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.
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...
Hualalai Golf Villa - Exquisite Views & Fully Remodeled
Welcome to your dream vacation at our spectacular Hualalai Resort Golf Villa, perfectly situated overlooking the 18th fairway of the world-renowned Hualalai Resort Jack Nicklaus Signature Course, with captivating ocean views beyond. This second story front-row Villa...
Aloha Hale - spacious, comfortable studio -with beach gear
The Aloha Hale studio condo, a corner unit in Kihei Bay Surf, has more space, extra windows, and a wrap-around lanai. Amenities include pool, great jacuzzi, BBQ grill, tennis court, free pool use and off-street parking. Across the street is the ocean, a small park,...
KHV 26 Direct Ocean Front 2BD West Maui Condo Amazing Views Sunsets and Island Vibes!
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Beachfront Retreat: Elegant Views w/ Full Kitchen. Onsite Parking and Pool!
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Waikiki Beach 1-BR Oceanview Condo...Steps to the Sand!nBeachviews.
Welcome to your ownWaikiki Beach 1-Bedroom Oceanview Vacation Condo Rental...just steps to the sand,Famous Waikiki Locale. One of the few beachfront condo properties in Waikiki, Relax on our Spacious Lanai framed by coconut palms, in a beautiful tropical setting. Steps...
Ridge Villas Gold Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Kamaole One #3 - Walk out to the beach
Spectacular unit in one of the most sought after locations in Kihei, directly on Charlie Young Beach (or Kamaole 1), with amazing ocean, sunset and island views. A uniquely private and protected location, this peaceful retreat combines direct beach access (just steps...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband...
NEW! Marjorie's Kauai Inn-Queen Room w/Panoramic Huge Lanai
Welcome to Marjorie's Kauai Inn, a Classic Bed [&](https://www.marjorieskauaiinn.com/) Breakfast! _It 's the experience that sets us apart. Marjorie's Kauai Inn is not just a "room in a house". It's not just the same old condo or a crowded hotel room. It's the Lawai...
Wailea Beach Villas | PH403
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy...
Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit
Pualani Island Getaway - Main House & Ohana- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where breathtaking sunset...
Kaanapali Alii | 462
Experience the ultimate tropical escape at Kaanapali Alii 462, a luxurious one-bedroom ocean view vacation rental that perfectly blends comfort and style along Maui’s breathtaking coastline. This exquisite retreat offers an unparalleled combination of elegance and...
Royal Kahili 401A by Gather: Oceanfront Suite & Resort Pool
Welcome to Royal Kahili 401A by GatherDiscover oceanfront luxury at its finest with Royal Kahili 401A by Gather, a stunning 2-bedroom, 2-bathroom top-floor corner suite in Kailua-Kona. Thoughtfully designed for travelers seeking elegance and comfort, this beautifully...
Oceanfront Condo: Stunning Views, Pool, High-Speed Wi-Fi, Near Beach,Shops,cafes
Maui Oceanfront Retreat | Private Lanai, Steps to Beach & Stunning Ocean ViewsWelcome to your dream Maui escape! Wake up to breathtaking ocean views and enjoy your morning coffee on your private lanai, just steps from the soft sands and turquoise waters of one of...
3-bedroom house with AC, parking
Oceanfront property. 2 queen beds, 1 bunk bed, a cozy living room, one bathroom.Guests can enjoy a cup of coffee in the morning with Honolulu and Diamond Head views! Good location. Close to restaurants, attractions, and shops.Located just steps from the ocean and the...
Sunset Shores - Waialua Oceanfront Retreat - 30 Day Rental
**This property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied**Welcome to Sunset Shores! Located in Waialua on the North Shore of Oahu, this...
Luxury 1-bedroom villa in welcoming Princeville, Kauaʻi with WiFi, AC
Your home away from home in Princeville, Kauaʻi with 1 bedroom. This marvelous villa features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable king bed for a restful night's sleep. Enjoy modern...
Wyndham Paniolo Greens | Five 2BR/2BA Suites - Sleeps 30!
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. Explore all the island has to offer with golf and beautiful beaches located just minutes away, or stay on-site and enjoy the many amenities...
Maui Resort Rentals: Honua Kai - 6 Total Bedrooms with Over 3800 Combined Sq Ft and Stunning Premier Ocean Views!
This exceptional pairing combines a stunning 3BR Premier Oceanview suite overlooking the resort's lush interior courtyard and pools with a neighboring 3BR Oceanview suite offering not only stunning views of the blue Pacific but also vistas of the majestic West Maui...
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Aloha! When you think about Hawaii, do the following images come into your mind? The blue Pacific ocean? Long sandy beaches? Palm trees swaying in the gentle breeze? Warm sunshine? Tropical islands on the horizon? Stunning romantic sunsets? And also, in one word;...
NEW! Queen w/Private Outdoor Gazebo Hot Tub Salt Water
Welcome to Marjorie's Kauai Inn, a Classic Bed [&](https://www.marjorieskauaiinn.com/) Breakfast! _It 's the experience that sets us apart. Marjorie's Kauai Inn is not just a "room in a house". It's not just the same old condo or a crowded hotel room. It's the Lawai...
Makena Surf | F111 | Beachfront Resort
Welcome to Makena Surf F111, a stunning ground floor oceanfront vacation condo that embodies the essence of tropical island relaxation. This spacious 1,510 sq. ft. suite features a quaint entryway that leads you into a beautifully furnished living space, complete with...
Pet Friendly Guesthouse + Parking
LOCATIONThis is location is absolutely amazing! It's very walkable and safe in the morning, and evening. Walk to Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking trail, Safeway grocery store, restaurants, Starbucks, Jamba Juice, Honolulu Zoo,...
Valley Isle Resort #1102 - Vacation West Maui
★Free Parking, Free Wifi, No Resort Fees★New Split Air Conditioner System in Bedroom and Living Room! New Vinyl Floors!!Escape to a haven of tranquility and breathtaking ocean vistas at Valley Isle Resort 1102, your beachfront condo on Maui's sun-kissed west coast....
Honua Kai Konea 307 Ocean View 2 Bedroom 2 Bath
Konea Unit 307 Konea 2 Bedroom Ocean View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Beautiful views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings...
Discover Tropical Bliss and Family Fun at Kings’ Land by HGV-2 BD. Plus
Looking for a family vacation packed with adventure, relaxation, and tropical fun? Kings’ Land by Hilton Grand Vacations on the beautiful Big Island is the ultimate destination! Set along the pristine Kohala Coast, this resort combines luxury and laid-back island...
Gorgeous Napili Shores studio A/C
Come relax is this updated ground-floor studio located on famous Napili Bay (6 minute walk to beach!) Comfy, king-sized bed and twin sofa sleeper, full kitchen (all new appliances) with everything you need (fully stocked- even spices & oils!) Very close outdoor BBQ area...
Regency on Beachwalk City View 1 Bedroom
Ideally located near Waikiki Beach, this inviting one-bedroom condo comfortably accommodates up to four guests and offers all the comforts of home.• Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker, toaster, cookware and...
Kiahuna Plantation Resort 63 Royal Garden 1 BD
- Second floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Luxury vinyl flooring in kitchen, bath and hallway and carpet in bedroom and living area- Full kitchen with quartz countertops and backsplash includes full...
4th Floor Oceanfront Unit in Westin Nanea Ocean Villas: 2 Bed/2Bath, Unit #8410
Stunning Oceanfront Two Bedroom/Two Bath Condo. Guaranteed Unit #8410 (Fourth Floor, Oceanfront Center Unit). Huge Oceanfront Lanai/Balcony off the Living Room. Both bedrooms are likewise oceanfront -- both squarely and fully face the ocean. A very spacious 1260 square...
Marriott's Kaua‘i Beach Club | One-Bedroom Villa
Summary:Escape to Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers a perfect blend of relaxation and adventure, with access to a pristine beach and a variety of amenities. Enjoy breathtaking ocean views,...
Long term rental near beach in Kahala with Pool
Beautiful house located two blocks from the beach with pool.Five bedrooms, Five baths, fully furnished with internet, cable and utilities included.30 day minimum rental, no exceptions.$46,800/month
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
❤️PiH❤️ Hawaii Magic ★ Sunset & Ocean Views ★ Near Pools
Hawaii Magic! Brought to you by Paradise in Hawaii Luxury HomesWelcome to our 4 bedroom Hawaii Magic Villa at KaMilo, on the Big Island of Hawaii a part of our Hawaiian Luxury Collection.It's is a wonderful 4 bedroom home with 3.5 Bath (Mahina Model) equipped for up to...
2 Oceanfront Units in Napili Lani, Sleeps 10
This listing is a combination of 2 separate units close to one another.Disclaimer: The calendar is not perfect and we encourage clients to make an inquiry first to check the availability before booking. Dates are not confirmed until Owner/Manager sends confirmation.This...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Resort+Amenities.1BR Condo
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Ridge Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Lanikai Hideaway: Modern Luxe Indoor-Outdoor Living/Walk to Lanikai Beach
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Lanikai Hideaway, an exquisite...
1st Fl Gem, Kings, Steps 2 Beach
Summary:Upgraded 1st-floor condo in a gated community, steps from shops, dining & beach. Features new floors, kitchen, bathrooms, & designer decor. King beds, premium cotton linens, full AC, & stocked kitchen. Baby gear & beds for all ages. Enjoy a heated pool, gym,...
Discover the Ultimate Hawaiian Escape at Kings' Land by Hilton- 1 Bd. Premier
Set in the heart of Hawaii’s Kohala Coast, Kings' Land by Hilton Grand Vacations offers a serene blend of tropical beauty and modern luxury. Perfect for families, couples, or friends seeking the perfect getaway, this resort provides a vibrant atmosphere with...
Maui Resort Rentals: The Whaler 1001 - Upgraded 10th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Maui Resort Rentals is proud to present this stunning 1BR oceanfront residence at the iconic Whaler Resort on Kaanapali Beach—newly launched and available for bookings starting July 5th, 2025!Situated in one of the most coveted locations at The Whaler Resort on...
Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring,...
On the Ocean's Edge, Steps to Beach - Kahana Reef 210
Welcome to your tropical paradise getaway in Hawaii! This exquisite one-bedroom condominium is the perfect escape for beach lovers and relaxation seekers. Nestled right on the sandy shores, this short-term rental property offers stunning panoramic views of the...
Hawaii Life Rentals Presents Puu Poa 202
Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Executive Honolulu Home with Spectacular View
This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter tops and all the utensils you...
Palms at Wailea Villa 1210 Garden Deluxe 1 BD 2 BA
- Fully renovated 2nd floor walk-up unit - Renovated Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware - Spacious private 219 square feet lanai - Master bedroom with 1 king bed - No Sofa Sleeper - 2 fully...
Waipouli Beach Resort B302 Ocean View 2 BD 3 BA
- 3rd floor condo with and 154 square feet balcony in Building B- Granite countertops and travertine back splash in full size kitchen- Wolf cooktop and convection oven- Microwave- Sub-Zero refrigerator- 2-drawer Fisher-Paykel dishwasher- Coffee maker, blender, toaster,...