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.
Marriott Maui Ocean Club 1BR 2 bath Available week of 12/22-29
Please push ask owner a question with your dates before using the book it now button. Web site calendar does not match what Marriott shows as available or take into account that Marriott timeshares have to be booked as full weeks and check in can only start on Friday,...
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the perfect combination of being close enough to view the pool but far enough for privacy. At night the ambiance from the lanai is breathtaking with...
Ala Moana Hotel 13th FL R0 Studio - 2Double Beds 4Person
Summary:Ala Moana is a centrally located hotel. Walking distance via Sky Bridge access to Ala Moana Mall – The world’s largest mall. Incredibly convenient with dining options and Ala Moana Beach & Park. Hilton Hawaiian Village is just a 15-minute walk. The hotel has...
Exquisitely decorated 1bd oceanfront condo
Noelani 205 is a 1-bedroom, 1-bathroom condo on the 2nd floor featuring amenities such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 2 guests with a King-size bed in the bedroom. The spacious main living area includes...
SEE the SEA @ SEA VILLAGE RESORT nSUPER SPRING INTO SUMMER SPECIAL GETAWAY RATES
SEE the SEA @ Sea Village Resort Escape to Hawaii for a great vacation !!Great condo , Great Location, Great RatesFree onsite parking, gated oceanfront pool/hot tub (SLEEPS 2 MAXIMUM)Aloha and welcome to a special place aka NIGHTOWL HALE @ Sea Village Resort on Ali'i...
Mauna Lani Beach Club Pass! 906 Fairways at Mauna Lani
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 906. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedMauna Lani Beach Club Pass:...
Emmalani Court 322 - Golf Course & Ocean Views w/AC.
Emmalani Court is a hidden gem in Princeville on the North Shore of Kauai. It is only 42 units and adjacent to the 8th hole of the top rated Robert Trent Jones Jr designed Makai golf course. This well maintained complex is located within walking distance to the...
Newly remodeled gem in Hawaiian Shores
Spacious Custom built newly remodeled 3bd 2ba home with 2,144+ sqft of living space that has been beautifully remodeled/renovated for enjoying Island living.This home features vaulted ceilings, natural light with French Doors opening on to your spacious front...
Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba
WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from Breezy Lanai, Tasteful and Clean. Monthly / contact...
Simply Stunning Condo, C202 is one of of the best!
A LITTLE ABOUT THIS CONDO... Lokelani C202 - Welcome to our coastal paradise on West Maui. This newly remodeled and updated oceanfront condo, just 45 feet from the Pacific, offers stunning views of Molokai, Lanai and Hawaiian sunsets from within and from its two...
Beautiful Kukui'ula Home With Great Lanai Space
New pool just added! This home has it all, private hot-tub, brand new pool, fire pit, 2,000 sqftlanai, and enough room for the whole family with over 3,000 sqft of insideliving space! - 5,000 soft totalThis home is special with it's open indoor/outdoor main living area...
Newly Remodeled Luxury Condo with Ocean and Fairway Views
Beautiful newly-remodeled unit in one of the most sought-after associations on the North Shore. We invite you to enjoy the peaceful, old-Hawaiian feel of Kauai’s North Shore and the upscale yet understated elegance of Princeville with a visit to our beloved home....
Sands of Kahana Resort #345 - Vacation West Maui
★ Completely Remodeled in 2025★Air Conditioned 2 Bedroom, 2 Bathroom at the World Renowned Sands of Kahana Resort★ Oceanfront Oasis in West Maui's Sands of Kahana Resort★ Huge Condo, 1,600 Sq Ft Property Highlights:Mesmerizing views of Moloka'i and Lana'i on the...
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
Visit our remodeled ocean front get-away. The unit has been remodeled from top to bottom, from ceiling to floor. The master bedroom features a California King bed, night stands with reading lights, built-in cabinets for clothing storage, granite countertop, ceiling fan,...
Luxury Oceanfront Condo - Fabulous Ground Floor 3BR/2BA, Sleeps 6 - Lae Nani 511
At Lae Nani #511, you will feel truly relaxed, surrounded by lush tropical landscaping and listening to the soothing sound of the ocean’s waves breaking on the shore. The location of this three-bedroom suite is ideal, providing views of the ocean as well as gorgeous...
Heaven on Earth in Upcountry Maui
Welcome to The Star Lookout, a magical vacation cottage in Maui's Upcountry. Experience a taste of 'Old Hawaii' in our quiet, restful perch with privacy, sweeping views, magnificent sunsets, and oodles of stars. We are located at 622 Thompson Road, Kula, HI 96790.The...
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach
Welcome to a Cutting Edge Maui Beach Home that blends its Original 1940's Plantation Style Charm with Refined Contemporary Design and custom finishes. Located just steps away from sandy beaches on the desirable oceanfront Ili'ili Road, this romantic property mixes art,...
Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!n
♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔...
Ocean Beach Home In The Heart Of Authentic Old Hawaii
STVR 19-360891, NUC 19-1179 From home to ocean in under a minute! This newly built custom home is just 200 feet from the ocean and located in the heart of authentic Old Hawaii - Captain Cook locale on the Big Island of Hawaii. An exceptionally comfortable residence,...
Kai Moena Estate - Kailua Luxury Beachfront Estate with Pool, Spa, AC, Sauna, Fitness Center & More!
Prices start at $100,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This luxury...
Beautiful Kapalua Oceanfront Retreat (989 sq.ft)
Restore and enjoy all Kapalua has to offer! This private condo's idyllic location is perfect for a romantic getaway, or a peaceful place to relax and restore. Take a walk along the beach boardwalk to spot sea turtles, barbecue or lounge at the pool, boogie board at the...
Puako Pau Hana, A Restful, Private Retreat located steps from the water!!
Puako Pau Hana is a great place to escape from all your cares! Located in the heart of Puako, you are literally just a few steps to the most beautiful little beach in Puako! Puako is known for it's magical old fashioned neighborhood feel and remarkable clear water,...
Bishop Suites at Executive Centre, 1-Bedroom Mountain View Suite + Full Kitchen
Unwind in Honolulu at this terrific condo. This cozy 1-bedroom retreat offers a living room with a comfy sofa bed, perfect for extra guests. Enjoy the convenience of amenities like a hair dryer, WiFi, washing machine, and AC. Relax in the gorgeous bathroom after a day...
Cozy cottage nestled on our 5 acre Organic fruit farm
The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the...
Ginger Room
Rejuvenate in the Rainforest at Ginger room, situated on 5 lush tropical acres in the heart of Volcano Village near Hawaii Volcanoes National Park. Our guests enjoy four spacious rooms with full walk-in closets, thick curtains, hardwood floors, and private bathrooms...
Hanalei Plantation Road Home - Dream Retreat with Pool & Ocean Views
Escape to this beautiful Hanalei Plantation Road home, nestled in a prized neighborhood. Enjoy sweeping mountain and ocean views over Hanalei Bay. With 4 bedrooms, a gym, pool, and ample indoor/outdoor space, it's a dream retreat. Upstairs, find a bright living/dining...
Pohinahina Place – Serene Hualalai Estate with Ocean Views & Private Pool
Pohinahina Place is your private resort retreat. With an incredible view of the Pacific Ocean and overlooking the 5th green of the Hualalai Golf Course, this property is located right in the middle of Hualalai Four Seasons Resort. This beautiful oasis is nestled on a...
Modern + Serene Oceanfront Napili Getaway W/AC - No parking or resort fees
Welcome to the Napili Point! This oceanfront 1 bedroom directly on the stunning Honokeana bay in Napili is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. Freshly remodeled, this air conditioned property is...
Wailea Ekahi 14F - Best Views - 3 Minutes Walk to Beach
"Comfortable luxury with a magnificent view," wrote a recent guest. Wailea Ekahi 14F is an upper-floor 2-bedroom 2-bath condo. Situated in a quiet tropical garden setting in the center of Wailea Ekahi Village, far from road and pool noise, with one of the three "quiet"...
Charming. permitted cottage, short walk to Paia town & beach.nSTPH 2013/0004
Nestled on Baldwin Avenue, our plantation style one bedroom cottage provides convenient and comfortable accommodations for 2 people, with the amenities of Historic Paia Town and Paia Bay just a few minutes walk away and all areas of the Island within easy driving...
🌺 Fairways 1706 Tranquility Villa 🌺 Renovated, includes Beach Access, Bikes 🌺
Your perfect vacation begins here! The Fairways at Mauna Lani is a private gated community of quiet luxury condominiums, the famed Farimont Orchid Hotel and the Auberge Resort Collection. While relaxing, it is also close to the heart of Mauna Lani shopping, golf, spas,...
Downtown Luxury Penthouse, Free Parking, Washer/Dryer
Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Welcome to Ko Olina Beach Villas B1101 by Gather, a luxurious 11th-floor, three-bedroom, three-bathroom oceanfront villa nestled in the exclusive Ko Olina Beach Villas Resort on Oʻahu’s serene Leeward Coast. Designed for up to six guests, this penthouse-style retreat...
Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Situated in the famed oceanside neighborhood...
On top of the Ocean Hideaway - Mermaid's Palace on Maui
Welcome to Kaimana at Pohailani Maui! Enjoy amazing ocean views, sunsets, wildlife watching, and neighbor island views of Molokai and Lanai from this well provisioned condo located on West Maui. We are located so close to the ocean you could throw a stone into the...
Ocean View Home
"Paradise at Ehupua" is a holiday home with ocean views. It is situated in Honolulu, Wailai Iki, Kahala district. This property has three bedrooms, two full bathrooms, a covered Lanai to enjoy the ocean view, a private outdoor pool, and a hot tub. Each bedroom includes...
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi Resort
Ocean View, King Bed, quiet Ground floor Studio condo, in the beautiful Wailea Ekahi Resort, near one of the 4 private pools and a short walk to the beach.Enhanced cleaning protocols and private ground floor entrance with Lanai opening onto the beautiful gardens and...
Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Let the relaxing atmosphere of Lokomaika’i...
Beautiful Ocean Front 1-bedroom condo with WiFi, AC; Mahana 807
Unwind in Lahaina at this pleasant condo. This tremendous property features 1 bedroom with a cozy king bed, a modern bathroom with a refreshing shower, and an additional living space with a comfy sofa bed. Guests can enjoy amenities like WiFi, a washing machine, and AC...
Fabulous Location near Shipwreck Beach and Grand Hyatt Resort
We purchased this lovely ground floor garden view condo in April, 2013. This condominium has a large master bedroom with A/C. The master bedroom has an an en-suite master bath with a walk in shower. Our home also has a half bath for your convenience. Our spacious lanai...
Gorgeous Oceanfront 2 Bed/2 Bath Condo with A/C at Kona Bali Kai Resort Unit 306
Your home away from home in Kailua-Kona with 2 gorgeous bedrooms featuring 2 king beds. This fabulous 3rd floor oceanfront condo offers all the essentials for a comfortable stay, including WiFi, AC, and full-size washer/Dryer. The cool vibe of the space is perfect for...
Best Ocean Front Views on Maui! Whale Watch From the Lanai or Living Room!
Nestled in the heart of West Maui along the pristine Kaanapali Beach, the Mahana offers an unparalleled waterfront experience that few can rival. Located at the northern end of the scenic Kaanapali boardwalk, the Mahana offers an exceptional pathway suitable for...
Full Ocean View, Great For Whale Watching
It doesn't get any better than this: gorgeous, light, bright, breezy, full ocean view condo. Two wonderful lanais private and quiet. The perfect place to watch dolphins and whales play. Enjoy rainbows across Kauai's pristine mountains. While sipping your morning coffee...
Beautiful Top Floor Oceanfront #611 with A/C!
Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This incredible vantage point provides gorgeous panoramic views of the ocean, beaches, mountains, and neighboring islands. At this...
Family Suite #1 - Two rooms w/ shared hot tub, Family suite # 1 - Ulu Retreat + A'ali'i Sunset Suite
Immerse in tranquility at our Ohia retreat with two serene rooms, each with its own private lanai for enjoying nature's symphony. Indulge in the comfort of 14-inch memory foam mattresses and flat-screen TVs. The courtyard, a blend of open skies and cozy corners,...
Garuda Estate – Launiupoko Luxury Home
We invite you to indulge in this magnificent 3,300-square-foot villa nestled at the bottom of the Mountains of West Maui, Launiupoko. It's the first town off the bypass. A short 15-minute drive takes you into Ka'anapali. Whalers Village offers a golf course,...
Beautiful and Spacious Townhouse at Mauna Lani - Close to Beach
Enjoy the peaceful resort life in this beautiful townhouse with upgraded furnishings in the luxurious Kulalani at Mauna Lani community. With access to both the Beach Club and the acclaimed Kamilo amenity center, this stylish property is perfect for families or small...
Hale Anuenue By Parrish Kauai - AC & walk to Poipu Beach!
Perched on the rim of Poipu Crater overlooking Poipu Beach to the west and Mount Haupu to the east, Hale Anuenue ("house of rainbows") offers the perfect spot to see rainbows when the skies offer liquid sunshine. Positioned for views of the morning sunrise glow over the...
Across From Beach! Newly Remodeled Modern Condo! Family Friendly Prime Location!
Enjoy a comfortable, stylish Maui beach experience at this newly remodeled condo centrally located in the South Kihei Wailea area. All new modern furnishings, appliances, and decor. Located at Kihei Akahi; directly across from Kamaole Beach 2; you'll be just steps from...
Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views
Welcome to Ko Olina Beach Villa B109 by Gather, a luxurious two-bedroom, two-bathroom oceanfront retreat in the prestigious Ko Olina Resort, located in Kapolei, Hawaii. Perfectly designed for up to four guests, this ground-level villa offers seamless indoor-outdoor...