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.
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
The house sits in the middle of the 4 acres surrounded by lawn, flowers, fruit trees and forest. Guests are welcome to harvest the fruit and flowers. It is very quiet, and on clear nights it is like a bowl of stars turned upside down on our land.Both bedrooms have top...
DIRECT BEACHFRONT Condo at Sugar Beach Resort
Unit 115 comfortably sleeps 4 - King size bed in bedroom and queen hide abed in living room. TV is located in the living room . Fully furnished unit including beach towels and beach chairs. Views of Haleakala and West Maui Mountains from your lanai - amazing sunsets...
Fantastic 2bd ocean view condo near beach
Papakea J406 is a 2-bed, 2-bath condo with stunning blue hues, modern furnishings, Maui-inspired designs and artwork. J406 can host up to 5 guests and there is a queen-size sleeper sofa in the living room for additional sleeping space. Upstairs is the loft bedroom which...
2 Bathroom 1 Bedroom New Unit K202 Maui Eldorado
Enjoy your next vacation at the Maui Eldorado in this newly designer-decorated modern ocean view 1 bedroom, 2 showers bathroom condo. Very private, this top floor unit with over 1000 sq. ft of living space, is just a few convenient steps to parking at the lobby (no...
Private Kona Villa, Pano Ocean Views! Walk to Magic Sands, Private Pool & Spa
E’ Komo’ Mai’ ... Welcome to our Kona Gold Coast!Discover pure tranquility in the breathtaking Kahaluu-Keauhou area of Kona, and the Big Island ... where Time slows down ... and our Kona local entertainment is simply the best ... Indulge in opulent comfort at our...
Kapalua Ridge 2321 60%Off Last Minute May Deal at Golf Course Condo w Ocean View
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kapalua Ridge 2321, a beautifully appointed 1-bedroom, 2-bath upper-level haven for up to 4 guests in the serene Kapalua...
Poipu Sands at Poipu Kai #514 By Parrish Kauai Oceanfront Views
Our luxurious Kauai vacation rentals at Poipu Sands offer spacious layouts, large covered lanais, a private heated resort swimming pool, community gas BBQs, on-site tennis courts, and more.Centrally located in Poipu, adjacent to the Grand Hyatt Resort & Spa as well as...
Lush tropical escape with pool, hot tub, & tennis in a prime location
Shores at Waikoloa 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Dig your toes into the sand and listen to the waves crash when you book your island escape to this Hawaiian...
Affordable Luxury Mauna Lani Condo in Beautiful Location
Location, Location, Location with affordable Luxury! You will love staying at our beautiful and well maintain luxury second floor condo at the Palm Villas in the Mauna Lani Resort. Palm Villas is a privately gated, small complex centrally located in the heart of the...
Aloha & welcome to beautiful Hanalei Bay Resort ocean view room 9104,5,6
The Muxlow's Hanalei Home Upon waking up you feel the sea breeze brush your face through the open lanai, at the same time the sound of the ocean sends its rhythmic music to soothe you. Hanalei's beauty has already touched you and your not even out of bed. You pour your...
Lae Nani 328 has a great view from the 2nd floor!
This Lae Nani condo is just right for your Kauai vacation. An updated kitchen, baths and wood flooring in the condo. A king bed in the master bedroom, and a queen murphy bed in the living area.We are on the second floor overlooking the Wailua Bay and then the Pacific...
Stunning views over the Pacific Ocean
Sunset views over the ocean to Lanai and Molokai islands. On the second floor of 3 story building set on acres of ocean frontage. Sleeps 4.Snug and beautiful 1 bedroom apartment, recently remodeled. A truly functional and well-equipped kitchen - granite countertops,...
Near to Volcano Village and Golf Course
Welcome to Fern Forest Hale - A 3 Bedroom, 2 Bath Vacation Home Near Hawaii Volcanoes National Park, Volcano Village and Golf Course! This beautifully decorated newly constructed home is the perfect locale for sightseeing the east side of The Big Island. From here,...
Grand Historic Hilo House
This grand Victorian is located on prestigious Reeds Island -- a hidden jewel of Hawaii's Big Island! Situated on the Wailuku River, Reed's Island was once home to royal Hawaiian families and is only minutes from Hilo's historic downtown, Bay Front and the popular...
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to Beach
Welcome to Serendipity Kauai-a fully remodeled 4 bed/3 bath home set in a lush tropical garden. Located on a quiet cul de sac, we are a few steps off the Poipu Kai greenbelt where you can walk to the fabulous surroundings: 5 min. to Shipwreck Beach, 10 min. to Poipu Kai...
Waipouli Beach Resort Penthouse Oceanfront Jewel "A" Building - Best of Best
Oceanfront! "Oceanfront Jewel" Located In "A" Building Closest To The OceanOceanfront! Experience your dream vacation in this exquisite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy pool, waterfalls,...
Oceanfront with Million-Dollar View
Welcome to Papakea, a NO FEE resort on the West Side of Maui. All Papakea Resort amenities such as parking, WIFI, cable TV, pools, hot tubs, putting greens, tennis & pickle ball courts, and 24-hr security are now FREE.So, you've found the PERFECT place for memorable...
Luxury Kapalua Villa with Breathtaking Ocean & Golf Course Views! No Resort Fees
Escape to paradise in this stunning, newly remodeled one-bedroom, 1.5-bathroom villa in the heart of Kapalua Resort! Nestled along the 4th Fairway of the World-Class Kapalua Bay Golf Course, this villa offers serene surroundings, spectacular ocean and island views, and...
Corner Unit, Close to Shops, Restaurants, Coconut Grove, Grassy Play Areas
Aloha and Welcome to Hale Kailani 22E in Hali'i Kai at Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Resort as you embark on a journey to Hale Kailani at...
ENJOY OUR LUXURIOUS AIR CONDITIONED HOME 150 FT. FROM THE BEACH.
1) Rental agreement must be signed, scanned, and emailed back through VRBO's system.2) Please review our detailed cancellation policy consistent with our rental agreement:________________________________________________________________________Kahana Sunset is an ocean...
Mamalahoa Mountain View Luxury Condo
Enjoy the awesome view of the Hanalei Mountains from most rooms in this Ali`i Kai condo. Recently upgraded and updated, you`ll appreciate the all-new luxurious furniture and finishes along with a fully stocked gourmet kitchen.Perfect for couples or a family with two...
Captivating Views W/Kitchen and Lanai-Poipu Shores
Where the sky meets the sea, this oceanfront hideaway offers an enchanting blend of natural beauty and vibrant sunset hues. This oceanfront townhouse is designed with island-inspired décor and a spacious two-level layout perfect for relaxation. With 2 bedrooms and 2.5...
Breathtaking ocean vistas from Waikiki Shore luxury penthouse suite!
Waikiki Shore #PH2 – 2161 Kalia Rd.NEW TO OUR INVENTORY! You'll never want to leave this 1-bed/1-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing...
A403 - 1 Bedroom Fully Remodeled
Maui Kaanapali Villas (MKV) is set on 11 acres of beautifully landscaped grounds located on one of the finest beaches in West Maui. With its low-density design and large ocean frontage, the resort never feels crowded. In recent years, MKV has completed a multi-million...
Kiahuna Plantation partial oceanview,top floor,4 min walk to beach, pool,gym,+AC
Welcome to the famed Kiahuna Plantation Resort, located on the very desirable Poipu Beach. The Kiahuna sits on 35 acres of lush, tropical gardens, with orchids and lily ponds and boasts an expansive beachfront lawn surrounded by palm trees. The beach is a short stroll...
Incredible Direct Oceanfront Views!
New Owners, Completely remodeled throughout!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 & private yet central to everything. Please scroll through all of the information and photos...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Sunsets! HKH-406
** 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...
Large condo in Princeville, G.C. View. nSleeps 6, n2 bedroom with loft 2.5 bath
2 master bedrooms, 2 1/2 baths with a loft. 2nd floor unit, sleeps 6 comfortably. Fully stocked kitchen, full sized washer/dryer, assigned parking, color TVs with cable, VCRs and wifi, two lanai decks.Swimming pool with barbecue on property. Close to beautiful beaches...
Lae Nani 338 Oceanview with AC a "Coconut Coast Beauty"
"Coconut Coast Beauty" at Lae Nani 338 With ACOceanview Third Floor Lae Nani Condo | 1 Bedroom | 1.5 Bathroom A restful coastal vibe awaits in Lae Nani 338. This newly remodeled condo with AC sits on lush tropical grounds just steps from the ocean. With ocean views from...
Modern Island Studio in a spectacular location on Kauai’s lovely North Shore
E Komo Mai! Come enjoy my newly remodeled tropical island studio on Kauai's lovely north shore. Your perfect day starts with breakfast on the sunny and private East side lanai. Next, grab the beach toys, pack a cooler and roll down to one of the most beautiful beaches...
Deluxe 1 bedroom, 1 bathroom with beautiful ocean views at the Waikiki Shore
Waikiki Shore unit 508 has deluxe one-bedroom one-bathroom and is the perfect mixture of modern island styles. You’ll go crazy over the Waikiki beach Pacific Ocean views from your furnished lanai. This unit has a full-size kitchen with stainless steel appliances,...
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A beautiful, modern one bedroom condo located walking distance to the famous Mama's Beach on Maui’s majestic North Shore! Located in Paia, this unit is the perfect home away from home for exploring the delights of Maui's North Shore and spectacular road to Hana. Steps...
Waikomo 321 by Destination Kauai - A/C
E komo mai, welcome to Waikomo Stream Villas 321!This 1-bd/1-ba condo is on the second floor with landscaped views in the heart of sunny Poipu, minutes walk to nearby Kukui'ula Shopping Village. Explore the tranquil grounds to see the koi pond and greenery. Soak in the...
401 - 2 Bedroom High End Breathtaking Ocean Views - 40 feet from the water!
When only the Best will do!* Ocean front condo has been fully remodeled * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and water sports at your doorstep! * Watch the whales from your private Lanai * Book with Confidence - Resort-zoned and...
Beautifully appointed ground-floor Kaanapali condo
Kaanapali Shores 104 is a ground-floor, 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Ocean views abound and the beach is only 50 steps from your lanai. Inside, an open-concept layout and Hawaiian-inspired decor with a...
Cottage #1
Hale Makai Cottage 1 offers a stylish, modern retreat in the enchanting Haena area 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...
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...
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...
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
Discover the epitome of luxury with Kaanapali Alii 335, a stunning oceanfront retreat nestled in the heart of Lahaina. This premium vacation rental offers an unparalleled experience, combining elegance, comfort, and breathtaking views. Ideal for families and couples...
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...