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.
KHV 2 Amazing Kahana Maui Direct Oceanfront 2BD Condo Steps to the Beach & Pool
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...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Spacious 2bd Near Beach - Maui Kamaole K203
Luxury & Privacy at Maui Kamaole – Upgraded 2BR/2BA Condo Near the Beach!Experience the perfect blend of luxury, privacy, and Hawaiian charm in this newly upgraded 2-bedroom, 2-bath condo at Maui Kamaole. Just minutes from the pristine Kamaole Beach Park III, this...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 5200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring ocean-view suites to provide over 5200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Ekahi 48B Garden View Studio
Our beautifully remodeled ground floor Ekahi studio condo provides a relaxing and peaceful setting with beautiful garden views. This renovated condo (complete in 2015) did not miss a beat as the entire condo was redone with stone, granite, tile, and the perfect Hawaiian...
Princeville Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting to assist you in letting all of life's worries slip away. From the high...
Two Family Ready Ocean View Room with Direct Beach Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Hilton Kings' Land Resort > Big Island HI > New Year's Week > 1 Bedroom Sleeps 4
OVERVIEWEscape to this delightful resort retreat in Waikoloa, located 25 minutes up the coast from Kona International Airport (KOA) on the big island of Hawaii. With a cozy king bed and a convenient queen-sized sofa bed, this charming one-bedroom suite offers a relaxing...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Just one block from...
2 bedroom 2 bath in maui
The primary bedroom features a king-size bed, 55-inch TV and desk. The s bathroom includes a vanity with a single sink, a backlit mirror, backlit make-up mirror and walk-in shower with a ceiling-mounted rain shower head. The toilet is in a separate room and has a...
Amazing Sunsets Oceanfront View Condo – Kahana Reef 222
Escape to paradise with a stay at our exquisite one-bedroom oceanfront condominium in Hawaii. This idyllic short term rental property offers the perfect blend of luxury and tranquility, boasting stunning views of the neighboring islands of Lanai and Molokai right from...
A GEM IN THE MIDDLE OF THE PACIFIC - OCEAN VIEW - KAANAPALI
KAANAPALI - MAUI This Ocean View Maui Cottage with 2 beautiful swimming pools is a mere five minute walk from the local favorite "airport beach" (Kahekili Beach Park), featuring world-class snorkeling and miles of pristine white sand beach. There is a beachfront...
Sea Village Oceanview Condo
Unwind with modern comforts, including a flat-screen TV with cable, high-speed WiFi, and a fully equipped kitchen perfect for preparing island-inspired meals. Step outside to soak up the sun in the oceanfront complex, where you can lounge by the pool, take a dip in the...
Pet Friendly Private Room In Shared Guesthouse
Private Room Rental in Shared GuestHouse Very Walkable Location. We're Located Within Walking Distance To Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking Trail, Safeway Grocery Store, Restaurants, Starbucks, Jamba Juice, Honolulu Zoo, Close to...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
New Listing! - Hawaiian Style - 1bd
Kihei Kai Nani 250 is a charming 1-bedroom, 1-bathroom condo that accommodates up to 4 guests. Please note there are no elevators available. The bedroom features a king-sized bed and plenty of storage to unpack and relax. A queen sleeper sofa is provided in the living...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...
Ridge Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Pets Allowed
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...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave ,...
KaMilo #503 by Gather: Luxury Mauna Lani Retreat Near Golf & Beach
Nestled in KaMilo at Mauna Lani Resort, this three-bedroom, three-bathroom villa offers elegant island living with resort-style amenities. The open-concept design features vaulted ceilings, Cumaru wood flooring, and a gourmet kitchen with high-end appliances and a...
Maui Resort Rentals: Honua Kai Hokulani 506 - Spacious 5th Floor 2BR Corner Suite w/ Direct Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this 2BR Partial Ocean View Suite at the Honua Kai Resort, newly launched on May 7th, 2025 to start taking reservations for check-ins on June 7th, 2025!Just two stacks from oceanfront, this highly sought-after 2BR/2BA corner...
Comfortable condo in oceanfront complex, private lanai, shared pool & BBQ, WIFI
Mahina Surf 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Mahina Surf, your ideal getaway located on the stunning leeward shore of Maui. This oceanfront condo is...
Highly Upgraded West Maui Condo! WiFi, Modern Kitchen, Lanai–Kamaole Sands 9304
Slip into the island life in this air-conditioned 818sf suite with full kitchen for the convenience of preparing your own meals. Enjoy Maui wine and beers from your private lanai. Amenities include WiFi, flat screens, ceiling fans and washer/dryer. Sleeps 4 in 1 Queen...
TCP-1136 | Seagrove Ohana House Ko Olina
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Diamond Resorts Ka'anapali Beach Club - 1 Bedroom Ocean View
*** Sanitation/Cleaning Update ***At Diamond Resorts, the safety and well-being of our guests and team members is of utmost concern. We remain diligent in our commitment to provide a safe, hospitable environment for all who visit our properties. Please read below for...
Kiahuna Plantation Resort 303 Garden View 1 BD
- Private, lower floor condo with expansive garden views from spacious lanai including the Moir Gardens below- Tiled flooring throughout with cozy carpet in the bedroom- Kitchen and appliances newly refreshed and includes full size glass top stove with oven, microwave,...
Waipouli Beach A107 Grand Premier Beachfront 2B/3B
Indulge in island luxury with this deluxe two-bedroom condo set right on the beachfront. With stunning panoramic views and a beautifully appointed interior, it offers an elevated retreat just steps from Kauai’s shoreline. • Unit closest to the beach with an...
Sacred Jungle Hideaway Beach Villa
Our peaceful ~500 sq ft condo is designated as a one-bedroom by Kauai County but lives like an open studio. The sleeping area flows seamlessly into the living, dining, and kitchen space, with stunning jungle mountain views right from your private lanai. Perfect relaxing...
Beautifully upgraded 1bd condo with ocean views
Papakea H301 is a 1-bedroom, 1-bathroom condo that comfortably sleeps 4 guests. It features ocean views, a window AC unit, luxurious master bedroom and bathroom, and a beautifully remodeled kitchen! The main living area is the perfect spot to relax after a day in the...
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed and 2 queen beds, perfect for a group getaway. With 2 bathrooms equipped with a hair dryer, bathtub, and shower, guests will feel right at home. Additional spaces include cozy...
Kapalua Bay Villas Gold Oceanfront 1 Bedroom
Bay Villas Gold Oceanfront 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed- Queen sofa bed in living area- 1200-1500 sqft/111-139 sqm-...
Kaanapali Alii | 463
Welcome to Kaanapali Alii 463! This beautiful one-bedroom residence features stunning panoramic views of the green West Maui Mountains from the largest lanai on property. Watch the sun rise each morning over the mountain range as you enjoy a smooth cup of freshly brewed...
Sky Ala Moana 3509: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
Indulge in luxury living within this exquisite condo at Sky Ala Moana. With two bedrooms, two baths, and two parking spots, this residence epitomizes contemporary elegance fused with timeless charm.Upon entering, you're greeted by a meticulously designed space adorned...
Lahaina Haven: 2BR/2BA Condo w/ 3 Beds
Escape to this peaceful villa at a 16-acre resort on Maui's North Kaanapali Beach.Engage with local traditions at the Nanea Cultural Center and through specialized programs.On property:* dine at Mauka Makai* swim in the spectacular pool featuring island platforms* use...
Wailea Beach Villas|PH508
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layout—perched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
Beachfront Retreat | Room w/ Lanai | Pool Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Luxury Ko Olina Getaway: Relax & Unwind in Style
Experience ultimate relaxation at this 4-bedroom Ko Olina retreat. Located in the luxurious, master-planned community of Ko Olina on Oahu’s scenic leeward coast, this paradise offers access to four stunning lagoons, pristine beaches, and a wealth of amenities,...
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
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 Mana Kai at Waimanalo by Gather,...
large 1-bedrm resort condo w lanai on Hanalei Bay in Princeville, Kauai
This Princeville condo boasts 1 inviting bedroom. The fabulous living room with a cozy sofa bed is perfect for relaxing after a day of exploring. Guests can enjoy amenities like AC, a washing machine, and WiFi during their stay. Experience what Princeville has to offer...
Wyndham Bali Hai Villas | Two Luxury Villas Sleeps 14!
Summary:This listing is for two Luxury villas at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Suite 1: 3-Bedroom VillaSuite 2: 2-Bedroom Villa- Photos are stock photos provided by the resort. Your suite may...
Waterfront Lanikai Beach Compound
Sprawling oceanfront 5BR/5BA compound, steps to Lanikai beach.Share meals and play games in the oceanside backyard. Walk 5 minutes to gorgeous days on Kailua Beach Park or just steps to iconic Lanikai Beach.Furnished fully-equipped kitchen. Two parking spaces.The...
Charming 1BR Condo Near Anini Beach
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Wailea Elua Village | 1509
Wailea Elua Village offers tropical vacation condos set amid Wailea’s resort hotels, making it a perfect luxury destination. Enjoy easy access from this vacation condo at Wailea Elua Village to the restaurants and spas of the Wailea resorts via the...
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beach
Our high floor with amazing view of diamond head, city skyline and partial ocean views is located in the heart of Waikiki. It's fully furnished 1br/1bath with 2 beds that can accommodate up to 4 guests comfortably. Fully equipped kitchen with everything you need to...
Your New Happy Place! Haliʻi Kai 2B&B condo in beautiful Waikoloa Beach Village
Enjoy the relaxing beachfront pools at Haliʻi Kai, located in the heart of the Waikoloa Beach Resort. This inviting upstairs condo features a primary bedroom with a California King bed, walk-in closet, large smart TV, and a private en-suite bathroom. The guest bedroom...
🏝️Summer Deals-Cute Ocean View Condo, walk to beach🏝️
Maui Vista #1-218 is a one bedroom, one bathroom condo on the second floor of Building 1 with Ocean View. The condo has been refreshed with bright modern furnishing. It features air conditioning throughout, a fully-equipped kitchen, washer and dryer. The condo has been...
2Br Top Floor Hanalei Bay Resort, Ocean View, Pool, Beach Gear
Welcome to Hanalei Bay Resort unit 7305/7306. Looking for enough space for the whole family to relax in scenic comfort? This 2br 2ba condo comes with a with a sleeping loft, offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North...
Kapalua Ridge Villa 2023 Gold Ocean View 3 Bedroom
- 2nd floor, 2 story villa with 8 stairs from parking- Tile floors throughout- Updated open kitchen with granite counters and high end appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table...
Westin Ocean Resort Princeville Kauai- Real Owner- June 1-8 and June 23-30 2024
Located on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort Villas is set on eighteen oceanfront acres and absolutely packed with the...