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.
Renovated 2 BR West Maui Condo (with AC), Ocean View, Sandy Beach
Welcome to paradise…aloha styleCome enjoy paradise in this renovated two-bedroom, two and 1/2 bath condominium with recently added AC in West Maui, Hawaii. With a panoramic view of the ocean, Kahana Sunset Unit E6, is just steps away from a private sandy beach. The...
Stunning Oceanfront Condo - Spring and Summer Sale
It's all about the best location and the classic beauty of an elegant remodel. You can't get any closer to the ocean than Hale Ono Loa. My home offers a million dollar ocean view at an affordable price. For a limited time, I am running a spring and summer sale of only...
Coral Hale 5br 3ba Luxury Home, AC, Private Hot Tub, Mountain Views, Beach Gear, Large Kitchen
Whether you are looking for a peaceful escape to recharge or a home base while you explore Kaua'i, this home is an exceptional option. With inspiring spaces for gathering, sharing a meal, and relaxing, interesting architectural details, and lush, tropical surroundings,...
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from Beach
Oceanview - Air-Conditioned , spacious 450 sq.ft. Studio with a private covered lanai with a table and chairs for 2. Come & stay in our beautiful Seaside Studio Suite, full bath - 100 steps to Poipu Beach Park! If you want a location convenient to surfing or basking in...
Peaceful Island Bliss Will Be Yours
We invite you to be our guests in our remodeled and upgraded condo studio. ** Hawaii Tax I.D. TA 146881126401 & GE 146881126401**.We are located on the western shores of Maui in the beautiful laid back city of Kihei where you can enjoy the beautiful sea breezes flowing...
🏖️Concierge Included | Ground Floor - No Stairs | vrKCV
vrKCV - Vista Waikoloa C105, Professionally Managed by Kona Coast Vacations Vista Waikoloa C105: Luxurious Ground Floor Lanai with No Stairs!Welcome to Vista Waikoloa C105, an elegantly updated 2-bedroom, 2-bathroom vacation rental designed for an unforgettable Hawaiian...
Includes access to the Mauna Lani Beach Club. Villages at Mauna Lani 622
This vacation rental is professionally managed by ResorticaHawaiiVillages at Mauna Lani 622. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Two Queen BedsGuest Bedroom: Two Full...
RARE 2 BEDROOM WITH NO STAIRS-OCEAN VIEWS-2 LANAI’S-METICULOUS CLEANING
Book with confidence, this nicely remodeled, 2 bedroom, 2 bathroom (1088 sq. ft) condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7. This condo...
Kona Plaza#411 Top Floor In Heart of Kona Town, Ac & Elevators!
This unit of Kona Plaza is a beautifully appointed , 1 bedroom, 1 bathroom condo that has beautiful views. Boasting secluded tranquility and unforgettable sunsets overlooking the Historic Maku'aikaua Church steeples! Ocean Peekaboo views add to the magic, all framed by...
POPULAR ON OCEAN COMPLEX - GREAT AMENITIES AND LOCATION!!!
Kona Isle is known for the beautiful grounds and Lava rock Beach front property. It is managed extremely well and the best part is along the Ocean, with BBQ's, Picnic tables, Lounge chairs, Chairs, Saltwater pool and the Ocean splashing right in front of you! The...
Gorgeous Updated Oceanfront 3 bedroom @ Menehune Shoresn
This beautifully updated coastal condo features 3 bedrooms, 2 bathrooms & a private lanai. The condo has a new split AC system & can accommodate up to 8 people. Admire breathtaking ocean views, sunsets, sailboats, kite surfing, & whale watching(seasonal) from multiple...
North Shore Beachfront Condominium 30 day rental period
Haleiwa Surf condominium located just a few feet from the beach to enjoy drinks, meals and sunsets on your own spacious balcony.This Condominium is 'tropical' style with modern amenities including cable TV and fast internet connection. .The beach is ideal for...
POIPU - MANUALOHOA #506; ENJOY THE VIEWS !
Spend your day at the beach, out hiking or golfing then back to the condo for a beautiful sunset and BBQ ! Spacious, airy 2 bedroom, 2.5 bath condo with fantastic ocean and mountain views. A short walk down the greenbelt path to both Brennecke's and Poipu beaches and a...
West Maui, Kahana Sunset, Ocean View with AC, Private Beach
Kahana Sunset is quite special since it has its own spacious white sandy beach in Keone Nui Bay. Sitting on our west facing beach you have picturesque views of Molokai and Lanai islands.Since this is a small complex, it is ideal for family vacations and there is...
Hale Mikana - Gorgeous Ocean Views, Pool and AC!
This gorgeous home has a large private pool and views of Kauai's serene ocean and mountains. Just steps from one of the worlds most beautiful golf courses, this homes location makes for the perfect tranquil vacation. Hale Mikana includes air conditioning in every...
Beautiful spacious 2 bedroom townhome at Mauna Lani! With A/C and WIFI!
Make memories and enjoy the perks of this quiet gated community at The Fairways at Mauna Lani. This spacious townhome has all the amenities and is located north of the Kona International Airport, on the sunny Kohala Coast. This townhome is nestled in the prestigious...
🏖️4 Main Suites | | AC & Private Pool | Ocean View | vrKCV
vrKCV - Keauhou Estates Hale Ohana lea 8, Professionally Managed by Kona Coast VacationsWelcome to Halele'a, the House of Joy—a breathtaking Hawaiian retreat nestled within the private, gated community of Keauhou Estates. Designed to seamlessly blend luxury and...
Whaler 1273: Spectacular Penthouse Panoramic Ocean & Golf Course Views
Oceanfront 2 bedroom 2 bathroom for Whale WatchingThe ultimate in luxury, one of the few truly beachfront condominiums located right on Maui's famous Ka'anapali Beach. This spectacular oceanfront condo features two bedrooms, two bathrooms and breath taking views of...
Ocean Front Complex, Watch dolphins, boats, from lanai
Kona Makai is an ocean front complex with pool, hot tub, tennis courts, 5 BBQ's, gated entry at night. Beautiful landscaping, plenty of parking, a clean and quiet complex, you only hear the sound of the ocean, not the traffic. When the ocean is flat there is good...
Updated Condo in Oceanfront Resort w/ AC & Shared Pool, Water slide, Spas
Waipouli Beach Resort D207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this beautiful, second-floor condo in Waipouli Beach Resort - an oceanfront complex with heated...
Private Lanai with the Best View in Town!
**Nohonani 405 – Your Oceanfront Sanctuary**Welcome to Nohonani 405, a stunning 2-bedroom, 1.5-bath unit on the fourth floor, featuring vaulted ceilings and breathtaking ocean views. Enjoy panoramic vistas from the kitchen, dining areas, living room, and master...
Pane Makai Poipu Beach House - Steps to the Beach!
Less than a minute's walk to the beach, Pane Makai is spacious, air conditioned, and can sleep up to 16 people! Located in sunny Poipu, Pane Makai and is the perfect gathering place for groups, large families, friends, and loved ones. This 6,000 square foot home is...
Maui Rainbows And Waves! ~Gorgeous Oceanfront! ~ 2 Bdrm ~Corner Unit with A/C
****TEMPORARILY CLOSED DUE TO THE DEVASTATING LAHAINA FIRE...WE HOPE TO BE BACK SUMMER 2025****. APOLOGIES FOR THE CAPITAL LETTERS BUT IT'S VERY IMPORTANT THAT WE AS OWNERS ARE UP FRONT AND HONEST REGARDING THE CURRENT CONDITIONS OF LAHAINA TOWN...WE ARE A FEW BLESSED...
5 STAR CONDO, OCEANVIEW, FAMILY FRIENDLY
MAUI FIRE UPDATE: Papakea Resort services (electricity, water, cable, internet) are fully operational. All recreational areas are open and returned to regular operations. Maui is OPEN and welcomes respectful, caring, and compassionate tourism.PROPERTY DESCRIPTION:This 2...
"New" Luxury property. Walking distance to The One Hotel and Beach
This three-bedroom, three-bathroom condo is located in the heart of the Princeville resort community on Kauai. The spacious condo is air-conditioned and has great lighting, making it a comfortable and inviting space to relax in. The modern kitchen features granite...
Maui Sunset Vacation Rentals B510
From on the fifth watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort condominium complex on the beach in sunny...
Oceanfront, newly renovated. As low as $220/night.
You will find yourself right on the ocean and far from the highway! Sit and relax on your private lanai while watching the waves roll into Wailua beach. The view is truly spectacular. Many guests have shared stories of watching whales breach on the ocean surface for...
Upscale and Elegant Vistas
Summary:Spacious and elegant condo in the much sought after Wailea area. Fantastic unobstructed ocean and sunset views. Completely remodeled in September of 2021, no expense was spared to create our ocean view oasis. This one-bedroom, two-bathroom condo features...
Ground floor unit w/ golf and ocean views, three pools and tennis on site
Country Club Villas 102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this beautiful ground floor vacation rental which lets you drop your bags at the door, walk onto the...
🌺🌺 UNIQUE VILLA with Indonesian Flair! BEACHFRONT RESORT 🏖️🏖️
***August 2025 - Villa refreshed with new smart TV in living room, linens, towels, cushions, guest bedroom furniture, and new furniture set to relax in the lanai.Relax...Escape from the hustle and bustle of the city and other crowded hotels. World class Ko Olina resort...
Sugar Beach PH32 Ocean Front Views steps from 5 miles of Beach
Book with us and come to Maui to explore everything we have to offer!This beautiful just remodeled unit at Sugar Beach is located on the top floor overlooking the south Maui bay. With views for miles from the balcony, you'll be able to see sunsets, whales, and miles of...
Ocean Front Paradise at Magic Sands Beach With AC
This is a premier property located directly on the ocean front off Alii Dr. in Kailua-Kona in the historical Kona Magic Sands Resort. Directly on the North side of the building is a park for BBQing and picnicing. Early morning yogis frequent this park. Thirty feet to...
Maui Resort Rentals: Marriott's Maui Ocean Club 1 Bedroom Oceanview Suite
Freshly Renovated One Bedroom Ocean View Suite at Marriott's Maui Ocean Club! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room when you can get TWICE the size for about the same...
Sunny Fourth Floor Condo with Shared Pool, High-Speed WiFi, and Washer/Dryer
Maui Banyan Q408Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the privacy and space of this charming beach condo, with a view of the shared tennis court and ocean to inspire...
Spectacular Ocean and Sunset Views From This 2BR/ 2Bath 6th Floor Condo
Our Privately Owned Two Bedroom Condo Has One Of The Best Views in South Maui extending from Wailuku Heights to Keawakapu Beach Maximum occupancy in this unit is 4 Enjoy swimming, snorkeling, or whale watching on one of Maui's finest beaches. D-602 is elegantly...
Hana Ocean Palms Bungalows
The Hana Ocean Palms Bungalow is located across from one of Hana's most beautiful oceanfront pools - Waioka Pond (Venus Pool). The property is nestled in a coconut palm grove and surrounded by almost an acre of lush tropical flowers, fruit trees and bamboo. Pick...
Whaler #1074 Remodeled One-Bedroom Two-Bathroom Ocean View
The Whaler on Kaanapali Beach #1074 is a beautiful one bedroom, two bath ocean view unit located on the courtyard corner of Tower II. It's 10th floor location provides expansive views that stretch from the lush West Maui mountains across the courtyard and out to...
Absolute OCEAN FRONT unit on famous Banyans Surfing Beach!
This unique, ocean front unit has all the feel of Hawaii, from it's tropical decor & palm trees to the ocean below! Watch the surfers from your private lanai. Fall asleep and wake up to the sound of the ocean waves as they break not 50 feet away from you! Enjoy walking...
Hilton Waikoloa Pool Pass Included for stays thru June 2025! Waikoloa Fairway Vi
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas O4.Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: Two Twin BedsGuest Bedroom Downstairs: One Queen BedSleeper Sofa:...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Free WiFi-Beaches Await
Sugar Beach Resort 140Our 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...
OCEANFRONT, remodeled Napili Shores A203 - Steps from the beach!
Indulge in a truly elevated Maui getaway at Napili Shores A203, a newly renovated, designer-furnished studio perched on the ocean’s edge. Located on the coveted second floor of the A-building, this oceanfront unit offers panoramic views of Lanai, Molokai, and the...
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Summary:Oceanfront Resort Condo Suite - ground floor tastefully-remodeled (2020) 1-Bedroom with King Bed, 2-bath w/ Queen Sleeper & Queen Murphy bed in LR. Family Friendly, sleeps up to 5, Full Kitchen, AC, Washer/Dryer in-suite, Free WIFI & Parking, Cable/Flat Screen...
❤️PiH❤️ KOHALA HAVEN ★ PLUS Hilton Resort Passes ★ 3 Full Bath ★ Closes to Pools ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Kohala Haven, a part of our Hawaiian Luxury Collection.Kohala Haven at KaMilo is a wonderful new single-level 3 bedroom home. We pride ourselves on providing some of the most sought after homes on the Kohala...
Maui Resort Rentals: Honua Kai Konea 148 – Upgraded, Extra-Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access
Konea 148 is a luxurious upgraded ground floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and B.B.Qs. Your group will have plenty of space to spread out on the large adjacent lawn area. Take in the views of the...
Nihilani 32C - House of the Golden Ocean
This North Shore Kauai private condo rental features 2 Master bedrooms, Plus extra sleeping space in a Trundle in the Family Room, two dining and living areas, a large kitchen, and access to the Nihilani at Princeville resort amenities.The spacious, furnished lanai...
Townhome at Kuilima Estates at Turtle Bay
Welcome to this spacious second story townhome at Kuilima Estates at Turtle Bay. This condo is located on the eastern side of Kuilima Estates, making this condo one of the closest units to the Turtle Bay beach. .With a completely updated interior, guests enter into the...
KBM Resorts | FREE CAR | Honua Kai Konea | Garden view | 2-Bedroom Condo with Large Courtyard views! HKK-343
Spacious 2-bedroom, 2-bathroom Honua Kai villa with ocean views, chef's kitchen, luxury baths, & large lanai. Sleeps up to 8 with optional rollaways. Perfect blend of modern luxury & island charm.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Beautiful 3bd 3bth Condo SOUTH KIHEI Maui Hawaii CENTRAL AC Kamaole 1 Beach
Welcome to Paradise!5 Min walk across the street to the Beautiful & Sandy Beach Charley Young & Kamaole 1.Perfect for sunbathing, swimming, building castles and snorkeling! Enjoy all the comforts and amenities of our beautiful condo to make this your ultimate vacation...
NORTH SHORE OCEAN FRONT - 30 day rental TA 044773171201
Welcome to Hale Aloha. Please inquire about staying at our property! Our home was recently remodeled in 2016 with new everything including central AC and has a detached enclosed garage. This is the first time it has been available for rent and is in excellent condition...
Luxurious Oceanfront Condo at Wailea Elua Village - Unit 1201, Central AC, Wi-Fi
Wailea Elua 1201 is perfectly positioned in the coveted interior courtyard, 39 steps to famous Ulua Beach, perennially named as one of the world's top 10 beaches and one of the best snorkeling reefs on Maui. This ground floor condo features an oversized, shaded...