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.
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 minutes...
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 at Kona By The Sea #312 - Saltwater Pool & Central AC
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 beach...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Large Corner Suites | 2 Units, 4 Bedrooms | ML-1351
** 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...
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 reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAYSHORT STAYS: 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢...
Tropical 4BR/3BA Retreat near Hilo w/ Private Entrances & High-Speed Wi-Fi
Hale Holo Homestead – Tropical 4BR/3BA Retreat in Hawaiian Paradise ParkSleeps 8 | 4 Bedrooms | 3 Bathrooms | High-Speed Wi-Fi | Private Entrances | Surrounded by Nature. There is also a pull out couch that sleeps 2 adults in the living room.Escape to Hale Holo...
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...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 4 Bedrooms | ML-1229
** 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...
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 colors....
Ocean Front, Beach Front, 2b/2b, near Haleiwa, North Shore property.
If you and family love the ocean, beach, snorkeling, fishing, and surfing, this is the perfect place for you!Walk to beach in a minute, swim, surf the waves, snorkel, walk along one mile of beautiful white sand beach, watch turtles, you can do all, at any time of...
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...
Aston at the Whaler on Kaanapali Beach #761
Property Notice: Spalling Repair Work at Tower 2Please be advised that spalling repair work is currently underway at Tower 2 of Aston at The Whaler on Kaanapali Beach. This project involves concrete restoration and may include work around structural and piping areas.-...
Cozy Villa that near to Hualalai Resort Beach!
This centrally located three bedroom, three and a half bathroom luxury villa overlooks the 15th hole of the majestic Jack Nicklaus-designed Hualalai Golf Course. The ground floor single level floor plan has a spacious lanai that extends to private lawn area - great...
Beach / OCEANFRONT Villa / Family-Friendly / Unobstructed Ocean / Sunset Views
Located steps from one of O‘ahu’s most pristine white-sand lagoons (Honu Lagoon 2), our beachfront retreat places you at the heart of Ko Olina’s world-renowned resort community — yet offers a tranquil sense of privacy and seclusion.There are only 14 true oceanfront...
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
Wake up to garden charm and glimpses of the ocean in this inviting 3rd floor cottage-style condo. Ideally located on Kauai’s most famous beach, it’s a peaceful retreat for your island getaway. Unit 249 Partial Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
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 Remodeled Villa ! 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...
Aston Waikiki Sunset: One Bedroom Superior Condo with Mountain Views
Aston Waikiki Sunset one-bedroom superior with mountain view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is...
Royal Kahana 1206 Oceanfront 1BD Condo with Sunset & Whale Views
Royal Kahana 1206 Spectacular Direct Oceanfront Views from this Updated West Maui Condo, Watch Whales from Your Private LanaiWelcome to your Maui Retreat: Royal Kahana 1206 is a freshly updated ocean-front condo perched on the 12th floor of the landmark Royal Kahana...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | Partial Ocean Views | 3 Units, 8 Bedrooms | ML-1457
** 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...
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...
(P9B) 2Br Princeville Retreat, Pool, AC, Wifi
Two-Story Princeville Condo – Lanai, Pool & Near BeachesFeel the trade winds and unwind in this spacious two-story retreat in Princeville, where tropical breezes, lush surroundings, and island living come together in perfect harmony. This beautiful condo offers a...
New Listing | Modern Maui Retreat – Steps to Beach & Pool!
Your Island Escape Awaits!Welcome to your serene Modern Maui Retreat! This beautifully remodeled 1-bedroom, 1-bath condo in sunny Kihei offers the perfect blend of modern comfort and tropical charm — ideal for couples, solo travelers, or remote workers seeking a...
❤️PiH❤️ Mary's Paradise★ Bikes/Beach Toys ★ Private Beach Club ★
Welcome to Mary's Paradise, part of our Hawaiian Luxury Collection.Mary's Paradise is a beautiful 3-bedroom home nestled within the gated Fairways community at the north end of Mauna Lani.Ideally situated, this home offers a prime central location close to shops,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | ML-2008
** 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...
Hale Hanohano | Ocean, Golf & Mountain Views | Private Pool | Sleeps 16
A statement of island elegance in Koloa’s sun-drenched Poipu district, Hale Hanohano at Kukuiula is a 6-bedroom, 5.5-bath luxury estate designed for seamless indoor–outdoor living and panoramic ocean, mountain, and golf course views. With over 5,200 square feet of...
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,...
Luxury estate on Wailuku With an adorable view
An extraordinary opportunity to spend a magical vacation at this incredible home. Enjoy panoramic ocean views. Imagine welcoming your family and friends to your island retreat and building a lifetime of memories and watching stunning sunrise day after day. We invite you...
Quiet studio in vibrant Honolulu w/ refreshing AC breeze, Pool & steps to Beach
WG 906 | Simple Swanky Urban Waikīkī Studio 9ᵗʰ Floor of Waikiki Grand Hotel®Located in Honolulu, this studio with private lanai is a tranquil retreat perfect for solo travelers or couples. The space features one cozy living area with a queen bed, offering a nice spot...
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...
Haleiwa Beach Front-unobstructed ocean views-30 days min. booking -as per HI Law
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. Recently remodeled. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of Maui is within...
Stunning Corner 2-Bedroom, 2-Bathroom Condo #1073nThe Whaler at Kaanapali Beach
Welcome Home! These are the words we have heard for over forty years each time we return to The Whaler. You will have that same feeling of home when you walk into our exclusive family condo. The Whaler is a gem of place and owns one of the best locations along Kaanapali...
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...
Discover Paradise at Lagoon Tower by Hilton Grand Vacations – 2 Bedroom Oasis
Located within the iconic Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower is your gateway to a vibrant tropical escape filled with unforgettable family fun, breathtaking views, and endless relaxation. Just steps from the legendary Waikiki Beach, this is...
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...
Breezy cool, cozy, & quiet, furn 1 bedroom, top of upscale Kaimuki. Ocean view,
Honolulu is waiting for you at this 1-bedroom apartment. Inside, guests find a pleasant queen temporpedic adjustible bed in bedroom. Cozy living room with sofa that can be a double bed, and take advantage of thoughtful touches like an iron, hairdryeeor your clothes....
Kaanapali Alii Residence 1106
Kaanapali Alii 11062 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front--------------------------------------------------Welcome to Kaanapali Alii 1106, a spectacular two-bedroom oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort. This lavish residence offers...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Grand Suite | 2 Units, 6 Bedrooms | ML-1117
** 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...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Well Appointed | 3 Units, 3 Bedrooms | ML-1670
** 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...
Royal Kahana Maui 207 Oceanfront 1 Bedroom
Wake up to stunning ocean views in this beautifully appointed oceanfront one-bedroom, ideal for vacationers seeking a serene and memorable Maui retreat. Unit 207 Oceanfront 1 Bedroom 1 Bath• 2nd floor condo with oceanfront views and views of the island of Molokai •...
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...
*Hono Kai A15* New Listing! New remodel! Maui condo steps to the sand!
Hono Kai A15 offers tranquiity with garden views. This ground floor unit is immered in rich tropical foliage from your spacious private lanai only steps from the complex beach access! Newly remodeled and decorated with Aloha. King bed and quality sleeper sofa,...
Spacious 3-bedroom townhome with AC in peaceful Waikoloa Beach
Waikoloa Beach is waiting for you at this 3-bedroom townhome. Inside, guests find two king beds and two twin beds, perfect for a restful night. The space includes three bathrooms, one featuring a relaxing jetted bathtub. A cozy office with a sofa bed offers extra...
Aston Waikiki Sunset: City View One Bedroom Condo, 2 blocks to beach
Aston Waikiki Sunset one-bedroom city view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium suite is...
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 vanity...