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.
Cottage #1
Cottage 1 is stylish, modern retreat in the enchanting Haena on Kauai's North Shore. This cottage features a comfortable king-size bed, a fully equipped kitchen, and a private deck where you can relax and enjoy the sunshine and ocean views. As part of our five-cottage...
Ocean-View Bungalow: Walk to Pebbles Beach!
On-Site Whale Watching | 4 Snorkeling Sets | Wraparound LanaiAn unforgettable Hawaiian escape begins and ends here at 'Anji's Beach House,' a 3-bedroom, 3-bath vacation rental in Captain Cook. Nestled on the picturesque Kona Coast, this tropical home sits just steps...
❤️PiH❤️ BY THE SEA VILLA ★ Amazing Golf View ★ Waikoloa Beach Resort
Brought to you by Paradise in Hawaii Luxury HomesWelcome to By the Sea Villa, a premier destination within our Hawaiian Luxury Collection. Located in the prestigious Hali'i Kai community at the Waikoloa Beach Resort, this exclusive, gated enclave spans over 30 acres....
KBM Resorts| Honua Kai Konea HKK-108, Perfect for families, Easy Pool Access, Includes Rental Car!
** 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...
'Oceanfront Maui Condominium' Napili Shores Resort- H-264
NAPILI SHORES RESORT is a 152-unit, low-rise, condominium complex located on the west coast of Maui, ten miles north of Lahaina and four miles north of Kaanapali... offering two outdoor swimming pools (one is heated), hot tub, two restaurants, and a full-time activities...
FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C
IF YOU'RE LOOKING FOR A QUIET, TRANQUIL, LUXURY LOCATION WITH LUSH GARDENS, A HEATED POOL, AND PANORAMIC OCEAN VIEWS, AWAY FROM THE TRAFFIC AND NOISE AT THE HIGH RISE HOTELS, THIS IS THE PLACE FOR YOU. OUR SINGLE LEVEL, REMODELED CONDO IS CLOSE TO THE BEACH, AND...
Treadwell House - Idyllic Setting on Waialea Bay, Kohala Coast
Nestled at the north end of Waialea bay is this fabulous beach house, the Treadwell House. The open layout offers an ideal indoor/outdoor living experience to capture the essence of this incredibly beautiful place. Tropical ocean breezes, the endless sound of the ocean...
Kumulani G2 - Mauna Kea Golf, Beaches, Resort Access!
Kumulani G2 is a 2 bedroom, 2 bathroom ground floor condo with beautiful ocean views. The spacious living room has glass sliders that open to a large lanai that overlooks the Mauna Kea Resort golf course and Pacific Ocean. The condo has a full kitchen with room for two...
Crater 26 by Destination Kauai - Close to Poipu Beach
E Komo Mai – Welcome to Crater 26!Your peaceful retreat in sunny Poipu starts here.Enjoy garden views, open-concept living, and a private covered lanai — ideal for morning coffee or evening relaxation. The fully equipped kitchen features granite countertops and modern...
Two Bedroom Ocean View Deluxe Luana Kai Resort D303
D303 is a two bedroom, two bath with AC. There is a full ocean view of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. You can see wonderful sunsets, whales during high season and kite surfers on a windy day. All can be enjoyed from the lanai...
Kona Reef: D-17: Direct Oceanfront, Pool/Hot Tub, Air Conditioning, Elevators
KONA REEF D-17: 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-17 is on the 1st Floor of the very popular Kona Reef Development....
Makena Surf G205 - Exceptional Oceanview!
E Komo Mai to our completely renovated two bedroom ocean-view unit artfully designed with you in mind! This luxurious unit, tucked away in the coveted South Maui oceanfront property of the Makena Surf, is only steps away from the beach. So let the beauty of what makes...
Kaanapali Alii | 335
Kaanapali Alii 335 offers an unparalleled oceanfront experience, perfectly situated on the golden sands of Kaanapali Beach. This luxurious retreat features exceptional designer furnishings that create a harmonious blend of comfort and elegance. Step outside to the...
Kiahuna Plantation Ocean View with AC, REMODELED, 1 Bedroom, Sleeps 4
Discover Your Perfect Beachside Retreat in PoipuExperience paradise in our newly remodeled 1-bedroom condo, ideally situated on Kauai's southern shores in beautiful Poipu. Whether you're a young family, a couple, or an active traveler, this stunning beachfront getaway...
🏝Princeville Bliss, Huge Lanai - 3 bedroom, 4 queens, sleeps 10 🐠
Welcome to our large, spacious home in Princeville, Kauai. Perfect for families, couples, or anyone who loves to spread out, this 2000 sq ft 3 bedroom home has been painstakingly remodeled with luxury finishes throughout.Located in a quiet, stunning neighborhood just a...
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 7 bedrooms and 4 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 Lana’i. Palms...
Maui Resort Rentals: Luana Garden Villas 9A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA 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 sun, and its designation within "Grounded" collection at the Luana Garden Villas...
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...
PAW 1706 Remodeled Wailea Condo w Pool AC Near Beach
Palms at Wailea 1706 Beautifully Remodeled 1Bedroom Wailea Condo with Pools, AC Throughout, Spacious Furnished Lanai, Close to White Sand Beaches, Near Dining and Shops FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
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! Pet welcome ocean view
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...
Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club Membership
Summary:Top-floor two-bedroom, two-bath loft-style condo with air conditioning and Poipu Beach Athletic Club access. Spacious layout with a private lanai, garden setting, and distant ocean views—steps from Kukuiʻula Village, dining, and Poipu beaches.The Space:WAIKOMO...
Tropical 1BR condo with pool & private lanai
Summary:Beach-Mauna Kea Views, 1 BR-2 min to "A-Bay", Marble BathThe Space:Welcome to your tropical retreat at The Shores, where island breezes, garden views & comfort come together for a peaceful escape near Anaeho'omalu Bay!- Sleeps 3 | 1 bedroom | 1 bed | 1 bath-...
Holiday Sale! Turtle Bay Villas 308 by Gather: Beachfront w/ Shared Pool/Spa/AC
Experience the best of Oahu’s North Shore at Turtle Bay Villa 308 by Gather, a luxurious third-floor retreat perfectly positioned within the exclusive Ocean Villas at Turtle Bay Resort. With breathtaking ocean and pool views, elegant interiors, and direct access to...
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. From...
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...
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 6BR gem combines two of our very finest adjacent 3BR 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 among the...
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....
The Aloha Suite (Spacious one bedroom Suite)
The spaceThe Aloha Suite with AC. Great internet Speeds to work remotely Experience Barndominium luxury for your Hawaiian adventure.The Aloha Suite is a Private Detached Suite. The suite is a 500 sq. ft. indoor living space with a 320 sq. ft. Covered Lanai. Private...
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...
Aloha Maui! We are OPEN and LOVE visitors. Best Views at the Palms!!
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 panoramic ocean views on property. This unit has approx. 1100 square feet of...