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.
#03 Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
LEGAL LICENSED SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2059 LICENSE# 90/TVU-0004 TAX MAP KEY: 1-5-7-005:007 This home is NOT affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Central location, Steps to the Beach, & Convenience Shops, restaurants.
We are proud to offer you a clean and modern condo in the heart of Kauai. It's convenient location will allow you to enjoy all that the island has to offer. Our unit is part of Plantation Hale suites which features 3 outdoor pools and spas, BBQ areas, and a full...
Experience the beauty of Polynesian Shores #124
A LITTLE ABOUT THIS CONDO...."Welcome to Polynesian Shores #124, your haven of relaxation and rejuvenation. This cozy condo sleeps four, with a queen bed in the bedroom and a sofa bed in the living room, offering comfort for all. Whip up delicious meals in the full...
Perfect Location In Waikiki, Near Beach, Shopping, and Dining!
If you're looking for your get-away spot, look no further. This condo located within the Ilikai Hotel on the 4th floor is perfect for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai at watch the surfers riding the...
Gorgeous*Peaceful*Condo* Steps to beautiful beach
****Outstanding Condo located in the best part of Kihei! King Bed and free Wi-Fi + cable - Great Price for all of the amenities of Home + Great Location**** You are invited to stay in this beautiful, romantic condo in South Kihei, right next to the ocean. You will not...
Maui Resort Rentals: Honua Kai Konea 444 – Extra Large Upgraded 1BR w/ Gorgeous Partial Ocean Views!
One of Honua Kai's premier one-bedroom suites, Konea 444 is an expansive one-bedroom suite that offers vistas of the tranquil blue Pacific Ocean and views of Maui's neighboring island of Lanai. You will have plenty of space to relax in the 780 sq. ft. upgraded interior...
Pali Ke Kua 112 ..Freshly renovated-endless views of the blue sea
Just the two of you. Off to leave the world behind somewhere on the edge of an endless blue sea. The view must be magnificent, an uncrowded beach within walking distance is a basic requirement, the living space will be clean and attractive - and, of course, you must be...
Huge House, Heated Pool, AC, Steps to Kailua Beach
Inquire about short stays, we accommodate them where possible. Spacious, resort-style residence located within 100 yards of Kailua Beach. Featuring a private courtyard and pool, this indoor/outdoor floor plan is ideal for family gatherings. The extensive renovation...
Wailua Riverside Cottage - TVNC #1293 AC and Kayaks!
Wailua Riverside Tree Top Cottage! TVNC #1293*As featured on TV Sonoran Living LiveThis is a perfect place to experience the real Kauai in a residential setting next to the Wailua River and a block from Wailua Beach.TVNC #1293*On Island Contact 24/7: Candace MackWailua...
Charming West Maui condo in tranquil oceanfront resort
Papakea D309 is a 1-bedroom, 1-bathroom condo featuring amenities such as an ocean view, a washer/dryer, and air-conditioning. Located on the third floor, this condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in...
Recently Upgraded - Garden & Ocean View Condo
A perfect place to make your home away from home! This 2-bedroom single story garden and partial ocean view condo has an open layout. Enjoy the amazing views. A very short walk right onto a well-manicured lawn, beautiful blooming trees, few steps to the pool, BBQ, few...
Kamaole Sands 6-303 - Courtyard and Ocean Views from Renovated 3rd Floor Condo
Step into your dream vacation at Kamaole Sands 6-303, located on the third floor in preferred Building 6! You will feel at home the minute you walk into this 1-bedroom 2-bath condo, which features a beautifully updated kitchen and bathrooms. Granite counters and tile...
Striking Fairway Views, Luxury, Serenity, Pvt Beach Pass
This Fairways Villa is professionally decorated and has an elevated, unobstructed view of the golf course with spectacular sunsets. The home stands on a perfect angle to the trade winds, allowing you to use the front and back screen doors and windows for a wonderful,...
Premier Luxury 3 bedroom Villa at Hualalai Resort with Golf Course Views!
Turn moments into memories at this private villa located inside the gated community of the iconic Four Seasons at Hualalai Resort. Experience world-class golf, spa, restaurants, and more. Waiulu Villa, 133C is a three-bedroom, 3-and-a-half-bathroom luxury ground floor...
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...
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...
Oceanfront condo with lanai, full water view, hot tub & pool
Kona Bali Kai #418Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come in from the sun and enjoy the cool ceiling fans inside this tropical condo. A full view of the Pacific sets...
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...
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...
Charming Historic Hilo House – Minutes to Beach!
Hula your way to Hawaiian paradise when you book this fully restored 1960's vacation rental house! This 3-bedroom, 2-bath Hilo home features a covered lanai and peek-a-boo ocean views from the yard. The University of Hawaii campus is a mere 1 block away while downtown...
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...
Steps from Waikiki Beach | Pool + Jacuzzi
Immerse yourself in island vibes at this cozy studio, just 1.5 blocks from Waikiki Beach. Perfect for up to 3 guests, the space features a queen bed, a sofa bed, a kitchenette, and a private balcony. Relax at the tiki-inspired pool and jacuzzi or explore vibrant nearby...
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,...
Poipu Sands 214 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
POIPU SANDS 214 AT KOLOA KAI VACATION RENTALSA Tranquil Island Retreat on Poipu Kai GreenbeltWelcome to Poipu Sands 214, a beautifully appointed ground-floor condo just steps away from the lush Poipu Kai Greenbelt and the breathtaking Shipwreck Beach. Whether you're...
The Sand- Cozy condo in the heart of Kona
Studio condo in the middle of Kona with an oceanfront view. It has A/C. and is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. Also, just a short walk to the beach.This 1st floor unit has a queen size bed , sofa...
"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...
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...
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...
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,...