corner unit that combines luxury, comfort, and panoramic oceanfront views. Recently remodeled with exquisite attention to detail, this...
Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom with Incredible Oceanfront Views
Lanikai 122 – Luxury Oceanfront Living on Kauai's Coconut CoastWelcome to Lanikai 122, a serene second-floor oceanfront condo offering panoramic views of Wailua Bay and upscale island living. With two spacious bedrooms, each featuring king beds, ensuite baths, and air...
Kauhale Makai: 1 Bedroom with Ocean Views, Fully Remodeled and Redecorated
Aloha! Welcome to this beautifully renovated 1-bedroom condo, where you'll find all the comforts of home in the stunning paradise of Maui. Completely remodeled in 2021, this condo features a bathroom with a stylish tiled walk-in shower and all-new furnishings. Fresh...
2 BR/2 BA End Unit/all on 1 Level/2 Lanais/Prem Location/Awesome/Bld6-310
Maui is open and welcomes you with open arms. Welcome to our paradise home away from home. 6-310 Building 6 (3rd) Floor (10) Corner of bldg 😊🌺We have a gorgeous RARE 2 BEDRM 2 BATH all on one level, END UNIT in Building 6 on the 3rd floor overlooking the pool with its...
Kahele Kai - Ocean views, steps to Poipu's best beaches, A/C throughout!
Kahele Kai, a three bedroom, three bath two story beach home close to Poipu Beach and Brennecke’s Beach. If you are looking for an outstanding vacation rental in Poipu Beach with newly installed, wall mounted Fujitsu A/C in both living areas and all bedrooms, Kahele Kai...
LAST MINUTE DEALS FOR MAY - PARTIAL OCEAN VIEW
Honua Kai is one of Maui's most luxurious five star resorts. Situated on North Kaanapali Beach, this oceanfront property is located just north of the Westin Kaanapali Villas. If you are looking for quality accommodations on a beautiful sandy beach with a privacy, then...
Oceanfront Private Home on Kahalu'u Bay with Pool
Private comfortable rustic bungalow home where your backyard is the ocean. Beautiful oceanfront setting where the waves splash against your lanai. The master bedroom located about 35 feet from the ocean. Relax in your own pool touched by ocean spray. Yellow tangs...
Spacious Koa Resort Condo, Across Street From Beach, Huge Pool
Summary:Spacious Koa Resort Condo, Across Street From Beach, Huge PoolThe Space:In this beautiful 1100SF 2nd floor 2BD/2BA condo all the amenities of a luxury home will be at your disposal. Extensively remodeled in 2015 with name brand appliances and new furniture this...
Hale Kamaole 326 Third floor condo, easy access to best beach on Maui!
Beautifully updated condo with partial Ocean View! Upstairs master bedroom has island style King bed and furniture. Remodeled master bath has walk-in tiled shower, new vanity and granite top. Downstairs bedroom has island style furniture with two Twin beds. Downstairs...
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/C
Experience the beauty of Kauai’s sunny South Shore at Kiahuna Lani at Poipu by Gather, a luxurious 3-bedroom, 3-bathroom retreat nestled within the exclusive Wainani community. This designer-appointed home spans 1,942 square feet and features a private pool, stylish...
Relax In The Heart of Lana'i
The Jasmine House is a traditional Hawaiian style home built in 2000 by Castle and Cooke Ltd and upgraded in 2010. Casper beds were purchased in 2018. Red mahogany floors run through the entire home. Both baths have tile flooring, granite counter tops, one has a tub the...
Ohana House - a 3br/2ba home near the beach in Hanalei
TVNCU - 1336 TA#030-651-8528-01 - "The Family House"Ohana means family and this house is a great space to spend time with your family! Relax throughout this two bedrooms plus a loft, and two baths home. Recently updated with AC throughout the house, new furnishings and...
Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse
Villa Makai at Kolea, an ocean and beach front resort located on Anaeho’omalu Bay (A Bay), is the perfect spot for a refreshing get-away or the ultimate location for your home-away-from-home! Just a few minutes' walk from A-Bay, the only white sandy beach at Waikoloa...
NEW LISTING: Stunning 3 Bedroom Sleeps 8! Incredible North Shore Views!
Welcome to Pretty Ville, Princeville’s Hidden GemNestled in one of Princeville’s most sought-after enclaves, the Liho Liho cul-de-sac, Pretty Ville is a timeless island home surrounded by lush, curated landscapes and sweeping views. This classic residence stands as a...
One Bedroom Oceanfront Condo at Papakea Resort
This beautiful one bedroom oceanfront unit is located on the third floor of the 'A' Building at Papakea Resort and is approximately 50 feet from the ocean. Papakea is a beautifully landscaped, low rise complex (4-story) that includes 2 swimming pools, 12 gas operated...
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki
LOCATION, LOCATION, LOCATION. This charming beachfront house is located on one of the largest and most beautiful beaches the North Shore of Oahu has to offer. Relax and enjoy the sun, surf and sand that is right under your toes. Whether you are ready to surf, snorkel,...
Hanalei Hideaway, walk to picturesque Hanalei Bay!
This classic Hawaiian-style beach cottage is located in the heart of picturesque Hanalei bay area - only a short walk to the beach and just two blocks to Hanalei Village. This charming pole house offers a front porch and an open floor plan that features a beam ceiling...
2 minute walk to beach/ AC / cul-de-sac
Welcome to Paradise! This lovely 3 bedroom 3 bath home is located directly between gorgeous Hanalei Bay (voted the best beach in America for 2009) and quaint Hanalei town, where you'll find a nice selection of shopping and dining. Hanalei is a quaint beach town with...
Modern Maui Condo perfect for your Island Getaway
Aloha & Welcome to Maui! Unwind at this stunning beachside condo located in the Kamaole Sands Resort. This ground floor unit is conveniently located close to all of the resort amenities including a large swimming pool and Jacuzzi, fitness center, tennis courts and more!...
KJ’s Place, in the heart of the city.
KJ’s Place is a newly remodeled condo located in the heart of Kailua-Kona. The kitchen and living room open up to a covered lanai with view of the city and the ocean. Custom touches abound, from the granite countertops to the mahogany in the bathrooms to the grass cloth...
Private Studio, 10 min walk to Hakalau Beach, Hamakau Coast. 15 min to Honoli'i
Private and separate from the main house, guest studio in lovely Hakalau village community. This is an adorable and private room at the back of our detached garage. Easy access and parking, comfortable queen bed, desk space, private bath, spacious shower, HD Smart TV,...
❤️PiH❤️ SWEET HEAVEN ★New Home★ We♥Big Families ★Pamper yourself in Luxury★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest home in our Hawaiian Luxury Collection. Sweet Heaven Villa at KaMilo is a wonderful 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are...
Robertson's Beach House
The four bedroom home is built in the classic Hawaiian mauka - makai (mountain - ocean) fashion. It is one room wide with 10 foot high ceilings designed to capture the sea breeze during the day and the mountain air at night. The shady indoor and outdoor lanais provide...
Poipu Ohana Hale! Beautifully Updated Single Family Home with Enough Space for the Entire Family.
Summary:Beautifully Updated Poipu Ohana Hale, Large 3 Bedroom Air Conditioned Home W/Heated Pool Near Poipu BeachThe Space:Enjoy your weekend vacation in this large air-conditioned home located only a few blocks from beautiful Poipu Beach. Plenty of room for the whole...
If You Deserve the Best...... This is it! Oceanfront Condominium For You!!
For those in the know, Lae Nani is the premier property on the coconut coast. Within Lae Nani, this unit offers the ultimate in vacation luxury. This one bedroom, bath and one half unit, features an unparalleled ocean view and a luxurious contemporary style. From your...
🏖️Gorgeous Ocean Front | Gated Community | Walk to Town | vrKCV
vrKCV - Kona Bay Estates Hale Kai Olu, Professionally Managed by Kona Coast VacationsWelcome to Hale Kai Olu – Your Private Oceanfront RetreatHome away from home. Peace. Tranquility. Beauty. Photos won't do this home justice. Hale Kai Olu is everything you dream of for...
HK K1024 Renovated Honua Kai Condo with Stunning Views Beach Pool AC
Honua Kai K1024 Luxurious Maui Resort Living at the Beach in 1Bedroom Condo in North Kaanapali! Relax and Enjoy the Amenities, Dining, Shopping All Within a Few Steps FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Gorgeous Remodeled Ground Floor Unit w/ New Central Air Conditioning / 1 Bedroom
Aloha! Welcome to our Kamaole Sands condo, a 2 minute walk to Kamaole III Beach. Our condo, with large lanai, is a private and beautifully remodeled ground floor unit with a peekaboo ocean view from the lanai. Our on-island contact/concierge Darrel Smith will contact...
New Listing, Wailea Ekahi Village 5F, Close to Oceanfront Pool Pavilion on Keawakapu Beach
Summary:Ocean Breezes & Maui Magic: Wailea Ekahi Village Unit 5FThe Space:Prime Location & Ocean Vistas: Escape to Maui's paradise at Wailea Ekahi Village unit 5F. This charming 2-bedroom, 2-bathroom condo boasts a prime location near the beachfront pool, pavilion, and...
Deluxe Ocean View Ground Floor.... Renovated..Walk to the Hyatt and Beach...A/C
This is a RENOVATED deluxe GROUND FLOOR unit at Poipu Sands, in the Poipu Kai Resort. It has a wide white water OCEAN VIEW down to Shipwreck Beach, where the Grand Hyatt Kauai is located. This unit faces into the trade winds, providing a cooling breeze, even on the...
A"nuenue Lanai, "The Rainbow Lanai"!
Steps to the World famous "Makai Golf course!" This Plantation at Princeville 3 BR, 3 full bath condo includes new stainless steel appliances, A/C, large covered lanai with a large teak table and extra seating. Experience fantastic sunsets, rainbows, mountains views,...
KBM Resorts| Honua Kai Luana HKL-12A, Ground Floor Private Outdoor Kitchen, Includes Rental Car!
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Waimea Point Oceanfront House - with Air Conditioning
Our beautifully remodeled ocean front house, located at Waimea Bay on the world famous North Shore of Oahu, has Hawaiian views you dream about. The cozy house sits perched on the ocean's edge, with the ocean literally just a stone's throw below. We have solar powered...
Makena Surf F305 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F305, your ideal vacation rental for a dream-filled island getaway! This stunning oceanfront residence, located on the third floor, is adorned with bright flowering plants and vibrant island touches that set a cheerful mood for your stay. Start...
So Close To Ocean, fabulous views, extended stay up to 6 weeks starting Feb. 26
Free use of owners car for reservations ask for details. (Escalade) see car in picture section.Private Host.. Check in 3pm check out 11am, When you rent a room from a private condo owner, you get the room that you see in the photos, along with the location you choose ,...
Incredible & Spacious Oceanfront Condo 🏝️ Walking Distance to Beach and Town!🩴 Kona Reef D-8
Kona Reef D-8 is a large 2-bedroom panoramic floor to ceiling oceanfront ground floor condo with breathtaking year-round golden sunset views from the lanai! Hear the waves crashing day and night! This recently upgraded, spacious 1000+ sf condo has all the comforts of...
New! 🩴 Your Dream Vacation Condo @ Holualoa Bay Villas 🐬 Corner Unit 2 BD/2BA
You just found Your Dream Vacation Condo @ Holualoa Bay Villas on the famous Ali'i Drive! Just listed with new Owner in mid May 2022. 2 Bedroom, 2 Bath Corner Unit with Fantastic Ocean Views of the Beach Right Across the Street! Welcoming Wrap-Around Lanai, Dining...
Kona Pacific Top Floor Retreat: Ocean View & Pool!
Say aloha to this exquisite 1-bedroom, 2-bathroom Kailua-Kona vacation rental condo nestled in the scenic Kona Pacific complex! Featuring A/C, updated amenities, and a fully-equipped kitchen with a Burr grinder for your Kona coffee, this inviting Hawaii residence has...
REMODELED-WELL EQUIPPED-CLOSE TO THE BEACH-AC-METICULOUS CLEANING
Book with confidence this brand new remodeled, lockoff 2 bedroom condo, that provides a great vacation experience. This 2 bedroom unit offers tremendous value with it's beautiful modern, new finishes, proximity to the beach, and how well it is equipped. Kamaole Beach 2...