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.
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Maalaea 5 star Island Sands 100 2 bed Oceanfront
A wonderful modern unit on Maalaea Bay with a beautiful ocean view. The unit was just totally renovated throughout to Five Star Quality with all new floor, bathroom, kitchen, bedroom, living room, and lanai surfaces and furniture. Pleae see the wonderful attached...
Location, Location, Location. You can't get closer to the ocean for this price
Aloha!Welcome to our ocean paradise at the Kahana Outrigger. We take great pride in our island home and want to ensure you have everything you need for a very enjoyable and comfortable holiday. Our best advertising is the feedback from our guests - please do check out...
Kauai Birdsong at Poipu Crater! Spacious and private 2/2 minutes from the beach.
Your home away from home in Poipu with 2 bedrooms. This fantastic townhome features a cozy queen bed and a luxurious king bed, perfect for a good night's sleep. With amenities like a hair dryer, washer & dryer, WiFi, and AC, you'll have everything you need for a superb...
Cozy island getaway with access to pool, hot tub, & private washer/dryer
Ke Nani Kai 149Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your own slice of paradise! Just steps away from the lanai you’ll be able to enjoy the pool, the hot tub,...
#128 Ground floor condo, easy access to best beach on Maui!
Ground floor Garden View unit, perfect for your Maui stay! Beautiful comfy couch, reclining chair and sitting chair complemented by a large entertainment center in living room. The bedroom has king size bed, with an additional new Queen hide-a-bed sofa in the living...
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Beach Lovers Dream
Sugar Beach Resort 118Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
🏖️180 degree view of the Pacific Ocean | Private Pool | Gated Community | vrKCV
vrKCV - Keauhou Estates 4, Professionally Managed by Kona Coast VacationsSunset Paradise at Keauhou EstatesWelcome to Sunset Paradise, your luxurious retreat nestled within the gated community of Keauhou Estates on the Big Island of Hawai'i. This beautifully renovated...
Wailea Ekolu Village 1406 | Gorgeous Views + Community Pool!
Welcome to Wailea Ekolu Village 1406, your serene tropical oasis nestled in the heart of Kihei, Hawaii. This stunning condo offers a tranquil retreat for up to 4 guests, with 2 bedrooms and 2 bathrooms ensuring ample space and comfort during your stay.As you arrive,...
Sensational Seaside Condo, remodeled in 2023 parking available, 1 block to beach
Our unit is located on the 9th floor and is a corner unit with a large furnished lanai's which provide you with amazing city, mountain and partial ocean views.Available to our guest we provide you with a soft queen size pillow top Serta mattress for a comfortable nights...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
KR601 - Panoramic Ocean Front - Top Floor Condo - Quiet & Relaxing!
Kealia 601 is a top-floor condo boasting breathtaking, unobstructed ocean views from the living/dining room, kitchen, and private lanai. Situated in a tranquil beachfront resort, this unit offers access to an exceptional 2.5-mile stretch of pristine white sand leading...
Steps from Beach! - Luana Kai C210
This well-maintained, original two-bedroom, two-bath condo is located in the desirable Luana Kai oceanfront complex—just steps from five miles of breathtaking Sugar Beach! Take long strolls along the shoreline, watch for whales in the winter months, or relax in the...
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
Perfect Spot to Enjoy Maui Ideal Island Retreat!
**Nohonani 201 – Your Oceanfront Paradise**Welcome to Nohonani 201, a stunning 2-bedroom, 2-bath condo on the 2nd floor, offering breathtaking ocean views from the kitchen, dining areas, living room, and master bedroom. The master bedroom, located ocean-side, features a...
Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!
This condo is situated in a quiet part of the Waikoloa Villas complex. This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo flooring, bathrooms and a beautiful kitchen! The Waikoloa Villas complex includes two pools and a BBQ area.Located in the A...
Hokulani 320 is an expansive two-bedroom partial ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains. The generous 1240 sq ft...
Unit 109 Stunning Views, Luxury, in Paradise!
A LITTLE ABOUT THIS CONDO...This exquisite condo offers the perfect blend of home-like comfort and island luxury, creating an unforgettable retreat in Maui. From the moment you step inside, you’ll be captivated by the stunning views of the lush tropical grounds and the...
EL J209 Island Getaway Kaanapali Studio w Pool AC Beach Cabana
Eldorado J209 Spacious, Air-conditioned Studio, Sleeps 4 people with Comfort and Ease Professionally managed by Maui Paradise Properties. Spacious studio with a full kitchen and large bathroom. Located at the very popular Maui Eldorado Resort in Kaanapali sleeps up to 4...
Kona Reef A12 Direct Ocean Front, Remodeled, Air Conditioning Gorgeous
**Lanai Closure for Spalling Work to be done on this unit during dates between 3/4/26 - 4/1/2026, Please Email for further info** Incredible Split Air Conditioning System installed in Bedroom & Living room in April 2023! Kona Reef is one of the most ideal resort...
Sunny Ocean-View Studio | 2 Pools & Private Lanai | Short Walk to Beach
Ilikai Hotel 1133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience fantastic oceanfront living at this bright and breezy studio, perched on the 11th floor of The Ilikai....
Beautiful Ocean and Fairway Views! Upgraded! GC164
We love our Peaceful Maui Condo and want to share it with you! Enjoy views of the mountains, ocean, and golf course from our top-floor, vaulted ceiling condo.Our condo comfortably sleeps six and has all the amenities that you need to enjoy your Hawaiian vacation - just...
Beautiful Partial Ocean View Condo with Tropical Furnishings
Hawaii Tax ID: TA-164-325-3760-01TMK: 390180030061Welcome to Maui Vista 1313, where tropical charm meets modern comfort! This 1-bedroom gem boasts a stunning ocean view and vibrant island-inspired furnishings that remind you you're in Maui, even when the...
Multi-Dwelling, Private Estate with Ocean Views and Two Hot Tubs TVNC#4284
Welcome to Kauai's magical North Shore!!! This 3 acre property with house and guest house offers pristine privacy and ocean views with a private path to a secluded beach. Kauai Vacation Hideaway also nurtures dozens of fruit trees that guests can pick from. Located just...
Ocean-Sunset Views at Ilikai Hotel Couples Getaway w/Fabulous Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — SEPTEMBER 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...
PRESTINE*CHIC*Beachy & Fully Remodeled & Oceanfront
*The MAXIMUM OCCUPANCY of this 2-bedroom unit is 6 people at all times. This includes adults, children, infants, and overnight guests. Nestled between the white sand beaches of Kamaole I and II, you'll find the serene retreat known as the Royal Mauian. Step out onto...
Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air.
Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. New mini split level A/C system keeps the unit cool. Watch the dolphins, whales (during winter season) surfers, and those magnificent...
Kailua Village 5th floor - View of Kailua Bay KV506
Kailua Village condos is located in the heart of historic Kailua-Kona Village. This condo, located on the fifth floor, is high enough to capture all of the wonderful ocean breezes and watch the gorgeous sunsets in the evening. Kailua Village Condos has a keyed elevator...
Maui Resort Rentals: Westin Kaanapali Ocean Resort 2BR Deluxe Oceanfront Villa
Enjoy this 2BR/2BA 1800 sq ft villa featuring large lanais set off the primary bedroom and a guest room with direct oceanfront views of the Pacific and the neighboring islands of Lanai and Molokai. The fully equipped gourmet kitchen features granite countertops and...
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
VIEWS... VIEWS... VIEWS... OCEAN AND WHITE SAND BEACH ALL ROOMS. THE MELODY OF SURF WAVES BREAKING ON THE SHORE ALL DAY AND NIGHT... BREATHTAKING GOLDEN SUNSETS FROM THE LANAI/PATIO AT COCKTAIL HOUR!'FREE' Unlimited Long Distance Telephone & Fax to All USA and CANADA....
Kauai Beach Villas D-9, Centrally located on beautiful Garden Isle of Kauai
Centrally located on the beautiful Garden Island of Kauai. This 2 bedroom, 2 bathroom condo sleeps 6 and has three private lanais, a full kitchen and lots of amenities. After exploring the island all day come home and relax on the lanai outside the living room or wake...
Tropical setting on the Wailea Blue Golf Course
Ekolu 1602 is a 2-bedroom, 2-bathroom condo on the second floor featuring amenities such as three private lanais, air-conditioning, and a washer/dryer. This unit comfortably accommodates up to 6 guests with a king bed in the master bedroom, a king bed in the guestroom,...
Just Reduced Value Season! 3rd Floor Unit Steps from the Beach
The best of Kihei Akahi - Quiet 3rd floor unit in the C Building with views of Mt. Haleakala, and the garden from the lanai. Walk across the street to Kamaole Beach Park II for excellent swimming, snorkeling with occasional sea turtles, or strolling the beach. There are...
With high-end natural Travertine flooring sets the scene for relaxed beachside luxe living. Vaulted Ceilings create an airy & grand feel-magnifying & diffusing sunshine & natural light. The Chef's Kitchen affords comfortable & fun entertaining with knockout Ocean views....
Oceanfront Corner Kuleana 409 Top-Floor Views, A/C, Pool, Tennis
Welcome to your tropical escape at the Kuleana Resort, the hidden jewel of West Maui. This 1-bedroom, 1-bath oceanfront corner unit is perfectly perched on the top (2nd) floor, offering uninterrupted views of the Pacific and spectacular nightly sunsets from your private...
"Ocean View Oasis: Enjoy Tranquil Coconut Tree Views Overlooking Beautiful Wailua Bay!"
"Oceanview Oasis" a beautiful ground floor at Wailua Bay View!Tropical Oceanview stylish decorated condo. The view of the ocean and swaying coconut trees will put right into vacation mode from the time you step in this condo. Sun, Surf and sand beaches await you here on...
KBM Resorts | FREE CAR | Napili Point | Oceanfront | Spacious 2-Bedroom Villa! NAP-C18
** 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...
Close to the heart of Waikiki, but away from the traffic, congestion and noise. An easy walk to all the beaches, restaurants, shops and activities that Waikiki has to offer.The short stroll to the beach will take you past the Ritz Carlton, Luxury Row and several...
Tropical getaway at the Maui Banyan! Partial Ocean View 1 bedroom, 2 bath.
Maui Banyan complex and condo are located just a short walk to the Kamaole Beach Park II. This is one of South Maui's most popular and Life Guarded Beaches.Condo is fully furnished with all the comforts of your own personal home. Also includes amenities that will make...
Convenient to downtown Kihei, across famous Charley Young Beach, 3 pool, tennis courts (MV3407)
Hawaii Tax ID: TA-212-112-3328-01TMK: 390180030265This centrally located top floor unit gives you great partial ocean views with the amenities of a home away from home. Across the street from Charley Young beach makes it great for morning walks, evening sunsets and all...
North Shore Getaway @ Turtle Bay - Kuilima Estates East
AWESOME NORTH SHORE GETAWAY @ TURTLE BAY! Short walk to ocean and safe family-friendly beach.Welcome to our air conditioned and spacious condo at Kuilima Estates East, located right at the entrance of Turtle Bay, Ritz Carlton North Shore. Our 1 bedroom condo with loft...
Wonderful Oceanfront Condo 🌊 Spectacular Views From The Lanai! 🏄♀️ Hale Kona Kai 408
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. The tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of sightseeing or relaxing; both bedroom and living...
Hotel Suite in Waikiki, near the beach
A extra twin size bed will be provided only upon booking for the 4th person.Just REMODEL BEAUTIFUL Room in Aqua Aloha Surf Waikiki Hotel. This small slice of paradise is waiting for you to book your next trip to Waikīkī. Set just steps from Hawaii's postcard-perfect...
Central Waikiki! Large lanai, close 2 beach! Fireworks! WASHLET! Sleeps 6!
Regency on Beachwalk #51 – 255 Beach WalkComfort AND Convenience! Newly decorated, fully-furnished end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sq. ft.) at the Regency on Beachwalk, right in the heart of Waikiki and steps from the...
Premium Mana Kai Maui Resort condo with fantastic views, private lanai & WiFi
Mana Kai Maui Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Idyllic Island Retreat w/ Pools, Hot Tubs, Fitness Center: Near Beach, Dining
Waikoloa Beach Villas P4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An idyllic island retreat awaits at this lavish 3BR/3BA condo, located in the gated Waikoloa Beach Villas....
NP A8 OceanFront 1BD Condo w Ocean Views AC and Pool
Napili Point A8 Amazing Views From Living Room & Patio at This Condo So Close To The OceanYou can't get any closer to the ocean than this. Napili Point A8 is situated right on Honokeana Cove, where some of the best snorkeling and swimming can be found. Enjoy your...
Designer Studio Condo on 29th Floor In Waikiki--Fabulous View! and 100% Legal!
This clean, cozy, modern studio is in the Hawaiian Monarch Hotel in Waikiki, but is privately owned and managed. The unit is on the 29th floor with a wonderful view, a full-size refrigerator, hot-plate, microwave and a really comfortable queen bed!This unit is privately...
“Great location in town close to beaches, town and ocean 2 min walk”
I have a weekly, and monthly discount plus a 10% mobile and 10% last minute discount. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table...
2 Mi to Town: Kailua-Kona Condo Steps from Beach
Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...