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.
14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
**FAMILY FRIENDLY**If you are looking for a modern, luxurious retreat in Wailea with BRAND NEW EVERYTHING, look no further! This unit was completely gutted to the studs and every item was purchased brand new. Guests can enjoy:— Modern, deluxe kitchen with all new...
The Perfect Getaway
This perfectly located condo is in the heart of Kahana, is just a short walk to a sandy beach and 5 min drive to Napili Beach. Many of the favorite shops and restaurants are located within 5 minuets of our new remodeled condo. From the spacious living room to the lanai,...
Perfectly located between the beaches & Kona town, just 10 min from airport. nn
Prefect location for your home away from home. Equal driving distance to the prime beaches and shopping / dining. Quick straight shot to the KOA airport for ease of travel. Family friendly with ample room and large well appointed kitchen. sleeps 8 1 king bedroom, one...
Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!
Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Welcome to Unit #104! This remodeled condo offers the perfect blend of comfort and convenience. It features a brand-new Italian Queen sofa sleeper and new King mattress in the master with luxury linens/pillows Both the living room and bedroom have window A/C units to...
Beautiful Oceanfront Corner Unit
#240 is one of the top 1 bedroom, end unit, rental condominiums at Sugar Beach Resort, which is one of the top resort designations on Maui. Consider staying with us for the following reasons:1) Oceanfront property - Spectacular views down the southern beach coast, all...
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our fully remodeled three-bedroom Poipu condo here (Makahuena 2309) has a fantastic view of the ocean and pool. The layout is ideal for up to 8...
Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi
Hawaii Tax ID: TA-026-430-5152-01TMK: 390080030057The ocean at your doorstep.Every comfort at your fingertips.This is life as it should be… waking up to the sound of the ocean waves and topping off your day with a picture-perfect sunset on your...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
The property marker shows the property location incorrectly. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai.Walk through the entry gate, and find yourself in the middle of your own personal "resort". A lush tropical yard greets you as you walk to...
Beautiful Ocean Front Condo - unit A-314
Maui Sunset is the perfect vacation home. The large 112 square foot private lanai, overlooks the beautiful gardens, pool and ocean. It is perfect for watching whales in the morning or sunsets in the evening. Located on 6.5 acres of oceanfront property makes Maui Sunset...
Waikoloa Beach Villas G2-Luxury top of the line vacation home, Fairway Views!
Luxurious top of the line Hawaii vacation condo! Away from it all, yet central to everything at the Waikoloa Beach Resort – located on the sunny Kohala Coast of the Big Island. This secluded unit is just 20 minutes north of the Kona International Airport and overlooks...
❤️PiH❤️ Aloha Joe's Ohana ★ Close to Beaches and Restaurants
Brought to you by Paradise in Hawaii Luxury Homes.Aloha Joe's Ohana provides a perfect setting for your Hawaii getaway and is designed for gatherings of up to 8 people and provides a relaxing, comfortable well-equipped home for your Hawaiian vacation.Fast WiFi with...
Maui Resort Rentals: Honua Kai Konea 412 - Rare 1BR + Den w/ Spacious Floor Plan, Lush West Maui Mountain Views
Konea 412 is a luxurious one-bedroom PLUS den mountain view suite offering fantastic views of the West Maui Mountains. Suite 412 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in one king-sized bed, one...
Awesome Ocean View! Lovely! Highly Upgraded! King Bed
Start your day with koi pond views and end it whale watching from your lanai. This upgraded third-floor Papakea unit offers tropical charm and modern comforts—Bosch appliances, blackout shades, granite counters—just steps from top beaches, poke, and food...
Princeville Home with Magnificent Mountain Views!
Spacious family home with gorgeous mountain views that sleeps 8 people.This large comfortable home is located in a quiet part of the upscale community of Princeville, on the North Shore of Kaua'i.Within walking distance to beautiful Pu'o Poa beach on the world famous...
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B23Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedLoft Area: 1 Sofa Sleeper and 2 Bunk BedsThis vacation rental has a...
Newly Renovated Condo steps away from Kamaole II Beach
Our beautifully renovated condo has a fully equipped kitchen, new Stearns & Foster queen size bed, a queen sofa couch, smart TV, wireless internet, new bathroom with step in shower and a soothing plank floor. Beach towels and beach chairs are also provided. We are steps...
Adventure awaits, relaxing begins! Tropical dreams come true in my Fairway Villa
My Fairway villa is a luxury dream vacation come true. Surrounded by world-class golf courses it is a golfers delight. Beautiful beaches are a short walk or drive away. Beach chairs and towels are all waiting for you. All you need to bring is your bathing suit. If you...
Napili Shores G-155 - Summer Specials - Free Activities
Napili Shores Resort is located on the south end of the gorgeous sandy beach of Napili Bay. A one-of-a-kind unit, this ground floor, non-smoking, ocean view G building studio is the ideal location for a peaceful Maui vacation. You will enjoy the sounds of the surf in...
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Completely refurbished Building 9 1 bedroom, 1.5 bathroom condo across street from ocean on the best beach in Kihei. Beautiful partial ocean and Mt Haleakala views from the lanai. Pool and BBQ areas are a short walk away, Condo is loaded with the following...
(4323) 1 Br Hanalei Bay Resort, Ocean view and Plenty of Amenities
Welcome to Hanalei Bay Resort unit 4323, a bright and beautiful top floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 1 bedroom and a loft space. The main bedroom boasts stunning ocean views and a King size bed...
🏖️Beautiful | Private | Fablous Ocean Views! | Private Pool |vrKCV
vrKCV - Mahi Iulani, Professionally Managed by Kona Coast Vacations Welcome to Mahi Iulani – Your Private Tropical RetreatNestled on the gentle slopes of Kona, Hawaii, Mahi Iulani is a luxurious tropical villa where tranquility and privacy meet the glow of stunning...
KBM Resorts | FREE CAR | Honua Kai Konea | 2-Bedroom Condo with Large Floorplan, Recently Updated! HKK-926
** 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...
Comfortable condo near shopping/dining, near beaches, shared hot tub & pool
Kona Bali Kai #374Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat your friends to a sunny Hawaiian getaway at this comfortable condo near the heart of Kona! It's been...
KKSR#2303 OCEANFRONT, TOP FLOOR, OCEAN VIEWS, SLEEPS 8, 3 BED/2 BATH WITH AC!
Welcome to Ocean Breeze! Knutson & Associates Property Management is thrilled to offer Unit 2-303, a magnificent, updated top floor oceanfront unit centrally located in the Keauhou Kona Surf and Racquet Club. This luxurious 3-bedroom condo features vaulted ceilings and...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Situated on an 8.5 acre exotic fruit farm along the Hamakua Coast, Royal Palm Cottage will provide you real feeling of Hawaii country living. A view of Mauna Kea greets you as you drive up Chin Chuck Road, known for the well manicured, 10 acre farm lots. As you enter...
Now book Maui's Best Beach, Golfing & views in calm Kaanapali waters with A/C
El Dorado Resort K-113 is a fantastic renovated vacation destination. Come and enjoy the warm ocean & beach in Kaanapali, named one of the World's Best Beaches, and what Maui has to offer. Best uncrowded clean golden sandy beaches, snorkeling with the marine life in our...
Ideal home away with pool, ocean views, & fast WiFi
Mahina Surf 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to the good life here in Lahaina and make yourself at home in this island getaway perfect for a small...
Makahuena 10 minute Walk to Poipu Beach
Private, below ground level lanai allows for relaxation on comfortable furnishings. The condominium complex is oceanfront on a rocky coastline. Our premium upgraded unit will fit your party's needs with many fine upgrades and amenities. Two bedrooms and 2 full baths add...
Peek-a-boo Ocean View,1bd1bath AC Condo, closer to downtown Kailua village
Kona Shores#118 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near Beaches
Please be aware that exterior painting on Building B at The Villas will take place from October 6, 2025, to November 10, 2025. Work will occur Monday through Friday, excluding Poipu Kai-observed holidays, and may involve limited activity on lanais. The project includes...
Aloha Condos, Kanaloa at Kona, Condo 2906, Oceanfront, AC
Kanaloa at Kona 2906 is a luxury 1600 square foot oceanfront condo that is built on an ancient lava flow from the Hualalai shield volcano that last erupted over 200 years ago. It has a spectacular west-southwest ocean front facing view. There are 2 full master...
Luxury Beachfront Remodel ★ 180° Views ★ Epic Sunsets at Luana Kai D203
Luana Kai D203 by KNOWLES MAUILuana Kai D203 is a sophisticated 2 bedroom, 2 bath resort condo that sleeps up to four guests in a prime oceanfront location. Enjoy 1,150 square feet of luxury living space. Take in the spectacular panoramic ocean and outer island vistas...
Maui Resort Rentals: Wailea Elua 2204 − Luxuriously Remodeled 2BR w/ Stunning Ocean Views, New Listing!
Boasting stunning panoramic views of the Pacific Ocean that extend deep into the home's living, kitchen, and dining areas, Wailea Elua 2204 is a luxuriously renovated second-floor villa featuring some of the most spectacular vistas South Maui has to offer. Watch...
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
"Escape to Maui and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".Oceanfront condo on the third floor with beautiful ocean views! Gorgeous upgraded property. Quiet home listen to the sounds of the seaWelcome to our condo at Kanai A Nalu resort,...
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 2 bedroom 2 bathroom Kiahuna...
nGreat 1 bedroom with custom murphy bed in LR room, 61 reviews! HOTEL ZONED
Desirable Ground Floor Unit We highly recommend travelers insurance. You never know what can happen and need to cancel!Please send message to owner before entering your credit card, to be sure the unit is available. The Whaler Resort has two 12-story condominium towers...
ENJOY RESORT LIVING 2 Beds/2 Baths Ocean Views
This privately owned unit offers extra amenities you won’t find elsewhere, including a fully equipped kitchen stocked with spices, coffee, teas, cooking oils, and more.The spacious 2 bedroom / 2 bath apartment is located at the oceanfront Royal Sea Cliff Resort on the...
Makena Surf E103 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E103 is a stunning 1,510 square foot oceanfront vacation condo that epitomizes luxurious Hawaiian living. This first-floor residence offers an unparalleled indoor/outdoor experience with its innovative design featuring pocket doors that retract to seamlessly...
Shores of Maui 121 | Upgraded Condo, Pool + Lanai!
The very best of Hawaii awaits when you vacation at Shores of Maui 121. This ground floor one bedroom/one bath unit has tile floors throughout and is outfitted with lovely island-style furnishings, including a queen bed and quality sleeper sofa that comfortably allow...
BEAUTIFUL*Partial Ocean View by TOP Swimming Beach
Relax on the king bed in the master bedroom after a long day of snorkeling, hiking or sunbathing on the beach. Ceiling fans keep you cool at night and the TVs in the bedroom and living room keep you entertained after the sun goes down. This bedroom is roomy and...
Oceanfront Estate, Steps to Ocean - Pool, Spa, Home Theater, B-Ball Court!
The 'Blue Wave' house is a one-of-a-kind oceanfront resort home located in the Kolea community that was completely upgraded in 2020. This beautiful 4 bedroom home was custom built to make every dream of an oceanfront paradise come true - with a private pool deck and hot...
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on Oahu
Hawaiian Princess 1 bedroom, 1 1/2 bath end unit penthouse. There is no better ocean/beach view on the westside of the island than from the lanai of this 16th floor condo. This condo sits right on the beach. 850 square feet inside the condo, and 400 square feet of lanai...
Kihei Beach 606 - Direct Ocean Front, Breathtaking Top Floor Views, Central AC!
Enjoy unparalleled ocean views from this top floor unit, Kihei Beach Condominium 606. Beautifully remodeled, beach front, and overlooking Maui's longest golden sand beach. Start and end each Maui day with panoramic views that take in the Pacific far beyond the visible...
Beachfront, Stay right on the beach @ Hale Pau Hana
You could hike to the beach or stay right on the beach and enjoy being on the beach 24hrs a day. Wet sand views from our lanai, the sound of the waves coming ashore is always with you. You never leave the beach when you stay with us. We are a Premium class...
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Newly renovated! Appliances, hardwood and tile floor, light fixtures, granite countertop, furniture... all brand new! Within walking distance of downtown Kihei, this gem of a condo is still far enough away that you can relax in peace and quiet with the beach across the...
Ocean Pool Hale 3br 2ba Cozy Princeville Home with Private Pool, Hot tub and Ocean Views, Beach Gear
Welcome to the Ocean Pool Hale, an cozy Hawaiian escape in the heart of lush Kauai. This three-bedroom, two-bathroom single-level home is nestled in peaceful Princeville, a community known for its magnificent scenery and world-class golfing. This lovely home features...
Stunning Oceanfront Condo #512: Updated Luxury & Breathtaking Sunset Views!
Stunning, Front Row Ocean and Sunset Views! Updated and all new furnishings in late 2023. Clean, crisp and comfortable, this home has everything you will need to make your Maui vacation one that you will never forget. Fully equipped kitchen, plush beds and many other...