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.
Waikoloa Resort Fairway Villa K4! Newly updated, 2 Story with Central A/C
Experience scenic Hawaii from the comfort of this beautiful home. With an open floor plan and three bedrooms and bathrooms, this is the perfect spot for a family getaway or a romantic retreat. Enjoy easy access to world-class beaches, shopping, and more!As soon as you...
2 Bedroom 3 bath in Waipouli Deluxe oceanfront condominium Resort
Mountain view unit with rich hardwood furnishings, gourmet kitchen, and spacious baths. Full kitchen with high-end appliances and In unit washer/dryer. Heated river pool, flumed water slides, sand-bottom jacuzzis, beachfront restaurant & bar, full-service spa, and...
ALOHA-WAIKIKI OCEAN VIEWS near beach 102
This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony.Within our CLEAN PRIVATE unit,...
Maui Resort Rentals: Honua Kai Hokulani 225 - Upgraded Interior Courtyard 2BR Suite w/ Beautiful Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pool, Hokulani 225 is a luxurious 2BR/2BA suite offering gorgeous partial ocean views from between the lush palm canopy. In addition to its highly sought-after location, the suite belongs to a rare class of...
*Lauloa 312* Maui Prime 3 Bedroom Oceanfront Condo
This spacious and quiet 3rd-floor condo just steps from the ocean offers three bedrooms and stunning panoramic views of the Pacific and southwest Maui with brilliant sunrises over the Haleakala volcano each morning. The primary suite has a comfy king bed and ensuite...
NEW REMODELED, OCEAN VIEW, A/C IN ALL ROOMS, CAL KING BED, 4K, SMART TV, KEURIG
This is one of the few units in the Kihei Akahi with Air-Conditioning in the bedroom and living room. E Komo Mai to our brand new remodeled one-bedroom suite with partial ocean view and artfully designed with you in mind! This Unit, tucked away in the coveted South Maui...
Maui Beachfront Condo – Sugar Beach #430 – Stunning Ocean Views & Pool
Sugar Beach Resort #430 – Oceanfront Escape with Sweeping ViewsWelcome to Sugar Beach Resort #430, a beautifully remodeled one-bedroom, one-bathroom oceanfront condo with direct beachfront views. Located in North Kihei, this retreat offers the perfect setting for...
Maui Resort Rentals: Honua Kai Konea 550 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
From the moment you walk through the door of Konea 550, you will realize that you are entering one of Kaanapali Beach's crown jewels. This masterpiece boasts a stunning 5th-floor location above the palm canopy in the closest column to the ocean in Honua Kai's coveted...
GROUND FLOOR:One from Ocean Front-May 6-May 16 OPEN!Best location! Hotel zoned.
WhalerAloha -Whaler 107 GROUND FLOOR~ ONE FROM OCEAN FRONT!!! has become a Whaler favorite, for many of our wonderful guests! Spacious one bedroom/ two full bath, with fantastic ocean view~ and fully equipped, comfortably sleeps 4 persons and is HOTEL ZONED! So no...
Coastal-Style condo with tropical Maui landscape
Keawakapu 206 is a bright and well-appointed 2-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers a split A/C in the living and master bedroom. Both of the bedrooms are furnished with a queen-sized bed. Furnished with unique contemporary and Asian...
LUXURIOUS OCEANFRONT Maui Condo with Two Bedrooms, Two Baths - AIR CONDITIONED
Exceptional views will greet you right as you open the door to this newly remodeled unit. Unlike other condominiums or hotels, this is a direct view of the ocean, no angles or peek-a-boo views. You can not get any closer to the ocean unless you want to get wet. There is...
Open layout with hardwood floors throughout
Nestled within the serene ambiance of Kihei Resort, unit 128 offers a sublime retreat on the sun-kissed shores of Maui. This charming ground floor, 1 bedroom, 1 bathroom condo sleeps up to 4 guests. Step into the inviting living space, where plush furnishings beckon you...
Elegant, second floor condo with lanai, pool and hot tub access, and central AC
Shores at Waikoloa 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Elegant and refined in its design and decor, this single-level condo in The Shores at Waikoloa Beach Resort is...
KHV 33 New Listing Oceanfront 2Bedroom Villa in Kahana w Spectacular Ocean Views
Kahana Village 33 NEW LISTING Oceanfront 2Bedroom, 2Bathroom Villa in Kahana with Spectacular Ocean Views! Experience your next Hawaiian vacation from this split level, 2-bedroom, 2-bathroom oceanfront villa at Kahana Village. Situated on a secluded beach with ocean...
Ocean & Pool View. Top Floor!!! NO RESORT FEES!
No RESORT FEES. SAVE. OWNER PAYS THE RESORT FEES!The OUTRIGGER Kauai Beach Resort & Spa is a 25-acre oceanfront luxury resort just minutes from the Lihue Airport, Walmart, Costco and several supermarkets. OUR UNIT'S AMENITIES (#1308) Building one, TOP of Third floor...
Beautiful Ocean and Diamond Head Views w/ Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
EXCLUSIVE ELEGANCE*Pure LUXURY*OCEANFRONT
This newly remodeled one bedroom one bathroom unit provides everything you need for your time here on Maui. With modern touches, custom high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space. Relax in your amazingly...
Beachfront Condo: Sunset Views & Pool Access!
Pack your bags for a delightful getaway on the coast of Maui with this welcoming 1-bedroom, 1-bathroom vacation rental where you and your loved ones can spot whales seasonally and turtles year round. Effortlessly enjoy the beach every morning, take a dip in the...
KONA REEF D-26: DIRECT OCEANFRONT, REMODELED, AIR CONDITIONING, ELEVATORS!
Spectacular, Direct Oceanfront, Kona Reef Condominium! This incredible unit truly is one of the best at the development.Unit#D-26 is on the Second Floor of the very popular Kona Reef Development. Notable features include: ~Gorgeous Ocean Views, this is as Direct...
OCEAN VIEW FROM LANAI-ENJOY SOUND AND VIEW OF WAVES-CROSS LAWN TO BEACH-PARKING
COME AND ENJOY PARADISE. Clean, well kept newly renovated condo with ocean view will keep you comfy as you enjoy our breathtaking view from lanai. KAHA LANI COMPLEX offers plenty of secure FREE parking and FREE WIFI. Enjoy the relaxed natural ambience of Kauai. KAHA...
Maui Resort Rentals: Luana Garden Villas 2B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2B's north-facing orientation offers a shady respite from West Maui's legendary endless sun, and its designation within our "Grounded" collection at the Luana...
Ho'o Maluhia: Breezy Oceanview Retreat w/Private Pool and Stunning Views
Hoʻo Maluhia – Ocean View Luxury Retreat with Pool, A/C & Sunset Lanais Above Kailua-KonaExperience Big Island paradise at Hoʻo Maluhia, a luxurious hillside retreat perched 700 feet above Kailua-Kona. This spacious two-level home offers breathtaking 180° ocean views, a...
Home Away From Home - Beautiful Townhome in the Heart of Mauna Lani
Enjoy the gorgeous Kohala Coast in a large, family friendly townhome at the Mauna Lani Villages. Villages 207 is a 2-story Lehua Model home. It has over 2,100 square feet of space - perfect for the family to spread out and enjoy the comforts of home in a fantastic...
Casa De Emdeko# 324 1/1 Remodeled,Top Floor, Oceanview, AC, Elevators!
Casa#324 is a Beautifully Remodeled Top Floor 1 bedroom, 1 bath condominium at the Oceanfront Casa De Emdeko Condominium Development. This special property is directly across from the elevator on the 3rd floor for ease of access.Located in the heart of Kailua-Kona, the...
OCEANVIEW 3 Bedroom 2 Bath Condo - Kahana Village 13
Welcome to your Maui dream vacation at Kahana Village — a serene oceanview oasis located on the desirable West Side of the island. This 3-bedroom, 2-bathroom ground-floor condo is new to the rental market and features stunning views, fresh updates, and the comfort and...
Maui Resort Rentals: Ka'anapali Ali'i 191 - Luxurious 2BR w/ Stunning 9th Floor Ocean and Black Rock Views!
From its incredible 9th-floor vantage point high above the palms, Alii 191 delivers gorgeous unobstructed views of the Pacific Ocean that extend to Kaanapali's famous Black Rock and Maui's neighbor island Molokai, in addition to epic vistas of the lush West Maui...
Ma'alaea Surf, Unit G5-1 Bd Beachfront Condo, AC, Wi-Fi, TV, Kitchen, Pool
Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, newly remodeled G-5 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf is just 15 minutes from...
Waikoloa Beach Villas C3 - Ground Floor Villa Next to Pool, Beach and Shops!!
Welcome to Waikoloa Beach Villas C3, located next one of 2 pools. Villa is located in the Waikoloa Beach Resort. SPECIAL - 3 night minimum for this listing till December 31st.Our villa is located on the Island of Hawaii, on the Kohala Coast. Come and explore our Island...
Modern Molokai Vacation Condo
Your next island getaway awaits on Molokai - a Hawaiian island anchored by the highest sea cliffs in the world! Explore all that Hawaii’s 5th island has to offer from this 1-bedroom, 1-bath vacation rental located on the shores of Kaunakakai in the breathtaking setting...
The Fairway Villa I33, Relax in Paradise with A/C, Open Layout, Smart TV
Enjoy resort living, Fairway Villa I33, in this two-bedroom, two-bathroom plus a loft townhome. Enjoy the upgraded appliances, central air conditioning, and the lanai that views the golf course at Waikoloa Beach. Relax by the pool and use the gas grills.Upon entry, you...
Rare 2 bed 2 bath with 10 minute walk to the pier, dining and Ocean!
Location location location! Perfect for couples or families. Located within walking distance of shops, activities, beaches, and amazing restaurants. This 2 bedroom, 2 bath condo is a perfect pick! Whether you’re strolling to fantastic restaurants for dinner or drinks or...
Spectacular Oceanviews Surfrider 1 Bedroom Perfect South Kihei Location
Hawaii Transient Tax #TA-110-236-4672-01Gem in Central Kihei. Oceanviews from ground floor 478 sf apartment. Remodeled August 2021. Amenities 55'' Flat Screen TV in Living Room along with surround sound, IPOD dock, Blue Ray Disc Player, Wifi. Upgraded apartment with new...
New 4br home 5 min from the beach-Paradise escape
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view from the tropical themed bedrooms; turn on the cool air and lounge on the Italian leather sofa after a whole day...
OCEAN VIEW, LUXURY TOP FLOOR K206
A luxurious modern 5 star Maui condo K206 with tile floor, granite countertop, marble bathroom and gourmet kitchen. Prime ocean view studio Maui Condo Maui Eldorado K206, corner unit with larger lanai. Fabulous ocean views. Enjoy Maui's Kaanapali beach voted #1 by Conde...
Kaanapali Shores 259 ~ Hear the Waves, Upgraded Interior, Stunning Ocean View
Enjoy the Highly Desirable Location with Stunning View - Hosted By Maui Westside● Recently renovated oceanfront condo with stunning ocean and poolside views● Two bedrooms and two bathrooms● Spacious interior with a total area of 1,078 square feet● New Luxury Vinyl Plank...
North Shore Hideaway - as seen on HGTV
Stylishly decorated and perched cliffside with lush valley views, this 1,989 sq. ft home in Princeville on Kauai's North Shore is a gem and offers the best of all worlds. Refinished hardwood floors, floor-to-ceiling windows and a cultured decor throughout this...
Kapaa Shore Oceanview Penthouse C324
Kapaa Shore 324 - Penthouse Ocean & Pool View Condo at Beachfront Resort on Kauai! Kapaa Shore Resort Unit C324 Ocean View Top Floor Penthouse Beachfront Resort Unit 324 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation!...
OCEAN VIEWS-EXCEPTIONAL REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 2 bedroom, 2 bathroom condo at Maui Kamaole that was just remodeled as of January 2020. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in other rental units. This condo...
Lae Nani 311 Ground Floor Ocean Front Condo Located only Steps to the Beach
Summary:Closest to the beach and being ground floor will give you more time to enjoy the Island and not spend your vacation climbing stairs!The Space:Ground floor premium location has 3 full baths.(floor plan does not show 3rd bath)Only a few steps to our swimming...
Beautiful Mountain & Golf Course Views! Perfect Fun Family Get Away!
This house is a great property for a family or large group with its three separate master bedrooms and private bathrooms. The kitchen and dining room are spacious and well-stocked. There are games and books for the kids and adults. A Gas BBQ grill for family BBQ time!...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...
Lush lanai views and steps away from the pool
Welcome to Napili Shores E144, a charming 1 bedroom, 1 bathroom ground-floor condo that is a perfect retreat for up to 5 guests featuring garden views, a split AC system, and a fully equipped kitchen. This resort does not have elevators. The spacious living area can...
Tropical Getaway perfect for families, near beach, free wifi
The condo offers a cozy and comfortable stay, featuring one bedroom, a loft, and two bathrooms—one on each floor. This is a great opportunity to enjoy a lovely condo at an affordable price, located just minutes from numerous activities.Our place is clean and inviting....
Keauhou Punahele B207 2 bedroom 2nd floor no stairs, fantastic views!
Keauhou Punahele B207 Oceanview Escape at Keauhou Punahele – 2BR/2BA Vacation Rental with no stairsRelax in paradise at our beautifully appointed 2-bedroom, 2-bath condo in Keauhou Punahele! Overlooking the sparkling pool and the stunning Pacific Ocean, this spacious...
Ahhhhh...... PARADISE.OCEAN VIEW, nRemodeled Ocean pool A/C, NO Stairs n
Aloha, you have chosen not only beautiful, but safe place to stay. We are back open for business after our remodel. We are in a gated ***PARADISE...PARADISE...PARADISE *** WE JUST LOVE THIS LITTLE GEM AND YOU WILL TOO. This unit B-325, has the perfect location. We are...
Hale Hui Kai 205 Two bedroom Two bath with AC and tropical garden views
This private garden condo is on the second floor of the north side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Kahana Sunset B4 - Ocean View! $750 Free Daily Activities!
Kahana Sunset Resort B4 offers guests the ideal location to enjoy Maui - this air conditioned ocean view 2- bedroom and 2.5 bath town house style (2 levels) 2 - level condominium has wonderful ocean and resort views. With over 950 square feet of living space, you will...
1st floor, no steps, king beds, beach, pool, golf
Summary:Large ground floor unit has a large attached lanai and opens to gold course. Minutes from Starbucks, restaurants, beach (A-Bay), grocery store, shopping. Green fields and mountain views. King bed, 75” TV, fully stocked with kitchen and beach supplies. Just steps...
Ho'olei Two-Story Townhome with Gourmet Kitchen and Resort Amenities
This property is hotel zoned, and not being affected by the recent proposed legislation.This lovely villa is designed for indoor-outdoor living featuring sliding pocket doors that lead outside to the spacious private lanai. Take advantage of alfresco dining, cool...
502 - Closest to Ocean spectacular view! Premium unit in building with A/C!
CLOSEST TO THE OCEAN, with breathtaking views! From your private lanai watch sea turtles playing in the surf below, or enjoy the evening sunset stretched out over the water. PLEASE NOTE: Bookings in this unit are for 1 or 2 guests only. The unit SLEEPS A MAXIMUM OF TWO...