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.
Our family Maui Condo..A home away from home.
Our 2 bedroom – 2 bath condo is just across the street from two of Maui’s best south shore beaches (Charley Young and Kamaole 1). Charley Young beach has awesome volcanic rock formations, and there are restrooms and lifeguards stationed just down the beach at...
Lae Nani 423, Stunning Oceanfront View, Newly Remodeled In Tasteful Island Decor
Our ocean front condo has been recently remodeled with all new furniture, kitchen appliances & countertops, Smart TV, window coverings and a new comfy king size bed. From inside our unit and from our lanai, we have a wonderful view of the ocean and the beach area, and...
Contemporary condo with coastal decor
Maui Vista 2414 is a 2-bedroom, 2-bathroom condo offering partial ocean views and air-conditioning. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a Queen-sized bed in the master bedroom, a King-sized bed in the guest bedroom, and...
2 Bed Townhome - Nihilani at Princeville Resort
DISCLOSURE 8/29/25: The Nihilani spa is currently inoperable and we do not have an estimated date for repairs to be complete. More information will be provided as it becomes available.The award winning Nihilani at Princeville Resort is a spectacular newer condo...
The Special Occasion Suite
The DREAM VACATION awaits You in this RICHLY DESIGNED Ground Floor Suite...ELEGANTLY APPOINTED with Travertine Floors and DETAILED to Perfection. The Spacious Floor Plan includes a Private Patio and Expansive Tropical Garden Courtyard. The Fully Equipped Kitchen is a...
KLVR welcomes you to Honua Kai Luana 11A Oceanfront Resort Resort and POOL view
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful garden level Luana Villa at the Honua Kai Resort. This luxurious villa is located within a private garden enclave at the spectacular, beach front, Honua Kai resort. This villa boasts 2047 sq. ft. of...
Kona Kai Hale – Oceanfront Elegance in Kailua-Kona
Welcome to "Kona Kai Hale" – a breathtaking oceanfront sanctuary where the serenity of the Hawaiian coast meets sophisticated, modern living. Nestled in a private, secure, gated community near the historic Kona Village, this remarkable home offers both a tranquil...
NEW - Paddler's Inn 3BR Hilo
Welcome to the Paddler`s Inn! Fully furnished and Brand New Equipped with everything you need to have a great stay in Hilo Town! This is a 3BR home with an office which allows you to sleep comfortable and get all your work done as well. Kitchen and Bathroom are brand...
Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach
Immerse in Maui Kamaole's quiet corner condo, graced with stunning West Maui Mountain views. This peaceful retreat offers A/C, an in-unit washer/dryer, a fully stocked kitchen, and beach gear. Relish the sunrise and sunset, accompanied by birdsong from three lanais. The...
POIPU OCEAN-FRONT CONDO, CAR avail, SUN, SURF, FISH, SNORKEL, COLD A/C!
Free Parking - 2 Elevators - No Resort Fees - Free Wifi Rental car available, at an extra charge, for guest use!Along with great location, you also enjoy a full East view of the Ocean from your own private lanai! You can get a glimpse of whales, turtles and other ocean...
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
This ground-floor, corner-unit condo is located steps from the pool area and steps from the beach! It’s shaded in the afternoon and has privacy hedges, making the lanai very enjoyable.As a larger corner unit, it features 2 closets for extra storage and a desk space...
Hale Emmalani 311, Lovely Views, A/C & Pool
***DISCLOSURE 8/25/25: Please note that Emmalani Court will be undergoing a large-scale construction project fromSeptember 02, 2025 through approximately April 01, 2027• Construction activity may occur Monday–Friday, between 8:00am–5:00pm.• Guests may experience...
Air Conditioned Beautiful and spacious 3 Bedroom Condo on Kauai's North Shore
Nihilani 18B is in a lovely plantation style 2 story town-home located in a private and tranquil environment. This convenient Princeville location is walking distance to the golf course, and near beaches, tennis courts, walking paths, shops, and restaurants. This...
Sapphire Lotus~Ocean Front~A/C~Pool~BBQ
Absolutely captivating from the moment you step inside... the Ocean View is undeniably impressive from this edge of the Ocean Bluff location. After being taken aback by the view your attention will settle on the fine details inside this modern, high-end, gem. From the...
Nihi Kai #602 - Beautiful Garden View; Just Minutes to the Beach!
Welcome back to paradise!!Rates shown in Sept and Oct reflect the 20% discount.This beautiful 2-bedroom 2-bath home is located at Nihi Kai Villas, one of the nicest resorts on Kauai's south shore. Beautifully decorated, immaculately maintained, and offering one of the...
Alii Drive Kailua-Kona's Best Location!
Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...
Welcome to our small piece of paradise on the island of Maui!
Welcome to our Maui condo at the Shores of Maui, a small, low-rise (fifty unit) condominium complex with spectacular direct ocean views of South Maui’s best surfing beach, Cove Park Beach and Molokini Crater, a popular snorkeling and diving destination. Just steps...
Spectacular OceanFront Menehune Shores 412
Hawaii Life Vacations presents a stunning new addition to our Hotel Collection. This oceanfront 1 bd / 1 ba condo was recently remodeled and offers a private lanai overlooking the beach just steps away.Take a dip in the heated pool, or enjoy long walks and a swim at the...
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a quiet street in the beautiful Kiahuna Golf Village, close to beaches restaurants and shopping. This 3700 square foot...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
Hali'i Kai, large 2-story condo, sleeps 8, Coconut Grove.
Aloha and welcome to our stunning 2-Story Retreat: Upgraded townhome with Breathtaking Mauna Kea Mountain Views, Steps to Coconut Grove, Lanai Dining, and a Private Primary Bedroom with its Own Lanai! Enjoy Hali’i Kai Resorts' saltwater pool and stunning ocean...
Charming 2 Bedroom Cottage Walking Distance from Volcano Village
Kaluhe Cottage is conveniently located in the heart of Volcano Village. Secluded among the ohia trees, this two bedroom one bath home is cozy & clean. Both forest view bedrooms have comfortable queen size beds. There is an early Sunday Farmer's Market where you can get...
Maui condo: Steps to one of the nicest beaches on the island!
Beautifully updated condo with partial, panoramic Ocean View! Upstairs master bedroom has island style King bed and furniture. Kitchen was updated in 2018, including all stainless steel appliances. Master bath has walk-in tiled shower, vanity and granite top. Downstairs...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Amazing 3-Bedroom Condo with Beach Gear! HKK-449
Honua Kai villa with spa-inspired bathrooms, lanai with pool and ocean views, luxury seating, and resort pools. Maui vacation rental on Kaanapali Beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and...
Aloha Villa 204 – Stunning 4BR 3BA just 70ft to the beach with epic ocean views!
★ Luxury Oceanfront Villa at Turtle Bay – North Shore, OʻahuThe North Shore is known as “True Hawaiʻi” for its natural beauty and casual island lifestyle. Your stay includes one of the finest 4-bedroom direct ocean and beach view villas in the exclusive Ocean...
Oceanfront condo w/ private lanai, amazing views & pool access - steps to beach
Lanikai #113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire the astounding beauty of the Garden Isle at this 1445 square foot oceanfront condo in Lanikai! You'll be treated to...
Great Location and lake views! Waikoloa Fairway Villas K31
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas K31Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom : Two Twin BedsAmenities:Beach Equipment: All of our vacation rentals...
Maui Resort Rentals: Honua Kai Hokulani 728 - 7th Floor 1BR w/ Expansive West Maui Mountain Views!
Hokulani 728 is a luxurious 7th-floor one-bedroom suite that offers expansive vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
Maui Resort Rentals: Honua Kai Hokulani 551 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
Never before available for vacation rental, this Honua Kai crown jewel boasts a stunning 5th-floor oceanfront location with sweeping ocean views from Molokai to Lanai. The interior of this Honua Kai "Ali'I" residence (Hawaiian word for royalty) blends the resplendent...
Wailea Ekolu Oceanview 2B/2B ocean view, ground floor unit, corner unit
ENJOY THE BEAUTIFUL MAUI SUNSET! Sharon's spacious, 1,400 square foot Wailea Ekolu condominium is a two bedroom, two bath, ocean view unit. Located on the ground floor, it is surrounded by grass and lush island foliage. The condo accommodates four people comfortably....
Spacious ocean-view getaway steps to coast with private hot tub, WiFi, patio
Mele KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting over 2,300 square feet of living space, and panoramic ocean views throughout, an idyllic island retreat await at Mele...
Fabulous updated 3 bedroom vacation home with shared pool and tennis court.
Ramatici Ohana Hale is a spacious three-bedroom custom home with panoramic views of the mountains, waterfalls and distant Hanalei Bay. Located on 1/3 acre in the serene and exclusive Sunset Drive neighborhood of Princeville, the home is adjacent to the community’s...
Kaloli Sunrise by the Sea - private pool, lanais, and home!
Kaloli Sunrise by the Sea sits just across the road from the big blue Pacific Ocean in a charming neighborhood on Hawaii's Big Island. Enjoy the wrap around, upper lanai with views of tropical landscaping and our private swimming pool. Dip into the pool anytime and cool...
++BEACHFRONT RESORT++OCEAN VIEW STUDIO A-517++CENTRAL A/C++FULLY EQUIPPED++
Ka'anapali's finest beachfront setting, 1/2 mile north of Black Rock. A prime location near shopping and activities. Our fully equipped, ocean view studio condo, A-517 is located on the 5th floor of the Aloha Tower, and is accessible by elevator. Thermostatically...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Spacious 2-Bedroom Condo, Recently Remodeled! HKK-445
Breathtaking ocean view suite in Konea Tower featuring a spacious lanai and elegant interiors-overlooking lush pools and perfect for whale watching, relaxation, and luxurious island living.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Kauai Exclusive - Pili Mai 14F - Two Bedroom Suite - AC, Pool & Fitness Center
Brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain views and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The sparkling new Pili Mai Resort is an...
Hunter Hales HOKU cottage Maui Perfect Getaway!
Hunter Hales “HOKU” is one of two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. This listing is for “HOKU”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style...
Apartment in town-walking distance to everything
Newly remodeled one bedroom unit in the village. 5 minute walk to start of Ironman, beach, shopping and restaurants. Centrally located, great a/c. Perfect place to spend some time while on the Big Island.
MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.
A PRIVATE ESTATE where you will experience Comfort, Ease, Quality, Carefree, Private, Relaxing, Heaven on Earth. Our permit number is BBKM 2014/0004.We believe in the Malama Hawaii program where visitors are respected as Ohana "family" and they in turn respect the aina...
Hale `A`ohe ~ The House of Ease
Cozy Ground-Floor Studio at Ku'ilima Estates East – Short Distance to The Ritz-Carlton at Turtle BayRelax and unwind in this charming ground-floor studio at Ku'ilima Estates East, nestled within the beautiful grounds of Turtle Bay Resort on Oahu’s famous North...
Wade Home, spacious & just steps from the beach
This spacious, 3200-square foot home is just steps from the beach . . .Private hot tub and 650 square feet of lanai where you can lounge and enjoy the view and gentle breezes. Exquisite, custom-designed home with wonderful ocean views from nearly every room. The...
The Whaler -- the Best - 5 Star -- Look No Further -- Unit 312
Wake up to stunning ocean views from your private lanai at The Whaler on Kaanapali Beach. This updated 1BR/2BA condo is just steps from the beach, oceanfront dining, luxury shopping, and championship golf. Whaler Unit 312 is ideally situated on the quieter, more serene...
GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II
Our condo is Top-of-the-Line! Great consideration for our Guests in mind when we remodeled and updated this unit. Ocean views from the lanai, Brand new sofa sleeper, brand new dining set, granite counter tops in kitchen, new cherry cabinets along with all new...
Sunny Hanalei home, steps from beach and town.
Just across the street from the sand, Hale Hoku is a 5 bedroom/4 bathroom beach cottage with a sunny and open floor plan. Built up on post and pier, it is as if you are residing in your own private and breezy treehouse!Three master bedrooms with king beds and ensuite...
Pristine Ocean Views! B204 Premium!
A LITTLE BIT ABOUT THIS CONDO...Lokelani B204 is a premium direct oceanfront townhouse with two spacious bedrooms, two full baths and two large lanais (balconies) that offer 180 degree water views! This quiet 1,117 square foot townhouse features a well appointed master...
Upper-floor oceanfront studio with balcony, water views & outdoor pool
Kapa'a Sands 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Imagine a vintage Hawaiian studio with one of the best views of the blue Pacific and you have Kapa’a Sands 13. This...
Spacious Poipu-Kai 2BR Condo: A/C, Pool Access, and Prime Kaua'i Location
Why you'll Love this condo:Located in coveted Poipu-Kai in the Heart of Sunny Poipu on the Southernmost tip of Kaua'i, this VERY spacious 2-bedroom 2-bath condo features all the comforts and conveniences of home plus amenities including outdoor grills, access to 3...
Frontline Ocean & Golf Course Views, Luxuriously Remodeled: Maui Eldorado J207
FALL SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31st 2025Stylish 2-Bedroom With Upgraded Finishes & Furniture ~Hosted By Maui Westside● Frontline location with breathtaking ocean and golf course views● Spacious...
Open-concept living with tropical resort views
Kihei Kai Nani 217 is a 1-bedroom, 1-bathroom condo on the 2nd floor with garden views that can accommodate up to 4 guests. Please note that this condominium does not offer an elevator. Dine al fresco on your private lanai, taking in the sights and smells of Maui with...
Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!
Kihei-recently renovated condo., 1br (very comfortable new king size bed) & flat screen TV, 1 bath, living room w Queen size sofa bed ( just updated with a new sofa sleeper mattress), flat screen TV, wireless modem & high speed Spectrum internet (free). Ceiling fans in...