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.
Waikomo 302 by Destination Kauai - A/C, Ground Level Updated Condo
E komo mai, welcome to Waikomo Stream Villas 302!This 1-bd/1-ba condo is on the ground floor with landscaped views in the heart of sunny Poipu. The fully equipped kitchen has been renovated with new cabinets, countertops, and stainless steel appliances. The bathroom is...
Kihei Garden Estates B-103 - Modern Design, Bright & Clean, Concrete Floors, AC!
The new roof project will take place over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------From the front door, a magical stretch of Maui beach awaits your exploration -...
Hale Kamaole 121: Ground Floor Gem with Sunset Views & Resort Amenities!
Welcome to the highly sought after Hale Kamaole 121! This perfectly located ground floor unit offers beautiful sunsets and ocean views right from your lanai.As you enter you are greeted by the open comfortable feel of this beautifully updated condo. The kitchen has been...
Maui Resort Rentals: Honua Kai – 7 Bedroom Groundfloor Resort Residence, Over 4500 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This package combines 3 adjacent ground floor residences at the luxurious Honua Kai Resort to create a 7 bedroom masterpiece that is simply in a league of its own. Large families and groups are treated to the space of a luxury home with all the advantages of resort...
🏖️Private Ground Floor Corner Unit | AC & Ocean Views | vrKCV
vrKCV - Kona Isle D1, Professionally Managed by Kona Coast Vacations.Oceanfront Serenity at Kona Isle D1 – A Couple's RetreatEscape to Kona Isle D1, a modern one-bedroom, one-bathroom ocean-view condo, perfect for a couple's getaway on the Big Island of Hawai'i....
Escape to paradise at Mauna Lani B208, an exceptional oceanfront retreat
Mauna Lani B208 Oceanfront Vacation Rental – 2 Bed, 2.5 BathEscape to paradise at Mauna Lani B208, an exceptional oceanfront retreat offering unparalleled luxury and breathtaking views. This stunning 2-bedroom, 2.5-bath condo is situated in one of Hawaii's most...
Gorgeous 3bd/2ba villa with huge covered patio, BBQ, koi pond & playground
Alas Del Kealoha is a luxurious large private gated (not fenced) house located in the heart of Volcano Village. This beautiful getaway home is a well illuminated 3 bedroom / 2 bath one-story pine house. Sleep up 10 to guests! 8 guests sleep on beds, 2 more guests sleep...
Villages 640 - Expansive Maile Floorpan with BBQ & Ocean Views!
Mauna Lani Villages 640 is a spacious & modern three bedroom two-story town home that can accommodate eight guests comfortably and includes plenty of lanai space with garden and distant partial ocean views located right in the middle of the exclusive Mauna Lani Resort....
OCEAN/BEACH FRONT GROUND FLOOR SPECTACULAR VIEWSn
Spectacular views, peace, tranquility and beautiful sunsets are found at Hoyochi Nikko 102. After a busy day of sight seeing, golfing, visiting beaches or whatever you choose to do during the day, this is the paradise you will come home to. This ground floor condo is...
Maui Resort Rentals: Honua Kai Hokulani 616 - 6th Floor 1BR w/ Partial Ocean & Mountain Views
Hokulani 616 is a wonderful 6th-floor suite offering views of both the blue Pacific Ocean and the verdant West Maui Mountains. A southern orientation offers abundant light as well as natural protection from the strong Maui trade winds.Suite 616 boasts an exquisite...
Top Floor Oceanfront Studio #311 W/LANAI and A/C
COOL AC IS AVAILABLE when ocean breezes aren't enough.Unit # 311 - We have one of the few units in the building with an ACTUAL outdoor patio to enjoy the beautiful ocean view, which is direct ocean front, with famous Magic Sands Beach right next door! And with our COOL...
20% Fall Discount! Newly Renovated! Oceanfront & Pool Family Hideaway. Paradise.
Kalani Kai Beach House is a newly renovated, private gated oceanfront home located on one of the Waialae Beach Lots with a beautiful swimming pool nestled next to a sandy beach.The upstairs master suite has a king-size bed and panoramic ocean views from a spacious...
Pristine White Sand Beaches, in Waikoloa Resort
Kolea #16E is in the only beachfront complex in the Waikoloa Resort. NO RESORT FEES. Unlike other resorts, Kolea #16 does not charge any resort fees. This property is located on the famous Anaeho'omalu Bay, a 4 minute walk away through the Beach Club.***DISCLOSURE: We...
BEACHFRONT PROPERTY! 3 bed 3 bath! LOCALLY OWNEDn
Located in a peaceful private community next to the sea, this newly-built home is perfect for those seeking a serene retreat. This home sits within walking distance of Kokololio Beach Park as well as a shopping center for essentials and popular local eateries. Venture...
Oceanfront, Palm Trees and the Beautiful Blue Pacific Ocean...Poipu Palms 202!
Palm trees and the beautiful blue waters of the Pacific Ocean greet you the second you open the front door of Poipu Palms 202.This is the beginning of your perfect Hawaiian vacation.Overlooking the powerful Pacific Ocean and the spectacular Poipu coastline, this nani...
KBM Resorts | FREE CAR | Mahana | Oceanfront | Stunning 2-Bedroom Condo! MAH-419
Oceanfront 2-bedroom villa at Mahana Resort with panoramic views of Lanai & Molokai, floor-to-ceiling windows, a furnished lanai, and elegant interiors-perfect for whale watching and sunsets.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
H-G-T-V type Renovation, Million Dollar view starting at only $210/night!
This unit was renovated by an HGTV interior designer and is virtually identical to another unit that was featured on the HGTV show House Hunters that aired in November 2013. Unit 109 offers the most luxurious accommodations for the best value. Unobstructed ocean view,...
Ku'u Lei Villa: Condo w/ AC, Shared Pool & Spa
Welcome to your Hawaiian home away from home, Ku’u Lei Villa, on the fourth tee of the Princeville Makai Golf Club. With beautiful golf course and mountain views, this spacious three-bedroom, three-bath townhome sleeps six guests comfortably and even welcomes a small...
Cliffside Home w/Gorgeous Ocean Views and Tropical Garden. Paradise Bluff
Paradise Bluff is a beautiful home perched on the cliffs of the small seaside town of Laupahoehoe. Relax, take a deep breath, and enjoy the Aloha spirit and traditions of the Big Island of Hawaii. Located on the spectacular Hamakua Coast between Hilo and Waimea,...
All New! Beachy Chic Remodel, Ocean front with AC
All new! Fully Air conditioned and decorated with a warm beachy chic vibe! Top floor, direct oceanfront.The spacious bedroom offers a new king bed. The living room has AC, new full size sleeper sofa, Smart TV, Free wifi New kitchen is fully equipped. Steps to the...
Amazing Direct Ocean Waterfront - 1bd/1ba Condo in Kahana Maui!
Come visit our spacious top floor corner oceanfront condo with fantastic views of Molokai and Lanai. You can watch spectacular sunsets and enjoy whale and turtle watching from your private lanai. Conveniently located between Kaanapali and Kapalua, the condo is ideal for...
Waipouli Beach Resort - Ground Floor #E103, 2 King Masters Suites
Aloha~Why should you stay in our ground floor unit? Pride of Ownership Shows! We have decorated our 1300 square foot unit with high end amenities~ Our unit shows like a model. Our unit features dual master suites opposite sides of the living room. The kitchen is simply...
Ocean Front-Ocean View Condo Free Parking & Beach Gear
Great condo, awesome view and it includes free parking ($29/night value) and the best selection of free beach gear in Waikiki. One of the best ocean view apartments in Waikiki, ideally located and the best equipped, with everything you will need to have a wonderful...
Hawaiian Bungalow Steps to the Beach 1BR 1BA Ocean View with AC
Welcome to Hale Makani Aloha, a gorgeous 1 bedroom and 1 bath condo located conveniently just steps away from the longest stretch of sandy beach on the Island of Maui. Given our excellent location in the heart of Maui and just 10 miles from the Kahului Airport, you will...
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to four vacationers . Ideal for Military personnel transferring to or from O'ahu who need a month or several months rental. Bedroom has partitioned...
Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi, Pool!
Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai with table and chairs) has one of the most breathtaking panoramic ocean views in Waikiki, plus an unobstructed Diamond...
Papakea L106 60%Off Last Minute April & May Deals Ground Floor OceanFront Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Papakea L-106. This ground-floor, oceanfront two-bedroom, two-bath condo comfortably sleeps up to eight and is located in...
Pua Oriana: A Polynesian Tropical Retreat
E komo mai — welcome to our hale. Welcome to the Pua Oriana – a mix of Hawaiian and Samoan language, ‘pua’ meaning flower, and ‘oriana’ means the flower that adorns a woman’s head. Enjoy the space and the grounds with 880 acres of pristine gardens, walking...
Kamaole Sands Getaway: 1BR/2BA, Steps to Beach!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Regency 721 - A Peaceful And Private 3 bedroom Condo In Sunny Poipu
This 3 Bedroom, 3 Bath Condo features Hawaiian style furniture and décor, a wonderful granite kitchen with all the amenities of home. The master bathroom features a jetted tub and walk-in marble shower. The living area is complimented with a TV. Beautiful garden views...
500 feet to the 🌊, 1000 feet 🏝 and 🐢
The most incredible location, nestled among the trees and flowers, over an acre to overlook, and stunning sunsets, and the famous Poipu Beach is just steps away you’ll never want to leave our beautifully styled 1 bedroom, 1 bath condo. We have everything you’ll need...
Papakea J405: Luxurious Ocean View Penthouse, 2 Min Walk to Beach, Many Updates!
Experience the ultimate Maui getaway at our top-floor penthouse condo, offering breathtaking ocean views and a plethora of amenities to make your stay unforgettable. Located just a 2-minute walk from the beach, this exquisite three-bedroom condo is perfect for families...
604 - Luxury Oceanfront - top floor unit with A/C and a spectacular ocean view!
*NEW* unit 604 now has air-conditioning! This upgrade will provide a more comfortable and cool environment for our guests! This sixth (top) floor oceanfront condo at the Kihei Surfside Resort is located on the sought after ocean side of the elevator, and has a...
KAANAPALI. FULLY REMODELLED - BEST VALUE G203
G203 5 star studio located in the heart of Kaanapali at the Maui Eldorado Resort. Surrounded by palm and plumeria trees with expansive views of the main pool and a glimpse of the ocean. Perfect for the couple seeking an exquisite luxury and affordable Kaanapali condo...
Minimalist 1bd with magical views
Oceanfront Designer Condo with Huge Views and Central A/C! Lauloa 402 is a 1-bedroom, 1-bathroom condo that was recently renovated and located on the 4th floor. Unit 402 can accommodate up to 4 guests. This spacious, modern condo will provide you with all the comforts...
Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East
Enjoy the best of what the ‘fabled North Shore’ has to offer in this authentically designed Hawaiian-beach-themed unit, that sleeps up to four (4) adults, with Resort-style amenities at your doorstep, including snorkeling beach access, swimming pool, tennis courts,...
Kauhale Makai 411: 2 Br w/Stunning Panoramic Ocean Front Views Sleeps 4
Thank yourself with a stay in this newly remodeled condo at Kauhale Makai, the village by the sea. This remodel encompasses the stay-at-home charm of Hawaii with the added luxury of fresh and clean. Bask in the sun and AC while taking in the breathtaking view of the...
A/C, Townhouse ideally located, Nihilani 25A
This beautifully furnished three-bedroom, two-story townhouse is ideally located near the pool and BBQ area, with space between you and your neighbors. With nearly 1900 square feet of living space, there is plenty of room for everyone to be together as well as have...
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out....
Loft Oceanfront Paradise with Pickleball!
Aloha and welcome to Polynesian Shores 219! Our remodeled 3-bed, and 3-bath condo is ready to host your Hawaiian adventures. Take in the ocean and Molokai views from the wrap-around balcony, or take a walk and mingle with the resident sea turtles, or make the short...
Experience Aloha in our Princeville Villa, steps from beaches, golf, & more!
Escape to our stunning 4-bedroom vacation home in the heart of Princeville, where tranquility and adventure await. Nestled just a 5-minute walk from the renowned Princeville Makai Golf Club and a 15-minute drive from the breathtaking Hanalei Bay, this property offers...
MauiTime at Wailea Ekahi, easy walk to beach, dining, shopping, 4 pools plus...
ALERT: Beginning Jan 1, 2026 the State of Hawaii Transient Accommodation Tax (TAT) goes to 11% from 10.25%It’s great to be alive in 2025!So many rumors surrounding Maui Vacation Rentals. The truth is Maui is open and ready for your business with the spirit of Aloha!In...
"Beach Vibes in Poipu" Remodeled, Ocean view , AC, and Washer Dryer - Rare Find
Experience island living at its finest at our beautifully remodeled ground-floor condo in the heart of sunny Poipu, Kauai! Located in the highly desirable Kiahuna Plantation Resort, Unit #146 (Building 22) offers an unbeatable blend of modern comfort and charm—just a...
Stunning Sunsets and Direct Oceanviews at Paki Maui
Summary:Beautiful 1 bedroom Paki Maui condo has been completely renovated and remodeled. Beachfront location is amazing and adjacent to Honokawai Beach park. Fresh, new, and always clean unit.The Space:Unit is on the quiet side of complex, which is the opposite side to...
Maui Kamaole H-101 | Oceanfront + Ground-Floor
You’ll enjoy the best of Maui when you stay at Maui Kamaole H-101, a garden-level condo within a low-rise complex. There’s no better way to experience the natural beauty of the island than to stay in a home that opens directly onto beautifully landscaped gardens....
❤️PiH❤️ HOUSE OF JOY★ Private Heated Pool & Spa ★ Free 2025 Hilton Resort Passes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to House of Joy, part of our Hawaiian Luxury Collection. House of Joy at KaMilo is a wonderful home that sleeps 12 with a stunning backyard oasis including private pool and spa with stunning views of the golf...
Calming condo with balcony, patio, kitchen, gas grill & pool - snowbird-friendly
Kalanikai #112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next tropical getaway awaits in this lovely condo! Located in the heart of Kailua-Kona, you're only a stone's throw...
Beach Gear Included! Waikoloa Beach Villas I22
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas I22.Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAdditional Bedding: Sleeper Sofa in Living RoomAmenities:Beach...
Maui Resort Rentals: The Whaler 124 - Luxurious Ground Floor Corner 1BR/2BA w/ Wrap-Around Balcony, Partial Ocean and West Maui Mountain Views, Large Adjacent Lawn Area
Enjoy convenient easy access to the beach, pool, and BBQs from this luxurious 1 bedroom / 2 bathroom ground floor corner suite. Suite 124 even offers partial Pacific Ocean and West Maui Mountain views from its expansive wrap-around balcony and large adjacent lawn...
Kihei Akahi D204 - 1BR/1BA Unit With Ocean View, Steps Away From Kamaole Beach!
Book your piece of Paradise in South Kihei. Step into the elevator up to the 2nd floor and walk straight into this unique 1BR/1BA unit with a partial ocean view. The Kihei Akahi is located across the street from Kamaole Beach II & III.Kihei Akahi! This beautiful...