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.
Weekly and Monthly Discounts / Koa Lagoon Direct Oceanfront Top Floor Unit 603
Spectacular views of the ocean, West Maui Mountains and beautifully landscaped grounds await you from our (sixth) top floor oceanfront condo at KOA Lagoon in Kihei. You will enjoy brilliant sunsets and whale watching as you relax on our large lanai listening to the...
❤️PiH❤️ Champion View Retreat ★ Private Infinity Pool PLUS Free Hilton Resort Passes ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Champion View Retreat, part of our Hawaiian Luxury Collection. Champion View Retreat has private pool and spa with stunning golf, ocean and sunset views.Located in the prestigious Champion Ridge, this is one of...
J200 - Closest Unit to Ocean, Corner Suite with Authentic Island Decor 2BD/2BA
Kaanapali Condo - Ocean Views, Golf Course, Steps to Beach!Escape to this comfortable and convenient 2-bedroom, 2-bathroom condo in the heart of Kaanapali, Maui. This spacious second-floor unit offers unobstructed ocean views, a private lanai overlooking the...
Unwind by the Waves: Kihei Beach #203, Prime Beachfront Tropical Escape!
Kihei Beach #203 – One-Bedroom Beachfront Condo with Ocean ViewsWelcome to Kihei Beach #203, a beautifully appointed one-bedroom, one-bathroom beachfront condo in a six-story property in North Kihei. With sweeping views of the Pacific Ocean and nearby islands, this...
Beautiful - Modern Manualoha 3bdr/3 bath with AC
This fabulous large rare 3 bedroom, 3 bath unit is in the popular Manualoha complex at Poipu Kai Resort. Ground floor corner unit is steps from the greenway and an easy walk to Poipu, Brenneke, and Shipwreck beaches. Featuring a large living area that opens up to the...
Ocean View, Ocean Front, 30 feet from the Ocean!
Ground floor, ocean front, ocean view condo thirty feet from the ocean! Location, location, location! This is where you want to be in Maui. Kaleialoha condominiums in Honokowai is centrally located near all the great beaches and attractions of West Maui.Drive 5 minutes...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
“Mokuhano” – Unit 205 – is an upper floor, ocean view studio located in Hana Kai’s Mauka Building. There is a king-size bed in the living/bedroom area, open-beam ceilings and tiled floors throughout. The view of the bay is enhanced by the expanded glass wall...
PUAMANA 2 BR PREMIER UNIT 200 Ft. from Ocean 153-6
PUAMANA PREMIER 2 BEDROOM GARDEN UNIT 153-6, 3 BATHROOMS & SLEEPS 9. Less than 200 FT to the ocean. It is one of the largest two-bedroom units with 1,368 sq ft. The August 2023 Lahaina Fire spared our unit. Maui County has cleared this area of Puamana for access and...
Amazing Oceanfront Studio in Lahaina - Mahana 1103
Mahana Studio unit #1103, located in the Molokai Tower. Rent this updated Mahana condo with 1 bedroom unit #1104 next door. Pride in ownership for both of these extraordinary Maui vacation rentals. The Maui vacation rental features a comfy king size bed, remodeled...
Paradise awaits! Oceanview Ground floor 1bdrm. Updated. #175 Hale Kamaole. Kihei
Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w Queen size sofa bed, large flat screen TV, wireless modem & high speed internet. Ceiling fans in bedroom & living room. New A/C in bedroom. Fully equiped kitchen...
Kapalua Golf Villas 15P3-4: Garden View Condo w/ Pool, BBQ at Resort
Welcome to Kapalua Golf Villas 15P3-4 by Gather, a luxury retreat located in the highly desirable Kapalua area on Maui. This beautifully remodeled villa, nestled along the 10th fairway of the world-famous Kapalua Bay Golf Course, offers panoramic views of early tee...
Ocean View from Lanais - Walk to Waikiki Beach
Your home away from home in paradise, featuring views of Waikiki Beach from the 2 lanais! 925 sf, perfect for families and groups - sleeps up to 6 people. 2 bedrooms, 2 full baths. Located just two blocks from Waikiki Beach, with endless dining, shopping, and activities...
SPECIALS DEALS Honua Kai 2BD Sweeping Mtn Views Quiet & Peaceful Setting
Take advantage of the rare Winter Specials with our newest listing!*** West Maui is reopened and we are happy to host you! Honua Kai is a hotel/resort zoned and you are safe from the new legislation targeting other short term rentals.Aloha and Welcome to The Royal...
Great Rates and A/C in every room. Near North Shore beaches. Pool & Hot Tub!
Three bedroom, three bath luxury Villa located in Princeville, Kauai with A/C! Just steps from the Makai Golf Course Country Club. Includes two master suites with king-size beds. First master suite has a walk-in shower and TV. The second master suite includes private...
KRV 1011 New Listing 1BD Condo w Spectacular Kapalua Ocean Views at the Ridge
Kapalua Ridge Villas 1011 NEW LISTING Spectacular Kapalua Ocean Views from this 1Bedroom, 2Bathroom, Condo at the Ridge! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch...
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!
Welcome to our island home! Discover the ultimate getaway at the Garden Island Oasis at the Regency at Poipu Kai, nestled in the heart of the enchanting Poipu Beach area on the south shore of Kauai. This beautiful property is renowned for its lush landscapes and...
Pono Kai F207 Oceanview AC, POOL, JACUZZI, BBQ, TENNIS
Pono Kai Resort - A Beachfront Resort on Kauai!Paradise as you imagined it! Oceanview! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of...
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass...
KBM Resorts | FREE CAR | Maui Kaanapali Villas | Beachfront Resort, Upgraded Studio! MKV-C152
Remodeled studio with ocean-view lanai, king bed, queen sleeper, full kitchen, tile floors, andamp; A/C. Located in Papakea Resort with pools, tennis, tropical gardens, BBQs. Sleeps up to 4 guests.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Kanaloa at Kona 1606: Beautiful Oceanview Condo w/ Shared Pool, Spa, AC & Lanai
Welcome to Kanaloa at Kona 1606, a stylish 3-bedroom, 2-bathroom penthouse villa perched above the Keauhou Golf Course with panoramic fairway and ocean views. Featuring vaulted wood-beam ceilings, upgraded interiors, and resort-style amenities across 16 tropical acres,...
Wonderful home with central AC, heated pool & hot tub - close to dining
Waikoloa Fairways B114Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the best of island living at this renovated and stylish two-bedroom, two-and-a-half-bath Waikoloa Fairways...
Beautifully decorated Penthouse overlooking WAIKOLOA Beach golf course
The location is perfect if you want to be walking distance to all the best shops and restaurants In WAIKOLOA beach resort. Our condo at the Fairway Villas is right across the street from one of the Big Island’s best beaches, Anaeho'omalu (aka A-bay). After a long day...
Waipouli Beach Resort D105. A Spacious Condo with Lazy River and Top Shelf Restaurant Onsite.
This Oceanfront Resort is a Dream and located on the Beach. Just Steps to the Warm Turquoise Ocean. The Kids and Adults alike will love the Lazy River to the Huge Pool. The Hot Tubs are Incredible! This Large Home is a Great Room Concept and full of Light. Elegance and...
Relaxation at Its Finest: Beachfront 1bd/1ba Condo - Menehune Shores #517
Menehune Shores #517 – One-Bedroom Oceanfront Escape with Incredible ViewsWelcome to Menehune Shores #517, a bright and inviting one-bedroom condo that offers stunning panoramic views of the Pacific Ocean and Maui’s vibrant sunsets. Located on the 5th floor, this...
Gorgeous! The Waterfall Retreat At Reed's Island
ALOHA!The breathtaking Waterfall Retreat at Reed’s Island is a spectacular 4 bedroom, 3 bath home in the exclusive area of Reed’s Island in Hilo. The home is only a few minutes from downtown Hilo but it feels like a private paradise retreat with a stunning river and...
New! Hale Mehana, Beautiful North Shore Home, Princeville, Kauai
A tastefully updated North Shore Kaua’i vacation home located in beautiful Princeville. Conveniently located with easy access to the famous Hanalei Bay, Kilauea Lighthouse, Haena Beach Park, the breathtaking Napali Coast, shopping, dining, and more!• Indoor/outdoor...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet!...
Unit #204-1BR+Mezzanine BR/2 Bath: 2 BR, 2 BA Condominium in Lahaina, Sleeps 4
Beautiful 2nd Floor Unit. Mezzanine bedroom with Queen bed, downstairs bedroom with with 1 King bed (can be made into 2 Twin beds upon request). Nearly 180 degree view of the Cove. Whale watch from your Lanai (in season) and a guaranteed swim with the turtles! Always in...
NEW Charming Kapaa Cottage - 1 Block to the Beach!
Welcome to your home away from home in beautiful Kapa'a! This enchanting 2-bedroom cottage offers the perfect blend of Hawaiian charm and modern comfort, nestled in a tranquil garden setting just steps from local attractions. Experience the magic of Kauai from this...
Lae Nani 532 - Delightful & Spectacular Sunrises
Decorated with a delightful mix of island-style furnishings and Hawaiian accents, this oceanfront condo offers spectacular views of Kauai's Coconut Coast. Lounge on the lanai with a cup of coffee and Enjoy colorful sunrises and the gentle ocean breeze. The open floor...
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Fully updated condo with new open concept kitchen featuring stone counters, kitchen bar, stainless steel appliances, plantation style custom solid wood cabinetry and modern task lighting. Luxurious tiled bathroom also has new plantation cabinets and lighting, tiled...
Honua Kai H214 Summer Specials at Tropical Island Getaway with Ocean View
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Hokulani 214, a serene 1-bedroom, 1-bath escape at Honua Kai Resort on West Maui’s celebrated Kaanapali coast....
Hidden Paradise Found with Aloha Spirit and Great Summer Rates! Weekly discount
Cleaner is Covid 19 safety trained. Celebrate the best in indoor/outdoor living in this spacious and well-kept ground floor unit in Keauhou Akahi! Conveniently situated on south Ali’i drive, the condo is 1/3 mile from Keauhou bay and less than one mile from the...
*Stroll To The Beach Til Toes In The Sand!*Beautiful Views*Ground Floor*4 Pools*
Wailea Ekahi Village Two bedroom, two-bath, 1505 sq ft. completely remodeled and upgraded, ground floor condo, sleeps six is situated in a low-rise condominium community. The ocean front village is located on Keawakapu Beach in sunny South Maui. The beach has been voted...
Maui Vista Resort. Aloha & Welcome to Maui. Time to kick back and have some fun!
Hello and Welcome to Maui. This is the closest Maui Vista unit to the beach across the street. This non-smoking 1 bedroom, 1 bath Maui Vista unit is located directly across the street from the world famous Charley Young Beach. High Speed Internet for Business. This unit...
Includes Mauna Lani Beach Club Pass. Golf Villa at Mauna Lani D3
**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. Valid for new bookings made September 24 or after. Please message us...
Maui Resort Rentals: Honua Kai Konea 212 – 1BR+Den w/ Oversized Balcony & Lush Mountain Views
Konea 212 is a luxurious one bedroom PLUS den mountain view suite with its defining feature being its incredible oversized lanai offering the perfect vantage point to enjoy breathtaking views of the awe-inspiring West Maui Mountains.Suite 212 affords a perfect...
Resort condo with majestic mountain/bay view, lanai, W/D, pools & tennis courts
Hanalei Bay Resort 4205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Palm Building of Hanalei Bay Resort, this is a condo features truly incredible views of Hanalei...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Experience one of the best views in the iconic Ilikai Hotel & Luxury Suites! From the 15th floor, enjoy an unobstructed panoramic vista of the yacht harbor, the sparkling ocean, and Ala Moana Beach Park. Dine on the lanai while you watch the breathtaking Hawaiian...
Elegant Oceanfront – Beautiful Remodel - Puamana 254-1.
Puamana 254-1 is a beautifully remodeled oceanfront 3-bedroom, 2.5-bath townhome with an exceptional corner location on the sunny south shore of Puamana that wasn’t harmed by the Lahaina fire. The coconut tree-filled lawn adds to the tropical charm of this magical...
SALE - Closest to the Beach - King Bed - Maui Banyan! -
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind... retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we...
Oceanfront 1 BR Condo at Kaha Lani KL309
Kaha Lani 309Experience aloha Kauai-style in our fully-furnished, oceanfront condo in dreamy Wailua.Kaha Lani is a direct oceanfront, meticulously maintained property featuring 73 individually-owned condos on the coconut coast. Wake up to an award-winning sunrise...
New listing!+ Nā Pali Coast + Walk to Queen's bath
Experience paradise at this stunning 5-bedroom, 3.5-bathroom home, just minutes from the breathtaking Queen’s Bath in Kauai. Nestled in the heart of Princeville, this beautifully designed retreat offers the perfect blend of luxury, comfort, and island charm.This...
Wailea Elua 1401 - Beautiful Ground Floor 1BR Oceanfront Unit on Ulua Beach
Our Wailea Elua Village condominium is an exclusive ground floor beachfront property located in the heart of the resort community of Wailea Elua. It may be rented by two adults but no children are allowed. This relaxing low-density community consists of two-story...
3 Bedroom, 3 Bath Oceanfront Condo With Amazing Views of Molakai and Lanai
3 Bedroom, 3 Bathroom Oceanfront Condominium with Panoramic Views and Sunsets over the Islands of Lanai and Molokai. A hidden gem. Exclusive top floor corner-end Penthouse Suite. Completely private. Beautifully furnished. Split level with vaulted ceilings and...
Ocean View KUL418 - West Maui Beach Front, Fabulous Condo!
** Great 2025 Summer rates Now - Book for future Whale Season November - March!!**This stunning third-floor condo has been tastefully decorated to offer the perfect blend of elegance and comfort. As you step inside, you'll immediately notice the breathtaking view of the...
Ho'olei Villas | Wailea Kapili
This residence has been given the Hawaiian name "Wailea Kapili", which translates to "a Wailea Gathering." It is the perfect accommodation for gathering with friends and family to enjoy the beauty of Maui. This Ho'olei Residence is a spacious 2,426 square foot three...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Largest ‘One of a Kind’ 2-bd 2-Bth Condo 🏄 New Air Conditioner throughout🌴
Aloha! Welcome to our Paradise Home! Located in building 3 on the 4th floor, away from the noise of So. Kihei Rd.. We hope to make you feel like an invited house guest. Our unique & spacious tropical condo is the ONLY Maui Vista 2 bedroom condo that has a one-of-a-kind...