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.
Kauai Exclusive - Nihilani 1A Tropical Villa in Princeville
Spacious and elegantly appointed, this new two-bedroom, two-bath villa is suited with a contemporary Hawaiian feel. With over 1,400 square feet of living space, Nihilani Villa 1A is the perfect home away from home. This little piece of paradise is fit with central A/C,...
Gorgeous new listing! Half-block from Waikiki Beach!
Be one of the first to stay in this gorgeous new listing! This spacious 2 BR, 2 BA condo is steps from beautiful Waikiki Beach. Located in a quiet residential building, situated among Honolulu's finest hotels, it combines an alluring tropical setting with modern...
Spacious Island Retreat With Ocean Views In Poipu!
Experience the very best of Kaua‘i’s South Shore at Sunset Kahili—Poipu’s premier oceanview escape.This spacious 1-bedroom condo offers endless views of the Pacific and unforgettable sunsets, making it the perfect retreat for couples or solo travelers. Located just a...
#58 2 bedroom/2 bath | 2 Bed, 2 Bath
Take your Big Island escape to the next level while staying at this 2-bed, 2-bath vacation rental condo at Colony One at Sea Mountain. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit Punalu'u Black Sand Beach to say Aloha to the...
Relax and enjoy Maui from Hokulani 109's lavish interior. This suite features an expansive 1300 sq. ft. of interior living space. Bask in the natural light and enjoy the views of the Pacific Ocean and the lush manicured grounds from the kitchen, dining, and living...
Kuilima Estates West #120: North Shore Golf View
Nestled along the fairways of Turtle Bay’s celebrated golf courses, Kuilima Estates West #120 is a newly remodeled, two-bedroom townhome with a loft that blends coastal calm with the natural beauty of Oahu’s North Shore. With peaceful golf course and mountain views,...
Steps to Beach ~ Pool, Hot Tub + Balcony
Tucked within a lush tropical resort, this 1-bedroom, 1-bath condo offers a peaceful garden-view setting just a 5-minute walk to the beach. Enjoy a private balcony with sun loungers, access to a resort pool with a water slide, and walkability to Poipu’s best shops,...
Royal Mauian Resort Oceanfront Condo
Spend your vacation in one of Maui's most beautiful oceanfront two-bedroom, two-bath condos at the wonderful Royal Mauian Resort.Located in south Kihei, near Wailea, on Maui's sunny southern shore, this privately owned residence is situated between two of the island's...
Coastal Bliss: Modern Condo, Lanai, Hilton Pass
Discover paradise at Vista Waikoloa. This luxurious condo offers a private lanai, pool access, and proximity to stunning beaches. Enjoy exclusive Hilton amenities, including a pool pass, and experience the aloha spirit. Perfect for couples or families seeking a...
🏖️spectacular - Oceanfront - Great Location!!!🏖️
A Nice Retreat and Excellent place to enjoy Kona.This beautiful and well equipped home awaits you! Granite counters, tile floors and a wonderful king size bed are great, but you were drawn here to be on the ocean. Relax on the lanai as the ocean breeze refreshes you....
150-4 Ocean Front Condo with an Amazing View!
Location, location, location! This condo, located just 30 feet from the ocean in beautiful Puamana, offers a serene retreat in a community recovering from the Lahaina fire. Puamana, a 30-acre oceanfront community, is known for its stunning shoreline and lush landscapes....
Remodeled 🏝 Amazing Ocean Views over Lush Golf Course! 🐠 Country Club Villas 320 🩴
Country Club Villas #320 is great for 1-6 individuals. Your view of the Kona Country Club's Ocean Course is right out to the ocean beyond. Enjoy the views of the ocean and the breathtaking sunsets of your lanai. King's Bed in primary bedroom.Guest bedroom has a queen...
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 Unit 234 at Waikoloa Bo Tree Tower in Waikoloa Beach Resort.Our condo is located on the Island of Hawaii, on the Kohala Coast. Come and explore our Island of Hawaii, from hike to a waterfall, take a tour of a coffee farms, try many ocean...
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...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...
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...
1 bdrm peakaboo ocean view walk to Turtle Beach, Alii Garden Mkt,Kona Village-1D
Cute one bedroom beach side apartment with peak-a-boo ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. We are located 2 miles south of Kona Village which has cute shops and restaurants on the water and only 1 mile north of White Sands...
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...
This tranquil oasis amidst old-growth ‘ōhi‘a forest sits conveniently halfway between Hilo and Volcano and just minutes from the highway. Relax in the embrace of the Lemon Tree Lanai, a detached unit featuring a long, sunlit, screened lanai with seating area, dining...
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
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: Shore at Waikoloa 328 is listed for sale. Guests may be asked to accommodate showings/inspections with 48 hours notice. Please reach out with any questions. 12/30/25Shores at Waikoloa...
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...
Sea Village 1105: Delightful Oceanfront Condo w/Shared Pool, Spa, & Lanai Views
Welcome to Sea Village 1105—a serene oceanfront retreat in Kailua Kona, HI. This beautifully updated vacation condo offers sweeping views of the Pacific from its spacious 950 sq. ft. interior, where modern coastal design meets the soothing rhythm of the waves. With...
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...
A Gorgeous Home in Paradise at Affordable Rate
Aloha and welcome to our custom-built and Gorgeous Home! A perfect place to stay for small or large groups of visitors on the Big Island of Hawaii. This beautiful and spacious home has much to offer and keeps you at home while enjoying your vacation. A fully fenced and...
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 amenities
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...