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.
Wyndham Bali Hai - Last Minute Steal - 1BR Suite
Summary:Nestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two pools or...
Sugar Beach Resort 619: Many upgrades throughout this 1 Br Penthouse Condo
Ocean Front One Bedroom Condo. This has been refurbished and redecorated with new furniture, carpet, and appliances. This unit sleeps up to two people. New furnishings in the living room give this unit the comforts of home. There is a flat-screen TV in the living room....
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily Housekeeping
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily HousekeepingThis prime ocean-view villa enjoys the premier Golf Villas location at Hualalai Resort. This Golf Villa features unobstructed ocean, golf course, and sunset views and quick access to the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Stunning 7th Floor Ocean Views!
This tandem offering brings together one of our best 2br deluxe ocean view corner suites with our very best 1 bedroom suite. The 2br suite offers superb ocean views from its prime corner location, and the adjacent 1br suite offers superb ocean views of its own. Take in...
AirCon, Modern STUDIO in fabulous Kaloli Point, next to Trailhead to Haena Bch
With Airconditioning, after your long day of adventure, nice and cool cozy getaway awaits in Keaau Kaloli Point a Micro climate of sun, at this amazing Detached STUDIO. A detached Studio from Main House. Equipped with essential amenities like WiFi, AC, and a COUCH/Pull...
Maui Ka’anapali Villas #204: Studio Ocean View on N. Kaanapali Beach
Maui Ka’anapali Villas #204: Hotel Room with Ocean Views on N. Kaanapali Beach. Maximum occupancy: 2This hotel room is the perfect homebase for your Maui getaway. Situated on the 2nd floor, there are ocean views from the main room and out on the shared balcony. This...
Mele Olina, Private Home-golf Course & Ocean View
Nestled along the Makai Golf Course in the serene Princeville community, Mele Olina offers a beautiful, secluded retreat with stunning ocean and mountain views. This private family home comfortably accommodates up to 6 guests and is designed for relaxation, connection,...
Blissful Honolulu Oasis: Renovated & Modern w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Washer dryer in the unit. Free tandem parking allowed Park two...
A11y Room with King Bed, Lanai - Upper Floor
Stay in this accessible 242 sq. ft. room featuring a king bed and a private lanai. Located between the 4th and 11th floors, this room offers accessibility features, air conditioning, free Wi-Fi, and modern amenities for a relaxing and inclusive stay.Key Features: •...
Just What You're Looking For! W/ Kitchen, Outdoor Pool, Free Parking!
Set on the scenic north shore of Kauai, this resort offers easy access to nearby beaches and outdoor activities. Enjoy spacious accommodations surrounded by lush landscapes, perfect for exploring Princeville's natural beauty and local attractions.This listing is for a...
Royal Sea Cliff Kona Oceanfront 2 Bedroom
Ocean Front 2 Bedroom 2 Bath- Condos located on 2nd, 3rd and 4th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed and private bathroom with...
Spacious 2100 sq. ft. North Shore Condo in a Princeville Resort
On the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay called Princeville. Amidst this splendor, you'll find the private paradise the Ka'Eo Kai resort. A stroll along its winding paths takes you past waterfalls, streams, gardens and...
2 bdrm deluxe suite Kauai Beach Villas
Beautiful two-bedroom, two-bath Kauai condominium/villa with Hawaiian accents overlooks the Pacific Ocean and offers spacious comfort for your relaxation and pleasure. Lounge on your private, oceanfront lanai surrounded by tropical breezes and enjoy expansive,...
2br 2ba Modern Kamahana, Pool, Close to Beach
Modern Island Retreat – 2BR/2BA Condo in Kamahana, PrincevilleExperience the beauty of Kauai's North Shore from the comfort of this modern 2-bedroom, 2-bathroom condo located in the peaceful Kamahana complex in Princeville. Surrounded by tropical landscaping and...
Tropical Garden & Pool View at a Beach Front Property-Kihei Kai Unit 8
Condo #08 is a garden view unit located on the lower level. This charming condo is in front of our tranquil pool surrounded by lush palms and fragrant plumeria trees. The kitchen has been newly remodeled and equipped with upgraded appliances. This condo will sleep 4...
Cozy hotel suite in marvelous The Modern Honolulu Hotel
Enjoy a peaceful stay at this brilliant 1-bedroom hotel suites in Honolulu. This cozy retreat offers everything guests need for a nice getaway. With amenities like a fitness room, heating, AC, WiFi, iron, coin laundry, and a hair dryer, you'll have everything you need...
Beachfront Bliss in Kona - Saltwater Pool, Central AC, & Unmatched Views
Welcome to Kona By the Sea #312 — a beautifully remodeled 2-bedroom, 2-bath oceanfront condo with central air-conditioning, located on the top floor of the preferred main building. Enjoy sweeping, unobstructed views of the Kona coastline, saltwater pool, and sandy...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Maui Magic: Beachfront Maui Ocean Club Resort! 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴 The Spectacular Maui Adventure at Marriott's Maui Ocean Club awaits! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All...
Bright updated condo w/ lanai & shared pool/hot tub - steps to beach
Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...
Enjoy the Space! Super Pacific View, Kitchen Ease, Free WiFi–Waikīkī Shore #708
Unwind in this one-bedroom one-bathroom deluxe suite with views of the Pacific Ocean, which you can enjoy from your furnished lanai. This unit’s decor is reminiscent of iconic Waikīkī charm. You’ll love the wicker furnishings, wide-leaf paddle fan, and vibrant...
Honolulu Vacation Rental: Walk to Beaches
Make this lovely Honolulu condo rental your home base in Hawaii! This 1-bath studio boasts a stunning location that's within walking distance of hotspots like Kapiʻolani Regional Park, Kaimana Beach, and Diamond Head, so you can enjoy the area's attractions and natural...
Wailea Elua Village | 2402
Wailea Elua Village 2402 is an exquisite ocean-view second-floor condo located in the prestigious Wailea area of Maui. This elevated condo with vaulted ceilings enjoys great views out over the South Maui coastline, especially remarkable during whale season, since you...
Beautiful Makai Club Cottages - 2BR
Escape to a lush tropical oasis at Makai Club, situated on the North Shore of the island of Kauai. This quaint resort is surrounded by the lush greenery and the towering mountains of The Garden Isle. Spend your days lounging on one of the nearby beaches while soaking up...
Aston at the Whaler on Kaanapali Beach #761
This remodeled ocean view studio located on the 7th floor of Tower 2 at the Whaler on Kaapali Beach makes great use of the space with a King Wall/Murphy bed which allows for extra space during the day. The living area features a large flat-screen TV and comfy recliners...
Waikiki 1-bedroom condo with AC and wifi
Welcome to paradise living at Foster Tower in Waikiki! This beautifully appointed corner unit 1 bedroom, 1 bathroom condo offers an unparalleled lifestyle just one block from the world-famous Waikiki Beach. Step into your new home and be greeted by breathtaking views of...
Kiahuna Plantation Resort 249 Partial Ocean 1 BD
- Third floor end unit with lanai looking out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Full kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher,...
Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea Location
Interior photos coming soon. Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea LocationWelcome to Wailea Ekolu 804, a beautifully appointed one-bedroom, two-bathroom retreat perfectly positioned in the heart of Wailea. This spacious condo is nestled along the...
Designer Remodel | Kings + Sunset + Murals + Aloha
Summary:Ocean side, oversized, tastefully decorated and upgraded, corner unit in desirable Mauna Lani resort. Freshly remodeled by pro designer! Sunset & golf views. Hawaiian-themed murals, stylish black & white master suite w/ walk-in shower + tub, king bedroom on 1st...
Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
Hale Kalapu NEW LISTING Spectacular Panoramic Ocean Views from this 3Bedroom Home on the North Kaanapali Hillside! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal),...
Cozy Modern Kamahana Studio, Pool, WiFi
Charming Island Getaway – Studio Condo in Kamahana, PrincevilleEscape to the serene beauty of Kauai in this stylish and modern Studio with en-suite bathroom located in the peaceful Kamahana complex in Princeville. Ideal for couples or solo travelers, this cozy retreat...
Family Vacation! 2 Pet-friendly Units, Near Honolulu Zoo!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Kapalua Golf Villa 18T4 Gold Fairway 1 Bedroom
- Street level unit overlooking Bay Golf Course- One Step-up into the front door- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes fridge with ice maker, stove/oven, microwave, dishwasher,...
STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/Pool Coming soon
**New pool coming in Nov 2025**Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best beaches, restaurants, and attractions. Whether you're here to explore or relax, everything you need is within reach. This stunning...
Lilikoii Landing
Welcome to Lilikoi Landing! Escape to our stylish 2-bed, 2-bath condo in Princeville, Kauai, where relaxation awaits. Enjoy air-conditioned comfort, ocean views from the front yard, and lush green mountain views in the back. Just minutes from Hanalei Bay and other...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Centrally Located Elegant Vistas
Summary:Enjoy a stylish experience at this centrally-located place. Bright, modern, and spacious. Complete remodel in October 2022. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of...
New Listing! Poolside Poi'pu Condo - 2BR Kahala
Poolside Poi'pu Condo - 2BR Kahala at Poipu KaiExperience the best of Poipu in this perfectly positioned condo with the convenience of poolside living and easy beach access. This bright, modern 2-bedroom retreat features travertine floors, granite countertops, and...
Kona Coast Ideal 1BR Space w Pool. Escape to bliss
Located on Kona Coast in Hawaii, this tropical garden resort is less than one kilometer from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs and a sauna.Kona Coast Resort offers...
Royal Kahana Maui 207 Oceanfront 1 Bedroom
- 2nd floor condo with balcony- Tiled floors throughout- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with granite counters and walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777...
Golf Villas Ocean View 2 Bedroom at The Kapalua Villas Maui, Full Kitchen, Pool
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...
Studio City View DLX Kitchenette A/C, and WiFi - Bamboo Waikīkī Hotel #410
Castle Bamboo Waikīkī Hotel #410 - This 4th floor unit is 329 square feet, comes with a lanai, and open-concept living space. This space comes with a large cozy sofa and a spacious Queen bed, a flat screen TV and Wi-Fi to keep you entertained. The bathroom has a...
Papakea H302 1BR Condo with Spectacular 180º Ocean View & Central AC 🏄♂️ 🌞!!!
The Papakea is a Kaanapali Beach Oceanfront Resort. Unit H302 is a 1 bedroom, 1 bathroom condo with Central A/C (very rare for 1 Bedroom Condos), Landscape 180 degree Ocean View from the LanaiExcellent location, with fantastic panoramic view of ocean, koi ponds, (2)...
Maui Ka’anapali Villas #A407: One bedroom ocean view
Maui Ka’anapali Villas #A407: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 4th floor, this unit boasts magnificent ocean...
Relaxing tropical retreat near Diamond Head. Unwind and rejuvenate your senses.
Experience a calming Oasis at the Kahala Beach Apartments. This peaceful retreat is a fully furnished 2 bedroom, 2 bath dwelling located on the 1st floor and has 1 parking stall included. Cool off comfortably with fully integrated air conditioning throughout the space...
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
- Nicely appointed, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean. AC in living area- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with...
Kapalua Ridge Villas Gold Ocean View 2 Bedroom
Ridge Villas Gold Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...