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.
Amazing views of Diamond Head, Waikiki Beach, and the Pacific Ocean!
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No expense was spared in this condo's remodel. Bold granite highlights the custom cabinetry and stainless appliances. Designer...
Turtle Bay Villa 310: Beachfront with Shared Pool, Spa & AC
Set within the 850-acre oceanfront community of Turtle Bay, Turtle Bay Villas 310 offers an elevated third-floor retreat where lush tropical views and resort-style comfort meet. This 1,538-square-foot villa accommodates up to eight guests across three beautifully...
Maui Eldorado F202- Ocean views from the Bedroom, Living room and Kitchen!
This spacious one-bedroom maui eldorado resort condominium offers comfortable non-smoking accommodation for up to 6 guests. The air-conditioned, 2nd floor (top floor), condominium has ocean views from almost every location inside. It is decorated to be warm and...
Wailea Luxury Beachfront Resort #904
The Palms in Wailea will allow you to 'live like the locals'. #904 is in one of the quietest corners of the community with garden, mountain and ocean views. The Palms community is an easy walk to the beach, shops, golf course and tennis courts. Walk along the ocean to...
Gingerbread House-Less than a mile from Paia town and all North Shore beaches
This unique and romantic two story, one bedroom house is nestled in a mango tree. The house is an A-frame structure with high ceilings and skylights making it bright and airy. It is located less than a mile from the bohemian town of Paia and ALL of the North Shore...
Upgraded 11th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Offering an unsurpassed location in the heart of Kaanapali, the Whaler provides the perfect setting for experiencing all that the world-famous beach has to offer, and suite 1101 enjoys one of the absolute best locations of any one-bedroom on the entire property....
Large 1 Bdrm plus Den-Cold AC-Resort Pools-Most Desired-Ocean views-Sleeps 6
Welcome to Konea 506, a luxurious one-bedroom plus den vacation rental at Honua Kai Resort and Spa on Maui’s Kaanapali Beach. Managed by Jill and her team at Hula Hideaway, this 5th-floor unit offers stunning views of the coastline, mountains, and greenbelt. It sleeps...
Kauai Pono Kai Resort BR/1BA Vacation Condo
GARDEN VIEW CONDO JUST STEPS FROM THE OCEAN!!!This beautiful Pono Kai Condo Building H is steps from the ocean and the beach!! With a full kitchen, dining area, living room, private patio, pool, hot tub, tennis, exercise room, volleyball, BBQ grills, WiFi included,...
Waipouli Beach Resort VIP Ocean Front Penthouse Villa! AC Pool
Your Dream Vacation in Paradise! Royal Beachfront Penthouse Villa an exquisite Ocean Front Villa, our Newest Listing! Located in Oceanfront A Building, the most desired building at Waipouli Beach Resort on Beautiful Kauai. This Beachfront/Oceanfront Penthouse Villa...
🏖️Serene Location | Excellent Resort Amenities | Concierge Included
vrKVR - Halii Kai 20F, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 20F, a stunning two-level, three-bedroom, three-bathroom condo located in one of the most prestigious gated communities within the world-famous Waikoloa Beach Resort. Offering...
Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Air Conditioned, Cozy, and Full of Aloha!Nestled in the cozy and quiet Hale Moi complex in Princeville, our spacious Studio suite condo is perfect to serve as your home base as you explore the awe-inspiring beauty of the North Shore (and beyond) of Kauai. The condo is...
Beautiful 3 bedroom condo in the heart of Waikoloa
A condo owned by a locally born owner who loves the islands and sharing the magic with visitors from around the world. This property has just been renovated in April 2022 and has a fresh new feel to it.
Hapuna Beach Residence B24 at Mauna Kea Resort
This island contemporary, oceanfront, newly-constructed, second level studio offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a gourmet kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and...
"Escape to Kauai" Oceanview at the Islander on the Beach 359
Escape to Kauai – Ocean View Studio at Islander on the Beach 359Welcome to Escape to Kauai, a top-floor ocean view studio at Islander on the Beach where you'll experience the charm of Old Hawaii with the comforts of modern living. With sweeping ocean vistas, vibrant...
First floor-Walk to pool, BBQ and hot tub. Golf course frontage. Paradise
Our condo is a piece of paradise. Private and comfortable ground floor unit with no stairs. Completely remodeled and offers high speed WiFi and a 50" Sony Smart TV for entertainment. Everything you need from the beach chairs and boggy boards to a wet bar on the lanai to...
Luxurious Condo - Wonderful Ocean Views - in the Heart of Kailua-Kona
Relax and pamper yourself in this well-appointed condo with wonderful ocean views. This is NOT your average vacation rental! Granite counters and tiled floors throughout, a super-comfortable king sized bed, and stocked with many amenities to make it feel more like your...
Oceanview, walking distance to beaches & Golf! Kapalua Bay Villa #25G4 - Quam Properties Hawaii
Kapalua Bay Villa 25G4 is your invitation to unwind, explore, and savor the best of Maui's iconic coastline.Welcome to Kapalua Bay Villa 25G4 — a peaceful, ground-level retreat where island elegance meets coastal serenity. This beautifully appointed one-bedroom,...
1 Bdm/2 Bth Near Oasis Pool! UP TO 15% OFF FOR SPRING/SUMMER BKNGS!
********************************************************************Health and Safety Updates: CDC hospitality cleaning by our professional cleaning staff,.********************************************************************* If you are looking for a condo rental that...
Westin Ka'anapali Maui - Summer Special - Only 700 per night in July 2025
SPECIFIC AVAILABILITY for our Two-Bedroom Luxury Villas includes prime Summer weeks in 2025 and 2026. The Resort is directly on beautiful Ka'anapali beach. Other dates are available on request. Please note that there is no availability for the Christmas - New Year's...
2 Bedroom on Kaanapali Beach - Papakea Resort L407
Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest bedroom with a queen...
Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views
Immerse yourself in the epitome of luxury at Ko Olina Beach Villas O1004 by Gather, a stunning two-bedroom, two-bathroom penthouse perched on the tenth floor of the Ocean Tower. Designed for up to four guests, this villa offers panoramic views of the ocean, golf course,...
Kahana Villa 2 bed 2 bath ocean view condo, steps from the beach
Welcome to our slice of heaven located near Kahana Beach, a calm sandy beach great for swimming and relaxing. Our family friendly condo is modest and affordably priced so guests can experience the beauty of the island.Kahana Villa is located between the resort areas of...
Kauai Love-Family Home 4B/2.5B, A/C, Greenbelt Access to 2 Beaches!
Welcome to Kauai Love—a bright, open-concept 4-bedroom, 2.5-bathroom home located on the scenic Poipu Kai Greenbelt. With room for up to 8 guests, this home is perfect for multi-generational families or groups of friends looking to relax, explore, and enjoy the best...
BEACHFRONT MAUI KIHEI HOUSE
Welcome to the beach! We open our home to you, your family and friends. This home and property was originally built as a family, beachfront vacation home and our intent is to share this wonderful home for years to come. This home has 4 bedrooms and 2-1/2 baths and air...
Alii Kai 2-101, Enjoy relaxing on the lanai, views of distant mountain vistas
A completely renovated (in 2023) ground floor unit with a lot of open grassy area and privacy. It feels like your own back yard. This is a 2 bedroom, 2 bath corner unit. The trade winds flow right through the home. Kitchen, bathrooms, windows and much more have all been...
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
This beautifully remodeled ground level, 1 bedroom 2 full bathroom condo, features all new stainless steel appliances, air condition throughout, king size memory foam bed, 60 inch and 55 inch 4K flat screen TVs with Bluetooth Sound Bar/Subwoofer, queen size memory foam...
Honua Kai Hokulani 934, Renovated, AC, Large Lanai, No Carpet, Amazing Views!
Located beach front at North Kaanapali Beach, Honua Kai 934 is the newest and most luxurious vacation resort in West Maui. The concept is a hybrid of a luxury hotel with oversized, private condo living, and this amazing corner-end 9th floor unit showcases one of the...
🏖️Ocean View | No Stairs! | Washer/Dryer in Unit | Top Floor | vrKCV
vrKCV - Casa de Emdeko 304, Professionally Managed by Kona Coast VacationsWelcome to Casa de Emdeko #304, your perfect Hawaiian getaway! This top-floor, one-bedroom condo features a comfortable king bed and includes ocean views from the lanai. With no stairs to...
Ground Floor - Ocean Front Condo Maui Sunset- Modern Furnishings
Maui Sunset 1032 S Kihei Rd - unit B109; Full kitchen and both bathrooms remodeled making the unit modern and sleek. The unit has 1 King bed in master bedroom, 1 queen sofa bed,1 murphy (single)bed in main living area. Beautiful, spotless premium condo that has it all!...
Brand New Oceanfront Home - Enjoy Fabulous Sunsets & Whale Watching!
Enjoy the raw beauty of the Big Island from the luxury of Sunsets and Whales at Kohala Waterfront - a newly built four bedroom residence located above one of the most active whale coves in Hawaii, offering wintertime visitors front-row seats to leaping humpback whales....
Ocean & Sunset Views, FREE Parking & Washlet!
Waikiki Shore #1304 – 2161 Kalia Rd.How does it get better than being able to enjoy endless ocean and sunset views from your own private lanai? Come and stay in this high floor air-conditioned, ocean-view studio (360-sqft interior plus 61-sqft lanai with table/chairs)...
Paradise Perfected! Relax with Private Pool and Golf Course views.
When thoughtful design meets every expectation effortlessly, the vacationer encounters their Paradise. When the fine-tuning of taste, vision, and elegant artistry harmonizes into a chord of calm, the guest melts into their surroundings. This is why the love of discovery...
BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...
Mountain and Waterfall Views
Welcome to your beautiful home away from home, Hale Iolani. Centrally located on the North Shore of Kauai in the pristine community of Princeville, here you will find your own slice of paradise surrounded by colorful, tropical foliage with impressive mountain and...
Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor
Our property IS NOT impacted by the recent news of potentially prohibiting Short Term Rentals (STR) in Maui. Ma'alaea Surf is zoned as a hotel property so is therefore exempt from any of the potential STR regulations being proposed by the County.Ma'alaea Surf, Unit D09...
Hilton Pool Pass for stays in thru June 2025. Golf Discounts. Waikoloa Beach Vil
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas L22Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedHilton Pool Pass: Valid for stays now through December 31,...
Queen's Bath Point: Princeville Ocean Bluff Home with Pool
Escape to your own slice of paradise in our fully renovated Princeville retreat! Be among the privileged first guests to experience the sheer luxury and comfort of this stunning home sitting atop the cliffs above Queen’s Bath. This 5 bedroom, 5 bath features 4...
Oceanfront Gated Estate Retreat - Banyan Tree B&B Suite w/ Horses-Beach 10m Walk
Aloha and welcome to our Hawaiian Celebration, our Ho'olaule'a. Hale Laule'a at Opihi Point is a +l$10+M, one-of-a-kind, World Class, 5-acre private, Estate Retreat sitting on the cliff edge of the Pacific Ocean with an unmatched view of the Hamakua Coast. Hale Laule'a...
AMAZING NEW 2 BR OV GOLF FRONT CONDO A111
Maui Eldorado Unit A111, a fully remodeled 2 bedroom 2 bathroom with new appliances and furnishings and 3 king beds plus sleeper sofa, located on Kaanapali Golf Course front with ocean views! Be one of the first guests to make memories in this new modern and spacious...
Na Hoku; upstairs oceanfront unit just steps to town and Hanalei Bay beach!
Na Hoku is the upstairs of a beach house duplex. There are two bedrooms, one bath, a kitchen, dining area and living room (Standard Occupancy is 4*). There is a good sized covered lanai and great ocean views from the living room and the lanai. Just walk down the stairs...
Makaha Sunset Retreat
This 5th floor beachside corner apartment offers 180 degree view of the ocean and the fantastic waves of world renown Makaha beach rich with ocean life. Enjoy the view from a wrap around lanai or from the queen sized bed. A full sized pull out bed in the living room...
White Sands Village 315 - Top Floor - Ocean Views
Hello ocean views! You can watch the sun sink into the ocean every night from your private lanai off this inviting top-floor condo. From this vantage point, you’ll get spectacular views of the sunsets and be able to hear the crashing of the waves on the beach below....
Aloha Awaits at the Southern Belle of Miloli'i
Create your own private paradise away from the hustle and bustle! Enjoy 180 degree ocean views and the comforts of a luxurious home all to yourself! Experience the scenic adventurous road first paved by Elvis to quaint Miloli’i, where the sun meets the sea! Enjoy the...
Lovely home with hot tub near Volcano National Park
Hale Ma‘ukele is a large, well decorated home located near the heart of Volcano Village and 1 mile from Volcano National Park. It has 2.5 baths, 3 bedrooms, 4 beds, a large living area, and a 4 person hot tub. We have a fully equipped kitchen, washer and dryer, hot...
Kona Makai 1-204: BEAUTIFUL spacious condo with OCEAN VIEWS! REMODELED
This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous Kona sunsets from your private lanai.The well appointed kitchen is fully equipped to comfortably prepare meals/drinks and the spacious living room is perfect for...
Holiday Sale! Turtle Bay Villas 205/206 by Gather w/ Shared Pool, Spa, AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience the ultimate Hawaiian getaway at the Ocean Villas at Turtle Bay. This spacious four-bedroom lockout consists of...
Luxury 2-Bed/2-Bath Corner Waikiki Shore Condo w/ Ocean Views! FREE Parking!
Waikiki Shore #918 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach! This beautiful Balinese-inspired beachfront condo (renovated 2014) is sure to be your new favorite vacation...
Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four
Lovely, Kihei Maui condo, just steps from the sand. Ocean side of road, one bedroom, two bath condo. Enjoy the ocean view from the lanai of this 4th floor condo and all the amenities of the highly acclaimed Maui Sunset resort, including swimming pool, hot tub, gas BBQ...
🏖️Concierge Included | Ground Floor with AC | Walking Distance to Restaurants | vrKCV
vrKCV - Waikoloa Beach Villas L3, Professionally managed by Kona Coast VacationsWelcome to Waikoloa Beach Villas – Your Hawaiian Paradise Awaits!This beautifully appointed ground-floor 2-bedroom, 2-bathroom villa offers a serene escape with sweeping golf course views...
RENOVATED PROPERTY!! Book now! E101
Beautiful Garden Hawaiian Condo on the Kona Coast - New Rates!!!!Find Paradise at the Vista Waikoloa! Experience the beauty and interest of the Kohala Coast of the Big Island in this lovely traditional Hawaiian condominium. This spacious ground floor condo (newly...