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.
Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona
Royal Sea Cliff Resort, Kailua Kona, HawaiiAn architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of local fisherman, cruise ships, whales and dolphins, surfers, and...
Hanalei Bay Villas 19, mountain & distant bay views!
Hanalei Bay Villa 19 in Princeville, Kauai has beautiful mountain and distant Hanalei Bay views on the North Shore of Kauai Hawaii, the most beautiful, magical place on earth! This Kauai home is a free-standing pole house with over 30 windows, vaulted ceilings and two...
Most Popular Whaler #370, 1Bd/2Bath Condo with Ocean Views
The Whaler on Kaanapali Beach #370 has quickly become a guest favorite! A super cute 1-bedroom/2-bath condo with lovely ocean and garden views that overlooks the beautifully manicured courtyard and waterfall. The spacious lanai even offers views of the island Molokai...
GREAT LOCATION, SPACIOUS DIRECT OCEANFRONT 2 BEDROOM CONDO
GREAT WEST MAUI LOCATION WITH AMAZING OCEANFRONT VIEWS!ABOUT THE CONDO...This direct oceanfront 2 bedroom and 2 bath condo provides spectacular ocean views from the master bedroom as well as the living space. Centrally located in West Maui, makes this an ideal location...
Junior Suite Oceanfront #703
Our Junior Suite 703 is spacious and well-appointed with a Queen (Murphy) bed and seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equipped with all the modern conveniences....
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & la
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an oceanfront cliff side and all accommodations have unobstructed oceanfront views. It is also just a short walk from Poipu Beach...
Modern 2BR w/Diamond Head view, beach, FREE parking, king bed, pool, gym,& more!
Two bedroom condo with beautiful Diamond Head view in the heart of Waikiki, with full kitchen, living room, and balcony(lanai). Bedroom one features king bed, and small desk/workspace. Bedroom two features two twin beds. Sofa pulls out into a bed in the living room....
Extraordinary Molokini Views, Spectacular Renovation, New Split AC, Ocean Views!
Wailea Ekolu 102 is a bright and airy corner unit showcases spectacular, unobstructed forever ocean views that take in the sunken volcanic crescent of Molokini, with uninhabited Kahoolawe (Ka Ho O La Vey), smallest of the eight main volcanic islands. Enjoy sweeping blue...
Lu'uwai's at Makena Landing: Makena Oceanfront 4 BR Home
Aloha and welcome to our exceptional oceanfront Maui vacation rental home, Lu'uwai's at Makena Landing. We pride ourselves on offering an exceptional vacation rental experience. Whether you're planning a family getaway or a romantic retreat, we have something perfect...
Golf Villa! Sweeping Ocean Sunset Views!
Summary:Come see for yourself why Kapalua Bay was named "Best Beach in the World" by Conde Nast magazine. Located on the Northwest tip of Maui, this tropical paradise has something for everyone.The Space:This renovated 2,300 square foot, 3-bedroom residence is located...
Downtown Kona. 250 feet from your toes in the water with an unobstructed view!
Beautiful studio condo with legitimate ocean view from the nice lanai. Look across a green area right out to the ocean. There will be sunset views from your private lanai. Great use of space in this unit, with a queen size bed, full refrigerator, desk and chair for...
Prime Location, Unit H-102, Oceanfront next to pool.
Mauna Lani Terrace H 102 has it all.... it is the closest middle unit to the ocean, with ocean views from every room. Direct access across the lawn to the warm pool, spa, sauna, BBQ and entertainment area is perfect for children and families.The Villa has 9'6' high...
HoAloha-Few Steps to Hanalei Beach + AC & Hot tub
HoAloha is the perfect family home. Just a few steps to Hanalei Bay. Fully remodeled with luxurious natural finishes. The breezy beach house theme continues indoor outdoor with large windows and neutral hues. The house is tucked away in a safe peaceful cul-de-sac in the...
2 Bedroom 2 Baths at Golf VIllas M-2
Summary:Escape to paradise at our ground-floor villa in Mauna Lani! Enjoy stunning golf course views, easy access to the beach, and the convenience of nearby shops and restaurants. This luxurious condominium offers comfort and a prime location for an unforgettable...
Top Floor! Maui Banyan Upscale Remodeled Studio, King Bed, Steps To Beach/Shops
The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This affordable one-room studio efficiency unit with king bed is a tropical retreat that has been stylishly remodeled with granite counters and walk-in shower. The unit is equipped with a...
Family Fave w/Loft Bedroom – Kamaole Sands 8407
Placing a premium on privacy, this air-conditioned 1,102sf condo features a loft that’s perfect for families. Enjoy Haleakala views from the lanai while savoring meals prepped in the full kitchen. Other features include WiFi, ceiling fans and cable TV. Sleeps 6 in 1...
SPECIAL 350 SUMMER RATES!! Stunning Ocean View 2BR/2BA condo across KAM3 Beach!!
Come enjoy our beautifully furnished two bedroom, two bath luxury condo located in the Maui Kamaole complex; Kihei's finest luxury resort property. Nestled in the center of the sunny South Maui coast, Maui Kamaole is located across the street from famed Kamaole III...
True oceanfront, ground-floor condo with 180-degree view, pool & lanai
Kona Riviera Villa #101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A spectacular oceanfront setting awaits at this ground-level condo in Kailua-Kona, where it feels as though the...
Beautiful 1bd ocean view condo, many upgrades
Papakea G207 is a 1-bedroom, 1-bathroom condo on the second floor and can accommodate up to 4 guests. Unwind in the comfortable living room with a sofa that converts into a queen-size sleeper with new mattress. Stay cool with a new window air conditioner in the living...
MK 308 OceanFront Condo w AC Pool
Maui Kai 308 Breathtaking OceanFront Sunsets at Maui Kai in Kaanapali FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay:* Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple...
Kaha Lani Oceanfront Resort #129 - Beautiful and Private 2 Bed & 2 Bath Condo
Kaha Lani Unit 129 is a beautiful ocean view home away from home. The spectacular Pacific Ocean is steps away - you will hear the sound of the waves and feel the trade winds blowing through your hair. Kaha Lani means 'heavenly place'. As you approach the Kaha Lani you...
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our recently remodeled two-bedroom Poipu condo here (Makahuena 1309) has a fantastic view of the ocean and pool. The layout is ideal for up to 6...
Kaanapali Shores 903 50%Off Last Minute May Deals at Spacious OceanFront Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 903, a freshly updated 2-bedroom, 2-bath penthouse perched on the top floor of vibrant Kaanapali Shores...
🏖️Great location | AC & WIFI | Concierge Included! | vrKCV
vrKCV - Kona Makai 4202, Professionally Managed by Kona Coast Vacations.Welcome to Your Tropical Getaway!Enjoy the peaceful ambiance of this beautifully appointed second-floor condo, where you can relax on your private lanai overlooking lush tropical gardens with ocean...
Garden-Beach-Gym-Pool-Turtles on Poipu Beach #228
Experience the best of Kauai in sunny Poipu at Kiahuna Beach! This condo in Building 35 features an updated kitchen and beautiful garden views. Relax in lush resort grounds just 25 minutes from the airport and close to Waimea Canyon and Napali Coast tours. Enjoy...
Kona Plaza#217 Amazing Location. In Heart of Kona town. Ac & Elevators!
Don’t miss this fabulously updated Kona Plaza vacation rental. Condo #217 is a wonderful unit! Its amazing location right in the heart of Historic Kailua Kona Town makes this condo by far one of the most desirable condos around. This vibrant and colorful, 1 bedroom, 1...
Kona Plaza#203 2nd Floor Ocean View In Heart of Kona Town AC & Elevators
Knutson & Associates Property Management is proud to be representing Kona Plaza#203. Best location in the development! Highly desirable west facing with ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in the immediate walking...
Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views
Kona Blue is an expansive oceanfront retreat in Kailua-Kona where sweeping Pacific views, modern comfort, and thoughtful details create a truly memorable Hawaiian escape. With 4,526 square feet of living space, this four-bedroom plus common sleeping area, 3.5-bath home...
Aloha Condos, Nohonani Condos and Resort, Condo 206, Beachfront
Direct beachfront location with views of Molokai, Lanai and the Pailolo Channel Oceanfront swimming poolSpectacular location to view sea turtles - both in the water and on the beach. View humpback whales in winter breaching in the Pailolo Channel.Spectacular sunsets &...
Beautiful Condo with High End Amenities Throughout & A/C in ALL Rooms
SPLIT AIR CONDITIONING SYSTEM WHICH OFFERS A/C IN THE BEDROOMS AS WELL AS THE LIVING ROOM AND KITCHEN, The unit looks amazing! The 2 bedrooms each have queen beds and we've spared no expense to make sure our guests feel at home. The master bedroom has its own flat...
Beach Front w/Lanai, WiFi, Cable, Fans–Kiahuna 2194
Kiahuna Plantation - Unit 2194: Soaring ceilings, stunning ocean views, and a spacious, open-concept design highlight this dreamy 880-square-foot one-bedroom/one-bathroom vacation suite. Decorated with warm tropical color tones, tasteful artwork, and artisan...
Breathtaking, FRONT ROW seat to the azure Pacific
Maui's best kept oceanfront secret, this adorable one bedroom, one bathroom unit is sure to please! Bluish hues throughout the condo bring an instant calming effect as you enjoy the comforts of home. This condo is breezy and relaxing. Your fully equipped, upgraded and...
Hawaiian plantation-style home - fenced yard, ideal for families.
On Kauai's north shore in the charming town of Hanalei, this Hawaiian plantation-style home is very comfortable and has a fenced yard that is ideal for families. Its location across the street from a beach access path makes it a very short walk to the beach at...
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean Views
Situated in the exclusive Kukui'ula neighborhood on Kauai's sun-drenched south side, this exceptional Koloa vacation rental home creates the ideal setting for your group to experience indoor-outdoor island living. Hale Mahina Hou boasts a private pool and hot tub, views...
KBM Resorts | FREE CAR | Honua Kai Konea | 2-Bedroom Condo with Huge Lanai, Easy Pool & Beach Access! HKK-113
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Shores at Waikoloa Unit 201: 1 Br condo in the Sandalwood Tower, with AC
Are you a traveler looking to relax? The Big Island lifestyle is for more leisurely than the neighboring Islands of Oahu and Maui. Whether looking to relax by the outdoor pool or take in a round of golf, this resort has everything you need for a relaxing Hawaiian...
Across The Street From The Best White Sand Beach In The Area!
This upgraded condo is the largest in the complex with a wrap around lanai with a beautiful garden/Mountain View with 3 sliders going out to the lanai from the dining room, living room and master bedroom. Recently upgraded with granite countertops in the kitchen and...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Ko Olina Beach Villas 706: 2BR Villa w/ Panoramic Ocean View
Ko Olina Beach Villas B706 by Gather invites you to experience refined beachfront living in the prestigious Ko Olina Resort Beach Tower. Perched on the seventh floor, this two-bedroom, two-bathroom villa spans 1,500 square feet of elegant indoor-outdoor living and...
Ocean View Poipu Beach Condo (A/C) 804
Commanding View of the Sunny Poipu Oceanscape, where luxury & lush surroundings await you at our Poipu Beach Condo!Spectacular Ocean View, 2-story, non-smoking condominium, has over 1200 interior sq. ft. as well as 3 private lanais. It's perfect for one family, or 2...
Mana Kai 404, Beautifully Renovated, Unbelievable Ocean View
This Beautiful, renovated Beachfront Condo on the fourth floor of the Mana Kai building has breath-taking unobstructed ocean views, and southerly views extending for miles down the Wailea coastline. It has all the amenities anyone needs for extended stays and yes, it is...
Tastefully upgraded. One of the only resort units with a full size laundry team.
Enjoy your home away from home in our consistently updated unit at the Maui Hill Resort, located in Kihei. A quick walk to beach and a short drive to either Wailea or the amenities of Kihei. Very spacious, our unit has many updated features, including an expansive lanai...
Fabulous Ocean Views : Whales : Dolphins : Big Island Fun!
Check back soon for photos of newly renovated pool and pool area (January 2022 completion)New photos also coming for Master Bedroom (King Bed) and other amenities.Holualoa Bay Villas offers something special, a small 14-unit complex with lots of amenities. From the...
Shady Palms ~ 2 BR ~ Lunapule Condo ~Walking distance to town
Summary:Shady Palms offers a fantastic location and excellent value, just under a mile's walk from restaurants and shops. This ground-floor, 2 -bedroom unit features a private lanai, charming island decor, air conditioning, a well-stocked kitchen, and a convenient...
Watch sunsets from this Oceanfront Condo beside the beach!!
Beautiful unobstructed view of the ocean and Kamaole I Beach! Watch whales, turtles and the sunset every day on the lanai with your favorite beverages and pupus (appetizers). Calving whales and the graceful Hihimanu (Hawaiian spotted eagle) rays have also been observed...
2 king bed, 2 bath in-suite washer & dryer. Amazing view!
This professionally decorated two-king-bed, two-bath condo is everything you could hope for and more in a vacation retreat. Recent renovations completed kitchen upgrades in 2020. The last two years also saw the addition of new furniture and finishes. The oceanfront...
Hale Aina ~ Home of the Land
Welcome to Hale Luana ~ The House of Comfort and Ease, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming vacation rental offers a perfect blend of comfort, luxury, and convenience, making it an ideal getaway for families and couples alike. Step...
Luxurious 2BR Beachfront Waipouli Resort, AC, Wifi, Steps to Beach
Waipouli Beach Resort #B301, Named Hawaii's #1 Resort** Waipouli, Kaua'i , East Shore of Kaua'i. Accommodates up to 5 guests, including children and infants.Conveniently located on the Coconut Coast, Wailua, walk to shops, restaurants, beaches and more! This central...
Luxurious Maui Living at Palms 203
Experience luxurious Maui living at its finest in this exquisitely remodeled 2-bedroom, 2-bathroom condo at the prestigious Palms at Wailea. This stunning vacation retreat seamlessly blends modern, chic design with island comfort, featuring a bright, open-concept living...
Unobstructed Diamond Head and Ocean Views!
Waikiki Banyan #3511-T1 – 201 Ohua Ave.Unobstructed panoramic views of Diamond Head, the Pacific Ocean, and the Gold Coast from this 35th floor unit! Modern and contemporary, this air-conditioned condo has tasteful Hawaiian touches, 533 sq.ft. plus lanai with table...