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.
Spectacular Oceanfront Views
Remodeled floors, kitchen and bathroom!(To see our reviews for our other units in this building, search on this site for 1070628 and 1893280)1 bed (Cal King), 1 bath, beachfront condo, Free Wi-FiYou Can Not Get Closer to the Ocean on Maui!This romantic getaway is quiet...
Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West
This homey one bedroom (cal king bed) with upstairs loft (with one queen and one twin bed)/two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to five! It's close to the public beach at the Turtle Bay hotel, sitting on the 1st hole of PGA Fazio...
Absolute Luxury on the Ocean
SPECTACULAR RENOVATION. First time offered to rental guests. Totally renovated ocean front unit at Paniolo Hale. This unit is on a PRIME OCEAN FRONT location. Watch the surfers from your front row seat on the lanai with monk seals sleeping on the beach, and migrating...
Kahana Outrigger Oceanfront Property 3 BR/3 BA Unit #2A1
Home away from home describes our Kahana condo with fantastic sunsets, great views, romantic moonlit nights, and seasonal whale watching. The unit features new plank flooring, oceanfront views, three bedrooms (two with king beds), three baths, and a total of 1,500...
Alii Cove F-1 - Beautifully appointed townhouse located in downtown Kona
Alii Cove F-1 is a beautifully appointed end-unit townhouse. The spacious 2-story interior of the townhome is well equipped, furnished and maintained. The large kitchen has everything you need for a lengthy stay and was just renovated in 2025. The large great room is...
Beachfront Home + Cottage at Center of Hanalei Bay!
Welcome to our stunning, historic Hawaiian plantation home and cottage—nestled beachfront on over 1/3 acre at Hanalei Bay’s famous Pine Trees Park. A surfer’s dream in winter and a calm, swimmable bay in summer, this family-friendly, single-level compound includes a...
Relaxing oceanfront studio on the beach
Enjoy panoramic, unobstructed views of the neighboring islands of Lanai and Molokai, while watching whales (seasonal) breach out of the water, sea turtles and fish swimming by and enjoy breath taking beautiful sunsets!Experience the time of your life in this spacious,...
Surfers Paradise!
AMAZING COUNTRY RETREAT ON THE COVETED NORTH SHORE!! Enjoy creating memories with your family and friends at our favorite place in the world. Surf, hike, swim, snorkel, take in the rays!!! This private estate offers ocean views just up the hill from world renowned...
Waipio Valley and Ocean View
Enjoy this breathtaking fully equipped home over looking Waipio Valley up close in this 4 bedroom, 2 bath and outside shower home with incredible views. There are plenty of rooms and views for a family or group of friends to experience the lush and tropical...
Shells At Poipu, lovely home, short walk to beach
Just a short walk to the beach, this lovely home is also a short walk to the resort community's swimming pool and tennis courts. Your beautiful home-away-from-home welcomes you to relax and enjoy a wonderful visit to the "Garden Island" of Kauai. Perfect for families...
3 minute walk to the beach! Close to restaurants/shops. Updated, clean with A/C
Our beautiful updated condo in the Maui Vista complex is conveniently located on the ground floor of Building 1, which gives direct access to the beautiful garden, heated pool and walkway to Charley Young Beach. It is well furnished and includes a well stocked kitchen,...
Hale Kai Lily - Waterfront Hawaiian Getaway 10% discount for November 2025
This single-level waterfront, home is thoughtfully curated & designed. New AC in every room. Featuring a full kitchen, living room, and lanai as well as 4 bedrooms and 3 bathrooms. The property is fully furnished and boasts captivating marina views from all common areas...
Hale Le'ahi: Diamond Head Luxury Home with Pool, AC, Lanai and Close to Waikiki
Set beneath the slopes of Diamond Head on Oahu’s iconic Gold Coast, Hale Le‘ahi by Gather is a grand three-story plantation-style estate that captures the timeless beauty of old Hawai‘i with modern luxury. This 5-bedroom, 4-bathroom retreat spans over 4,200 sq. ft. and...
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villas C1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas C1Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: One Queen BedAdditional...
Hale Hanai - near Kealakekua Bay - Proximity to ocean without oceanfront price
PLEASE NOTE: DURING THE HOLIDAYS, FROM DECEMBER 15 TO JANUARY 1, WE REQUIRE AT LEAST A TWO-WEEK BOOKING. "Pathway of the Gods" is the meaning of the name given by ancient Hawaiians to Kealakekua Bay. Five hundred feet from the bay, nestled among the palm trees and...
Gorgeous Remodel, BEST location! KAKC206
This is a brand new unit; light, bright with beautiful breezes! Fantastic location in the complex. Close to everything you want/need in Kihei! Gorgeous sunset views. Come be our guest and enjoy the comforts of being in Paradise!!Aloha and welcome to PARADISE!!! This...
Ocean View Studio at Islander on Beach with AC
Island Escape – Ocean View Corner Studio at Islander on the Beach 309Welcome to Island Escape, a rare top-floor corner studio at Islander on the Beach. Nestled along Kauai's stunning Royal Coconut Coast, this bright and breezy retreat offers panoramic ocean, garden, and...
1D Aloha Manor is Elegant Gated Oceanfront Luxury Living with A/C!
Summary:Escape to paradise in this elegant oceanfront condo! Enjoy stunning beach views and direct access to the sand. This first-floor, end unit offers a private retreat with two bedrooms, two bathrooms, and a fully equipped kitchen. Relax on your private patio or take...
Relax and Regenerate on Kauai's North Shore
DISCLOSURE 8/29/25: The Nihilani spa is currently inoperable and we do not have an estimated date for repairs to be complete. More information will be provided as it becomes available.Located at the tropical complex of Nihilani at Princeville, this spacious, two...
Hilton Waikoloa Pool Pass for stays thru June 2025! Waikoloa Colony Villas 1102
Hilton Waikoloa Pool Pass for stays in 2026! This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1102. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two...
Hawaii, Big Island - Mauna Lani, Golf Villas, Unit #O3
Welcome to Golf Villas, a luxurious, quiet, gated condo community in Mauna Lani, Hawaii. - 2-bedroom condo, fully equipped kitchen, and private lanai with golf course views- Master bedroom with king-sized bed and en-suite bathroom- Guest bedroom with two twin beds and...
Waikiki Banyan OCEAN VIEW Plumeria Suite - lots of amenities, free parking, Waikiki Beach
Enjoy breathtaking ocean views on the 30th floor!Want to be steps away from the beach, indulge in a fully-equipped kitchen to cook any meal, and relish in the astonishing ocean views from a wonderfully remodeled 1 bedroom unit at the Waikiki Banyan?Welcome to the age of...
Stunning Ocean Front 1-Bedroom Condo WiFi, AC; Mahana 608
Located in Lahaina, this charming condo features 1 bedroom with a cozy king bed. The bathroom is equipped with a walk in shower, Additionally, there is a lovely living room with a sofa bed for extra guests. With WiFi, a washing machine, iron, and AC provided, your stay...
Kona Oceanview Penthouse in Kailua Village - Best Kona Location/View!
This is the BEST location on the Kona Coast, right in Kailua Village. This spacious (~1300 ft²) condominium includes two Master Bedroom Suites with King beds and a 3rd Bedroom with trundle bed. Sleeps five adults comfortably, six people with children sharing 3rd...
Keauhou Palena 1102, 11th Fairway Of Golf Course, Quiet & Beautiful Surroundings
Close to dining and shopping in nearby Kailua-Kona Village the Keauhou Palena is a great vacation get-away.The Keauhou Shopping Center is with-in a short walk. It offers interesting shops, restaurants, a large super market, a great farmers market every Saturday, cinema,...
Puakenikeni Hilo Hale
Private unit in a lovely open oasis of a yard with fruiting trees and flowering shrubs. Has its own dedicated serene yard space with a picnic table bench and grill for outside enjoyment. It also has its own dedicated parking next to the unit. Property is conveniently...
Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
This is a beautiful condo decorated with a tropical theme. Sleeps 2-4. It has a new A/C unit in the living room, quiet ceiling fans in the living room and bedroom, and sunscreen and drapes to prevent overheating in the afternoon. On many days the cool ocean breezes...
119 night April discount Ali'i Dr location, Clean, salt water pool by Poke shack
Inviting Vacation Rental in Kona, HawaiiHolualoa Gardens, nestled along the scenic Great Ali'i Drive, offers a perfect haven for your Hawaiian getaway. This charming one-bedroom condo is ideally situated near the iconic Banyan surf spot, tranquil Lyman's Bay and up the...
Poolside, Ground Floor and Beach Gear Included! Waikoloa Beach Villas B3
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B3Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedBeach Equipment: All of our vacation rentals include beach...
Island Surf 506 | Incredible Views + Amenities!
Within steps of sunny Kalama Beach’s warm turquoise waters, you’ll discover the perfect Maui, Hawaii getaway for a romantic retreat or small family vacation or friends’ trip at Island Surf 506.Light, bright, and beautiful, Island Surf 506 has everything you need to make...
❤️PiH❤️ Hapuna Beachfront Bliss ★ Steps to the beach ★ Amazing Sunsets ★ B29
Welcome to Hapuna Beachfront Bliss at Hapuna Beach Residences, proudly presented by Paradise in Hawaii Luxury Homes.From the moment you wake, the shimmering Pacific Ocean invites you to relax and unwind.Savor breathtaking sunsets each evening, painting the sky over the...
Romantic Oceanfront Studio with Gorgeous Ocean Views Overlooking Napili Bay w/AC
Newly remodeled oceanfront studio at Napili Shores Building A 204 with sweeping views of beautiful Napili Bay. A few steps to the white sand beach of Napili which has been named the most beautiful beach in the world by Travel and Leisure 2017. No need to leave the...
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
Wailea Grand Champions 146Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a sweeping view of the world-class Wailea Blue Golf Course and splendid sunset over the ocean from...
206 - Gorgeous Remodeled Oceanfront One Bedroom Unit! Fantastic!
* This is one of the premier one bedroom one bath units at the Kihei Surfside! * This ocean front condo has been significantly upgraded * 70 feet from the ocean - Watch the whales (in season) from your private Lanai * 100 feet from one of the finest beaches in Maui -...
Poipu Beach Townhouse, 5 Minute Walk to Brenneke's Beach and Pool
Spacious 1600sq ft,2 king beds,2+ baths ,beautifully furnished. ALSO THE PROPERTY WILL BE FULLY AIR CONDITIONED STARTING NOVEMBER 23, 2024.Located among the lush acreage of the Poipu Kai Resort and within a 5 minute walk of Brenneke's Beach and another few minutes along...
Modern Coastal Remodel I Koa Resort 1G
Fully equipped with flat screen smart TV & cable, high speed internet, IPad, printer and office desk; you will have all of the comforts of home or a hotel business center. The kitchen is fully stocked with all of your cooking and entertaining needs, including new top of...
Last min May opening! Love watching sunsets and dolphins from this large lanai!
The wrap around lanai is a perfect place to relax with coffee watching whales, dolphins and amazing sunsets!! This condo is a newly remodeled 2 bedroom 2 bathroom ocean front condo on the top floor. It has new furniture, beds, bedding and more! The building has an...
$149 a night Book Now B -208 Ocean View, Pool
Welcome to Waiohuli Beach Hale B -208, your peaceful Maui escape in an oceanfront paradise!Located upstairs in this charming low-key complex, B-208 is beautifully remodeled with granite countertops, tiled floors, modern cabinetry, and a fully equipped kitchen with...
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Beautiful, spacious, Kihei Maui ocean side of road, two bedroom, two bath condo. Maui Sunset, unit B201. Top quality remodel in 2015 with granite counter, custom kitchen and bathroom vanities. Enjoy the garden view and all the amenities of the highly acclaimed Maui...
KKSR#6101 REMODELED GROUND FLOOR CORNER END UNIT, OCEAN/GOLF COURSE VIEWS!
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club #6-101!This spectacular ground floor, highly desirable corner unit has an impressive 1,188 interior square feet featuring 2bedrooms & 2 bathrooms. The property is uniquely positioned in the development and...
Beautiful 3 Bedroom Oceanfront
New Kitchen, bathrooms, carpeting, bunk beds and couch! Our three bedroom, two bathroom oceanfront condominium offers luxurious accommodations for up to eight people. Situated within the Kahana Outrigger Resort - a low-rise, low-density complex of only 16 units, located...
Resort-Style Rental - Ocean View, Pool/Hot tub/Gym
This luxurious resort condominium with spectacular views is located along the 12th fairway of the Waikoloa Beach Golf Course and is exclusive only to residents and guests. From the shimmering blue ocean and breathtaking fiery sunsets, to the volcanic mountain top of...
Ocean View! Golf Course Princeville Townhouse! Walk to Beach! High speed WiFi
Brand new remodel!Experience the beauty of Kauai's North Shore through this luxuriously appointed townhouse situated right on Makai Golf Course with mesmerizing ocean and mountain views. This brand new remodeled 2 bedrooms, 2 bathrooms Townhouse is in the heart of the...
Casa Tropical Kona in Kailua-Kona with an ocean view & pool - walk to the beach
Casa Tropical Kona -Kailua Bay Resort 2-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly located in the heart of Kailua-Kona, this one-bedroom condo is affectionately...
Kauai Adventure Base Camp. Let this be your Gathering Place! A Spectacular Pool to Enjoy!
Summary:Escape to paradise in this stunning Kapa'a mountain view condo, perfectly situated on the Coconut Coast. Enjoy easy access to pristine beaches, delicious dining, and exciting shopping, all within walking distance. This comfortable retreat offers a relaxing...
Prestigious oceanfront condo, perfect location
Welcome to Mana Kai 810, a luxurious, top-floor ocean front condo offering the complete Maui experience. Recently renovated, this stunning 2bd/2ba retreat features new flooring, fresh paint, and stylish contemporary furnishings blending modern comfort with the timeless...
Newly Renovated Sweeping Ocean and Diamond Head View Waikiki Condo
Sweeping view of Ocean and Diamond Head from beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and...
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Hale Mano (The House of Sharks) is a 3-bedroom, 2-bath home built in 1963 from solid California redwood. Located on a cute residential street, it's the perfect getaway from the typical resorts. You will love this well curated, retro, beach house that's just a 6 minute...
Mauna Lani Terrace E201
Mauna Lani Terrace E201 offers a nice ocean view out over the ponds. This one bedroom villa has been nicely upgraded to include granite counters and stone floors. The living area has a sleeper sofa with two chairs that faces a LCD television and looks out over the ocean...
Aloha Condos, Na Hale O Keauhou, Townhome D-6, Ocean View, AC
Best location at Na Hale O Keauhou and added to the website on December 18, 2014. • Beautiful Ocean-View Gated Complex• Large & Luxurious 2 & 3-Bedroom Townhomes• Resort Pool, Spa, Clubhouse & Fitness Facilty• Pavilion with Kitchen• Golfing, Swimming, Snorkeling &...