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.
Pure PRIVACY in Heart of it ALL Close to Beach & Pool
This adorable condo boasts pure privacy on your own lanai in the lush gardens of Kihei Akahi! Sip on your coffee or enjoy your favorite glass of wine with pure peace and serenity. This complex comes equipped with two pools (one of which is very close to the condo), BBQ...
Wailea Ekahi Village 18C - 1 Bedroom Garden View Condo
E Komo Mai. Welcome to Wailea Ekahi Village 18C, a delightful one-bedroom vacation rental located in the stunning Wailea area of Maui! This cozy retreat offers a serene garden view, making it an ideal choice for those seeking a peaceful and relaxing getaway. Upon...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
Ilikai Hotel One-Bedroom Suite in a Great Location In Waikiki! No Resort Fees!
Look no further, you've found PARADISE! This condo is located on the 6th floor of the Ilikai Hotel. Wake up & spend your mornings on your private lanai, enjoying watching the sun rise on the east. Come home after a long day of exploring the islands and relax on your...
Beachfront Family Dream Vacation in Tranquil Home Along the Waianae Coast
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.***This property is new to our inventory. Reviews are coming soon. Please rest assured this home is...
Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony
Island Sands #306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This...
Radiant Hawaiian Monarch Studio | Pool + Gym
Spacious Hawaiian Monarch studio with Ala Wai views located at the beginning of Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured...
Home with ocean views, studio, large lanai, koi pond, washer/dryer
Seabreeze Hawaii Kai - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape from the hustle and bustle of everyday life to this slice of paradise! You are sure to...
Hawaii Studio directly across the street from the Ocean in the west side!
On the westernmost part of Oahu (the Leeward side) is the Waianae Coast. The beauty of Waianae is in the people, the stories, its deep Hawaiian culture, the hiking, and the breathtaking beaches here. Relax and enjoy the west side, away from the hustle and bustle of the...
Luana Waikiki Oceanview High Floor Condo
Luana Waikiki is one of the most popular, best-located, authentically Hawaiian hotels in the heart of Waikiki Beach. Enjoy your gorgeous unobstructed oceanview (the beach is only a 5-8 minute walk). You are on Kalakaua Avenue - the heart of Waikiki - with all of the...
Royal Kuhio 1812 Corner Unit w/ Ocean City Views + Parking Included!
Royal Kuhio - Located in Heart of Waikiki This unit includes 1 Parking stall. 1 Bedroom / 1 Bathroom 18th floorFloor: 18th floor Beds: 2 Full size beds + 1 queen size sofa bed(AC in the living room, Fan in the bedroom)WIFI + TELEPHONE: Wifi and local calls are...
Drect Ocean Front | Small 6-Unit Complex | vrKCV
Welcome to Hale Pohaku #5 – Your Oceanfront Escape Awaits!Perched on the edge of paradise, Hale Pohaku #5 is where mid-century modern design meets the breathtaking beauty of the Pacific. Designed by the legendary Vladimir Ossipoff—renowned for his mastery of modern...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Partial Ocean AND West Maui Mountain Views
This tandem 7th floor package combines a two-bedroom/one-bath with an adjacent one-bedroom/one-bath to create a fantastic option for groups or families seeking exceptional luxury value. Each suite delivers partial ocean views in addition to delightful views of the...
Iconic Ilikai Hotel condo on the 18th floor steps away from the beach!
Iconic Ilikai Hotel condo – 18th Floor unit – Enjoy well-appointed comfort and convenience with walking distance proximity to beaches, shopping, golf courses, restaurants, and much more!Condo Features:• King-size bed• Sunrise city views• Full kitchenBuilding Amenities:•...
Oceanfront Bliss at Royal Mauian #405–Stunning Views, Prime South Kihei Location
Royal Mauian #405 – Oceanfront Comfort with Stunning Coastline ViewsRoyal Mauian #405 is a two-bedroom, two-bathroom condo designed for guests who want to experience the very best of oceanfront living in South Kihei. With panoramic views of the Pacific Ocean and Maui’s...
Ocean Bliss Awaits - Spacious Lanai - Outdoor Grill - Golf Course Views
Ocean Bliss Awaits - Spacious Lanai - Outdoor Grill - Golf Course ViewsE komo mai (welcome) to your personal Hawaiian retreat, where the lush beauty of Maui meets unparalleled luxury. Nestled within the heart of Kaanapali, this two-bedroom, two-bathroom oasis offers...
Charming 2-bedroom lodge in beautiful Volcano with Hot Tub
Discover the beauty of Volcano from this 2-bedroom lodge. Nestled in a serene setting, this pleasant retreat features 2 queen beds, WiFi, and heating. With 2 bathrooms, guests can relax and unwind in this excellent accommodation. Fall in love with Volcano and enjoy the...
Menehune Shores 225 | Stunning Ocean Views!
When you come to Maui it’s all about the sun and surf, and that’s what you get when you stay at Menehune Shores 225. You have a beachfront view – no peek-a-boo or semi-view. At Menehune Shores 225 you can sit on your lanai and gaze directly out on the Pacific Ocean,...
Panoramic views to die for! Lux 2BR | Free parking
This luxury 2 bedroom, 2 bathroom ocean view prime corner unit is a fully furnished retreat with stunning panoramic views in every room, gorgeous unobstructed sunsets every evening and gleaming shoreline city lights every night! FREE PARKINGWalk out the back of the...
Aqua Aloha Surf Waikiki 906 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 906 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Full/double Futon, Sleeps 4, 361 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Refreshing Kuhio Village Studio | Private Lanai
This lovely Waikiki studio features a minimalist design, yet includes all the essentials for a great stay! Located at the secure Kuhio Village building, right off of Kuhio Ave., our guests enjoy easy access to the newly built International Market Place, lively Kalakaua...
Waikiki Paradise: Oceanview Condo W/ Free Parking
Waikiki Banyan Tower 1 Suite 2808Deluxe Ocean View Condo 2 Queen Beds in Waikiki, FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Aqua Aloha Surf Waikiki 1609 Deluxe Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1609 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) king bed, (1) Queen Sofa Sleeper, Sleeps 4, 503 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Aqua Aloha Surf Waikiki 1106 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1106 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 361 St FtA surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun...
Aqua Aloha Surf Waikiki 200 Moderate Studio with Partial City Views Sleeps 2
Aqua Aloha Surf Waikiki 200 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, Sleeps 2, 218 Sq Ft. (1) Queen bedAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Maui Banyan Studio, King Bed, Steps to Kam2 Beach
Enjoy a fun beach vacation at this beautiful studio condo, with a very short walk to the beach. shops and restaurants. With a comfortable king bed and everything you need at the beach (chairs, towels, cooler, umbrella and boogie boards), this unit provides a fun getaway...
Aqua Aloha Surf Waikiki 1108 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1108 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Timeless Ossipoff, Beachfront Oasis!
Relax in this timeless beauty 3-bedroom house in Honolulu. This gorgeous Ossipoff designed property features 1 king bed, 1 queen bed, 2 twin beds+an extra futon sofabed, perfect for a family or group of friends. With 2.5 bathrooms equipped with luxury amenities, guests...
(7305) Ocean View Studio Hanalei Bay Resort, Pool, Tennis, Beach Gear
Welcome to Hanalei Bay Resort unit 7305. This studio condo comes with a with a King bed and lovely lanai offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North Shore sunsets. Step inside this top-floor studio condo to find some of...
Special Rates! Ocean View Studio at Bali Kai
Enjoy your vacation in Kona, at this studio with an ocean view, lanai to listen to the waves and more at Bali Kai #168. Located on iconic Alii Drive and across the street from Banyans, a local surf spot. This studio has a queen bed, a sofa for seating, and a small table...
Lush Suite w/Fairway Views - Kanaloa at Kona #501
The suite features rustic island charm in design and aesthetic with AC units and ceiling fans throughout for optimal climate control. The common areas boast an open, airy layout with sleek tile flooring and cozy furnishings. Enjoy morning coffee, sunset cocktails, or...
Top Floor, Centrally Located Condo, AC, Private Lanai, Steps to Beach
A L O H A ! ! !Top Floor, Centrally located, Condo with AC. Sleeps 4+ Parking included for one vehicle Imagine stepping out onto your lanai with a cup of coffee, and feeling the Hawaiian breeze carry your worries away. Whether you're planning a weekend escape or an...
Central HNL Condo, Bike-Bus Friendly, Pet-Friendly!
This centrally located condo allows you to quickly access all the main attractions in Honolulu, including world-famous Waikiki (10-15 min drive), the main beaches and shopping centers, University of Hawaii, Downtown, and much more. For healthcare providers, the main...
2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189
Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...
1BPO1 Aston at the Waikiki Banyan Partial Ocean View 1 Br w/Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Partial...
explore 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢-Beachfront Kaanapali Resort+Hyatt Amenities
Immerse yourself in the stunning beauty of Kā‘anapali Beach from your exclusive 2-Bedroom Ocean View Resort Villa. Discover luxury living on the iconic shores of West Maui, with exclusive access to the 40-acre Hyatt Regency Maui Resort & Spa.𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫 𝐕𝐚𝐥𝐮𝐞 &...
Oceanfront W/Kitchenette - Waikīkī Grand #709
Castle at Waikīkī Grand #709: This tastefully decorated ocean-view studio with a kitchenette provides everything you will need for your trip to paradise! Large floor-to-ceiling windows allow for plenty of natural light to fill up your room, cool tile flooring, air...
Modern & Chic Ocean View Waikiki Beach w/ Parking!
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...
Comfort & Style by the Volcano Park
- Relax in a cozy getaway with a spacious, inviting open-concept layout.- Enjoy amenities like high-speed WiFi, ceiling fans, and on-site parking.- Explore nearby trails and a local zoo for fun and adventure close by.- Delight in local dining, markets, and shopping a...
Maui Kaanapali Villas 179, 1BD Escape, Direct Oceanfront, Sandy Beach
Maui Kaanapali Villas 179 Breathtaking Direct Beachfront Views from this North Kaanapali Ground Floor Condo just Steps from the SandWelcome to your Maui Retreat: This ground-floor condo at Maui Kaanapali Villas sits directly on the ocean, offering an unbeatable location...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Ocean View
WB 2108-1 Deluxe Ocean View Waikiki Banyan Condo, Free Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project.Aloha and Welcome to...
Ocean-view corner condo with fast WiFi & lanai - walk to beach -90 night minimum
Mid-Century Modern Tropical GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire expansive vistas from this modern corner condo, overlooking the mountains, the city, and the...
Napili Bay 210 Napili Bay Studio with Direct Ocean View
Napili Bay 210 NEW LISTING Experience West Maui Directly from the Beach at Napili Bay, Swimming, Snorkeling and Sunsets just Steps Away from your Door! Perfectly positioned just steps from the soft sands and turquoise waters of Napili Bay, this beachside retreat offers...
Shores at Waikoloa Unit 112: 2/2 condo in the Tamarind Tower, Sleeps 6
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
Royal Kuhio 1706 - Spacious Waikiki Studio w/ Stunning Diamond Head & City Views
HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4 ※Parking is available at $30/night upon request and advanced payment is required. Please request parking via email at least three (3) business days in advance. - Located in Heart of Waikiki...
Waikoloa Beach Resort Villa J23 Golf View 2BD 2BA
Nestled within the Waikoloa Beach Resort, Waikoloa Beach Villas offers condos just steps from Queens’ Marketplace and a short drive from Ana`eho`omalu Bay. Waikoloa Beach Villas Unit J23 Golf View 2 Bedroom 2 Bath•Waikoloa Beach Villas is located at 69-180 Waikoloa...
Cozy studio in Ka Eo Kai, Kauai, HI
About this spaceOverlooking Anini Bay, this cozy studio suite is the perfect place to be while on the island of Kauai. Lots of amenities to enjoy. The resort offers easy access to top Kauai shopping, dining, entertainment, state parks, national wildlife refuges,...
Amazing Remodeled 2 Bdrm w/ AC! - Menehune Shores #509
Menehune Shores #509 – Ocean View Comfort in North KiheiEnjoy ocean views and the comfort of home at Menehune Shores #509, a two-bedroom, two-bathroom condo designed for relaxation and convenience. Perfect for couples or small families, this North Kihei retreat offers...
Blue Orchid Cabin
Welcome to the Hawaiian Sanctuary, a 44-acre tropical farm-stay that goes beyond the typical resort experience, offering a unique blend of island living, eco-conscious comfort, and vibrant community experiences. Unwind, revitalize, and reconnect with nature at Hawaiian...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1222-3
Welcome to Coconut Plantation 1222-3, where vacation dreams come true (and Mai Tais flow like waterfalls). This enchanting villa in the lush paradise of Ko Olina Resort is your ticket to a serene escape—or an epic family adventure.Walk into a living room so comfy, it...