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.
Maui Resort Rentals: Luana Garden Villas 7C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden Villas. This premiere offering is defined by its west-facing orientation and open view between the Hokulani and Konea Towers. Its designation within our "Elevated" collection at...
Maui Banyan G202 - King Bed, Ocean View, Across from Kamaole Beach
This unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling, white sand and...
SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East
~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...
Hanalei Bay Resort,2 Bedroom, AC Bali Hai & ocean views!
Hanalei Bay Resort unit 7101-2 is a privately owned and cared for two bedroom suite featuring countless amenities to please every guest. The condo features 1,324 square feet of spacious living area, with quality furnishings, with the living room freshly painted and...
☼ Stylish & Bright 2bd Oceanfront Condo｜5★ Views
Step into the comfort of this stylish 2BR, 1Bath condo in the heart of Maui, Hawaii. Located right on the oceanfront, just steps from the beach, this is your perfect retreat close to top restaurants, attractions, and stunning beaches!Enjoy modern design, breathtaking...
Surf Hale, Elegant and Luxurious Surf Retreat
Escape to the breathtaking beauty of Princeville, Kauai, and immerse yourself in the ultimate experience that is Surf Hale. Welcome to our luxurious four-bedroom, 2 1/2 bath vacation rental, where paradise meets comfort and adventure awaits at every turn.Nestled within...
Ocean view, best location in Kapalua, walk to beach, remodel
Welcome to the luxurious fully remodeled Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a...
Includes Hilton Waikoloa Pool Pass thru June 2025. Halii Kai 10G
This vacation rental is professionally managed by ResorticaHawaiiHalii Kai 10G. Ocean Views! Recently Updated in 2025!Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Queen BedLiving Room:...
Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎
Waikoloa boasts sunny days while the views from the lanai never cease to amaze! As you enjoy your morning coffee or evening cocktail from your (381 square feet ) large lanai, you will have great views of the Anaeho'omalu Bay (A-Bay) and Hualalai Mountain (another...
Updated 2-bed, 2-bath White Sands unit with ocean views, AC & modern amenities
Turn moments into memories at the iconic White Sand Village unit #301. This beautifully, fully-remodeled, and refurnished property is everything the luxury traveler is looking for. You have a front-row view of Magic Sands in this two-bedroom, two-bathroom corner unit...
Lily's Kona Hideaway-Oceanfront & AC on Demand
Welcome to your Hawaiian paradise! This renovated second-floor condo at Kona Isle blends modern luxury with island serenity. Bright, open spaces and upscale comforts await. Enjoy a solar-heated pool, oceanfront BBQ, and lounge with spectacular sunset views. Soak in the...
The Whaler 823! ~ Luxurious 2bed/2bath 8th floor ocean view corner condo ~
Enjoy Ka'anapali Beach in this beautifully remodeled 2 bedroom/2 bath highly upgraded corner unit! It’s high level on the courtyard side of tower one has a wraparound lanai which allows for sweeping views of the ocean and the mountains! You won’t find upgrades like...
Eye-popping luxury with huge ocean views. Quick walk to Kihei's Best Beaches
Our condo is a totally remodeled townhome with a serene and uninterrupted ocean and mountain view, from the lights of Wailuku Town past the island of Lanai. J217 has neither power lines nor road noise; you'll see sunsets all summer long and whales all winter....
125+ 5star REVIEWS SAYS IT ALL! Golf & Ocean! LAST MIN CANCL APRIL! 169 +tx rate
Location: Grand Champions, Wailea, South Maui, Maui, Hawaii, USA (2 miles Kihei, 13 miles airport, 1/2 mile beach.) Accommodations: Condominium, 1 Bedroom, 2 Baths (Sleeps 2) Maximum occupancy is 2 adults 25 years old or older onlyCOME ENJOY OUR FULLY RENOVATED FROM...
Private gated home with 300 Foot private beach front, beach toys and much more!
The Maui Beach House is a two story private beach retreat on a calm and private bay. It is a place of unmatched peace, I tranquility, beauty. This idyllic beach house features wide ocean views from all rooms with a total of over 4,000 square feet. of interior and deck...
Gorgeous sunsets, quiet property
Views! Golf! Listen to the Birds! Situated on the third (lagoon) hole of the renowned Robert Trent Jones Jr. golf course, unobstructed views extend all the way to the Pacific Ocean. To the right, impressive cloud formations settle over the green hills of Waimea as the...
North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.
Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...
Spectacular Views of Hanalei Bay and Bali Hai 3 bedroom
Kauai’s Most Breathtaking Views at Hanalei Bay ResortWelcome to our North Shore paradise. Unit 9201/9202/9203 is located in the renowned Bamboo building which features the most stunning views of Hanalei Bay and Bali Hai. This property is a spacious 1750 square foot...
Spectacular Views of Hanalei Bay 2 bedrooms
UNIT 9201/2Kauai’s Most Breathtaking Views at Hanalei Bay ResortWelcome to your Kauai paradise. Units 9201/2 are located in the renowned Bamboo building which features the most stunning views of Hanalei Bay and Bali Hai. This spacious fully air conditioned 1350 square...
Spectacular Views of Hanalei Bay and Bali Hai
Kauai’s Most Breathtaking Views at Hanalei Bay ResortWelcome to your Kauai paradise. Unit 9202 is located in the renowned Bamboo building which features the most stunning views of Hanalei Bay and Bali Hai. This large fully air conditioned 900 square foot, one bedroom...
FREE Auberge/Mauna Lani Fitness Club Access @ this nearby Palm Villas Condo
E KOMO MAI TO THE PALM VILLASThis 2BR/2Bath ground-floor Palm Villas unit is private and secluded, surrounded by 6 acres of lush landscaping. Through Oct. 4, 2026 you will have full access to the Auberge/Mauna Lani Fitness Center, located across the street. Play tennis...
Welcome to Azure Bay, luxury oceanfront condo
Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is only steps to the beach. Our condo is professionally designed and decorated, including everything to make your stay...
Steps to Kamaole beaches/Upgraded kitchen & baths/2 Pools/Tennis/Close to Wailea
This second floor 2 bedroom/2 bath peek-a-boo ocean view condo is your perfect Maui vacation retreat just across the street from beautiful Kamaole III beach park! Maui Kamaole is one of the lowest density projects in South Kihei and features beautiful landscaping, 2...
Oceanview Condo w/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A/C
Pili Mai 13COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience Hawaii as a family? Feel right at home in 13C, even when miles away in the middle of the blue Pacific....
Ground-Floor Condo w/Shared Pool, Hot Tub, Free WiFi, and Central AC
Pili Mai 15AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
North Shore Oceanfront Condo w/Shared Pool, Tennis, Free WiFi, Private W/D
Puu Poa 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It’s easy to find your bliss at this newly remodeled, ground-floor oceanfront escape (two flights of stairs down to get to...
Vehicle to Rent, Hilton Pass, BBQ on lanai, Sleeps 6, L23
Bookings through 2025 will receive a special welcome bottle of bubbly & Mac Nut Chocolates to enjoy Hawaii from your first moments. We stock our condo with everything — not just a”starter kit”. This gorgeous 2 bedroom, 2 bathroom home has 1,209 square feet with...
Quiet and Beautiful Place for a Hawaiian Getaway!
A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in the Maui Kamaole complex We recently updated all the furniture in the unit including new chairs and a new pull out couch. The condo is quietly nestled...
Gorgeous Ocean/Molokini View 2Bed/2Bath w/AC in EVERY room!!
Aloha and welcome to paradise! Recently renovated with split unit air conditioning with iWave-m ionizing air purifiers on each head!! Ocean view is absolutely amazing!! Watch the boats going to Molokini Crater year around, and see the whales in the winter, all from the...
South Kihei Top floor Ocean View & easy walk to the beach.
2 Bedroom, 2 Bath, Sleeps 4 (2 Queen Beds) This spectacular TOP floor unit features Split System air conditioning which allows for individual climate control in each room. The A/C accommodates year-round enjoyment of the fully equipped chef’s kitchen, completely...
Hale Pohaku Kai: Poipu Seaside Stunner
Hale Pohaku Kai is a paradise of paradoxes: elegantly furnished, yet casually comfortable; spacious & airy yet cozy, too; wonderfully private, but with Poipu’s world-class sandy beaches, parks, restaurants, shopping & lively local events only a few minutes away. The...
Na Hale 1: Exclusive Beachfront Enclave, Access to 5 Star Private Club + Golf Cart
Decorated with mature palms and lush greenery, Na Hale 1 celebrates modern Hawaiian living at its finest. Enjoy beautiful sunsets over the ocean from your backyard, or from your private beach club. Na Hale 1 has a close proximity to the beach and club - just a few...
The Premier Waikoloa Stay at Halii Kai
Hali'i Kai is one of the most sought out places to stay while visiting the Kohala Coast on Big Island. It features meticulous well kept grounds, beautiful and comfortable living spaces along with a luxurious amenity center, the Ocean Club. The Ocean Club features its...
Maui Resort Rentals: The Whaler 1020 - Luxurious 10th Floor 1BR w/ Gorgeous Ocean and West Maui Mountain Views!
Enjoy beautiful views of the Pacific Ocean and Maui's neighboring island, Molokai, as well as views of the West Maui Mountains from this luxurious 10th-floor one-bedroom suite at the iconic Whaler in the heart of Kaanapali Beach.Tastefully remodeled, this suite is the...
Hawaii Life Rentals Presents Villas of Kamalii 17
This bright, spacious three-bedroom, three-bathroom townhome is located at Villas of Kamalii, in the prestigious resort community of Princevile. Perched on the highest part of world-famous Makai Golf Course, enjoy stunning mountain and waterfall views from your private...
Impeccable! Luxury Ground Floor Direct Oceanfront. 50' to the Turtle Sancuary!
“IMMACULATE"..."IMPECCABLE"..."FRESH" One of the most beautiful and luxurious ground floor units in all of Ma'alaea. Full remodel recently completed with all brand new designer furniture/appliances/finishes/surfaces/accessories, and stunning original art paying respect...
Paradise found 2 bed, 2 bath renovated condo @ White Sands Village-Magic Sands
Paradise has been found in this beautiful two bedroom, two baths upgraded renovated condo in White Sands Village! Ocean view from this third floor condo with absolutely no steps to access the unit. Completely handicap accessible and no need to carry suitcases and...
Sophisticated freshly remodeled two story Golf Villa w/Private Beach Club
This VERY PRIVATE- 2 STORY-CORNER VILLA with UNOBSTRUCTED MOUNTAIN VIEWS, along with the CONSIDERABLE BENEFITS offered thru Mauna Lani resort and hotel exclusively to owners and their guests, make this a very special opportunity for your holiday visit.The Mauna Lani...
Great View, 3 Pools, A/C, Walking Distance to Beaches! Kapalua Bay Villa #38G3
Welcome to Kapalua Bay Villa 38G3, a beautifully renovated 1-bedroom, 1.5-bathroom ocean-view villa that offers the perfect blend of refined luxury and island serenity. Located in the prestigious Kapalua Bay Villas gated community, this two-level retreat has been...
Gorgeous North Shore Kauai Estate with Saltwater Pool
Bright, cheerful and tastefully designed, this 5 bedroom home sleeps 10 comfortably. Each room has its own unique personality, while the estate is coordinated with aquamarine color schemes, hardwood accents and inspiring details. Cooking for many is an easy task with a...
Maui Resort Rentals: Honua Kai Konea 529 - 5th Floor 3BR w/ Ocean Views from Every Room!
This three-bedroom deluxe oceanview residence offers breathtaking views of the Pacific Ocean and neighboring island of Lanai from its prime 5th-floor vantage point.The residence affords a perfect opportunity to gather, reconnect, and celebrate. There is ample room to...
Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location.
Summary:Luxury Home, Amazing Views, Excellent Location. Ocean Views Include: Brilliant Blue Skies and Sun Sparkled Water.The Space:You will love this Beautiful Ocean View! The fully equipped kitchen has everything you will need. There is plenty of beach gear for your...
Newly Renovation, All New: Beds, Furniture, Floors, Kitchen Counters and Island
This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tasteful owners, and a world-class Maui- based designer. The contempory elegant touches and design fluidity will be above and beyond your expectation!...
Pali Ke Kua 207: Renovated Oceanview Condo w/ Peloton, Shared Pool & Spa
Welcome to Pali Ke Kua 207, a 904 sq. ft. two-level vacation condo in Princeville on Kauai’s North Shore. With two bedrooms, two baths, and space for up to five guests, this updated retreat blends modern comfort with Hawaiian-inspired style. Sweeping views of the ocean...
Kaanapali Maui🐢⛰Hawaii<br>Amazing Pools/Jacuzzis 1 Bedroom Villa sleep 4 privately
Kaanapali Beach Club is an amazing property with a beautiful swimming pool with a great slide for the kids 🐚humongous hot tub 🛁seats 24 ,made out of lava🌋 stone beautiful gardens🌺 fitness room. Roof top Putt Putt a golf ! Ping pong table and kids bowling alley even!...
Custom 5 Bedroom Home with Pool and Spa
This 5 bedroom 4.5 bath Kukuiula vacation home provides everything you seek for your island vacation. Set within the Kukuiula neighborhood of Poipu and oriented to the distant ocean views and private park. This multi-level residence is within walking distance to the...
Tropical "Jungalow" Near the Sea
Enjoy indoor-outdoor living in our bright, open home... Relax on the lanai overlooking lush vegetation and lava outcrops, smell the fragrant Hawaiian air and listen to the waves crash in the distance. Secluded and quiet--a garden oasis far from the maddening crowd. Open...
Gorgeous Private Home with Pool and Spa in Waikoloa Resort, Big Island
Our commitment to you, our guests, is to provide a high level of satisfaction through attention to details, high quality amenities and outstanding customer service. Please read on to discover what a special place our Ainamalu home truly is.DISCLAIMER** Please keep in...
Makahuena 1202. Partial Ocean View, 2 bed, 2 bath with AC. Poipu.
Located on the southern most point of Kauai, right between Poipu Beach State Park and Shipwreck Beach. Partial ocean view. Nicely remodeled 2 bedroom, 2 bath condo with Lanai. Master bedroom has a king bed, 2nd bedroom has 2 twin beds that can be moved together for a...
Magic Sands Retreat: Remodeled Cottage,Walk to Beach, Incredible Location,AC!
The Magic Sands Retreat is a quaint 3 bedroom/2 bath cottage just around the corner from the famed Magic Sands Beach and the Ali'i Drive beach corridor. Just a 10 minute walk to the most popular beach in Kona! This upgraded home shows attention to detail with an artists...