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.
Kapiolani Villa - Luxury Princeville Kauai Estate with Pool
Welcome to Kapiolani Villa, a stunning vacation home perfectly situated near Queens Bath, where luxury meets comfort in a breathtaking setting. With panoramic ocean views from almost every room, this elegant retreat is designed for those seeking the ultimate Kauai...
3BD Oceanfront Menehune Shores 414
Located front and center on the fourth-floor, this spacious 3BR/2BA Menehune Shores condo offers unbeatable views of the sparkling ocean below. Enjoy the sounds of the waves lapping the shore as you are situated toward the ocean side and far from the road.This light,...
Ilikai 1102 Ocean / Sunset / Marina Views King Bed, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly Remodeled,...
Steps To The Beach, Ocean Views, Large Pool, Fun family area!
In beautiful Kihei, find your haven in this snug 1-bedroom condominium. Nestled just a short walk from the stunning Kamaole Beach Parks, you'll be steps away from the soft, golden sands and crystal-clear waters of Maui's picturesque coastline. Soak up the sun by the...
Shores at Waikoloa 234-Large Condo with Wrap Lanai, Partial Ocean/Golf Views
Welcome to the Shores at Waikoloa Bo Tree Tower. This second floor unit has partial ocean and golf course views. We have a large wrap around lanai to enjoy the great views with table, chairs and patio recliners. Kitchen has everything you need, master bedroom has a...
Ilikai 423 City / Waikiki / Mountain Views King Bed, Sofa Bed
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway to...
Tropical Forest Retreat Near Ocean - Ho'ohauoli
This private Pāhoa getaway offers the perfect location for your next Big Island adventure! Surrounded by lush, tropical foliage, this home features a large covered lanai, a fenced yard, a newly renovated kitchen, and even an avocado tree that you can enjoy in season....
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
Poipu Makai E-1 Ocean Front 2 Bdr/2 Ba with a/c
Poipu Makai is situated on an ocean bluff for excellence in viewing abundant sea life and beautiful Pacific Ocean sunsets over the Poipu coastline. Because of the unique ridge location, Poipu Makai E-1 is located on the ground floor while it is necessary to take stairs...
Steps to Waikiki Beach! Newly Renovated w/ 75" TV
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
Aloha! Welcome to our home in the heart of Hana, right above Hana Bay. Relax in this 3 bedrooms / 2 bathroom house featuring a fully equipped kitchen upstairs and wet bar on the main level with two outdoor patios. The second floor offers 2 bedrooms, a full kitchen, and...
Perfect for a Romantic Getaway! Shores at Waikoloa 328
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Please message us to inquire about the availability of late checkout on...
Romantic Oceanfront Kauai Beach Resort, Jacuzzis, restaurants, 4 pools
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a beautiful second floor unit with a view of the park and ocean behind it. Comfortable king bed with chaise lounge and balcony.The Outrigger Kauai Beach Resort and Spa...
Nani Kai Hale 307 on Sugar Beach
Nani Kai Hale 307 has an open floor plan that features a modern galley style kitchen and a spacious living room decorated with a tropical flair and with a queen sofa bed and LARGE flat panel screen tv. Split AC system installed in living room and bedroom. There are two...
This Is The Closest Unit To The World Famous Kamaole Beach!
This beautiful unit is on the top floor, with views of the ocean from all three lanais. You can't get any closer to the famous Kamaole Beach Park II than this unit! This is the best beach in Maui, with beautiful sunsets every night. Both master suites are equipped with...
Next to Ocean, 120/nt. monthly rate May 1 - Oct 31, fully renovated condo
This fully renovated condo is located right next to the Ocean in the famous Ilikai Hotel & Suites. Just a few steps away is the world famous Waikiki Beach, which starts at the Ilikai. To go to the beach, simply come down the elevator to our lobby, walk across the...
Beautiful Lahaina Side 2 BR Condo with Beach View B7
Enjoy the Lahaina side in comfort! Two Bedroom, one bath condo furnished 'Island Style'. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming,...
Aloha Condos, Mauna Loa Village, Condo 11-70, Fairway View, AC
Amazing Views welcome you to your little Piece of Paradise! Your best vacation awaits you….This fully appointed, one of a kind, townhouse style condominium, is situated in quiet Mauna Loa Village, Keahou but just minutes from our thriving little town of Kona with...
Wailea Ekahi #8-B Partial Ocean View, Steps to Beach, Easy access to Pool
1 Bedroom Condo, Steps to Keawakapu Beach, 60 steps to Oceanfront Pool.This ground floor one bedroom two bath has a/c throughout. It boasts a large open floor plan where the floor to ceiling sliders in the master bedroom and in the living area all open up onto the...
The nicest condo in the complex w/ocean views. Across the street from the beach
This one bedroom one bath condo comfortably sleeps four. With a queen size bed and ceiling fan in the bedroom and a full size sofa sleeper with ultra thick luxury memory foam mattress in the living room. Our condo is furnished with all the amenities that you would...
Kauhale Makai 434 | Incredible Pacific Views!
Kauhale Makai 434 is a beautifully appointed two-bedroom, two-bath condo located in the heart of Kihei, Maui, Hawaii. Situated on the fourth floor of an elevator building, this oceanfront retreat comfortably accommodates up to four guests and offers unforgettable views...
Sea Village 1105: Delightful Oceanfront Condo w/Shared Pool, Spa, & Lanai Views
Oceanfront Escape with A/C | Modern 2BR/2BA Condo in Kona – Sea Village 1105Your dream Hawaiian getaway starts here at Sea Village 1105, a newly upgraded 2-bedroom, 2-bathroom oceanfront condo in the heart of Kailua-Kona. Now featuring air conditioning in both the...
Beautiful full-view of Maalaea Bay. Lanai overlooks pool. King size bed.
THIS CONDO IS SIMPLY ONE OF THE BEST IN THIS METICULOUSLY MAINTAINED DEVELOPMENT We have just finished extensive re-modeling, including new 18x18 Italian floor tile throughout, new kitchen and bath cabinets with granite countertops, and brand new teak plantation style...
Ekahi Village 44C - Beautifully appointed Ocean View Condo mins from the beach
Wailea Ekahi Village 44C is a lovely and romantic two-story townhouse. The downstairs lanai is surrounded by lush gardens with the sweet aroma of native Hawaiian flora. The upstairs lanai affords a panoramic ocean view and breathtaking sunsets.This condo is a mere 4...
Central, Cozy 2 BR (Heart of Kapaa)
*** Receive SPECIAL weekly discount *** Stay in charming Kapa'a, a central spot in Kauai. This modern 2 BR/1 BA condo is a few steps away from the oceanside, shops, & restaurants!Excellent value. Includes a fully stocked kitchen, parking, W/D, A/C unit (living room)....
Sugar Beach Resort Condo w/ Shared Grill, Shared Pool/Hot tub-Beach Lovers Dream
Sugar Beach Resort 507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Private and Quiet Peaceful Poipu Beach Oceanfront Condo
Enjoy our brand new oceanfront deck area, just completed late 2014. Escape to this peaceful 2 bedroom retreat and let the sounds of crashing waves lull you to sleep. Kick off your shoes Hawaiian style and enjoy this perfect private setting on a bluff overlooking the...
Ocean-Marina Yacht Views Condo Steps to the Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
Lush tropic stay with a lanai, washer/dryer, shared pool, hot tub, & game room
Greens At Waikoloa J101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha paradise! During your stay at Greens At Waikoloa, enjoy scenic views of Hawaii's natural flora and fauna,...
Oceanfront Paradise with private lanai overlooking Kailua Bay
Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. The well kept grounds surround a newly renovated pool, spa, and barbeque . Walk to town for a morning cup of the famous Kona coffee, shopping and evening ocean front dining. Big Island...
Updated Papakea oceanview condo, & all the amenitiesn
Welcome to Papakea E-206. This beautifully updated ocean view condo is the perfect island getaway. This unit features all the comforts & amenities you'll need to feel right at home. Fully equipped kitchen, oversized fans in every room, split AC unit in living room &...
Maui Sunset Vacation Rentals condo suite A515
A-515 is the best. Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Premium renovations top off the experience, although you'll spend most of your time out on the private view deck. Large private condominium...
Wailea Ekahi Village 40C - 1 Bedroom Garden View Condo
Wailea Ekahi Village 40C was fully renovated in the summer of 2021. Open the windows or lanai doors and let the Maui breeze blow through as you relax in this comfortable island suite. You\'ll delight at the explosion of fuchsia bougainvillea blooming all around your...
Sandpiper 133B - updated and renovated studio in Princeville
Clean, modern, studio with kitchenette. Completely renovated December 2018 - everything is new including floors, cabinets, interior paint, shower, vanity, fixtures, ceiling fan, furniture... There is a comfortable queen bed and an air mattress (twin or queen) can be...
Beautiful * REMODELED condo by TOP beach
Nestled in the vibrant heart of Kihei, this airy and inviting second-floor condo spans 655 square feet, offering a delightful tropical retreat. Step onto your own private lanai, where the gentle breeze carries the sweet fragrance of plumeria and offers serene views of...
Maui Resort Rentals: Honua Kai Konea 610 – 6th Floor 1BR w/ Partial Ocean & Mountain Views
Konea 610 is a luxurious 6th floor one bedroom partial ocean view suite that offers epic sunrise and frequent rainbow views. This 1BR/1BA suite offers expansive vistas of the West Maui Mountains coupled with glimpses of the Pacific. The suite is ideally suited for small...
OCEANFRONT RESORT - Spring Pricing! Kihei Sands Beachfront Condos -B13
Feel the Aloha spirit this winter with our Winter Sale from November - March 2026! New lowered rates to swap frosty mornings to flip-flops & sandy toes. Our 2-bedroom/2-bath townhouse style home with ocean view is on the 2nd level (no elevator) at Kihei Sands...
Kauai Kailani - Steps to Beach Oceanfront Pool - Fully Renovated 2 Bdm Condo
Kauai Kailani a Beautiful Garden View! A 2 Bedroom Condo located along the famous Coconut Coast on Beautiful Kauai East Shore!The Experience: Peaceful in this nicely decorated condo just steps to the beach!And, there is AC in this condo! Sleeps up to 6! King bed, 2 Twin...
Oceanfront IS310 - Charming One Bedroom Maalaea Bay is an Incredible Value
Experience the breathtaking views and serene atmosphere of Island Sands #310. This oceanfront condo offers a stunning panorama of the Kihei coastline and the majestic Haleakala. From December to mid-April, witness the spectacle of Humpback whales birthing their calves...
Kona Coastal Getaway – A Short 5 min Walk from Beach, Shops & Vibrant Ali‘i Dr!
Experience the best of Kona in this bright and inviting retreat! Located within 5 min walk to grocery stores, Historic Ali‘i Drive, downtown, and the pier, this cozy getaway offers the perfect blend of convenience and island charm. Enjoy the airy living space, modern...
Beautiful Hali'i Kai Villa in Waikoloa Beach - Recently remodeled!
Welcome to our beautiful two bedroom, two bathroom villa in gorgeous Hali’i Kai. Located in the world-famous Waikoloa Beach Resort, our fully furnished villa will pamper and refresh you with breathtaking views and freshly updated modern conveniences. Fresh paint,...
Waterfront Condo with Resort Pool & Hot Tub - Short Drive to Lahaina
Paki Maui 423Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to paradise! Kick back on the classic Hawaiian rattan love seat in this two-bedroom, two-bathroom condo and soak...
Spectacular Keauhou Bay Views
Let our 2nd home be your 2nd home! Vacation in the beautiful islands of Hawaii! Our quiet little complex consists of only 48 units on over 4 acres of tropical paradise! From our ground floor unit you can sit back and enjoy the breathtaking views of the sun setting over...
BEACHSIDE BUNGALOW REMDLD 2 BD/2BATHBATH GR FL WALKOUT SUITE -5 MIN FROM BEACH!
Aloha! . Maui Banyan is an ideal and popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II (lifeguard-attended) and the nearby shops and restaurants. The grounds are beautifully landscaped &...
BEACHFRONT RESORT, OCEAN VIEW
Completely updated room as of April 2025!! 3rd floor ocean & pool view. Our condo hotel room offers one of the best views on the property! If a gorgeous well kept resort is what you're looking for, look no further. Enjoy a cup of coffee in your room or lanai admiring...
Considered the Best Location Oceanfront on Maui
The Maui Sunset is located on over 5 acres of ocean front in Kihei, which is considered one of the best locations on the Valley Isle. Kihei is noted for its year round sunshine, balmy trade winds and soothing evening air. It is one of the driest and sunniest areas on...
Hawaiian condo with WiFi, shared pool & hot tub - close to golf, beach
Plantations at Princeville #1312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This fabulous, ground-floor condominium offers two large bedroom suites and access to a shared hot tub...
🌴Hotel Room w/in beautiful Oceanfront Condo.🌸
You will enjoy easy access to everything from this centrally located place. This 3rd floor room is a part of Kauai Kailani Condo's with an ocean view from your room. Enjoy the coastal breeze or use the air conditioner. The room is equipped with a microwave, mini-fridge,...