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.
Oceanfront Stunning View 1st Floor Huge 1BR 2 Full Bath A/C available
Our rare huge 1,100 SF one bedroom with two full baths is truly a gem. It is located on the ground floor with only three steps to the front door. No stairs in the unit. The fresh ocean breezes and tropical fans in each room are often enough for most of our guests. The...
Secluded Sands ~ Private Beach Access, A/C
Head to the tropics of The North Shore and see for yourself why our guests describe our destination/vacation home as an "island paradise." Our spacious beach house, with 5 bedrooms and 3 full bathrooms, has access to one of Oahu's few remaining, truly secluded beaches...
Wavecrest Resort - Aloha Kai (A311)
Feel at home the moment you step into A311, our recently remodeled condo, Aloha Kai. Look right as you enter the front door and you’ll instantly see why you came to Molokai—the stunning view across the ocean channel of neighbor islands Maui, Kaho’olawe and...
Maui Resort Rentals: Luana Garden Villas 9A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 9A's north-facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within "Grounded" collection at the Luana...
Kamaole Sands Condo w/ Private W/D, Shared Grill-Beaches and Beyond
Kamaole Sands 10-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located across from Kamaole Beach III in the beautiful town of Kihei, this Kamaole Sands condo...
Kaaawa Home With Mountain View’s - 30 Day Min
This Hawaiian home gives you the best of both worlds, nestled up close to the Koolau mountains with an ocean view. The house will accommodate 6 guests. Incl 3 bd/1ba, a kitchen & plenty of living space. We aim to make this space feel like your home away from home. If...
Maui Resort Rentals: Honua Kai Konea 933 – 2 BR Corner w/ Sweeping 9th Floor Ocean and Black Rock Views!
Konea 933 is one of only four two-bedroom suites at Honua Kai with this highly sought after floor plan. Exclusive to the 9th floor of Honua Kai, this suite offers commanding direct ocean views, unsurpassed among two-bedroom ocean views at Honua Kai. Experience a true...
Kolea 5 Bedroom House
Enjoy Kolea luxury at its finest at this private beachfront estate. This 5 bedroom/5.5 bath home offers an expansive ocean view including views of the mountains and beach. Enjoy watching the whales frolic in the blue waters of the Pacific during the winter months. Along...
Lovely Spacious Garden Apartment in Gorgeous Very Private Tropical Setting
TVRNC Permit #4343 The Plumeria is a beautiful garden level 2 bedroom apartment just one block from the magnificent two-mile crescent beach at world-renowned Hanalei Bay.The furnishings, amenities, and setting make it a wonderful vacation home from which to enjoy the...
OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
This condo has what you come to Maui for. Twenty feet from the water. In our opinion we have the best Maui location on Maui(peaceful, central, uncrowded and non 'touristy' Maalaea), the best building in Maalaea - Kanai a Nalu (first one on the 4 mile beach) and about...
Milo Hae Hale welcomes you to Beautiful island of Kauai!
Beautiful Kiahuna Golf Village 3 Bedroom Home with Ocean Views *Fully Furnished* - Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's...
OCEAN VIEW! – 603 KAILUA VILLAGE! NEW INTERIOR DOWNTOWN KONA - 1 BLOCK TO BAY!
Welcome to Paradise! This newly decorated and fully furnished 6th floor condo is in one of the best locations in Kona! It is bright and warm with tropical furnishings plus everything you need for the perfect vacation.Located in the heart of downtown Kona, you will have...
Remodeled Beachfront Condo - Lae Nani 211 - AC in Living Room & Bedroom
***Ground Floor Oceanview Condo Unit 211***Steps from the beach, Lae Nani 211 is a lovely, newly renovated and furnished condo on the beach in Wailua on Kauai's east side. We are only a short walk to a variety of shops, restaurants and resorts.The condo has brand new...
Stunning Ocean-View Remodel: 1BR/2BA at Maui Hill, Steps from Top Beaches
Luxurious remodel with stunning ocean and sunset views! Across the Street from the top beaches in the world and steps away from oceanfront dining! Maui Hill Resort is situated on a lush tropical landscape to enjoy all the amenities this resort has to offer on your Maui...
Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club Membership
WAIKOMO STREAMS 332 AT KOLOA KAI VACATION RENTALSTropical Elegance with Distant Ocean ViewsWelcome to Waikomo Stream Villas 332, a beautifully designed two-bedroom, two-bath condo nestled in the heart of Poipu. With air conditioning in the downstairs bedroom and living...
Beach-Mauna Kea Views, 1 BR-2 min to "A-Bay", Marble Bath
Welcome to your peaceful island escape at The Shores, where tropical breezes & lush gardens create the perfect Waikoloa retreat:- Sleeps 3 | 1 bedroom | 1 bed | 1 bath- Shared pool, hot tub & gym access- Private lanai w/ garden views- Full kitchen & dining area- Wi-Fi,...
Holiday Sale! Turtle Bay Villas 308 by Gather: Beachfront w/ Shared Pool/Spa/AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
Hale Ohana - Beachfront Premier Home with Privacy and Direct Beach Access!
Welcome to Hale Ohana, one of the historic Smith-Waterhouse Beach Homes, offering an idyllic beachfront retreat on a property passed down through the family since 1850. This serene home combines modern comforts with a rich family legacy, providing the perfect setting...
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
Spectacular estate property located on a private cul de sac street amidst the Royal golf course with ocean views down to Kaanapali beach. Maximum 12 adults. Maximum 4 children. If have have more people in your party, please reach out to us.This west Maui estate property...
Dolphin House Oceanfront Estate
STVR 19-363225 - NUC 19-1616Picture yourself vacationing in this magnificent and upscale 6,000 square foot oceanfront home. The stunning house is comprised of 4 bedrooms and 4½ baths with a variety of features including an atrium entry with cathedral ceilings,...
Wailea Grand Champions #157 Great views, Free high speed Internet & Free parking
Why stay in Lahaina or Kihei when you can Vacation in a fabulous condominium on the sunny south coast of Maui. Located in the lush Wailea resort area, this Grand Champions air-conditioned villa is located on the second fairway of the Wailea Blue Golf Course with a...
Oceanfront escape with outdoor pool, water view, & high-speed WiFi
Mahina Surf 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfect for a romantic vacation in Lahaina, this tropical-themed, ground-floor getaway is sure to please! Enjoy pool...
Relax. Refresh. Oceanfront Corner Condo w/ Full Kitchen – Spring & Summer Deals!
Wake up to sweeping ocean views and unforgettable sunsets from your private lanai.Experience Maui from this top-floor, corner oceanfront condo at Papakea Resort, where panoramic views stretch across the Pacific to the neighboring islands of Moloka‘i and Lāna‘i....
Puna ZEN Botanical Garden Retreat near Volcano Nat. Park, Hilo, Kehena Beach
Escape to a charming traditional Hawaiian home, elevated on post and pier for enhanced airflow and privacy. This unique blend of classic architecture and mid-century design features an open-concept great room, complete with a sunken living area, dining space, and...
Ocean and golf course views, spacious and elegant - watch the albatross!
This two bedroom, two full bath, Kauai vacation rental in the intimate and tranquil Kamahana Princeville Kauai complex offers ground floor convenience and the privacy of an end unit. Kamahana 23 features ocean, mountain, and golf course views, and picks up the...
Maui Resort Rentals: Honua Kai – 5th Floor, 6 Full Bedrooms, Stunning Ocean Views from Every Room!
This unique 6 bedroom gem combines two of our very finest adjacent 3 bedroom residences to create a gorgeous 5th floor masterpiece, perfectly suited to larger groups or families. With a 5th floor vantage point above the palm trees, the ocean views from this location are...
Great view-close to beach!Fully remodeled!Sleeps 5!Bldg 30 Remaining 2025 $225
This is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui! The Ekahi complex has just completed the construction of our brand new Pavilion at the beach and it is fabulous!! It has a lovely ocean view and an...
Ocean & Diamond Head Vu; Full Kitchen; Free Wifi; 2 min. walk to the beach
Legally permitted rental - 2450 Koa Ave #92Located in the heart of Waikiki steps from the beach, at The Seashore. On the 9th floor of a 10 floor building, near the Hyatt Regency and the Duke Kahanamoku statue. This beautifully and comfortably furnished ocean and Diamond...
Hale Lani - Custom Built Ocean view Home on Golf Course with A/C
Located on the first fairway of the Kiahuna Golf Course, Hale Lani offers distant ocean views as well as the tranquility of Kauai mountain vistas. Custom built, this rich home features Honduran mahogany floors, floor to ceiling windows, cathedral ceilings, A/C in all of...
Maui Eldorado KAANAPALI….HOLIDAY AVAILABILITY!!!...WORK REMOTELY IN PARADISE !
Why not hunker down and workcation in beautiful Maui? The Kaanapali Beach Resort area is a 1,500 acre luxury resort which includes two championship golf courses along one and one-half miles of the world famous Kaanapali beach. Three on-site pools & new fitness facility....
KOLEA 15J ~ LAVA LAVA BEACH CLUB DINING CARD PROMOTION
BOOK ONE OF THE MOST HIGHLY SOUGHT AFTER PENTHOUSES LOCATED ON THE KOHALA COASTLINE IN KOLEA AND RECEIVE A $100 DINING CARD TO THE AWARD WINNING LAVA LAVA BEACH CLUBKolea 15J has been professionally decorated with amazing attention to detail! Standing out from the rest,...
Open and relaxing vacation home with breathtaking panoramic ocean view
This home is perfect for the savvy, discerning traveler who prefers comfort, convenience, cleanliness, spaciousness, and spectacular views. Discover the hidden gems of an affluent neighborhood with gorgeous views, privacy, and lots of aloha.This renovated, fully...
100 steps to the beach! Clean, cute and reasonably priced :) Guests love the place!
1 BR w/Den, Full Kitchen, Garden, Pool, Mountain And Ocean Views. Have whole Condo air conditioning. We LOVE Kauai and hope you will too! You are invited to come and enjoy our beautifully renovated condo in paradise. A charming, laid-back ocean front property, Kauai...
Aloha Maui! We are OPEN and LOVE visitors. Best Views at the Palms!!
Please read FULL description and acknowledge house rules before booking-->Condo 1506. This 2 bedroom 2 bath is perfect for your stay on Maui. Enjoy the sweeping ocean views from the lanai with some of the worlds best sunsets! This is one of the ONLY condos with...
Holualoa Garden Studio-Cool elevation, 10 minutes to Kona town
Holualoa Garden Studio is located 4 miles above Kona town at 1400 ft elevation in the coffee belt. Temperatures are cooler with nice breezes in the afternoon. The studio is on the right side of a quaint Hawaiian home with two other units. They overlook a lush garden...
🏖️Breathtaking Oceanfront | AC | Concierge Included | vrKCV
vrKCV - Kona Reef A4, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef Condo #A4, an oceanfront gem on the ground floor offering magnificent ocean views right from your covered lanai. With the tranquil Pacific Ocean just steps away, you can enjoy the...
Deluxe Garden View Waikiki Banyan, Free Parking
Waikiki Banyan Tower 1 Suite 708Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
🏖️ Concierge Included | Close to Pool | AC & WIFI | vrKCV
vrKCV - Waikoloa Colony Villas 2804, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 2804Experience the best of beauty and affordability on the Kohala Coast! This comfortable 2-bedroom, 2.5-bathroom townhouse offers a blend of luxury and...
Super Clean/Ocean Front! Fall Asleep to sound of the waves. Beach Gear included!
Ultra Clean Designer Renovated Oceanfront Condo with breathtaking views!!! Direct Ocean Access. Tastefully renovated! This property has everything you will need for a fantastic vacation. This is where memories are made. Imagine waking up to the gentle sounds of waves...
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
Everything you've dreamt for your Maui Vacation is here. BUT MORE IMPORTANTLY, THIS IS A LEGAL VACATION RENTAL PROPERTY. There are very few homes that can be legally rented for short-term vacations and those that cannot be are being shut down. Keep this in mind when...
Villas at Poipu Kai 3 bed/3 bath luxury villa with central air conditioning!
The Villas at Poipu Kai is the newest and most luxurious development within Poipu Kai Resort, located on the sunny south shore of Kauai! Unit C110 is a 3 bedroom 3 bathroom ground level luxury villa, boasting over 1,600 square feet of living space and a large lanai...
Golf-course-adjacent condo with ocean & garden views, fast WiFi, pool, & hot tub
Pili Mai 8GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pili Mai is one of Kauai’s newest developments providing modern Hawaiian living. Sit outside on your furnished balcony...
Shores at Waikoloa Beach Resort, with large lanai and view
Remodeled fall 2017 Remodel includes tile floors throughout, widening galley kitchen, new shower and tub in master bathroom and large new shower in guest bathroom The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay...
Hale Loke Cottage, 2 Masters, A/C, Use Of Resort Pool & Spa. Steps To Beaches
Hale Loke is a beautifully furnished and appointed single story detached cottage (no neighbors above or below). Hale Loke has two air-conditioned master bedroom suites and an a/c in the kitchen/living/dining area. The backyard has a BBQ grill, dining table, mountain...
Top Floor Beachfront Condo with Ocean view
Nani Kai Hale is a six-story condo located directly on the beautiful Sugar Beach in Maui. The suite is a cozy 1 bedroom, 2 baths, nicely furnished, top floor condo conveniently located on oceanfront in North Kihei with spectacular ocean, sunset, and mountain views. The...
OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views & A/C
Oceanfront 2bd/2ba Unit with Amazing Ocean Views & A/C. Oceanfront, 2 bedrooms, 2 bathrooms, Tile floors, tile showers, granite counters and bar, new comfy king bed and queen bed, wood cabinets and lovely island furniture. Equipped with all new linens beach and bath...
Waipouli Beach Resort Exquisite Ocean View Condo in Oceanfront H Building!
Exquisite Ocean View 1 Bedroom, 2 Bathroom Condo in Oceanfront H Building - Newest Listing! This well decorated 1 Bedroom, 2 Bath Ocean View Condo is located in Highly Desirable Oceanfront H Building offering a gorgeous view of the Ocean. Enjoy whale watching during...
Ota House - a 2br/1.5ba mountain view home in Princeville
TA # 101-766-3488-01 The Ota House is perfect for families looking for a central location to stay while they explore Kauai! The house is very family friendly and located in a quiet neighborhood near the Princeville Makai Golf Course. It's only a 20 minute walk to the...
Sale!! The Perfect Hawaii Location for a Relaxing Getaway now on Sale!!
Aloha, E Komo MaiNEW DISCOUNTED SUMMER RATES!!Welcome to Hale Makamae-Maui, a luxury first floor condo in Wailea's premier Grand Champions Villas. Our home is unit #103 on the east side of the complex. Spend your vacation enjoying this 1 bedroom, 2 bath unit that...
EKAHI 26C: SWEEPING OCEAN VIEWS IN WAILEA EKAHI VILLAGE! NEWLY-REMODELED CONDO!
We recently hosted several prominent Wailea-area realtors to our condo. Their consensus is that Ekahi 26C has the most spectacular ocean views of any condo in Wailea Ekahi Village!Enjoy the best that Maui has to offer in Wailea Ekahi Village 26-C. Our remodeled and...