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-Ocean View Condo Free Parking & Beach Gear
Jan special 21-27 Discounted Rate $199 per night. Great condo, awesome view and it includes free parking ($29/night value) and the best selection of free beach gear in Waikiki. One of the best ocean view apartments in Waikiki, ideally located and the best equipped, with...
Enjoy a Hawaiian vacation in Paradise Stay at World Famous Mauna Lani Resort
"The Fairways at Mauna Lani", is a private gated community of luxury homes on the Kohala Coast located inside the world-renown Mauna Lani Resort. The Mauna Lani Resort, also home to The Fairmont Orchid and the Mauna Lani, Auberge Resorts Collection Hotel are located 25...
Beautiful Condo in Exclusive Hali'i Kai Oceanfront Community
Enjoy upgraded resort living at Hali'i Kai 19H, a 3-bedroom ground-floor condo in a highly desired oceanfront community. The condo was fully renovated in 2020 and now offers new wood flooring, a new BBQ grill, new bedding and black-out drapes in the bedrooms. Guests...
OCEANFRONT, PENHOUSE Maui Kai 1005- Views of Lanai and Molokai!
Welcome to your luxury oceanfront escape at the Maui Kai Penthouse, located directly on North Kaanapali Beach. This top-floor, 1-bedroom, 1-bathroom suite offers unmatched panoramic views of Lanai, Molokai, and the Pacific from its private lanai — the perfect setting...
Kaanapali Alii Beachfront Resort,2B/2B No Resort Fees, Sleeps 4-6, max 4 adults.
The Kaanapali Alii has long been considered the most premiere luxury oceanfront resort on Maui located directly on the famous white sand Kaanapali Beach. Situated between the Maui Marriott and the Westin Maui Hotel, our 10th floor unit offers visitor privacy, yet is...
Stunning Views W/Lanai and Kitchen–Poipu Shores
Castle Po'ipū Shores 302A: Welcome to this amazing 3rd floor condominium with two bedrooms and two bathrooms. You’ll love the modern look of this unit, featuring granite kitchen and bathroom countertops, large ceramic floors, large wicker furniture, and stone showers....
New Listing! Kona Isle Oceanfront|1 BR|Pool,Lanai
Oceanfront Paradise at Kona Isle E32 – Cozy 1BR | Steps from the Sea!Escape to the tranquil beauty of the Big Island and make yourself at home in Kona Isle E32, a top-floor oceanfront condo nestled in one of Kailua-Kona’s most beloved communities. This thoughtfully...
Elua Village Contemporary 2bd+2ba Oceanview
New and Fresh! Lots of new features in Wailea Elua Village 2001. We have been busy with major upgrades! New carpet and paint, new beds, new sliding glass lanai doors, new TVs and much more! An elegant kitchen and an expansive lanai are both available for your enjoyment....
Kona Isle C28. Corner Unit, 2nd Floor, Ocean Views, & Air Conditioning!
Kona Isle C-28 is a fantastic addition to Knutson & Associates Property Management! We're proud to represent this wonderful second floor, corner end unit in highly desirable Building C at the Kona Isle! These second floor units are truly remarkable. High enough for a...
Kuhio Shores 306: Vacation On Kauai Oceanfront
One of the best ocean views in Poipu at an unbeatable price. Across the street from Prince Kuhio Park, this unit overlooks one of Kauai's many great surf breaks (PK's). This beautiful third floor 900 sq ft. 1 bedroom 1 bath condo sits just 70 ft off of the waters...
Kauhale Makai 411: 2 Br w/Stunning Panoramic Ocean Front Views Sleeps 4
Thank yourself with a stay in this newly remodeled condo at Kauhale Makai, the village by the sea. This remodel encompasses the stay-at-home charm of Hawaii with the added luxury of fresh and clean. Bask in the sun and AC while taking in the breathtaking view of the...
Cute Beachfront Condo w/ Lanai & Resort Pools
Whether you’re a romantic couple that’s seeking sunnier shores or a small family excited to make memories around Maui’s beaches, stores, and unique sights, this 1-bedroom, 1-bath Lahaina vacation rental comes with a central location to help you carry out your coastal...
Sandy Beach House - Oceanfront with Private Pool & Sandy Beach
Picked by Islands Magazine as one of the top villas in the world, this spectacular home from our Kauai oceanfront rentals enjoys a private oceanfront location on a secluded beach. Sandy Beach House is bright, airy and the ocean is visible from almost every room in the...
Close to many of Maui's top 10 beaches
Views of the ocean and West Maui Mountains from this condo! This condo's proximity to the sand offers the best ocean views and a short walk to Kamaole III Beach.Maui Parkshore 407 does not have A/C, is a 2-bedroom, 2-bath condo on the 4th floor, and can accommodate up...
Beautiful Plumeria Cottage-Anini Beach Plantation Style Home
PLUMERIAPlumeria is situated at beautiful Anini Beach, at 3585 Anini Road, 300 yards from the ocean, in an upscale yet relaxed residential area with the largest reef in the Hawaiian Islands. Our SPECIAL PERMIT NUMBER IS 2011-23 AND OUR TVNC NUMBER IS 4234 Nearby...
Beautifully remodeled ocean view condo Unit #303
Beautifully refurbished condo including all new flooring, new cabinets and granite counters, and new bathroom including new tile shower, cabinet, and granite counter. The work was completed in June 2020. New living room furniture March 2016. Sleeps four with California...
Ocean Dreams Begin at #125
A LITTLE ABOUT THIS CONDO....Welcome to Polynesian Shores #125, your gateway to paradise. The moment you step inside this inviting garden-floor condo, you'll feel the serene charm of Maui. This oceanfront one-bedroom, one-bath retreat comfortably accommodates up to four...
Puu Poa 112, 2bd/2ba sleeps 5 A/C oceanfront, pool tennis Best Bali Hai view
Comfortably furnished with great attention to detail, this first-floor condo with stairs to entry, is truly fabulous. Near the edge of a bluff overlooking the beautiful Pacific Ocean, this condo also commands spectacular views Bali Hai, the north shore landmark made...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 1-306, Oceanfront
Best oceanfront location in Kona with sunset views year round. Watch whales right from your condo during the winter months and fall asleep to the soothing sounds of the ocean. 30 Seconds from Blender to OceanPrivate Top Floor Corner Condo with Best Ocean/Sunset Views !...
Fairway Villas-Waikoloa /Discount Golf /2nd Floor/ Lake-Fairway View /Large 2B2B
Fairway Villas Waikoloa Beach Resort K22 is the larger floor plan of the 2B2B condo. This is a beautiful, well appointed 2 bedroom, 2 bathroom condo located on the 2nd floor (elevator available) next to the resort amenities offered, including infinity edge pool, spa,...
"Seascape" Tranquil Luxury Ocean View 2 Bedroom | 2 Bathroom
Welcome to Seascape at Lanikai 232, a serene third-floor oceanview condo designed for comfort and connection. With central A/C, modern upgrades, and a spacious layout, this 2-bedroom, 2-bathroom retreat offers the perfect blend of island relaxation and convenience. Gaze...
Oceanfront condo with lanai, central AC, W/D, pool, hot tub & beach access
Mahana 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Maui’s coastline from this second-floor oceanfront condo at Mahana at Kaanapali, where the sound of...
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
The Makai Suite (by the ocean) is the largest and closest suite in the desired F Building to Maui's famous and best Kamaole Beach, Kamaole 2. This spacious condo offers stunning ocean views. luxurious finishes and an exotic, gourmet kitchen. I have the closest possible...
Spacious 3BD/2BA Beachfront Condo - Perfect Family Retreat– Menehune Shores #510
Menehune Shores #510 – Spacious Three-Bedroom Oceanfront LuxuryWelcome to Menehune Shores #510, a beautifully remodeled three-bedroom, two-bathroom condo designed with luxury and comfort in mind. Featuring high-end finishes, modern conveniences, and sweeping ocean...
Poipu Beach, Spectacular Ocean view condo, with A/C Sunset Kahili #306
A spectacular ocean view from the living room, bedroom, balcony, air conditioning and a recently upgraded kitchen are a few of the features that you enjoy while staying in your paradise getaway. The fully-equipped kitchen was just renovated in July, 2024 with all new...
Beautiful Waikoloa Beach Villa - Spring Dates On Sale Now!
Our villa is furnished in a casual tropical island theme with all new wide plank hardwood floors throughout. It is ideally located, just steps away from the pool, tennis courts and spa. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft...
Ground level beach chic condo directly across from the beach! Pool & BBQ!
Recently Refreshed Condo and New Listing! ***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Literally just Steps from the beach, Kihei Holiday 119 is a beautifully remodeled 2 bedroom 1 bathroom condo fronting the gorgeous sandy beaches of North Kihei....
Welcome to Paradise: Modern 2BR with A/C, Garden Views & Poipu Beach Club Access
THE UNIT:E komo mai means "Welcome"! This contemporary vacation home features tropical garden views, central air conditioning and a spacious open floor plan with all the modern conveniences. This unit includes access to the coveted Poi'pu Beach Athletic Club!The large...
HOLUALOA BAY VILLAS#103: REMODELED, SPACIOUS, OCEAN VIEWS, AIR CONDITIONING!
Holualoa Bay Villas, Unit#103 is absolutely GORGEOUS! This beautiful remodeled 2 bedroom, 2 bathroom condo is right in the heart of Kailua-Kona, just across the street from the ocean, specifically gorgeous "Holualoa Bay". Watch waves crashing against the rocky...
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
“Helani” – Unit 103 – is a 1-bedroom/1-bath condo conveniently located in Hana Kai’s Mauka (upper) building. There is a king-size bed in the bedroom and a comfy queen-size hide-a-bed in the living room, tiled tub/shower combination, and tropical decor. This unit has a...
Upgraded 5th floor in Beach Tower - Ocean Views & Beautiful Sunsets
This 5th floor luxury Beach Villa has a wonderful ocean view and features 2 beautifully decorated bedrooms. Soak in the ocean views from the lanai off of the living room area.The elegant the master bedroom features a spacious king size bed with a walk in closet, and a...
*Walk to Beach* Kamaole Sands Inner Courtyard, Ground Floor, Smart TV
Welcome to Maui, your paradise awaits! *We take cleaning very seriously, and have taken necessary steps to ensure our professional cleaning staff clean, disinfect, and sanitize following CDC guidelines*Our condo is located in the Kamaole Sands Resort in Maui, across...
❤️PiH❤️ 'Ikena Nani ★ Ocean Coastline Views ★ Mauna Kea Resort
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to 'Ikena Nani at Mauna Kea Beach Resort, part of our Hawaiian Luxury Collection.'Ikena Nani at the Mauna Kea Resort in the Wai'ula'ula complex has private pool and waterfall spa with majestic views of ocean,...
High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great cross-breezes...
Oceanview On Beach Dream Suite- King/1-Bath, Balcony, Kitchen & Living Area!
Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Breathtaking ocean and beach views are yours in this popular suite which boasts serene and tasteful accessories, quality linens, fine finishes and furnishings, a well-equipped...
Guests Love Our Condo. You Will Too!
The beaches are pristine; the air is beautiful. Come to Kihei!Our family's condo makes a perfect home base for your time on Maui. Consider: a short stroll to the beautiful Kamaole 2 Beach. Strong Wi-Fi signal. Air-conditioned in main room and bedroom. Well-maintained...
Waiuli Beach Cottage ~ Oceanfront at Richardson Beach Hilo Swim & Snorkel
Charming beach cottage with commanding ocean view of the best beach on the east side of Hawaii! Waiuli (Richardsons Beach) is the best for swimming, surfing, and snorkeling. What's the best thing about it? It's right across the street! Grab a mask and snorkel (there's...
A little piece of Aloha at our North Shore Tiny Hale
Stay comfortably in Kahuku at this 1-bedroom mobile home. The cozy space features 1 queen bed in the upper bedroom loft and a quaint living room. With AC to keep you cool and a shower in the bathroom, you'll have everything you need for a fabulous stay. Enjoy your time...
KPL 57 Serene Seaside Haven w Pool Ocean Views AC
Kaanapali Plantation 57 LISTING Spectacular Ocean Views from the North Kaanapali Hillside! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Open concept, Family friendly, Across the street from the beach
Location, location, location. This easy to access ground floor 2 bedroom 2 bathroom condo is across the street from one of the most beautiful beaches in Hawaii - Charley Young Beach (Kamaole I). Powdery white sand, available shade, restrooms, showers and lifeguard...
🏖️Discounted Golf Rates, Big Savings! | 2 Bedroom With Loft | vrKCV
vrKCV - Fairway Villas Waikoloa N33, Professionally Managed by Kona Coast VacationsWelcome to Your Penthouse Paradise at Fairway Villas Waikoloa N33This top-floor, two-bedroom loft penthouse offers sweeping views of the Waikoloa Beach Course and King's Lake Lagoon. As a...
Updated partial oceanview studio across from beach
Welcome to Kihei Bay Surf 208. This condo offers coastal vibes and a partial ocean view. The unit has the upgraded cable package which includes a DVR, Showtime, EPIX, and Music Choice. There is complimentary parking, free wifi, and free long distance calls to the US...
Kailua-Kona Condo w/ 2 Private Lanais!
Enjoy peek-a-boo ocean views and scenes of a beautifully maintained tropical garden when you escape to this 2-bedroom, 2-bath vacation rental in Kailua-Kona. Featuring an updated open floor plan, 2 private lanais, and a coveted location on the ‘Royal Footsteps Along the...
50' from the ocean, full ocean views from bedrooms & lanai
Our property has been a vacation rental house for 16 years.At night the ocean sound is your lullaby to get you to sweet dreams. Kehena Makai is beautifully furnished in classic Hawaiiana style rattan. The two bedrooms both have wide oceanfront view and its own bathroom...
Maui Resort Rentals: Honua Kai Konea 436 – Luxurious 1BR Suite w/ Partial Ocean Views!
Konea 436 is a luxurious one bedroom suite that offers partial ocean views as well as views of Honua Kai's lush grounds. You will enjoy relaxing in the suite's luxurious interior or on the spacious lanai because this suite has one of the most tranquil, private locations...
Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental
Welcome to our Bright & Sunny 2 bedroom, 2 bathroom Condo located in the heart of Kihei, this is what you call a Beach town!Perfectly situated across the street from Kamaole 1 Beach, a fantastic beach for swimming, snorkeling and watching the Sunset.Quick walk across...
The Cove Waikiki Condo w/Full Kitchen by the Beach and Free Parking/WiFi
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.One of the newest building in Waikiki is The Cove Waikiki. This 2 bedroom and 1 bathroom condo is still...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Newly Refreshed Beautiful Condo W/ Pool, Walk to Beach, Dining & Groceries!
Address for this condo: Kihei Garden Estates 1299 Uluniu Rd. #C-110, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Only 2 minute stroll to the closest beach! This beach chic, 2 bed, 1 bath condo has just been updated with brand new...
Bali Kai Sanctuary - Luxury Oceanfront Balinese Oasis on the Hamakua Coast
Welcome to our breathtaking Balinese-style luxury property nestled along the serene Hamakua Coast of Hawaii's Big Island. This awe-inspiring oceanfront paradise is a true tropical haven, enveloping you in the purest essence of Hawaiian living. You will be captivated by...