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.
MKO M106 Remodeled Condo w Den Pool AC Near Beach Dining
Maui Kamaole M106 Newly Remodeled 1Bedroom Plus Den with AC in South Maui, Across the Street From Beach, Minutes From Wailea, Near Boat Ramp, Shops, Restaurants FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...
Remodeled second-floor condo with ocean view, pool, & WiFi in a great location
Kona Mansions A-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get ready for stunning sunsets at this beautifully remodeled, second-floor condo with ocean views. With the perfect...
Classic country, mountain-view home on Hawaii Belt Road near Hilo
Hamakua Hale Ohana Country RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Hale Ohana home away from home! This charming and classic three-bedroom 50’s rural home...
AWESOME OCEANVIEW 3 BEDROOM 3 BATH TOWNHOME UNBEATABLE LOCATION
This private 3 brm, 3 bath Na Hale O Keauhou Townhome is located in a 4 star gated luxurious resort complex with breathtaking views of the ocean, beach or mountains. Within walking distance to shopping, activities, restaurants, theater and beaches, including the famed...
Easy walk to Anaeho'omalu Beach, Garden-level lanai, Quiet, Gated, Free Parking
Welcome to your peaceful Hawaiian escape at Kolea 16A - where tropical gardens meet island comfort just a short walk from the beach:- Sleeps 6 | 3 bedrooms | 4 beds | 2 baths- Access to pool, hot tub & Beach Club- Private lanai w/ lush lawn & BBQ- Fully equipped kitchen...
33rd Floor 2 bdrm Penthouse with Majestic Ocean View! Book Now!
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
Incredible Views! The Whaler #1118 Studio Condo
This beautiful Whaler on Kaanapali Beach studio offers you a panoramic 180-degree view of Black Rock, gorgeous ocean views, island of Molokai and the lush West Maui Mountains. Whaler #1118 has one of the most popular views of Black Rock and the north side of Kaanapali...
Maui Resort Rentals: Honua Kai Konea 330 - Spacious 1BR w/ Lush West Maui Mountain Views
Konea 330 is a luxurious 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 at a good...
Hale Moena, Lovely 4-Bedroom Home & Private Pool on Kauai's Lush North Shore
A very private, gorgeous and spacious home with many thoughtful amenities. Many gathering areas from the living room, to the dining room, to bar stools in the kitchen and a game room. Also, there are multiple lanais furnished with comfortable outdoor furniture for...
Hawaiian mansion with private pool, hot tub, ocean view, & high-speed WiFi
Princeville’s Sacred Mountain Waterfall HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'- Dramatic 240-degree panoramic views of over 500 acres of Pristine Hawaiian Jungle and...
LOOK! Studio Condo in Downtown Hilo: Lagoon Views, Pool, AC
LOOK at this fun, bright condo in the heart of Hilo, Hawaii for your next stay! Our Studio condo features a full kitchenette, full bathroom, balcony with lagoon views, and a flexible bed configuration (one King OR two Twins - default is one King). Central air...
1 bedroom condo, kitchen, lanai, Princeville
Our 1BR condo is beautifully appointed giving guests a wonderfully tropical 'sense of place' to help renew, refresh and relax one's mind and body. Featuring one bedroom (Cal King) with flat screen TV, en suite bathroom, lanai, full kitchen, relaxing living room with...
ALOHA - ALOHA AUTHENTIC CONDO- C29, Cozy & Welcoming.
LOCATION is key on Kauai's spectacular coastline... making it easy for day trips to either end of the island and all of the adventures, beauty and world famous beaches our beautiful 'Garden Isle' has to offer from your central location! Beautifully decorated condo &...
KBR 3204 · Idyllic Yet Simple Oceanfront Resort Stay
Hotel Room at the Kauai Beach Resort located in Full Service Oceanfront Resort just 5 minutes from the Airport. This is a second floor unit with a sliding door to a lanai overlooking the Luxury Pool Area and direct access to the ocean. The Pool area includes several...
Spacious North Shore cottage with lush mountain scenery in the country!
Enjoy this North Shore 1 bedroom, 1 bathroom apartment in the beautiful Hawaiian countryside with stunning mountain views. It's a perfect place to unwind for your North Shore get-away. There is a Queen bed in the bedroom, and the living room has 2 pull-out memory foam...
Charming Direct Oceanfront North Shore Beach House
Hosted by VacaMauiDirect oceanfront north shore beach house! This home is directly off Sand piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the...
Remodeled 1BR/2BA Ground Floor Condo: Steps from Kihei Beach, Dining & Shops
Ground floor 1 bedroom, 2 bath remodeled, tropical retreat across from favorite Kihei beach park and moments from nearby dining and shopping.Natural woods, green foliage, relaxing blues and a splash of Aloha print make this condo the perfect island retreat. Add in all...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 9/17/25: Exterior painting work will take place late-December 2025 to mid-January of 2026. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Bright beautiful condo with A/C, WiFi, lanai, pools, & easy beach access
Hale Keleko at Plantation Hale A6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional rate of $125 a night for October 2025! Plantation Hale is a lush complex located close to...
2-bedroom vacation home just 11 minutes from Kailua Pier
Welcome to our charming 2-bedroom vacation home in Kalaoa! Nestled just a short 11-minute drive from the vibrant Kailua Pier, this property offers the perfect blend of comfort and convenience for your island getaway. As a traveler, you'll delight in the array of...
Luxury beachfront condo with AC, beach access, and resort amenities
Kolea 11C is a premier beachfront condo at Waikoloa Resort.There is something for everyone, with direct access to the beach, community pool, workout area, pavilion, and kitchen. Waikoloa Resort features shopping, restaurants, boat tours, golf, luaus, and more!Paradise...
Oceanfront Retreat w/ Incredible Views Just 90 Seconds from the Beach
Hanalei Colony Resort K4 is a cute and intimate retreat in an off-the-beaten-path location on Kauai's far North Shore, perfect for romantic getaways and escaping the crowds! The sunny and cheerful condo has two bedrooms, with the option to use the second bedroom as a...
Prime Wailea: Split AC, Wailea Ekahi 36E
Wailea Ekahi 36E offers the perfect Hawaiian retreat! You will enjoy this second level condo surrounded by tropical foliage. The private lanai offers a relaxing space with floor to ceiling sliding glass doors, indoor/outdoor living is seamless. Wailea Ekahi no longer...
Lush 2-Story Home with Beach Access & Club Perks - Kiahuna Plantation #64
Aloha and welcome to the sunny south shore of the majestic island of Kaua'i where Kiahuna Plantation Beach Home #64 awaits you! Relish lush tropical grounds, orchid gardens, and at the ocean's edge: beautiful Kiahuna Beach - a golden crescent known for its calm clear...
Stunning ocean front views with tropical decor
Island Sands 609 is a beautifully remodeled 1-bedroom, 1-bathroom 6th-floor condo offering stunning panoramic ocean views, with Haleakala visible in the distance, and a split A/C system in both the living room and bedroom. This property has elevators for easy access....
Charming cottage, nearby access to Anini beach - 85 steps away
Anini Ohana Hale TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Nestled between a private beach...
Special Rate! Remodeled Studio at Kona Islander #341
Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...
Beachfront Condo with Great Ocean, Mountain and Pool Views Steps from the Sand
Listen to the ocean at night just steps from the sand on beautiful Sugar Beach. Watch the Maui sunset from your private lanai or from the lounge chairs on the lawn area. Hop in the heated pool or go for a swim in the ocean. This is the perfect spot to enjoy your Maui...
Ocean Front Balcony, 2 Bedrooms, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #701** For your health and safety, we utilize additional Sterilization procedures between reservations.Recently remodeled with 2 separate bedrooms. Also features full kitchen and wrap around lanai with ocean front...
Superb 5-bedroom house in charming Hilo. Near mall, restaurants, and beaches.
This two story 5-bedroom house in Hilo is perfect for your escape to relaxation. With 2 king beds, 5 twin beds, and 1 queen bed, guests will have plenty of space to unwind. The property also features two cozy living rooms, two fold down couches, two foldable cots, and...
MSN B402 OceanFront Kihei Condo w Pool AC Ocean Views
Maui Sunset B402 Bright and Spacious OceanFront 1Bedroom with Ocean Views FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca...
🏖️Direct Ocean View! | End Unit | Across from Beach | vrKCV
vrKCV - White Sands Village 201, Professionally Managed by Kona Coast Vacations.Welcome to White Sands Village #201, a beautifully positioned 2-bedroom, 2-bathroom condo located along the famous Alii Drive in Kona, Hawaii.This spacious second-floor end unit offers...
KS 527 Kaanapali 2BD Ocean Views at BeachFront Resort
Kaanapali Shores 527 2BD/2BA Ocean Views at Kaanapali Shores Family Fun Beach Front Resort 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...
Maui Sunset B504 ~ Full Kitchen and Partial Ocean View
One bedroom, two bath partial ocean view fifth floor condo. This property sits along the ocean which is ideal for walking, windsurfing, kite surfing, and paddle boarding. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore....
Maalaea Banyans 418 - Oceanfront! - Free Fun! - Special Rates
Maalaea Banyans 418 direct ocean front location will be the jewel of your stay. Located on the shores of the Pacific, the full panorama from your lanai captures the ever changing spectacles of the beautiful blue Pacific ocean. Humpback whales (during the winter months),...
BEST LOCATION*Across Street from Beaches and more!
We are thrilled to announce a series of significant upgrades to our property, implemented in response to valued guest feedback. These enhancements include a pristine new shower/tub combination, updated living room and dining area furniture, freshly painted walls...
NP C40 Beautiful OceanFront 2BD Ocean Views AC Pool
Napili Point C40 Beautiful 2Bedroom OceanFront Condo with Breathtaking Ocean Views Perfect For Unwinding Relaxing and Reconnecting with Loved Ones and Making Unforgettable Memories FREE daily activities included with your stay value up to $570! Complimentary admission,...
Tropical Island Oasis at The Cliffs Princeville!
Welcome to your island oasis—an ocean-view condo in the heart of Princeville on Kaua‘i’s stunning North Shore. Enjoy lush garden and ocean views from your private lanai while feeling right at home in paradise. This serene retreat offers easy access to some of the...
Hawaii Life Rentals presents Pali Ke Kua #237
Pali Ke Kua is a 22-acre resort condominium project located on the lush north shore of Kauai, nestled in the upscale and private neighborhood of Princeville. It sits on a bluff 200 feet above the ocean and has breathtaking views of the north shore's rugged green...
Hale `Ohana ~ Family Home - Kuilima Estates East
Welcome to Hale 'Ohana ~ The Family Home, your idyllic retreat nestled in the heart of Kahuku on Oahu's East Side. This cozy, thoughtfully designed 1-bedroom, 1-bathroom vacation rental offers a perfect blend of comfort and convenience, ideal for families or small...
Beautiful Condo with Pool, Hot Tub and AC!
Lovely one bedroom condo in the Fairway Terrace complex located in Waikoloa Village. Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level. This condo is nicely located about 7 miles from the nearest beach...
Kapalua Bay Villa 11G4 By Parrish Maui - Luxury in West Maui with AC
The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct...
Maui Eldorado #H104 Garden View
Your dream vacation on the world famous North Kaanapali Beach Resort with easy access to shopping, dining, and all beach activities. Take a stroll on the oceanfront boardwalk to resorts, spas, shopping, a multitude of restaurants, and world class golf. Walkways from...
Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~
Our home is steps from Pebble Beach which provides great access to the ocean - whether it be swimming, snorkeling, oceanside hiking; plus this area is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car...
Kauai Dream By Parrish Kauai - AC, Private Pool, Central Poipu
The first Kauai vacation rentals available in the new Poipu Beach Estates development, Kauai Dream offers its guests a brand new home with an extraordinary scenic backyard and a deep water pool. Located just a few minutes from the Poipu Beach resort coastline as well as...
Ocean view. Steps from Kamaole 3 beach, shops ,restaurants remodeled 2 bathrooms
Ocean Views and fountains! Newly remodeled one bedroom ,2 bathrooms place. Sleeps up to 6 comfortably. Steps from the beautiful big beach Kamaole 3, 2 min driving to Wailea. Shops and restaurants just steps from it. Amazing location. This apartment has 2A/C , 2 TVs ....
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished &...
AMAZING Location in the heart of South Kihei, across from Kamaole II
Indulge in the epitome of modern beach living within this aloha-designed property, where a private lanai beckons you to embrace the warm Maui sunlight streaming through the numerous windows. The beach-themed ambiance sets the tone for your tranquil retreat in...
Maui Sunset Vacation Rentals A-306
Best of both worlds quiet location and Maui views. Relax after a day of ocean actives or sightseeing on the lanai. Beach chairs, pool/beach towels, full size appliances including air conditioning and washer dryer. Starter set of Shampoo, conditioner and body wash in...
Two Bedroom Ocean View Deluxe Luana Kai D307
D307 is a two bedroom, two bath with AC. There is a full ocean view of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. You can see wonderful sunsets, whales during high season and kite surfers on a windy day. All can be enjoyed from the...