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.
Keauhou Kona Surf & Racquet 9303: Condo w/ AC, Stunning Views & Shared Pool
Picturesque ocean views and this newly renovated, Hawaiian-inspired space is sure to whisk you away to island time. Keauhou Kona Surf & Racquet #9303 has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 9 guests, with all of the perks and amenities to give...
Brand-new AC in a stylish, contemporary condo
Kihei Akahi B102 is a 2-bedroom, 2-bathroom condo located on the ground floor featuring easy access to the resort grounds, a new split A/C unit in all spaces, and tile flooring throughout. Unit B102 can accommodate up to 4 guests. The master bedroom has a king-size bed,...
Beach front paradise! Kapaa Sands#23
This special place is close to everything, making it easy to plan your visit. The beach is only steps away. Three beaches within a five minute walking distance. Centrally located. 19 Restaurants and shops are within walking distance. Walk off the lanai down to the beach...
Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.
No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the street from White Sand Beach (also known as Magic Sands Beach.)*This property is featured on HGTV's Beachfront Bargain...
Cozy Top-Floor Maui Parkshore Condo
Welcome to beautiful Maui and our inviting condominium at Maui Parkshore! From the lanai on the top floor of this well-located resort, your eyes will feast on the tropical, beautiful surroundings just two minutes from south Kihei’s favorite beach park, Kamaole III....
Enjoy Stunning Ocean Views From Living Room & Lanai, Bright Beautiful Condo
Address for this Condo: 800 S. Kihei Rd #402, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your home away from home, Koa Lagoon #402, where you will find everything you need to enjoy your perfect Maui getaway! Upon entering...
Kona Makai 4104: Delightful Oceanview Condo w/ AC, Shared Pool & Spa
Kona Makai 4104 offers a peaceful oceanfront retreat in the heart of Kailua-Kona. This newly remodeled 1-bedroom, 1-bath vacation condo features lush garden surroundings, unobstructed Pacific views, and resort-style amenities just steps from your private lanai. Whether...
Majestic Ocean View Top Floor Getaway On Kauai!
Top-Floor Ocean View Retreat at The Cliffs in PrincevilleEnjoy sweeping views of Hanalei Bay and the sparkling Pacific from this beautifully upgraded top-floor condo in one of Princeville’s most sought-after communities. Perched above Kaua‘i’s lush North Shore,...
Expansive Mauna Lani Resort Estate with Pool, Garden, Maid Service & Beach Access!
This 5 Bedroom, 4.5 bathroom sprawling family compound located in the prestigious Champion Ridge gated community just a short mile drive to the private Beach Club and oceanside restaurant. This spectacular home is surrounded by lush gardens and features a gigantic...
Panoramic ocean front at Maalaea Bay
Island Sands 311, this 3rd-floor, 2-bedroom, 2-bathroom condo features offers a window A/C in the living area and panoramic ocean views! This property has elevators for easy access. Unit 311 can accommodate up to 6 guests. Inside the master bedroom, you will find a...
Ocean Front, One bedroom, Completely Renovated! King Bed
Spectacular Western view from this, third floor, direct ocean front condo. Waves breaking just 50 feet off the private lanai. This one bedroom, one bath condo has an open floor plan, full kitchen, spacious lanai and pull-out sofa in the living room sleeps two....
KKSR6104 GRND FLR, CORNER W/WRAP AROUND SCREENED IN LANAI! GARDEN & GOLF VIEW
Gorgeous, Highly Rated, Guest Favorite at the Surf & Racquet ClubUnit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end corner unit with a large, wrap-around, ENCLOSED...
Kona Makai 3-203 2nd Flr, Ocean View, Remodeled Throughout!
NEW REMODEL AS OF FEBRUARY 2024! Enjoy amazing new features of Kona Makai 3-203 to include: All new flooring, Paint throughout, All new cabinets, All new granite countertops, New furnishings, appliances, and much more!! The Owners are the best! They take amazing care of...
KR203-Oceanfront Beautiful Condo
Beachfront Kealia 203 is a meticulously remodeled vacation rental, exuding charm and tranquility. The condo features light-colored tile flooring, extending seamlessly onto the lanai, offering a perfect spot to savor your morning coffee while taking in the awe-inspiring...
OCEANFRONT 1 Bed/1 Bath condo - Steps to the water! Incredible views!
Kuleana Resort in West Maui. Nestled on meticulously landscaped grounds, this second-floor unit offers panoramic ocean views from a spacious private lanai—perfect for sunset dining or spotting whales in season.Inside, enjoy the comforts of air conditioning, a...
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...
Waikiki ocean view studio, easy walk to beach, shopping, restaurants
Welcome to this charming studio apartment in Waikiki. This fantastic rental offers a soothing atmosphere for guests to unwind and relax. With amenities like WiFi and AC, guests can stay connected and comfortable throughout their stay. The kitchen has most everything you...
Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views
Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...
Steps to the sand, oceanfront views, wild & beautiful!
Hanalei Colony Resort I1 is unique among north shore Kauai condo resorts. Recently voted one of Travel + Leisure's top 20 favorite resorts, these vacation rentals are directly on the path to follow, just take a few steps and you're on the sand. And I1 is the closest...
Makena Surf E105 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf E105, your ideal oceanfront getaway nestled within the luxurious Makena Surf resort, located on the pristine Po\'olenalena Beach. This secluded beachfront property offers the ultimate in tropical island relaxation, making it the perfect retreat...
Great Location! Steps Away From The Beach. Easy Walk To Shops And Restaraunts
This cute condo on the second floor has one bedroom and bath. Permitted parking is available right in front of the unit. The kitchen is stocked with all the necessities of home. There is a balcony overlooking a lush tree belt, away from traffic noise - perfect for...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY RESORT. Miles of pristine beaches...
Oceanfront Sunny Westside TVRNCU- #1094
“Please be informed that this transient vacation rental is located in the tsunami evacuation zone. Please follow the evacuation procedures listed in the photo section and posted at the apartment entrance." For your at-the-beach vacation, this lovely rental puts you in...
Northshore Hawaiian Experience 1 Bedroom at Kuilima East
Aloha, Enjoy an Old Hawaiian Experience at Kuilima at the Turtle Bay Resort, an hour away from Waikiki but a century away in time. New Air Conditioner installed August 3, 2021. 2 TV’s, 50 “ new Smart in LR, 32” in bedroom.Your Master Suite with queen bed and...
Luxury meets captivating panoramic ocean views
Welcome to Mahana 305, a a newly updated 1-bedroom, 2-bathroom condo with exquisite ocean view, beach access, and central A/C nestled along the picturesque shores of Maui. There are elevators at this property. Unit 305 can accommodate up to 4 guests. The master bedroom...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Maui Vista 3-102 - Updated, Ground Level, Steps to the Pool, Walk to Everything!
At Maui Vista 3-102 you can walk right out onto your lanai and the beautiful garden beyond, under the Plumeria trees - or sip coffee or your favorite beverage on your own private patio/lanai. Our fully equipped condo, which comes with everything down to your own beach...
Exceptional Molokai vacation condo - Steps from Hawaii's longest beach
Welcome to the island of Molokai. No traffic, no crowds, not a single stoplight, just a tropical island paradise left alone by time. This is the Hawaii of yesterday: the 'real' Hawaii. Situated ideally on the sunny west side of the island, my fully equipped and roomy 2...
KA 210 OceanFront 1BD Tropical Getaway w AC
Kaleialoha 210 Direct oceanfront 1 Bedroom/1Bath Condo Hawaiian Style Tropical Paradise 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...
Hale Kamaole 273 Second floor condo, easy access to best beach on Maui!
Spectacular ocean and pool views! This condo is a recently remodeled two bedroom with additional loft. Upscale furnishings throughout with king bed in master bedroom, king bed in downstairs bedroom and 2 twin beds in loft area. Large flat screen in living area with...
Private Garden Oasis steps to the Beach. Unit 46 Nice Ground Floor End Unit, AC
Peaceful ground floor condo. End unit with many shutters/windows to enjoy the ocean breezes in a beautiful garden setting Newly installed AC included also Two minute walk through nice grassy garden to the exclusive Kiahuna Plantation beach complete with a Beach Hut...
Luxurious Mana Kai 508: Oceanfront 2bd/2ba with Stunning Views & Beach Access
Oceanfront views combined with the incredible amenities of the Mana Kai resort are nothing short of luxurious. Panoramic ocean and sunset views all from the comfort of your living room or your private lanai.Mana Kai 508 with direct ocean views and beach access! Mana Kai...
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753*** Professionally Cleaned Condo, No Contact Check-In/Check Out ****** Newly RENOVATED CONDO!!***Welcome to Palms at Wailea! This is your tropical paradise! This recently remodeled...
Oceanfront condo walking distance to Pohaku Park, shopping, and dining
Hololani B702Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break from the daily grind with a tropical adventure in this oceanfront Maui condo at Hololani Resort. Nearby...
WG 807 Quaint Ocean View Studio
Legally permitted rental - 134 Kapahulu Ave #807 ⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, located on Waikiki Grand Hotel® 8th floor. We have used our 30 years of visiting Hawaii to give you everything you need for a fantastic vacation....
Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!
Spectacular views from this top floor end-unit condo - beautiful views of ocean sunsets, Haleakala volcano sunrises, West Maui Mountains, and the Kealea Pond NWR. This penthouse unit has one bedroom with new king-bed, one bath, and comfortable open floor plan. Pull-out...
Napili Gardens Getaway Combo–Central AC,Near beach
Napili Gardens Getaway Combo (#4 and #12) is composed of 2 units, Napili Gardens Getaway (#4) and Napili Gardens Getaway (#12). They are similar units, right scross each other, in the same complex. These beautiful units are both three story condos conveniently...
514 - Oceanfront 2 bedroom Ocean View with A/C!
This fifth floor two bedroom oceanfront condo at the Kihei Surfside Resort is located on the mauka (mountain) end of the building. This air-conditioned unit has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. The bathrooms of this...
Beautiful Waikoloa Beach 3 BR Villa - Starting at 179/Night
Our villa is furnished in a casual tropical island theme, with authentic Tommy Bahama furniture and new wide plank flooring in the living and dining areas. This 3 bedroom villa is ideally located, just steps away from the pool. Our Hawaiian style townhouse is very...
Work Remotely at this Garden View Condo | Pono Kai Resort | PK-H207
Pono Kai's pool and spa will be closed January 6-31, 2026 for the instillation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Beautiful 1BR/1BA Condo at Pono Kai Resort. Perfect for Work or...
Ground floor condo with Wailea golf course view
Wailea Grand Champions 101 is a two-bedroom, two-bathroom condo featuring amenities such as golf course views, a remodeled kitchen, and air-conditioning. Located in building #11, this ground-floor unit can comfortably accommodate up to 6 guests with a King-size bed in...
Oceanfront Oasis with Stunning Sunset View, Shared Pool, and Free WiFi
Hololani A502Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready to be spoiled the moment you step foot inside this fantastic condo! Everything from the sweeping ocean views to...
KUL414 - W Maui Beach Front, Fab Ocean View Remodeled Condo in Quiet Resort
** Summer 2025 Discounted Rates - Book Now! **Highly upgraded, unit #414 has features like beautiful travertine tile floors and quality furnishings, only matched by the outstanding view of beach, ocean and outer islands. This second floor one bed, one bath vacation home...
Ocean view condo just steps to miles of beach
Welcome to Hono Kai A7, an oceanfront ground-floor, 1-bedroom 1-bath condo where you will be immersed in tropical views and soothed by the sound of the waves. Unit A7 can accommodate up to 4 guests. The master bedroom features a king-size bed in the bedroom and a...
Oceanview Condo in Hana-Let the ocean lull you to sleep
Kaumaka, which means "beloved" in Hawaiian, offers a four-star experience plus a spectacular oceanview at the beachfront Hana-Kai resort. Outstanding ground floor location means no stairs! Hear the pebbles dashing the shores of Kapueokahi Beach from the bed or while...
King size bed! On the ocean front property
New custom renovations just competed, perfect for a family of 4 or two couples. No uncomfortable pull-out couch, this has the fold down queen wall bed. New custom built in bench for dining, new tile on the outdoor lanai deck. Picture yourself on the ocean front in sunny...
Tropical Haena Getaway Just Steps to Beach!
Welcome to Hale o' Mahina at Ha‘ena – “The House of the Moon”Experience the magic of Kauai’s North Shore at this beautifully upgraded home, featuring koa wood and bamboo accents, vaulted ceilings, and breathtaking ocean and mountain views. Nestled on a quiet...
Kapalua Golf Villa 21T1: Ocean Views, Spacious Lanai & 1bd/2ba Hawaiian Retreat
Welcome to Kapalua Golf Villa 21T1 offering stunning ocean views! This 1-bedroom/2-bath villa is the perfect Hawaiian retreat! With a spacious lanai, spend your days relaxing and gazing at the beautiful Maui waters.As you enter, you will immediately be drawn to the...
Brand New Remodel/ 2 Bedroom/ 2 bathroom /steps from the beach. Free WIFI
Enjoy Paradise at an affordable price in our completely remodeled condo.This two bedroom two bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the mater bedroom and two twin beds in the second bedroom. Our condo is furnished with all...
Ocean-view condo with pool, hot tub, lanai & tropical decor - near dining/shops
A Little Aloha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy A Little Aloha at this fabulously updated condo, one of the larger vacation rentals in fun downtown Kailua-Kona!...